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  • COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
    From $111 per night (USD)

    VRBO

    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 $111 per night (USD)

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    Details
  • Lake House-S\/W Exposure! Hot Tub, Sandy Water, Game Rm!
    From $538 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 $538 per night (USD)

    Expedia

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

    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 ...

    Click For Pricing

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    Details
  • Family and Friend Gateway to Sunshine city
    From $201 per night (USD)

    Expedia

    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 ...

    From $201 per night (USD)

    Expedia

    Details
  • Luxurious masterpiece on the lake.
    From $5450 per night (USD)

    VRBO

    Luxurious masterpiece on the lake.

    Bedrooms:
    10
    Bathrooms:
    9
    Sleeps:
    25

    The home includes 10 bedrooms, nine bathrooms, a gym, dining and kitchen areas. Incredible beautiful modern home on the ...

    From $5450 per night (USD)

    VRBO

    Details
  • Private waterfront home with beautiful sunsets
    From $442 per night (USD)

    Expedia

    Private waterfront home with beautiful sunsets

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    7

    Main property has three bedrooms and one bathroom with Queen, Double and Single beds. Separate bunkie has two bunkbeds ...

    From $442 per night (USD)

    Expedia

    Details
  • Friday Harbour Modern New Condo
    From $813 per night (USD)

    VRBO

    Friday Harbour Modern New Condo

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    A beautiful resort for your vacation escape, spacious, cozy, luxurious, and new. Wonderful restaurants and activities ...

    From $813 per night (USD)

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    Details
  • Lake Simcoe Lakefront
    From $408 per night (USD)

    Expedia

    Lake Simcoe Lakefront

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Stunning lake views from the deck where you can BBQ and dine alfresco, or sit and enjoy the lake breeze on the boathouse ...

    From $408 per night (USD)

    Expedia

    Details
  • 5BR townhouse with private dock, patios, and stunning views.
    From $608 per night (USD)

    VRBO

    5BR townhouse with private dock, patios, and stunning views.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Step into a realm of calm and relaxation at Casa Lago, a stunning 3-story town at Friday Harbour Resort! With 5 spacious ...

    From $608 per night (USD)

    VRBO

    Details
  • Luxury Cottage near lake Simco
    From $4767 per night (USD)

    Expedia

    Luxury Cottage near lake Simco

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Luxury Log House bestled at the shore of Simco lake. The cottage , surrounded by forest trees ,blooming wild and garden ...

    From $4767 per night (USD)

    Expedia

    Details
  • Direct Waterfront Cottage to Lake Simcoe w\/Hot Tub, Sauna, BBQ Stove, Deck, Dock
    From $461 per night (USD)

    VRBO

    Direct Waterfront Cottage to Lake Simcoe w\/Hot Tub, Sauna, BBQ Stove, Deck, Dock

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    13

    About this space Spacious and private waterfront cottage at Lake Simcoe! The cottage has private waterfront access & a p ...

    From $461 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom Cottage in Washago with WiFi
    From $667 per night (USD)

    Expedia

    Charming 4-bedroom Cottage in Washago with WiFi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our beautiful lakeside retreat, nestled in charming Washago, Ontario. This modern 4-bedroom, 2-bathroom home ...

    From $667 per night (USD)

    Expedia

    Details
  • Cozy Private Waterfront Cottage at Lake Simcoe
    From $549 per night (USD)

    VRBO

    Cozy Private Waterfront Cottage at Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Luxurious and spacious private waterfront cottage at Lake Simcoe. Enjoy stunning lake and sunset views. An hour from Tor ...

    From $549 per night (USD)

    VRBO

    Details
  • Cottage at Big Bay Point - Lake Simcoe Access\n\n\n
    From $214 per night (USD)

    Expedia

    Cottage at Big Bay Point - Lake Simcoe Access\n\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our charming e bedroom house nestled in the serene small community of Big Bay Point, Innisifil. You have a l ...

    From $214 per night (USD)

    Expedia

    Details
  • Luxury ~ Patio ~ Hot Tub ~ Pool ~ BBQ ~ Parking ~ Friday Harbour Resort
    From $234 per night (USD)

    VRBO

    Luxury ~ Patio ~ Hot Tub ~ Pool ~ BBQ ~ Parking ~ Friday Harbour Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour cl ...

