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Results: 380 Rentals

  • 6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
    From $326 per night (USD)

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    6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    20

    Gorgeous 6 Bedroom Executive Cottage. Only 0.5 km short walk to Lake Simcoe, Innisfil Beach Park, Public Beach, Fishing ...

    From $326 per night (USD)

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  • Family Cottage on Lake Couchiching
    From $315 per night (USD)

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    Family Cottage on Lake Couchiching

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lakefront cottage on the best lake in Ontario. Relax with the whole family at this peaceful place to stay. Access to doc ...

    From $315 per night (USD)

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    Details
  • Luxury & Secluded Cottage 10 Mins from Downtown Barrie
    From $1974 per night (USD)

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    Luxury & Secluded Cottage 10 Mins from Downtown Barrie

    Bedrooms:
    5
    Bathrooms:
    8
    Sleeps:
    14

    **THE ULTIMATE LUXURY EXPERIENCE ON LAKE SIMCOE** NEW LISTING PRICE & NO CLEANING FEE. Extremely secluded location but m ...

    From $1974 per night (USD)

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  • Southside Lakehouse on Simcoe
    From $503 per night (USD)

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    Southside Lakehouse on Simcoe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    4 𝘴𝘦𝘢𝘴𝘰𝘯𝘴 𝘭𝘢𝘬𝘦𝘩𝘰𝘶𝘴𝘦 𝘸𝘪𝘵𝘩 𝘣𝘦𝘢𝘶𝘵𝘪𝘧𝘶𝘭 𝘣𝘢𝘤𝘬𝘺𝘢𝘳𝘥 𝘷𝘪𝘦𝘸 & 𝘱𝘳𝘪𝘷𝘢𝘵𝘦 𝘢𝘤𝘤𝘦𝘴𝘴 ...

    From $503 per night (USD)

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  • Beautiful Lakefront Cottage with Hot Tub
    From $320 per night (USD)

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    Beautiful Lakefront Cottage with Hot Tub

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    11

    Lake front Cottage, snuggled by Lake Couchiching. You can spend your days on the dock and your nights sitting on our lar ...

    From $320 per night (USD)

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  • Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access
    From $153 per night (USD)

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    Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    A beautiful, charming, year-round cottage located at the southern tip of Lake Simcoe (Cook's Bay). Get away from the bus ...

    From $153 per night (USD)

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  • 10% Flash Sale! Bright & Airy Apartment: Lovely Backyard & Off Street Parking!
    From $134 per night (USD)

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    10% Flash Sale! Bright & Airy Apartment: Lovely Backyard & Off Street Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This bright and airy suite is located on the second floor and overlooks a tree-lined street. It has windows on 3 sides f ...

    From $134 per night (USD)

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  • Beach-Front Private Paradise Directly on Lake Simcoe
    From $253 per night (USD)

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    Beach-Front Private Paradise Directly on Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    1930's Direct lake front cottage. 58' of west facing frontage on Lake Simcoe in the town of Beaverton. Sand beach with ...

    From $253 per night (USD)

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  • Unique Wild West Saloon camper on Lake Simcoe
    From $127 per night (USD)

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    Unique Wild West Saloon camper on Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Happy Camper Adventures offers affordable, STRESS-FREE camping adventures in unique, one-of-a-kind themed campers.  Each ...

    From $127 per night (USD)

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  • Nautical Cozy camper trailer on Lake Simcoe
    From $99 per night (USD)

    Expedia

    Nautical Cozy camper trailer on Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Happy Camper Adventures offers affordable, STRESS-FREE camping adventures in unique, one-of-a-kind themed campers.  Each ...

    From $99 per night (USD)

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    Details
  • Lake Simcoe Luxury waterfront Retreat  near Friday Harbour! Hot Tub!
    From $567 per night (USD)

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    Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Stunning! Luxurious spacious retreat with unobstructed breathtaking unobstructed lake views from every living space. Re ...

    From $567 per night (USD)

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  • Lake Simcoe Water Front Cottage
    From $601 per night (USD)

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    Lake Simcoe Water Front Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The lake Simcoe region is a favourite year round holiday destination with any area events and attraction. This is family ...

