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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
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, 250 reviews
Luxe
Home in Torrance
The Cottage
3 bedrooms, 3 queen beds, 3 bathrooms
6–13 Jul
5.0 out of 5 average rating, 3 reviews
Home in Utterson
Margaritaville in Muskoka
4 bedrooms, 5 beds, 1 bathroom
3–8 Sept
New place to stay
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
6–11 Jul
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
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
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
Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
4.83 out of 5 average rating, 29 reviews
Home in Utterson
Muskoka Lakehouse | bunkie, dock & water toys
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
New place to stay
Superhost
Treehouse in Rosseau
A-Frame Treehouse + Private sauna
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Washago
Mistywood Cottage
5 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 183 reviews
Guest favourite
Cottage in Utterson
The Tree House Muskoka Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jul
4.96 out of 5 average rating, 28 reviews
Cottage in Milford Bay
Ravens Rock Point
6 bedrooms, 13 beds, 4 bathrooms
19–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Bracebridge
Rustic Muskoka Bunkie | Fire Pit, Nearby Beach
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Port Carling
Clearwater Cottage @ Port Carling
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 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
Home in Utterson
Brand New & Luxury Cottage for Your Muskoka Escape
4 bedrooms, 8 beds, 4.5 bathrooms
15–20 Aug
New place to stay