    From $234 per night (USD)

    VRBO

    Details
  • Lakeside Cottage-Tranquil Retreat by the Water
    From $404 per night (USD)

    VRBO

    Lakeside Cottage-Tranquil Retreat by the Water

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The beautiful Lake Simcoe is right in the backyard, perfect for hiking, cycling, and visiting local shops. The lake is g ...

    From $404 per night (USD)

    VRBO

    Details
  • Fun & sun waterfront with sauna, hot tub and slide
    From $1553 per night (USD)

    VRBO

    Fun & sun waterfront with sauna, hot tub and slide

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Stunning lake Simcoe home with breathtaking views with 6 bathrooms, 3 are ensuites plus 3 others. Whether enjoying time ...

    From $1553 per night (USD)

    VRBO

    Details
  • Lakefront Cottage to Lake Simcoe with Hot Tub, Sauna, BBQ Stove, Patio, Dock.
    From $464 per night (USD)

    Expedia

    Lakefront Cottage to Lake Simcoe with Hot Tub, Sauna, BBQ Stove, Patio, Dock.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    13

    About this space Spacious and private waterfront cottage at Lake Simcoe! The cottage has private waterfront access & a p ...

    From $464 per night (USD)

    Expedia

    Details
  • Sunrise Villa on the Lake
    From $320 per night (USD)

    VRBO

    Sunrise Villa on the Lake

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Make a life time memories at this Spacious unique house in waterfront of Lake Simcoe. It is the most popular ice fishing ...

    From $320 per night (USD)

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    Details
  • Modern Suite in Trendy Downtown Waterfront
    From $145 per night (USD)

    VRBO

    Modern Suite in Trendy Downtown Waterfront

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Find modern luxury with a mid-century vibe at this bright and centrally located apartment on the second floor in downtow ...

    From $145 per night (USD)

    VRBO

    Details
  • Friday Harbour Luxury Resort, come enjoy luxury living at the harbour.
    From $364 per night (USD)

    VRBO

    Friday Harbour Luxury Resort, come enjoy luxury living at the harbour.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Luxury living, a resort community nestled within the marina linked into Lake Simcoe. The possibilities are endless. Fr ...

    From $364 per night (USD)

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    Details
  • Trendy Lake View Suite Downtown
    From $128 per night (USD)

    VRBO

    Trendy Lake View Suite Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax in this modern, luxurious suite with a lake view and mid-century vibe at this spacious apartment located steps fro ...

    From $128 per night (USD)

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    Details
  • House of happiness!\nCozy Waterfront cottage.\nSummer & winter lake activities!\n
    From $343 per night (USD)

    VRBO

    House of happiness!\nCozy Waterfront cottage.\nSummer & winter lake activities!\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy waterfront view and activities in summer and winter! Swimming ,kayaking and fishing in summer! Ice fishing and sno ...

    From $343 per night (USD)

    VRBO

    Details
  • Fire & Ice Spa Getaway w\/ Private Sauna
    From $290 per night (USD)

    Expedia

    Fire & Ice Spa Getaway w\/ Private Sauna

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa ex ...

    From $290 per night (USD)

    Expedia

    Details
  • Water front cottage
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    VRBO

    Water front cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    almost an acre privet water front cottage is located in one of the most beautiful spot on lake Simco. with spectacular l ...

    Click For Pricing

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  • 4 seasons waterfront cottage with hot tub on Lake Simcoe
    From $291 per night (USD)

    Expedia

    4 seasons waterfront cottage with hot tub on Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The 4 season-charming cottage on Lake Simcoe is a beautiful getaway that offers stunning views of the water and is perfe ...

    From $291 per night (USD)

    Expedia

    Details
  • Muskoka Style Luxury Cottage
    From $1501 per night (USD)

    VRBO

    Muskoka Style Luxury Cottage

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    Beautiful custom built Muskoka style cottage/home on one of the largest lots on the lake western facing deep water for i ...

    From $1501 per night (USD)

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    Details
  • Silver Wood Cottage overlooking Lake Simcoe!
    From $236 per night (USD)

    Expedia

    Silver Wood Cottage overlooking Lake Simcoe!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the gem on the lake! This waterfront cottage is located right by Marina Del Rey, offering irresistible views ...

    From $236 per night (USD)

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    Details
  • Lake Escape Cottage
    From $498 per night (USD)

    VRBO

    Lake Escape Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    Check out the weekly discounts! Cottage Townhouse on the water. If you want to escape to a slower pace, you’ll be enc ...

    From $498 per night (USD)

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    Details
  • 5 Bed 5 Bath Waterfront Home
    From $1667 per night (USD)

    Expedia

    5 Bed 5 Bath Waterfront Home

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    Discover relaxation in this 3-story townhouse at Friday Harbour Resort! With 5 bedrooms and 2 queen pull-out sofas, it s ...

    From $1667 per night (USD)

    Expedia

    Details
  • New Basement apartment Markham
    From $144 per night (USD)

    VRBO

    New Basement apartment Markham

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Your private apartment includes a queen bed, walk-in storage closet. Fresh/clean linens provided. Your private space has ...

    From $144 per night (USD)

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    Details
  • Gorgeous Vacation Home Near The Beach!!\nstunning townhouse!!
    From $229 per night (USD)

    Expedia

    Gorgeous Vacation Home Near The Beach!!\nstunning townhouse!!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Open floor plan that allows plenty of natural light, with a breakfast bar and a living room featuring an electric fire ...

    From $229 per night (USD)

    Expedia

    Details
  • Rustic Cabin Across Innisfil Beach Park
    From $262 per night (USD)

    VRBO

    Rustic Cabin Across Innisfil Beach Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    "Cabin 3" Enjoy this beautiful rustic 2 bedroom cabin! This cabin features 2 bedrooms, one with a queen bed and one wi ...

    From $262 per night (USD)

    VRBO

    Details
  • The Crown LakeFront
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    Expedia

    The Crown LakeFront

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    About this space Welcome to the Crown Waterfront Cottage, 90 feet of a private Sandy clean beach, clear water, no weed, ...

    Click For Pricing

    Expedia

    Details
  • Waterfront 3 BR Luxury townhome In Friday Harbor!
    From $170 per night (USD)

    VRBO

    Waterfront 3 BR Luxury townhome In Friday Harbor!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy the resort living in our spacious luxury townhome and a great place to reconnect with the family and reset. Enjoy ...

    From $170 per night (USD)

    VRBO

    Details
  • Beautiful 2-bedroom condo at luxury Friday Harbour Resort on Lake Simcoe.
    From $189 per night (USD)

    Expedia

    Beautiful 2-bedroom condo at luxury Friday Harbour Resort on Lake Simcoe.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful two-bedroom condo at Friday Harbour Resort on Lake Simcoe. An all-year-round destination where you can unwind ...

    From $189 per night (USD)

    Expedia

    Details
  • Sunset On The Point Waterfront Family Cottage
    From $389 per night (USD)

    VRBO

    Sunset On The Point Waterfront Family Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our newly renovated and peaceful lakefront cottage, a serene oasis just minutes away from the bustling heart ...

    From $389 per night (USD)

    VRBO

    Details
  • Private farmhouse w\/claw foot tubs, firepit and walking trails
    From $167 per night (USD)

    Expedia

    Private farmhouse w\/claw foot tubs, firepit and walking trails

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    6

    100 acres of land to explore, covered porch, great deck to stargaze, firepit, bbq, private trails to hike and 5 min walk ...

    From $167 per night (USD)

    Expedia

    Details
  • Stunning Waterfront Lakehouse on Lake Simcoe. Great For Family Stays!
    From $716 per night (USD)

    VRBO

    Stunning Waterfront Lakehouse on Lake Simcoe. Great For Family Stays!

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    10

    Quiet Community. Great for Family Reunions. Entire Home.45 mins from Downtown Toronto, Beautiful Lake House with Waterfr ...

    From $716 per night (USD)

    VRBO

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  • Cozy Cottage Close to Lake Simcoe
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    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Need a summer getaway a little oasis?
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    VRBO

    Need a summer getaway a little oasis?

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Need a summer getaway a little oasis? Our quaint and lovely home is available from May 1st 2022 to August 31st 2022. W ...

    Click For Pricing

    VRBO

    Details
  • Southside Lakehouse on Simcoe
    From $252 per night (USD)

    Expedia

    Southside Lakehouse on Simcoe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $252 per night (USD)

    Expedia

    Details
  • 4 bed 5 bath Executive Home on Lake Simcoe with inground Pool!
    From $1125 per night (USD)

    VRBO

    4 bed 5 bath Executive Home on Lake Simcoe with inground Pool!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    SUNSETS AT CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local de ...

    From $1125 per night (USD)

    VRBO

    Details
  • Large bungalow minutes to lake Simcoe with all the amenities you could ask for!
    From $136 per night (USD)

    Expedia

    Large bungalow minutes to lake Simcoe with all the amenities you could ask for!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Forget your worries in this spacious and serene space. This 3 bedroom and 2 bath home offers all the amenities you could ...

    From $136 per night (USD)

    Expedia

    Details
  • Lakeside Cottage
    From $238 per night (USD)

    VRBO

    Lakeside Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Charming Lakeside Bungalow On The Sandy Shores Of Lake Simcoe! Sip Your Morning Coffee Or Enjoy A Cold Beverage While So ...

    From $238 per night (USD)

    VRBO

    Details
  • DaVel DeLuxe Relaxation
    From $127 per night (USD)

    Expedia

    DaVel DeLuxe Relaxation

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large one bedroom apartment in a newly built addition to beautiful historic house. Only few minutes walk to downtown Ori ...

    From $127 per night (USD)

    Expedia

    Details
  • \nExperience luxury living. Promotion - Free Sunday night with Friday and Sat
    From $94 per night (USD)

    VRBO

    \nExperience luxury living. Promotion - Free Sunday night with Friday and Sat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ** In January 2025 book any Friday and Saturday and get Sunday Free Stay** Experience luxury living at Friday Harbour, o ...

    From $94 per night (USD)

    VRBO

    Details
  • Beautiful 4 bedroom home, close to the beach in a family neighborhood.
    Click For Pricing

    Expedia

    Beautiful 4 bedroom home, close to the beach in a family neighborhood.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Brand new, never lived in 4 bedroom house- Award-winning Masthead plan- open to above great room with 50' electric firep ...

    Click For Pricing

    Expedia

    Details
  • Beautiful Cottage Home By Innisfil Lake
    From $215 per night (USD)

    VRBO

    Beautiful Cottage Home By Innisfil Lake

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful, New, clean and spacious home minutes to the Innisfil Beach. 👉🏻 Four Bedrooms, four bathrooms and four queen ...

    From $215 per night (USD)

    VRBO

    Details
  • Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
    From $700 per night (USD)

    Expedia

    Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    13

    Escape to Serenity: Lakeside Cottage Oasis with Saltwater Pool and Sauna Welcome to your dream vacation home nestled in ...

    From $700 per night (USD)

    Expedia

    Details
  • Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location
    From $428 per night (USD)

    VRBO

    Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Coastal Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $428 per night (USD)

    VRBO

    Details
  • 6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
    From $289 per night (USD)

    Expedia

    6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    20

    Gorgeous 6 Bedroom Executive Cottage - "Special weekly, monthly, and Winter Discount 20-35%, Only 0.5 km short walk to L ...

    From $289 per night (USD)

    Expedia

    Details
  • Beach-Front Private Paradise Directly on Lake Simcoe
    From $244 per night (USD)

    VRBO

    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 $244 per night (USD)

    VRBO

    Details
  • Unique Wild West Saloon camper on Lake Simcoe
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    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Nautical Cozy camper trailer on Lake Simcoe
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    VRBO

    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 ...

    Click For Pricing

    VRBO

    Details
  • Luxury Modern Waterfront Cottage
    From $763 per night (USD)

    Expedia

    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 $763 per night (USD)

    Expedia

    Details
  • Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
    From $105 per night (USD)

    VRBO

    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 $105 per night (USD)

    VRBO

    Details
  • Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
    From $292 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 $292 per night (USD)

    Expedia

    Details
  • Friday Harbor - Ontario Luxury resort open all year round
    From $152 per night (USD)

    VRBO

    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 $152 per night (USD)

    VRBO

    Details
  • 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

    Expedia

    Details
  • Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub
    From $235 per night (USD)

    VRBO

    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 $235 per night (USD)

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  • Luxury Waterfront Cottage with Hot Tub in Downtown Washago, Ontario
    From $240 per night (USD)

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    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 $240 per night (USD)

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  • Luxurious Lake front Island Twnhome Friday Harbour
    From $297 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 $297 per night (USD)

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  • Cottage\/Lake Simcoe\/Innisfil\/5 Bedrooms\/10 Guests
    From $616 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 $616 per night (USD)

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  • Pearl by Lake Simcoe
    From $660 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 $660 per night (USD)

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  • Barrie North Retreat - Quiet and Friendly
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    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, ...

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  • Perfect getaway at Friday Harbour Resort (2 Bedroom with Private Terrace)
    From $144 per night (USD)

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    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 $144 per night (USD)

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  • Friday Harbour Condo with Pool
    From $433 per night (USD)

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    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 $433 per night (USD)

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  • Amazing Waterfront, Cottage at Big Bay Point
    From $610 per night (USD)

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    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 $610 per night (USD)

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  • Friday Harbour Modern 2BR condo with access to  outdoor pool
    From $166 per night (USD)

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    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 $166 per night (USD)

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

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    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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  • RV Parking Spot on acreage
    From $57 per night (USD)

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    RV Parking Spot on acreage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RV NOT included - Bring your own RV Do you want PEACE and QUIET? This is a single and private RV site with electricity p ...

    From $57 per night (USD)

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  • Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
    From $232 per night (USD)

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    Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to Vacation Home located just few steps away from Simcoe Lake! 10 min walk to local sandy beach, where you can ...

    From $232 per night (USD)

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  • PREMIUM LIVING PLACE \/ 2 BEDROOMS SUIT
    From $166 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 $166 per night (USD)

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  • Waterfront home, city\/sunset views & steps to beach, Sleeps 12 + new hot tub
    From $579 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 $579 per night (USD)

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  • Beautiful lake front 5 bedrooms , 3 full baths fully renovated on Lake Simcoe
    From $1433 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 $1433 per night (USD)

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  • Barrie North Retreat - Great for work crews!
    From $197 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 $197 per night (USD)

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  • Wood fired Hot Tub- Lakeside Cottage compound
    From $751 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 $751 per night (USD)

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  • Lake Simcoe Waterfront Cottage Getaway
    From $385 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 $385 per night (USD)

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  • Vista Park House
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    Vista Park House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    3

    The property is near the Lake Simcoe, just about 2 mins drive to the lake, there is a park behind the house, you have pe ...

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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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  • Truly a slice of heaven a must see!
    From $553 per night (USD)

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    Truly a slice of heaven a must see!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    TUTOR LODGE Cosy up with history in this one of a kind restored cottage and enjoy the peace and quiet of your very own ...

    From $553 per night (USD)

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  • DaVel DeLuxe Sunsets
    From $147 per night (USD)

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    DaVel DeLuxe Sunsets

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large one bedroom apartment in newly built addition to a beautiful historic house. Only few minutes walk to downtown Ori ...

    From $147 per night (USD)

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  • ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!
    From $245 per night (USD)

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    ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Unique cottage just off the main street in Washago, Ontario, just blocks away from the downtown core. It has a huge deck ...

    From $245 per night (USD)

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  • Blue Dreams Of Lake Simcoe
    From $125 per night (USD)

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    Blue Dreams Of Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Can ...

    From $125 per night (USD)

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  • Menoke Modern Family Home with Game Room
    From $309 per night (USD)

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    Menoke Modern Family Home with Game Room

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Summary: Welcome to Your Perfect Getaway! Come stay at our 4 Bedroom 2.5 Bath newly built modern home with a stunning ...

    From $309 per night (USD)

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  • Feel comfortable like you are in a luxury hotel!
    From $415 per night (USD)

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    Feel comfortable like you are in a luxury hotel!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Akin to a Luxury hotel with plenty rooms, amenities and guess what; a very high-end hot-tub in the sun-room so you can e ...