    From $601 per night (USD)

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    Details
  • Lake Simcoe Waterfront Cottage-Private Dock, Renovated
    From $285 per night (USD)

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    Lake Simcoe Waterfront Cottage-Private Dock, Renovated

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Relax in our cozy, quiet, family, lakefront cottage. Enjoy the sunsets while sitting on our large dock. There is an eat- ...

    From $285 per night (USD)

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  • Entire Big Basement Unit with Separate Entrance
    From $66 per night (USD)

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    Entire Big Basement Unit with Separate Entrance

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Close to Hwy 400, a little piece of heaven in Barrie, an hour north of GTA. Come and enjoy the city of beautiful lakes, ...

    From $66 per night (USD)

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  • Rustic luxury chalet with pool, a two-minute walk to beach, park and playground!
    From $197 per night (USD)

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    Rustic luxury chalet with pool, a two-minute walk to beach, park and playground!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A bright, airy, quiet place with fenced-in heated (late June to early September) salt water pool for families, couples, ...

    From $197 per night (USD)

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  • 10% Flash Sale! Premium Apartment: Kitchen, Garden View & Off Street Parking
    From $119 per night (USD)

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    10% Flash Sale! Premium Apartment: Kitchen, Garden View & Off Street Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Make yourself at home in our premium suite, Number 2. Almost identical to Suite 1 except it overlooks our backyard Engl ...

    From $119 per night (USD)

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  • 10% Off Flash Sale! Cozy & Bright Suite: Heated Floors, Fireplace, and Backyard!
    From $115 per night (USD)

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    10% Off Flash Sale! Cozy & Bright Suite: Heated Floors, Fireplace, and Backyard!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    For the more budget-conscious guest, Suite #6 is the perfect fit. Relax in this spacious, bright one-bedroom suite featu ...

    From $115 per night (USD)

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  • 10% Off Flash Sale! Luxury Garden Suite: Soaker Tub, Backyard & Off St Parking!
    From $120 per night (USD)

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    10% Off Flash Sale! Luxury Garden Suite: Soaker Tub, Backyard & Off St Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is our luxury Garden Suite. Take time to relax in the large soaker tub while watching your favorite TV program. Per ...

    From $120 per night (USD)

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  • Luxury Modern Waterfront Cottage
    From $765 per night (USD)

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    Luxury Modern Waterfront Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to this luxury, gorgeous newly renovated, spacious all year-round cottage overlooking Lake Simcoe. This beautif ...

    From $765 per night (USD)

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  • Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
    From $154 per night (USD)

    Expedia

    Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    At Canada's most sought-after all-seasons resort, you, your family, and your friends can unwind to the peaceful serenity ...

    From $154 per night (USD)

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  • Swing Bridge Cottage on Lake Simcoe - Waterfront
    From $250 per night (USD)

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    Swing Bridge Cottage on Lake Simcoe - Waterfront

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Enjoy a stay with family or friends at our Swing Bridge Cottage on Lake Simcoe ! ! Our four-season waterfront cottage is ...

    From $250 per night (USD)

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  • Duclos Point Lakefront Private Property w Breathtaking Sunsets
    From $499 per night (USD)

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    Duclos Point Lakefront Private Property w Breathtaking Sunsets

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We are a fully licensed Short Term Rental Property with the Town of Georgina and have passed fire and safety inspection. ...

    From $499 per night (USD)

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  • Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe
    From $166 per night (USD)

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    Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This fully furnished brand new luxurious 2 BR ground floor condo with walkout to courtyard is available for your vacatio ...

    From $166 per night (USD)

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  • Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
    From $321 per night (USD)

    Expedia

    Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    1.5hr from Toronto. Sandy, Shallow & Quiet Beach on Dead End Street - High Speed Internet included - Amazon & ...

    From $321 per night (USD)

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  • Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property
    From $148 per night (USD)

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    Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Totally renovated house - new paint - all new furnishing-3 bedroom 4-piece bathroom, full kitchen & laundry on beautifu ...

    From $148 per night (USD)

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  • Friday Harbor - Ontario Luxury resort open all year round
    From $197 per night (USD)

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    Friday Harbor - Ontario Luxury resort open all year round

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Views of Lake Simcoe and underground parking included. Ideal for up to 4 people. All season resort with events at the pi ...

    From $197 per night (USD)

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  • The North Shore Suite
    From $98 per night (USD)

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    The North Shore Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The North Shore Suite Largely accommodating longer stays for Corporate Clients, Professionals and Clients of RVH and ...

    From $98 per night (USD)

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  • BEAUTIFUL FOUR SEASON WATERFRONT COTTAGE
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    Expedia

    BEAUTIFUL FOUR SEASON WATERFRONT COTTAGE

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Magnificent Cottage Residence, situated on approx 7 acres forested lot with ultimate privacy and unforgetable surroundin ...

    Click For Pricing

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  • Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub
    From $285 per night (USD)

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    Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Nature's Cottage Washago. This beautiful waterfront property is a one of a kind. Spend time with family or ...

    From $285 per night (USD)

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  • House on the Lake, Orillia
    From $252 per night (USD)

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    House on the Lake, Orillia

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Township of Ramara Approved Short Term Rental Accommodation. License Number: 2024.043 A beautiful Lake Couchiching lo ...

    From $252 per night (USD)

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  • Luxurious All-season Simcoe Lakefront Cottage
    From $844 per night (USD)

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    Luxurious All-season Simcoe Lakefront Cottage

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    A luxurious all-season family lakefront cottage with 100'+ of private shoreline on Lake Simcoe. An open-concept, gourmet ...

    From $844 per night (USD)

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  • Luxury Waterfront Cottage with Hot Tub in Downtown Washago, Ontario
    From $493 per night (USD)

    Expedia

    Luxury Waterfront Cottage with Hot Tub in Downtown Washago, Ontario

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to The Cottage Living on Green River! Our straight-out-of-a-storybook riverfront oasis, located in the heart o ...

    From $493 per night (USD)

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  • Friday Harbour Modern 2BR condo with access to  outdoor pool
    From $165 per night (USD)

    VRBO

    Friday Harbour Modern 2BR condo with access to outdoor pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax in style and experience Friday Harbour Resort at the luxurious Aquarius building with outdoor private pool. Step ...

    From $165 per night (USD)

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  • Friday Harbour Resort on Lake Simcoe
    From $251 per night (USD)

    Expedia

    Friday Harbour Resort on Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Super host rated! Premium All Season Resort available Brand new 805 sq foot 2 bedroom 2 bathroom condo located in the ...

    From $251 per night (USD)

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  • COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
    From $139 per night (USD)

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    COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Fully insulated cottage with 2 bedrooms with 1 bath comfortably sleeps 5. Short walks to a private resident beach on L ...

    From $139 per night (USD)

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  • Amazing Waterfront, Cottage at Big Bay Point
    From $628 per night (USD)

    Expedia

    Amazing Waterfront, Cottage at Big Bay Point

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Completely Renovated Custom 4 Season Vacation Property with 53' of Water Front with Large Stone Patio Deck and Dock on ...

    From $628 per night (USD)

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  • House Close to Lake
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    House Close to Lake

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    15

    Our beautiful modern home offers 4+1 bedrooms, 4 full bathrooms, powder room and an expansive kitchen and living space. ...

    Click For Pricing

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  • Resort Style Living Steps to the Boardwalk and Marina
    From $142 per night (USD)

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    Resort Style Living Steps to the Boardwalk and Marina

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This well equipped condo is walk out steps from the boardwalk at Friday Harbor with shops, biking, beautiful golf course ...

    From $142 per night (USD)

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  • Franklin Beach House, Jackson's Point
    From $214 per night (USD)

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    Franklin Beach House, Jackson's Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful beach house less than hour from Toronto! Fully renovated and only 100m from the water, 3 beds, 2 bath sleeps 6 ...

    From $214 per night (USD)

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  • Hostaville is a Beautiful Waterfront Four Season Home in South Muskoka
    From $288 per night (USD)

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    Hostaville is a Beautiful Waterfront Four Season Home in South Muskoka

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    North Orillia, South Muskoka, Cumberland Beach near Webers Restaurant on Hwy 11. A BEAUTIFUL WATERFRONT FOUR-SEASON HOM ...

    From $288 per night (USD)

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  • The Hidden Gem Near Casino Rama\/Lake Couchiching
    From $296 per night (USD)

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    The Hidden Gem Near Casino Rama\/Lake Couchiching

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    - Relaxing get-away from the city just minutes away from snowmobile trails, cross-country skiing, fantastic ice-fis ...

    From $296 per night (USD)

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  • Big Yellow House on Lake Couchiching in S. Muskoka & Orillia
    From $243 per night (USD)

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    Big Yellow House on Lake Couchiching in S. Muskoka & Orillia

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The Cape Cod-style home is right on the water and is meant for family enjoyment. (not a party house please) 4 bedrooms, ...

    From $243 per night (USD)

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  • Friday Harbour Retreat with Courtyard Pool
    From $174 per night (USD)

    VRBO

    Friday Harbour Retreat with Courtyard Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Beautiful, fully furnished one bedroom vacation retreat in the vibrant resort community of Friday Harbour. Experience t ...

    From $174 per night (USD)

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  • Lake Simcoe Rental in Keswick
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    Lake Simcoe Rental in Keswick

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    5

    Breathtaking lake Simcoe RV Rental in Keswick at Krates Marina. Located 40 minutes from Toronto, This spectacular RV is ...

    Click For Pricing

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  • Bright Modern Waterfront Cottage w\/hot tub -- 5 min from the beach!
    From $249 per night (USD)

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    Bright Modern Waterfront Cottage w\/hot tub -- 5 min from the beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Modern, cheerful cottage located in the heart of Lagoon City or, as some might say, mini Venice. A perfect place with wa ...

    From $249 per night (USD)

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  • Pet Friendly Beach House with Bunkie Bar & Hot Tub
    From $584 per night (USD)

    VRBO

    Pet Friendly Beach House with Bunkie Bar & Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Mariposa Beach House! You may only be 90 min from the city, but this cottage is serving straight up Malibu-Mi ...

    From $584 per night (USD)

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  • Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
    From $171 per night (USD)

    VRBO

    Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Before you read any further - for all our America friends you save 38-40% coming to Canada as your money is stronger t ...

    From $171 per night (USD)

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  • Work &school from Family Lake Front Cottage On Simcoe high speed cable internet
    From $197 per night (USD)

    VRBO

    Work &school from Family Lake Front Cottage On Simcoe high speed cable internet

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    DIRECT WATERFRONT COTTAGE near Sutton on Lake Simcoe . Less than 1 hour drive from downtown Toronto on hwy 404. This cot ...

    From $197 per night (USD)

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  • 2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental<br><br>
    From $166 per night (USD)

    VRBO

    2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental<br><br>

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Brand New building in Friday Harbour Resort community. Private Resort with Harbour on Lake Simcoe, 200 acres of Nature ...

    From $166 per night (USD)

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  • Perfect getaway at Friday Harbour Resort (2 Bedroom with Private Terrace)
    From $149 per night (USD)

    Expedia

    Perfect getaway at Friday Harbour Resort (2 Bedroom with Private Terrace)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Modern, bright and fully furnished main level 2 bedroom condo with large terrace located in the beautiful Friday Harbour ...

    From $149 per night (USD)

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  • Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
    From $118 per night (USD)

    VRBO

    Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Summer - enjoy lake Simcoe swimming and beaches. Winter - Ice Fishing lake Simcoe!!! Go ice fishing! Spring and Fall Rel ...

    From $118 per night (USD)

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  • Friday Harbour Condo with Pool
    From $434 per night (USD)

    Expedia

    Friday Harbour Condo with Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    LIVE EVERY DAY LIKE IT’S FRIDAY Ground floor Luxurious condo Elegantly decorated 9-foot Ceiling one (1) bedroom condo w ...

    From $434 per night (USD)

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    Details
  • Glen Warren - Lake Simcoe Luxury - Shanty Bay
    From $856 per night (USD)

    VRBO

    Glen Warren - Lake Simcoe Luxury - Shanty Bay

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Note: There is a strict one week minimum booking period; no exceptions. Special Christmas/New Years Packages available. ...

    From $856 per night (USD)

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  • Luxury Condo at Friday Harbour
    From $336 per night (USD)

    VRBO

    Luxury Condo at Friday Harbour

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    A luxury 2-Bedroom/2-Bathroom suite at a multi billion resort located within the largest inland marina in North America. ...

    From $336 per night (USD)

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  • Barrie North Retreat - Quiet and Friendly
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    VRBO

    Barrie North Retreat - Quiet and Friendly

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your home away from home! After a day at the beach, park, ski hills, work, golf course or just sightseeing, ...

    Click For Pricing

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  • Barrie Kempenfelt Bay Waterfront Cottage(Muskoka by the City)
    From $417 per night (USD)

    VRBO

    Barrie Kempenfelt Bay Waterfront Cottage(Muskoka by the City)

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    10

    Located in commutting distance from City of Toronto (one hour north of Toronto) on North shore of Kempenfelt Bay , the ...

    From $417 per night (USD)

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  • Eco-Friendly Tiny Home Retreat
    From $342 per night (USD)

    VRBO

    Eco-Friendly Tiny Home Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Modern and dreamy, 4 season tiny house nestled in 200+ acres of protected forest. 3 minute walk away from a sandy beach ...

    From $342 per night (USD)

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  • Lake House-S\/W Exposure! Hot Tub, Sandy Water, Game Rm!
    From $646 per night (USD)

    Expedia

    Lake House-S\/W Exposure! Hot Tub, Sandy Water, Game Rm!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    15

    ABOUT THIS SPACE Escape to this stunning Lake Simcoe retreat, just 7 minutes from the 404 Highway and 40 minutes from T ...

    From $646 per night (USD)

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    Details
  • Orillia Oasis w\/hot tub & canal-2 minutes from the beach!
    From $347 per night (USD)

    VRBO

    Orillia Oasis w\/hot tub & canal-2 minutes from the beach!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Enjoy a night soak in your private hot tub overlooking the peaceful canal. Roast smores in the firepit while listening t ...

    From $347 per night (USD)

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  • Chalet Ewart by the lake
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    Chalet Ewart by the lake

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Full renovation Dec 2021. Location Location Location. Apartment is located 2 minute walk (timed) to the sandy beach just ...

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  • SouthLake cottage on Lake Couchiching
    From $559 per night (USD)

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    SouthLake cottage on Lake Couchiching

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Kick back and relax in this calm, stylish space.Western view of lake Couchiching and modern open concept living space, e ...

    From $559 per night (USD)

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  • Cottage\/Lake Simcoe\/Innisfil\/5 Bedrooms\/10 Guests
    From $602 per night (USD)

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    Cottage\/Lake Simcoe\/Innisfil\/5 Bedrooms\/10 Guests

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Very charming two story 5-bedroom cottage situated cross the street from the Lake Simcoe conveniently located just 1 hou ...

    From $602 per night (USD)

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  • Pearl by Lake Simcoe
    From $838 per night (USD)

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    Pearl by Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautif ...

    From $838 per night (USD)

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  • Lake house on Simcoe
    From $380 per night (USD)

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    Lake house on Simcoe

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Families up to 5, minimum age rental is 30. Please message for monthly rates. Our renovated cozy waterfront cottage is ...

    From $380 per night (USD)

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  • Luxurious Lake front Island Twnhome Friday Harbour
    From $453 per night (USD)

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    Luxurious Lake front Island Twnhome Friday Harbour

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    16

    This luxurious 3 storey vacation home is located in the beautiful Friday Harbour Resort, in Innisfil, ON. The town home ...

    From $453 per night (USD)

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  • Fantastic Lake Simcoe Guesthouse for GTA getaway
    From $151 per night (USD)

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    Fantastic Lake Simcoe Guesthouse for GTA getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Stay for a night or stay for a week! This beautiful cabin is located on the clear weedfree water of Lake Simcoe in Orcha ...

    From $151 per night (USD)

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  • Cheerful 4 Bedroom Cottage w\/free Parking & WiFi, on Lake Simcoe
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    Cheerful 4 Bedroom Cottage w\/free Parking & WiFi, on Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Bring your whole family to this wonderful place with lots of room for fun! Gorgeous brand new executive cottage, located ...

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  • Lake Simcoe Loft 1BRD Full Bath WIFI Netflix AC
    From $286 per night (USD)

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    Lake Simcoe Loft 1BRD Full Bath WIFI Netflix AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful Loft located on the western arm of Lake Simcoe with a beautiful view all around → 1 Bedroom, Full Bath & Free ...

    From $286 per night (USD)

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  • Luxurious 5 BR\/3.5 BA Waterfront Over 5000 SqFt
    From $894 per night (USD)

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    Luxurious 5 BR\/3.5 BA Waterfront Over 5000 SqFt

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    The perfect getaway villa in Lagoon City in the township of Ramara, only 1.5 hours away from Toronto. Enjoy this luxurio ...

