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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
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, 251 reviews
Luxe
Home in Torrance
The Cottage
3 bedrooms, 3 queen beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Parry Sound
Nestled in the pines • Hot tub • private retreat
1 bedroom, 1 sofa bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 55 reviews
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
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, 39 reviews
Top guest favourite
Home in MacTier
Home away from home
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 3, located on Lake Muskoka
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 36 reviews
Home in Utterson
The Lochnest Muskoka-Waterfront! Arcade!
3 bedrooms, 4 beds, 2 bathrooms
11–17 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Huntsville
Waterfront Cottage Retreat | Private Dock + Kayaks
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Jul
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Port Carling
The Bailey House in the hub of Muskoka lakes
3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
4.97 out of 5 average rating, 76 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
Top guest favourite
Place to stay in Port Carling
Duke’s Boathouse Waterfront Apartment with Dock
1 bedroom, 2 beds, 1 bathroom
10–16 Jul
4.93 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds, 1 bathroom
11–18 Jul
4.76 out of 5 average rating, 319 reviews
Guest favourite
Home in Huntsville
Muskoka Waterfront Cottage | Canoes, FirePit & BBQ
3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Train in Gravenhurst
Side Tracked in Muskoka
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Cabin in Huntsville
Aux Box Muskoka | Boutique | Private Nordic Spa
1 bed, 1.5 bathrooms
10–15 Oct
4.95 out of 5 average rating, 597 reviews
Guest favourite
Cottage in Port Carling
The Cozy Cottage, lakefront @ Port Carling
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 64 reviews