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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
Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 12, located on Lake Muskoka
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Home in MacTier
Lakeside Retreat with Waterfront and Sauna
4.98 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 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
12–17 Jul
Cabin in Utterson
Charming Muskoka Getaway
4.7 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 4, located on Lake Muskoka
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
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
Home in Utterson
Brand New & Luxury Cottage for Your Muskoka Escape
New place to stay, 4 bedrooms, 8 beds, 4.5 bathrooms
29 Sept – 4 Oct
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
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 1, located on Lake Muskoka
4.97 out of 5 average rating, 37 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Sept
Top guest favourite
Guest house in MacTier
The Woodland at High Street ~Air Conditioned~
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Place to stay in Huntsville
Luxury A-Frame Cottage | Muskoka Escape
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
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
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
Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
4.84 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
Top guest favourite
Guest house in Parry Sound
Nestled in the pines • Hot tub • private retreat
4.96 out of 5 average rating, 57 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct