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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
29 Aug – 3 Sept
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4.93 out of 5 average rating, 138 reviews
Top guest favourite
Room in Utterson
Windermere Getaway
4.95 out of 5 average rating, 76 reviews, 1 double bed, 1 bathroom
21–26 Jul
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4.92 out of 5 average rating, 48 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
Top guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4.96 out of 5 average rating, 255 reviews, 4 bedrooms, 6 beds, 1 bathroom
26–31 Aug
Home in Utterson
Margaritaville in Muskoka
New place to stay, 4 bedrooms, 5 beds, 1 bathroom
13–18 Sept
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4.96 out of 5 average rating, 130 reviews, 4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
4.97 out of 5 average rating, 190 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 12, located on Lake Muskoka
4.94 out of 5 average rating, 36 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Cottage in Port Carling
The Bunkie on Brandy - Waterfront Property!
4.89 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
Top guest favourite
Cabin in Bracebridge
Cute Cabin on the Muskoka river.
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Cottage in Muskoka Lakes
Muskoka Lakeside Cottage w/ Sandy Private Beach
4.76 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 2 bathrooms
8–15 Aug
Top guest favourite
Home in Huntsville
Serene farmhouse with access to snowmobile trail
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Cottage in Port Carling
Butterfly Lake House | Cozy & Peaceful Stay
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Sept
Guest favourite
Home in Huntsville
Muskoka Waterfront Cottage | Canoes, FirePit & BBQ
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in MacTier
Home away from home
4.98 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
Guest favourite
Tiny home in Rosseau
Unique Airstream cabin + Cedar sauna
4.78 out of 5 average rating, 76 reviews, 1 bedroom, 2 beds, WC
19–24 Jul
Top guest favourite
Room in Bala
Bala Bed and Breakfast bdrm #1 and SAUNA
4.98 out of 5 average rating, 131 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 1, located on Lake Muskoka
4.97 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Sept
Top guest favourite
Cabin in Huntsville
Magical bunkie in the woods!
4.96 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Aug