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Results: 110 Rentals

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

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    Southside Lakehouse on Simcoe

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $252 per night (USD)

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  • Beautiful Lakefront Cottage with Hot Tub
    From $319 per night (USD)

    Expedia

    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 $319 per night (USD)

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  • Unique Wild West Saloon camper on Lake Simcoe
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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 ...

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  • Nautical Cozy camper trailer on Lake Simcoe
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    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 ...

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  • Lake Simcoe Waterfront, spacious contemporary cottage with all the amenities!
    From $423 per night (USD)

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    Lake Simcoe Waterfront, spacious contemporary cottage with all the amenities!

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    GENERAL FEATURES: Wifi! • Near end of private road • Fully Heated and Air Conditioned • Parking for 5+ Cars • 2 Floors w ...

    From $423 per night (USD)

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

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  • Mistywood Cottage
    From $975 per night (USD)

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    Mistywood Cottage

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to my Mistywood Cottage. Escape the busy city in this little oasis of mine. Whether you are coming with the fami ...

    From $975 per night (USD)

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  • Swing Bridge Cottage on Lake Simcoe - Waterfront
    From $226 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 $226 per night (USD)

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

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    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)

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  • Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property
    From $240 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 $240 per night (USD)

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

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  • Luxurious All-season Simcoe Lakefront Cottage
    From $858 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 $858 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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  • Hostaville is a Beautiful Waterfront Four Season Home in South Muskoka
    From $226 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 $226 per night (USD)

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  • The Hidden Gem Near Casino Rama\/Lake Couchiching
    From $295 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 $295 per night (USD)

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  • Big Yellow House on Lake Couchiching in S. Muskoka & Orillia
    From $212 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 $212 per night (USD)

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  • Bright Modern Waterfront Cottage w\/hot tub -- 5 min from the beach!
    From $292 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 $292 per night (USD)

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  • Pet Friendly Beach House with Bunkie Bar & Hot Tub
    From $560 per night (USD)

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    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 $560 per night (USD)

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  • SouthLake cottage on Lake Couchiching
    From $431 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 $431 per night (USD)

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  • Kawartha, Stillwater Cottage
    From $128 per night (USD)

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    Kawartha, Stillwater Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Quiet neighbourhood vacation property nestled on a forest lined private road. Only 60 minutes from the GTA this well-eq ...

    From $128 per night (USD)

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  • Sunset Shores Vacations
    From $280 per night (USD)

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    Sunset Shores Vacations

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Sunset Shores Vacations. if you are looking for a lakeside getaway then youve come the right spot. Nestled on ...

    From $280 per night (USD)

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  • Luxurious 5 BR\/3.5 BA Waterfront Over 5000 SqFt
    From $886 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 $886 per night (USD)

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  • Cute and relaxing cottage on the lake
    From $134 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 $134 per night (USD)

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  • Four Season Waterfront Cottage Over-the-Water view
    From $422 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 $422 per night (USD)

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  • Bluebird Cottage - Lakefront - Casino
    From $350 per night (USD)

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    Bluebird Cottage - Lakefront - Casino

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    IG: @bluebirdcottageonthelake Bluebird Cottage is situated on Lake St. John with over 100 ft of beachfront along with p ...

    From $350 per night (USD)

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  • head River cottage ,  Kawartha Lakes
    From $183 per night (USD)

    Expedia

    head River cottage , Kawartha Lakes

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy This Magical, Private River Front Cottage On Head River. This 2 Bed, 1 Bath, Open Concept Vaulted Pine Ceilings Wi ...

    From $183 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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  • Charming lake front, private beach cottage surrounded by nature
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    Expedia

    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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  • Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)
    From $586 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. Home has 2 units with 2 Kitchens. L ...

    From $586 per night (USD)

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  • 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)

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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)

    Expedia

    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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  • Magnificent Lakefront Modern Cottage
    From $752 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 $752 per night (USD)

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  • Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario
    From $233 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 $233 per night (USD)

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  • Scandinavian Riverfront Cabin Muskoka
    From $232 per night (USD)

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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 ...

    From $232 per night (USD)

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

    Expedia

    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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  • Stone Farm House
    From $332 per night (USD)

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    Stone Farm House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the Stone House Farm Retreat! We have 100 acres of gorgeous farm that we love, but, unfortunately our life-s ...

    From $332 per night (USD)

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  • Private River Front Cottage
    From $298 per night (USD)

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    Private River Front Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Bring the whole family to this great place with lots of room for fun. Enjoy the lovely setting of this cozy spot in natu ...

    From $298 per night (USD)

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  • Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
    From $348 per night (USD)

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    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 $348 per night (USD)

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  • Waterfront Cottage with Private Beach in the Heart of Lagoon City
    From $154 per night (USD)

    Expedia

    Waterfront Cottage with Private Beach in the Heart of Lagoon City

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Unwind, relax and make memories with your loved ones. An all-year round family-friendly getaway located in the heart of ...