    From $415 per night (USD)

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  • Innisfil 2BR Condo | Balcony, BBQ & Fire Table
    From $121 per night (USD)

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    Innisfil 2BR Condo | Balcony, BBQ & Fire Table

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your serene beachfront escape! This spacious and modern condo is the perfect place for your next getaway. Jus ...

    From $121 per night (USD)

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  • Innisfil Adventure: Your Cozy Camper Van Getaway!
    From $113 per night (USD)

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    Innisfil Adventure: Your Cozy Camper Van Getaway!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience the charm of Innisfil with a stay in our cozy and unique camper van, perfect for a getaway or adventurous ret ...

    From $113 per night (USD)

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  • Chic apartment with AC and WiFi in serene Orillia
    From $101 per night (USD)

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    Chic apartment with AC and WiFi in serene Orillia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Consider this apartment your home away from home while you visit Orillia. This charming space offers AC and WiFi for you ...

    From $101 per night (USD)

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  • Stunning New 4BR ~ WiFi ~ 4 Parking ~ Near Lake
    From $253 per night (USD)

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    Stunning New 4BR ~ WiFi ~ 4 Parking ~ Near Lake

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Fantastic, brand new build in a LIV communities project, featuring: ✔ Blazing Internet ✔ All-new furnishings ✔ Stocked ...

    From $253 per night (USD)

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  • Cozy Cabin Retreat * HotTub * FirePit * 100\ Projector
    From $144 per night (USD)

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    Cozy Cabin Retreat * HotTub * FirePit * 100\" Projector

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our cozy, modern cottage near Innisfil Beach! Perfect for relaxation, this retreat features a hot tub, fire p ...

    From $144 per night (USD)

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  • Cabin in Orillia - Nearby Trails, Skiing, and More
    From $90 per night (USD)

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    Cabin in Orillia - Nearby Trails, Skiing, and More

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Just 90 mins north of Toronto, Orillia is a fantastic place for your winter getaway. Snowshoe the trails, ski a ...

    From $90 per night (USD)

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  • Friday Harbour - Luxurious Two Bedroom Retreat\nSleeps 4,  2 Bdrm, 2 Full Bathrm
    From $178 per night (USD)

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    Friday Harbour - Luxurious Two Bedroom Retreat\nSleeps 4, 2 Bdrm, 2 Full Bathrm

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come and enjoy this Luxurious Retreat at Friday Harbour Resort. Your home away from home. You will enjoy an unforgetta ...

    From $178 per night (USD)

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  • Lake Simcoe Lakehouse for mid-term 28+ Day Rental
    From $87 per night (USD)

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    Lake Simcoe Lakehouse for mid-term 28+ Day Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relaxing, centrally located 5mins north of Beaverton. Down the street from Thorah Centennial park for swimming and Parks ...

    From $87 per night (USD)

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  • Charming Dual-House in Georgina
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    Charming Dual-House in Georgina

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    13

    Summary: Welcome to our serene dual-house retreat nestled in the heart of Georgina. Perfect for families and groups, thi ...

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  • Charming 4BR Barrie Retreat with Backyard
    From $138 per night (USD)

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    Charming 4BR Barrie Retreat with Backyard

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Nestled in central Barrie, this property enjoys proximity to parks, shopping, and key amenities. The neighborhood is fam ...

    From $138 per night (USD)

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  • Barrie Bliss: 3BR Haven near Centennial Beach
    From $138 per night (USD)

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    Barrie Bliss: 3BR Haven near Centennial Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Feel at home in our 3-bedroom residence, radiating a warm and inviting atmosphere that ensures comfort. The thoughtfully ...

    From $138 per night (USD)

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  • New and Cozy Lakefront cottage under 1.5hr North of Toronto. Kid-Friendly\n
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    New and Cozy Lakefront cottage under 1.5hr North of Toronto. Kid-Friendly\n

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    14

    🌍Located in Severn, On. Just under 1.5hr North of Toronto🌞📸 Sunrises at this beautiful Lakefront Cottage🛌 Spacious i ...

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