    From $894 per night (USD)

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  • Cute and relaxing cottage on the lake
    From $135 per night (USD)

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    Cute and relaxing cottage on the lake

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Quiet and relaxing four seasons cottage, three bedrooms with a great view of Lake Simcoe from our large front deck. Rela ...

    From $135 per night (USD)

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  • Crystal Beach Cottage & Spa
    From $473 per night (USD)

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    Crystal Beach Cottage & Spa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Tranquil & serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mes ...

    From $473 per night (USD)

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  • Cute family cottage getaway near Lake Simcoe!
    From $166 per night (USD)

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    Cute family cottage getaway near Lake Simcoe!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Relax with family and friends at this peaceful and spacious 3-bedroom cottage in Innisfil with a backyard facing a beaut ...

    From $166 per night (USD)

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  • Luxury modern cottage in Georgia
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    Luxury modern cottage in Georgia

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Luxury modern cottage , close to lake and park Newly renovated with modern furniture , close to beautiful sandy beach o ...

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  • Four Season Waterfront Cottage Over-the-Water view
    From $393 per night (USD)

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    Four Season Waterfront Cottage Over-the-Water view

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa b ...

    From $393 per night (USD)

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  • Smart stylish cottage house beside Lake Simcoe
    From $316 per night (USD)

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    Smart stylish cottage house beside Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This cottage house is a blend of classic and modern dimensions where you can watch the waves of Lake Simcoe from sunrise ...

    From $316 per night (USD)

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  • Sunsets to die for on quite bay on Lake Simcoe
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    Sunsets to die for on quite bay on Lake Simcoe

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    20

    Beautiful sunsets and quiet bay to take advantage of on Lake Simcoe! Lots of room for family and friends. Sandy beach an ...

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  • Outdoor Life at Lake Simcoe
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    Outdoor Life at Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Hottage by the Lake. Direct access to Simcoe. Boat slip included! 3 Bedroom House on the water with outdoor Hot Tub for ...

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  • Charming lake front, private beach cottage surrounded by nature
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    Charming lake front, private beach cottage surrounded by nature

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the Lakehouse. Situated on the sandy shores of Lake Simcoe, this lake front cottage offers the most stunning ...

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  • Lazy Bear Log Home-Lake front
    From $892 per night (USD)

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    Lazy Bear Log Home-Lake front

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    Our stunning 6-bedroom luxurious lakefront log home is on Lake Couchiching. Located in the town of Orillia, it is the pe ...

    From $892 per night (USD)

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  • Luxury Lake Simcoe Waterfront Cottage
    From $1520 per night (USD)

    Expedia

    Luxury Lake Simcoe Waterfront Cottage

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    20

    Welcome to our lakefront vacation rental! Enjoy the full spectrum of morning golden hour colours in this premium waterfr ...

    From $1520 per night (USD)

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  • Comfortable Vacation Getaway in Innisfil Ontario.
    From $302 per night (USD)

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    Comfortable Vacation Getaway in Innisfil Ontario.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    6

    Comfortable Vacation Getaway near the Beaches on Lake Simcoe Only steps away from Lake Simcoe & Innisfil Beach Park, whe ...

    From $302 per night (USD)

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  • Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)
    From $588 per night (USD)

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    Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful home, north end of Lake Simcoe, 1:10 min to GTA 4 min to downton Orillia. 3 bedrooms, 4 beds. Up to 8 people. ...

    From $588 per night (USD)

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  • Luxury Chalet Cottage Simcoe
    From $790 per night (USD)

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    Luxury Chalet Cottage Simcoe

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Indulge in the epitome of modern farmhouse elegance at our tranquil lakeside chalet! Recently renovated in 2022, this en ...

    From $790 per night (USD)

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  • Family and Friend Gateway to Sunshine city
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    Family and Friend Gateway to Sunshine city

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Sunshine city, we are located in Orillia, Canada, situated in a quiet residential neighbourhood. The Water Sp ...

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  • Barrie North Retreat - Great for work crews!
    From $198 per night (USD)

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    Barrie North Retreat - Great for work crews!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your home away from home! After a day at the beach, park, ski hills, golf course, work or just sightseeing, ...

    From $198 per night (USD)

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  • Wood fired Hot Tub- Lakeside Cottage compound
    From $766 per night (USD)

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    Wood fired Hot Tub- Lakeside Cottage compound

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to our family compound ! Our property is immaculately designed and cared for. Beautiful sandy water, incredible ...

    From $766 per night (USD)

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  • Lake Simcoe Waterfront Cottage Getaway
    From $493 per night (USD)

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    Lake Simcoe Waterfront Cottage Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lake Simcoe Waterfront Cottage Getaway This is a great location for a couple, friends, or family looking to get away and ...

    From $493 per night (USD)

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  • Magnificent Lakefront Modern Cottage
    From $313 per night (USD)

    Expedia

    Magnificent Lakefront Modern Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy the Lake front Cottage, snuggled by lake Couchiching with magnificent sunset view. You can spend your day time on ...

    From $313 per night (USD)

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  • City living in Cottage Country with all season activities
    From $174 per night (USD)

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    City living in Cottage Country with all season activities

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    TWO-BEDROOM bsmt apt + 2000+ feet of Living Area, Short drive to Lake Simcoe and Innisfil Beach Park, FULL KITCHEN, DESK ...

    From $174 per night (USD)

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  • Cozy Cottage Close to Lake Simcoe
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    Cozy Cottage Close to Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This cozy, spacious cottage has all the amenities of home at the cost of hotel room. With a full eat in Kitchen that is ...

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  • Beautiful lake front 5 bedrooms , 3 full baths fully renovated on Lake Simcoe
    From $1438 per night (USD)

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    Beautiful lake front 5 bedrooms , 3 full baths fully renovated on Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Beautiful property inside and out. Fully upgraded and professionally decorated. Spacious bedrooms, family room, kitchen ...

    From $1438 per night (USD)

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  • Beautiful Luxurious home minutes to the Beach & Friday Harbour Resort
    From $406 per night (USD)

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    Beautiful Luxurious home minutes to the Beach & Friday Harbour Resort

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Lovely home with private deck and backyard with a well equipped kitchen and modern clean lines furniture in a serene env ...

    From $406 per night (USD)

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  • Lakefront 3 bedroom cottage & modern living space
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    Lakefront 3 bedroom cottage & modern living space

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Beautifully Newley renovated house right on Lake Simcoe. The spacious main living space consists of a newly renovated ...

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  • Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario
    From $234 per night (USD)

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    Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    A very small but bright 3 bedroom Cottage across Thorah Centennial Park in Beaverton with magnificent views of Lake Simc ...

    From $234 per night (USD)

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  • Scandinavian Riverfront Cabin Muskoka
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    Scandinavian Riverfront Cabin Muskoka

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandinavian inspired renovated 1970s cabin offering 3 ...

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  • Large Lake Simcoe Cottage 8 Bedrooms
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    Large Lake Simcoe Cottage 8 Bedrooms

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    16

    50 Minutes from Toronto on Lake Simcoe. Beautiful Cottage with huge patio and lakefront beach area. Sleeps 16 in 8 Bedro ...

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  • Beaverton Cottage (5 minutes away from a beach and boating centre)
    From $534 per night (USD)

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    Beaverton Cottage (5 minutes away from a beach and boating centre)

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Sub-urban/rural area best for peaceful living. Nearby stores on Beaverton Main Street. Very close to a beach and private ...

    From $534 per night (USD)

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  • Newly Renovated 2 Bedroom Home For Rent in March
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    Newly Renovated 2 Bedroom Home For Rent in March

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Cozy and beautifully renovated 2 bedroom + den with pull out couch available for rent for March in Barrie's sought after ...

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  • PREMIUM LIVING PLACE \/ 2 BEDROOMS SUIT
    From $98 per night (USD)

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    PREMIUM LIVING PLACE \/ 2 BEDROOMS SUIT

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Brand New basement suite located in Lefroy Community (Innisfil) is a peaceful and safe community where you can relax and ...

    From $98 per night (USD)

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  • Waterfront home, city\/sunset views & steps to beach, Sleeps 12 + new hot tub
    From $590 per night (USD)

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    Waterfront home, city\/sunset views & steps to beach, Sleeps 12 + new hot tub

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    No taxes or cleaning fee on price.. Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay view ...

    From $590 per night (USD)

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