    From $154 per night (USD)

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    Details
  • \Take It Easy\ cottage w\/ Hot Tub & Finnish Sauna
    From $403 per night (USD)

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    \"Take It Easy\" cottage w\/ Hot Tub & Finnish Sauna

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to our lovely water front cottage in Muskoka, the perfect place for a relaxing and fun-filled getaway! This cozy ...

    From $403 per night (USD)

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  • Riverside Oasis w\/hot tub, glass cabin, pool table
    From $724 per night (USD)

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    Riverside Oasis w\/hot tub, glass cabin, pool table

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Whether you fancy seclusion and quiet of nature, a getaway with friends and family, a stroll beside the river, reading u ...

    From $724 per night (USD)

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  • Comfy Waterfront Cottage - 10 min from Casino Rama
    From $348 per night (USD)

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    Comfy Waterfront Cottage - 10 min from Casino Rama

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Relax with the whole family at this peaceful place to stay. your own private dock with a stunning view of the Lake Simc ...

    From $348 per night (USD)

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  • Harps Four Seasons Cottage
    From $282 per night (USD)

    Expedia

    Harps Four Seasons Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    12

    Great cottage all four seasons with lake side access to the water. Plenty of outdoor activities and a fully equipped cot ...

    From $282 per night (USD)

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  • Spacious family cottage
    From $446 per night (USD)

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    Spacious family cottage

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy a quiet and relaxing getaway at a fully spacious newly renovated cottage, surrounded by beautiful natural trees an ...

    From $446 per night (USD)

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  • Couple’s Romantic & Adventure Retreat on the Water in the Forest
    From $133 per night (USD)

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    Couple’s Romantic & Adventure Retreat on the Water in the Forest

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Make some memories at this unique and family-friendly place. Start your next adventure and get away from the busy city. ...

    From $133 per night (USD)

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  • Yr round Muskoka Getaway - Beach Volleyball,  Hot Tub, Gourmet Cooking and more
    From $423 per night (USD)

    VRBO

    Yr round Muskoka Getaway - Beach Volleyball, Hot Tub, Gourmet Cooking and more

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    ** WE ARE MOVING TO A NEW LISTING - PLEASE VISIT US AT PROPERTY ID 9860833 TO REQUEST YOUR BOOKING Family rentals only! ...

    From $423 per night (USD)

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  • Rustic cottage w\/ hot tub
    From $319 per night (USD)

    VRBO

    Rustic cottage w\/ hot tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    An elegant 1600 SQ country style cottage located in the beautiful city of kawartha with a breathtaking view and access t ...

    From $319 per night (USD)

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  • Luxe Private Riverfront Getaway on Trent-Severn!
    From $580 per night (USD)

    VRBO

    Luxe Private Riverfront Getaway on Trent-Severn!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Discover the very best of Beaverton from the comfort & convenience of this upgraded waterside retreat! Perfectly situate ...

    From $580 per night (USD)

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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
  • GLOBALSTAY. Waterfront Cottage
    From $366 per night (USD)

    VRBO

    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 ...

    From $366 per night (USD)

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  • Waterfront with sunsets and sand bottom lake
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    Expedia

    Waterfront with sunsets and sand bottom lake

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Views are fabulous, LakeCouchiching in front, Casino Rama 5 minutes away, Separate sauna on property, beautiful sunsets ...

    Click For Pricing

    Expedia

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  • Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
    From $295 per night (USD)

    VRBO

    Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This cozy Lakeside cottage with the best of both worlds; norther seclusion and access to the clear water of Brechin beac ...

    From $295 per night (USD)

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  • Entire Riverfront & Forest Family Cottage
    From $216 per night (USD)

    VRBO

    Entire Riverfront & Forest Family Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Riverfront private cottage in the forest!!! Our cottage is perfect for family and small friend groups. This ...

    From $216 per night (USD)

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  • Black Beach Retreat on 100acres off Lake Dalrymple
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    Black Beach Retreat on 100acres off Lake Dalrymple

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    <p>Located in Ramara, this 3-bedroom, 2-bathroom cottage lets you experience it all. Fans of nature and the outdoors wil ...

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  • 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)

    Expedia

    Details
  • Cozy modern Cottage on the Talbot River in beautiful park like setting
    From $393 per night (USD)

    VRBO

    Cozy modern Cottage on the Talbot River in beautiful park like setting

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape into this natural paradise while the serene sounds of the Talbot river washes away stress. This unique three acr ...

    From $393 per night (USD)

    VRBO

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  • Riverside Glamping
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    Expedia

    Riverside Glamping

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    About this space Enjoy comfortable riverside Glamping in a King sized bed. Lounge on the deck while watching the abundan ...

    Click For Pricing

    Expedia

    Details
  • River’s Edge Cozy Retreat
    From $399 per night (USD)

    VRBO

    River’s Edge Cozy Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    About this space Allow the natural sounds of the Talbot Dam and River wash away the stress of busy modern day life. This ...

    From $399 per night (USD)

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    Details
  • Spectacular Lakefront Cottage Retreat on Lake Couchiching sitting on 3\/4 acres.
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    Expedia

    Spectacular Lakefront Cottage Retreat on Lake Couchiching sitting on 3\/4 acres.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Property has main house with gas fireplace, dish washer and laundry facilities which sleeps 6 people over two bedrooms ...

    Click For Pricing

    Expedia

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  • New Luxury Cottage on Lake Couchiching at the mouth of Lake Simcoe
    From $767 per night (USD)

    VRBO

    New Luxury Cottage on Lake Couchiching at the mouth of Lake Simcoe

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Experience this fun new luxurious, all season cottage with a view overlooking the water on Lake Couchiching. This custom ...

    From $767 per night (USD)

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  • Simcoe Sunrise - Cozy Waterfront Home in Orillia
    From $299 per night (USD)

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    Simcoe Sunrise - Cozy Waterfront Home in Orillia

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    License number: 2023-0031 *4 SEASONS COTTAGE*Welcome to our spacious four-bedroom cottage in Orillia, offering ample roo ...

    From $299 per night (USD)

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  • Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
    From $260 per night (USD)

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    Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Cozy water-front cottage on the canal of Lagoon City with direct access to Lake Simcoe available for rent. Lagoon City i ...

    From $260 per night (USD)

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  • Lake front cottage
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    Lake front cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    About this space Relax and enjoy a large deck with the space for sitting and outdoor fireplace. Enjoy your time with fam ...

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  • Marina apartment cottage
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    Marina apartment cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Waterfront Suite for Rent Nextto the water right onthe beautiful Trent canal Immerse yourself in nature and activities ...

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  • Lake front cottage
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    Lake front cottage

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    0

    Relax and enjoy a large deck with the space for sitting and outdoor fireplace. Enjoy your time with family and friends w ...

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  • Beautiful Cottage directly on Lake Simcoe
    From $258 per night (USD)

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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 ...

    From $258 per night (USD)

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  • Waterfront \/ Sunset \/  Lake view cottage
    From $433 per night (USD)

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    Waterfront \/ Sunset \/ Lake view cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Lakefront Haven: 4-Bed Cottage for Serene Retreat 🌅 Gather your loved ones for a tranquil escape at our charming lakef ...

    From $433 per night (USD)

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  • Cheerful 4bd waterfront cottage. 1.5h from Toronto
    From $160 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 $160 per night (USD)

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  • BEAUTIFUL WATER FRONT AND BOATER LOVER
    From $189 per night (USD)

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    BEAUTIFUL WATER FRONT AND BOATER LOVER

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy beautiful sunrise and sunsets at the lake while sitting on the dock in the backyard. Completely renovated cottage ...

    From $189 per night (USD)

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  • Amazing Private Pool at 4BR\/3WR Cottage + Close By Beaches, Parks, Marine
    From $443 per night (USD)

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    Amazing Private Pool at 4BR\/3WR Cottage + Close By Beaches, Parks, Marine

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our stunning cottage located in Brechin. A family-friendly getaway for all ages! This stunning cottage is rig ...

    From $443 per night (USD)

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  • Cozy cottage by the Water!\n
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    Cozy cottage by the Water!\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This place is perfect to enjoy the holidays with your family, imagine having your morning coffee looking at the river! J ...

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  • New-Build Beauty ~ 5BR Retreat in Charming Severn
    From $217 per night (USD)

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    New-Build Beauty ~ 5BR Retreat in Charming Severn

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to our new 5BR, 3.5 bath detached house in Orillia, featuring: ✓ Modern design with an open-concept layout - lo ...

    From $217 per night (USD)

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  • Year-round Muskoka Getaway!- Beach Volleyball, Hot tub, Gourmet Cooking, more!
    From $435 per night (USD)

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    Year-round Muskoka Getaway!- Beach Volleyball, Hot tub, Gourmet Cooking, more!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    Family rentals only! MULTI- FAMILY FRIENDLY - 6 bedroom / 2,400 sq. ft. Post and Beam construction family cottage (s ...

    From $435 per night (USD)

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  • Charming Lakeront Cottage
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    Charming Lakeront Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    **Discounts offered for longer stays** 3 bedrooms and a ground-level basement bedroom with a walkout to the lake. Newly ...

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  • Waterfront Family Getaway ★ Lake St. John
    From $4977 per night (USD)

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    Waterfront Family Getaway ★ Lake St. John

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    30

    Amazing 2 Brand-New Lake Front Detached beside each other In Township Of Rama Minutes Away From Casino Rama. The Perfect ...

