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Results: 380 Rentals

  • Luxurious Stay at Friday Harbour Resort Lake Simcoe
    From $162 per night (USD)

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    Luxurious Stay at Friday Harbour Resort Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to a Luxurious Couple's Retreat in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself ...

    From $162 per night (USD)

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  • Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.
    From $304 per night (USD)

    Expedia

    Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Step into luxury at our breathtaking, newly-built 3100-square-foot detached house, mere moments from the tranquil lake. ...

    From $304 per night (USD)

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  • Waterfront B&B: Nature and Fun
    From $164 per night (USD)

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    Waterfront B&B: Nature and Fun

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our Serene Waterside Haven! Nestled on a picturesque waterfront, our BnB blends tranquility with adventure. ...

    From $164 per night (USD)

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  • Modern Cozy Cottage 2mins from lake\/family friendly w fire pit! 1hr from Toronto
    From $148 per night (USD)

    Expedia

    Modern Cozy Cottage 2mins from lake\/family friendly w fire pit! 1hr from Toronto

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Newly renovated two bedroom home located in the lovely Willow Beach, Georgina. Super calm & family friendly neighborhood ...

    From $148 per night (USD)

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  • Le Garage🤌
    From $113 per night (USD)

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    Le Garage🤌

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Le Garage in historic Beaverton is the perfect getaway for nature lovers and outdoor adventurers. Just a short walk to L ...

    From $113 per night (USD)

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  • Green Door
    From $114 per night (USD)

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    Green Door

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Spring is Coming at Green Door! This bright, spacious farm home is located in the center of historic Beaverton. Steps to ...

    From $114 per night (USD)

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  • THE SHOREVIEW!
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    THE SHOREVIEW!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    1900+ square foot bungalow centered on a large lakefront property on the beautiful, calm, clean and clear, refreshing La ...

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  • Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
    From $167 per night (USD)

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    Friday harbour Aquarius 2 bedroom Condo Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful on lake simcoe upscale upcoming classy community. Board walk cafes private lake club open now to public as wel ...

    From $167 per night (USD)

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  • Lake Simcoe Getaway
    From $214 per night (USD)

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    Lake Simcoe Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax on the balcony while enjoying your morning cup of coffee or take a stroll to the boardwalk to Zaza or Starbucks. ...

    From $214 per night (USD)

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  • \nEscape to Paradise: Luxurious Lakefront Home with Stunning Views of Lake Simcoe
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    \nEscape to Paradise: Luxurious Lakefront Home with Stunning Views of Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Indulge in tranquility at Smoke On The Water and escape the daily grind. Our luxurious Airbnb boasts a breathtaking view ...

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  • Cozy Cottage Across Lake Simcoe
    From $306 per night (USD)

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    Cozy Cottage Across Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Bring the whole family here to make memories! This beautiful rustic cottage offers 3 bedrooms with 2.5 bathrooms. A full ...

    From $306 per night (USD)

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  • Luxury Home just 7 minutes Walking to the beach!
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    Luxury Home just 7 minutes Walking to the beach!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Top 5 Reasons You Will Love This Home: 1) Dream home situated in one of Barrie's most desirable neighborhoods, just a ...

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  • PET FRIENDLY CONDO- FRIDAY HARBOUR RESORT -\n1+ 1 Bedroom
    From $154 per night (USD)

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    PET FRIENDLY CONDO- FRIDAY HARBOUR RESORT -\n1+ 1 Bedroom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    200 acre nature preserve all season Friday Harbour Resort . Perfect getaway for couples or the whole family including yo ...

    From $154 per night (USD)

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  • Bohemian Luxury at Friday Harbour Resort Lake Simcoe
    From $141 per night (USD)

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    Bohemian Luxury at Friday Harbour Resort Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to a Bohemian Paradise in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself to a rel ...

    From $141 per night (USD)

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  • Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
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    Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Sandy Beach Cottage in Ramara, 1 hr 20 mins from Toronto. Just a 2 min walk to the clear sandy beach on Lake Simcoe wher ...

    Click For Pricing

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  • Beautiful Custom Log Home nestled on 300 ft beach front
    From $2735 per night (USD)

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    Beautiful Custom Log Home nestled on 300 ft beach front

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    20

    Perfect location for your big family getaway or business retreat Huge entertainment room with golf simulator pool table ...

    From $2735 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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  • 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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  • 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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  • 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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  • Cute family cottage getaway near Lake Simcoe!
    From $166 per night (USD)

    VRBO

    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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  • 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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  • 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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  • 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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  • GLOBALSTAY. Waterfront Cottage
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    GLOBALSTAY. Waterfront Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    2 story house2 water front backyard decksparking spot in front yardBig sun room with sky lightsEnjoy water view from mai ...

    Click For Pricing

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  • Friday Harbour Ground Level Condo
    From $215 per night (USD)

    VRBO

    Friday Harbour Ground Level Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Large Condo with a private yard, perfect for inside and outside entertainment. 2 Bedrooms, 2 full bathrooms, plenty of s ...

    From $215 per night (USD)

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  • Stylish getaway condo, resort living
    From $151 per night (USD)

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    Stylish getaway condo, resort living

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lak ...

    From $151 per night (USD)

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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 ...

    Click For Pricing

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

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

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    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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  • 30 Night Rental - Quaint Country Charm 45 Minutes from Toronto
    From $112 per night (USD)

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    30 Night Rental - Quaint Country Charm 45 Minutes from Toronto

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    We hope you'll enjoy staying at our very comfortable family cottage. Situated right on the southern tip of Cooks Bay (La ...

    From $112 per night (USD)

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  • Private lakefront gateway on Lake Simcoe
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    Private lakefront gateway on Lake Simcoe

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Bring the whole family to this amazing spacious home with lots of room for fun. You'll love our house on Lake Simcoe. Wi ...

    Click For Pricing

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  • 9 Person luxury RV On Lake Simcoe Sleeps 9
    From $242 per night (USD)

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    9 Person luxury RV On Lake Simcoe Sleeps 9

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Dutchman aerolite RV sleeps 9 comfortable at krates marina located 40 minutes from Toronto on lake simcoe. Enjoy cottage ...

    From $242 per night (USD)

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  • Innisfil Retreat: Hot Tub, Sauna, Pool Table
    From $608 per night (USD)

    Expedia

    Innisfil Retreat: Hot Tub, Sauna, Pool Table

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to our serene Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and ...

    From $608 per night (USD)

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  • 5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto
    From $147 per night (USD)

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    5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Take it easy at this unique detached lakeview house with private dock and enjoy a home away from home! Located on a quie ...

    From $147 per night (USD)

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  • Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
    From $352 per night (USD)

    Expedia

    Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    In beautiful and unique Lagoon City. Large two level wooden deck with beautiful view of canal which connects to Lake S ...

    From $352 per night (USD)

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  • Luxury RV On Lake Simcoe in Keswick south
    From $241 per night (USD)

    VRBO

    Luxury RV On Lake Simcoe in Keswick south

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Luxurious RV located at Krates Marina just 40 minutes from Toronto on the lake simcoe located in Keswick South. This RV ...

    From $241 per night (USD)

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  • Farmhouse Retreat:Hot Tub, Chickens, Ice fishing!
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    Farmhouse Retreat:Hot Tub, Chickens, Ice fishing!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    "Escape to Kalian Hobby Farm: Your Gateway to Nature, Relaxation, and Adventure" Welcome to Kalian Hobby Farm, a privat ...

    Click For Pricing

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  • Luxurious Friday Harbour Condo
    From $250 per night (USD)

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    Luxurious Friday Harbour Condo

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    This luxurious 2-bedroom condo by the lake provides a tranquil & serene environment, perfect for unwinding, with a famil ...

    From $250 per night (USD)

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  • ARCA  Cozy Cabin-Innisfil Beach
    From $270 per night (USD)

    Expedia

    ARCA Cozy Cabin-Innisfil Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    *Enjoy some lovely days of relaxation with your family and friends in a quiet and beautiful environment, just 5 minutes ...

    From $270 per night (USD)

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    Details
  • Aframe settled in nature 1 hr north of Toronto - Hot Tub!
    From $217 per night (USD)

    VRBO

    Aframe settled in nature 1 hr north of Toronto - Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to our brand-new A-frame house, nestled in a serene cottage community, where nature and relaxation come together. ...

    From $217 per night (USD)

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  • 3 Bed Waterfront Vacation Home
    From $1668 per night (USD)

    Expedia

    3 Bed Waterfront Vacation Home

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Discover relaxation at our waterfront 3-bedroom townhome at Friday Harbour Resort! This cozy retreat comfortably sleeps ...

    From $1668 per night (USD)

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  • Stunning Stayz At Friday Harbour
    From $217 per night (USD)

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    Stunning Stayz At Friday Harbour

    Bedrooms:
    4
    Bathrooms:
    2
    Sleeps:
    6

    ✸𝐒𝐓𝐀𝐘 𝐖𝐈𝐓𝐇 𝐔𝐒✸ Welcome to Stunning Stayz RetreatAt Friday Harbour Hosted by Carla, Located on the shores ofLa ...

    From $217 per night (USD)

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  • Whole house in Orillia 5 min walk to beach. 28 days or more rental.
    From $68 per night (USD)

    VRBO

    Whole house in Orillia 5 min walk to beach. 28 days or more rental.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Escape to our cozy retreat - your home away from home if you are working or visiting in the area. Centrally located - ju ...

    From $68 per night (USD)

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  • Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto
    From $268 per night (USD)

    VRBO

    Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Fully renovated cottage in 2018 with A/C on Lake Simcoe. Excellent place to escape from the city life. Ideal for 8 adult ...

    From $268 per night (USD)

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

    VRBO

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

    VRBO

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

    VRBO

    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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    Details
  • 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)

    Expedia

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

    VRBO

    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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  • 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)

    VRBO

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

    VRBO

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

    VRBO

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

    VRBO

    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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  • 4 Seasons Lake Front Cottage with direct access to Lake Simcoe. 50 mins to T.O.
    From $449 per night (USD)

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    4 Seasons Lake Front Cottage with direct access to Lake Simcoe. 50 mins to T.O.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stunning LakeFront Cottage Private setting with mature trees and cedar hedging all around. East facing views of the Sunr ...

    From $449 per night (USD)

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  • Moon Point Simcoe Lakefront Cottage
    From $654 per night (USD)

    VRBO

    Moon Point Simcoe Lakefront Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The cottage is newly renovated with contemporary designed furniture; futures three generous bedrooms including a master ...

    From $654 per night (USD)

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  • Lakeside Haven
    From $650 per night (USD)

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    Lakeside Haven

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    If you want to escape to a slower pace, you’ll be enchanted with our Cottage at Friday Harbor—charming, modern, with sm ...

    From $650 per night (USD)

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  • Oasis Spa Getaway w\/Sauna + Pool
    From $283 per night (USD)

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    Oasis Spa Getaway w\/Sauna + Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Our Most Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Rel ...

    From $283 per night (USD)

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  • RARE very private setting get away at a unique tiny home!
    From $124 per night (USD)

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    RARE very private setting get away at a unique tiny home!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    <p>Located in Brock, this welcoming guesthouse lets you experience it all. Jump into your car and make short work of the ...

    From $124 per night (USD)

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  • Waterfront 3 Bedroom Home
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    Waterfront 3 Bedroom Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    <p>Located in Innisfil, this 3-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and the outdoors w ...

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  • Lake View Haven Cottage w\/ Hot Tub and just Steps to Innisfil Beach!
    From $433 per night (USD)

    Expedia

    Lake View Haven Cottage w\/ Hot Tub and just Steps to Innisfil Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Unwind at this Modern yet Cozy Lakeside Cottage! Watch the stars at night from your private walk out patio w/ Hot Tub ...

    From $433 per night (USD)

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  • Modern very quiet reno right on top of the water
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    Modern very quiet reno right on top of the water

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    About this space Unique, tranquil spot that sits right on the water. This 2 bed (Queens) 2 full bathroom (Main is Rainhe ...

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  • Cheerful 4bd waterfront cottage. 1.5h from Toronto
    From $161 per night (USD)

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    Cheerful 4bd waterfront cottage. 1.5h from Toronto

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    28+ nights min reservations only Relax with the whole family at this peaceful place to stay. This beautiful detached h ...

    From $161 per night (USD)

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  • Waterfront Luxury with Pool
    From $1781 per night (USD)

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    Waterfront Luxury with Pool

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    16

    Step into luxury at our award-winning 3400 sqft house, recognized at the Ontario Home Builder Awards 2023. Enjoy panoram ...

    From $1781 per night (USD)

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  • Simcoe Sunrise - Cozy Waterfront Home in Orillia
    From $314 per night (USD)

    VRBO

    Simcoe Sunrise - Cozy Waterfront Home in Orillia

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    *4 SEASONS COTTAGE*Welcome to our spacious four-bedroom cottage in Orillia, offering ample room for you and your guests ...

    From $314 per night (USD)

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  • Beautiful Cottage directly on Lake Simcoe
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    Beautiful Cottage directly on Lake Simcoe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summer is here and the best time to stay directly on Lake Simcoe. With a large dock and boat launch down the street its ...

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  • Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
    From $255 per night (USD)

    Expedia

    Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to Your Perfect Getaway in Innisfil, Ontario Experience the tranquility of lakeside living in our spacious 5-bed ...

    From $255 per night (USD)

    Expedia

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