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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, 137 reviews
Top guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4.96 out of 5 average rating, 253 reviews, 4 bedrooms, 6 beds, 1 bathroom
29 Jul – 3 Aug
Home in Utterson
Margaritaville in Muskoka
New place to stay, 4 bedrooms, 5 beds, 1 bathroom
7–12 Sept
Top guest favourite
Cottage in Port Carling
Cider Haus on Brandy Lake
4.95 out of 5 average rating, 190 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Cottage in Port Carling
Gorgeous Muskoka Getaway on stunning private lake
4.99 out of 5 average rating, 142 reviews, 3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Cottage in Utterson
4 Bd. Pet and Family Friendly!
4.8 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
Guest favourite
Home in Port Carling
Hennessy Lake House
4.89 out of 5 average rating, 18 reviews, 4 bedrooms, 4 beds, 1 bathroom
12–17 Sept
Guest favourite
Cabin in Port Carling
4BR Lakefront Cottage Hot Tub Dock Beach
4.9 out of 5 average rating, 81 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4.96 out of 5 average rating, 129 reviews, 4 bedrooms, 7 beds, 3 bathrooms
9–14 Aug
Superhost
Home in Port Carling
Muskoka Unplugged
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4.91 out of 5 average rating, 47 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
Top guest favourite
Flat in Port Carling
Caledon, Mirror Lake (Lake Muskoka)Caledonia House
4.97 out of 5 average rating, 67 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Sept
Cottage in Bala
Sunset Shores Muskoka
3 bedrooms, 5 beds, 2.5 bathrooms
6–11 Jul
Home in Utterson
The Lochnest Muskoka-Waterfront! Arcade!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Home in Utterson
Muskoka Lakehouse | bunkie, dock & water toys
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 8 beds, 5 bathrooms
12–17 Jul
Top guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
4.97 out of 5 average rating, 187 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Place to stay in Huntsville
Luxury A-Frame Cottage | Muskoka Escape
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Guest favourite
Cottage in Port Carling
Butterfly Lake House | Cozy & Peaceful Stay
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Sept