    From $4977 per night (USD)

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  • Lakefront Getaway For Cottage Living
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    Lakefront Getaway For Cottage Living

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    Amazing Brand-New Lake Front Detached In Township Of Rama Minutes Away From Casino Rama. The Perfect Getaway For Luxury ...

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  • Stone Farm House - 3 bedrooms - private on 100 acres - 20 min from Casino Rama
    From $245 per night (USD)

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    Stone Farm House - 3 bedrooms - private on 100 acres - 20 min from Casino Rama

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. Welcome to the Stone House Farm! We have this beautiful pr ...

    From $245 per night (USD)

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  • Moon Point Simcoe Lakefront Cottage
    From $635 per night (USD)

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    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 $635 per night (USD)

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

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    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)

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  • Waterfront B&B: Nature and Fun
    From $142 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 $142 per night (USD)

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  • Cozy Cottage by the water on Gravenhurst. Pet friendly
    From $163 per night (USD)

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    Cozy Cottage by the water on Gravenhurst. Pet friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Reconnect with loved ones in this family-friendly place. Our straight-out-of-a-storybook riverfront oasis is located in ...

    From $163 per night (USD)

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  • Hot tub and swimming pool
    From $214 per night (USD)

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    Hot tub and swimming pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Make some memories at this unique and family-friendly four season waterfront cottage. Located on head river at kawartha ...

    From $214 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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  • The Crown LakeFront
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    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, ...

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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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  • The Captains Lake House
    From $387 per night (USD)

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    The Captains Lake House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the beautiful lake house with a picturesque view directly on the shoreline of Lake Couchiching in Orillia. I ...

    From $387 per night (USD)

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  • Boutique 3-Bedroom Cottage w\/Water Access & HotTub
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    Boutique 3-Bedroom Cottage w\/Water Access & HotTub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax with the whole family! Our cottage offers an eclectic hotel vibe with plenty of outdoor space so you'll never want ...

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  • Oak & Maple Lake house on 3 acres (fun at lake)\n\n
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    Oak & Maple Lake house on 3 acres (fun at lake)\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the Oak & Maple Lake House! This beautiful cottage backs Young Lake and is nestled with trees on the lake. We ...

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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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  • Brand new, 4 bedroom all-season cottage on Green River.
    From $198 per night (USD)

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    Brand new, 4 bedroom all-season cottage on Green River.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Brand new build (2023), 4 bedroom, 2.5 bath all season cottage on the shores of the Green River. Excellent for enjoying ...

    From $198 per night (USD)

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  • Experience True Comfort: Modern Riverfront Cottage in Orillia Country (Washago)
    From $328 per night (USD)

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    Experience True Comfort: Modern Riverfront Cottage in Orillia Country (Washago)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "Riverfront Bliss: Experience Modern Comfort in Nature's Embrace" Nestled along the tranquil banks of the Green River, ...

    From $328 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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  • Scandinavian retreat in enchanting Brechin with WiFi
    From $265 per night (USD)

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    Scandinavian retreat in enchanting Brechin with WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Your cozy getaway awaits in Brechin at this fabulous chalet. With 3 bedrooms, including a king bed, bunk bed, twin bed, ...

    From $265 per night (USD)

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  • Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
    From $320 per night (USD)

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    Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    8

    waterfront lake Simcoe 4season cottage which has perfect view of overlooking of the lake with absolutely clean water is ...

    From $320 per night (USD)

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  • 5-Bedroom Waterfront Cottage
    From $434 per night (USD)

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    5-Bedroom Waterfront Cottage

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    Escape to our cozy lakeside cottage on the serene shores of Lake Simcoe. This charming retreat offers breathtaking views ...

    From $434 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 ...

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  • Waterfront Cottage\n3 Bedroom \nClose to Casino Rama\nAmenities nearby
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    Waterfront Cottage\n3 Bedroom \nClose to Casino Rama\nAmenities nearby

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront cottage. Sleeps 6 comfortably Cook your own meals or go out. Relax on the dock and take in the views TV and ...

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  • The Modern Oasis - Hidden Games Room & Panoramic Barrel Sauna
    From $435 per night (USD)

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    The Modern Oasis - Hidden Games Room & Panoramic Barrel Sauna

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This modern, private oasis retreat features a Panaromic Barrel Sauna and Hidden Games Room . Within a short drive is Lak ...

    From $435 per night (USD)

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  • Beautiful 3 BR Waterfront Home and 3 BR Mobile Home Sitting On Rock
    From $212 per night (USD)

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    Beautiful 3 BR Waterfront Home and 3 BR Mobile Home Sitting On Rock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Would you like to experience Muskoka's real cottage living dont go further , Muskoka Starts from here, 20 Min from Oril ...

    From $212 per night (USD)

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