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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
8–13 Sept
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4.94 out of 5 average rating, 139 reviews
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, 257 reviews, 4 bedrooms, 6 beds, 1 bathroom
26–31 Aug
Guest favourite
Tiny home in Rosseau
Treehouse + cedar sauna
4.92 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, No bathroom
29 Aug – 3 Sept
Guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Port Carling
Falcon's Nest, Lake Muskoka Waterfront Retreat
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
8–15 Aug
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
Top guest favourite
Cabin in Bracebridge
Secluded Lakeside Retreat - Atkins Hideaway
5.0 out of 5 average rating, 279 reviews, 1 bedroom, 1 bed, WC
25–30 Oct
Home in Port Carling
Lake Joe Waterfront Haven
New place to stay, 7 bedrooms, 8 beds, 5 bathrooms
9–16 Aug
Top guest favourite
Cottage in Port Carling
Waterfall Escape w/Sauna, Forest, on Lake Rosseau
5.0 out of 5 average rating, 15 reviews, 7 bedrooms, 13 beds, 5 bathrooms
22–27 Aug
Top guest favourite
Cottage in Bracebridge
Tiny Luxury Cottage with Hot Tub
4.99 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
Guest favourite
Cottage in Port Carling
Butterfly Lake House | Cozy & Peaceful Stay
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Sept
Top guest favourite
Cabin in Bracebridge
Rustic Muskoka Bunkie | Fire Pit, Nearby Beach
4.98 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Sept
Luxe
Home in Torrance
The Cottage
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
4–9 Aug
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
Superhost
Home in Gravenhurst
4-season Muskoka Lakefront w sandy entrance
New place to stay, 4 bedrooms, 8 beds, 3 bathrooms
5–10 Sept
Top guest favourite
Home in Lake of Bays
Echo Lake Retreat, Muskoka, Private Beach and Dock
4.93 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
Top guest favourite
Home in MacTier
Home away from home
4.98 out of 5 average rating, 56 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
Guest favourite
Cottage in Bracebridge
Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit
4.9 out of 5 average rating, 146 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct