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Search results; Over 1,000 homes in Windermere

Top guest favourite
Cottage in Windermere
Dragonfly - Muskoka - High Lake
2 bedrooms, 3 beds, 1 private bathroom
17–22 Sept
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4.93 out of 5 average rating, 135 reviews
Top guest favourite
Room in Utterson
Windermere Getaway
1 double bed, 1 bathroom
14–19 Jul
4.95 out of 5 average rating, 75 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
21–26 Jun
4.96 out of 5 average rating, 127 reviews
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
11–16 Jul
4.96 out of 5 average rating, 249 reviews
Luxe
Home in Torrance
The Cottage
3 bedrooms, 3 queen beds, 3 bathrooms
21–26 Jun
5.0 out of 5 average rating, 3 reviews
Home in Utterson
Margaritaville in Muskoka
4 bedrooms, 5 beds, 1 bathroom
21–26 Jun
New place to stay
Guest favourite
Tiny home in Rosseau
Treehouse + cedar sauna
1 bedroom, 1 queen bed, No bathroom
21–26 Jul
4.91 out of 5 average rating, 165 reviews
Luxe
Home in Port Carling
Luxe Shore Muskoka
9 bedrooms, 12 beds, 6.5 bathrooms
20–25 Jun
New place to stay
Top guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 184 reviews
Top guest favourite
Cabin in Bracebridge
Rustic Muskoka Bunkie | Fire Pit, Nearby Beach
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Cottage in Utterson
The Muskoka Nest
3 bedrooms, 3 beds, 1 bathroom
21–26 Jun
4.83 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 2, located on Lake Muskoka
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 12, located on Lake Muskoka
1 bedroom, 1 bed, 1 bathroom
20–25 Jul
4.93 out of 5 average rating, 28 reviews
Home in Gravenhurst
Where Bay Meets the Lake
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jun
New place to stay
Guest favourite
Home in Huntsville
Serene farmhouse with access to snowmobile trail
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Seguin
Riverfront Muskoka Escape with Private Nordic Spa
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Utterson
WaTeR's Edge Cottage. Muskoka. Skeleton Lake.
3 bedrooms, 4 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 28 reviews