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Search results; Over 1,000 homes in Windermere

Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
4.92 out of 5 average rating, 48 reviews
Top guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
26–31 Aug
4.96 out of 5 average rating, 257 reviews
Guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 36 reviews
Home in Muskoka Lakes
Lake Muskoka cottage and boathouse paradise.
5 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
New place to stay
Guest favourite
Tiny home in Rosseau
Treehouse + cedar sauna
1 bedroom, 1 queen bed, No bathroom
29 Aug – 3 Sept
4.91 out of 5 average rating, 176 reviews
Home in Utterson
Margaritaville in Muskoka
4 bedrooms, 5 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Cottage in Windermere
Dragonfly - Muskoka - High Lake
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 139 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
4.96 out of 5 average rating, 130 reviews
Guest favourite
Home in Port Carling
Falcon's Nest, Lake Muskoka Waterfront Retreat
6 bedrooms, 7 beds, 5.5 bathrooms
8–15 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in MacTier
Home away from home
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 56 reviews
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 190 reviews
Luxe
Home in Torrance
The Cottage
3 bedrooms, 3 queen beds, 3 bathrooms
1–8 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Bracebridge
Rustic Muskoka Bunkie | Fire Pit, Nearby Beach
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Cottage in Torrance
Waterfront Cottage in Muskoka | SAUNA | Beach
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 51 reviews
Superhost
Cottage in Mcmurrich/Monteith
400ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
4 bedrooms, 4 beds, 1 bathroom
14–19 Sept
Top guest favourite
Cabin in Huntsville
Cozy Cabin with hot tub, Sauna, hot yoga studio.
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 171 reviews
Top guest favourite
Cottage in Gravenhurst
Relaxing lakehouse + pool table & private docks
4 bedrooms, 4 beds, 3 bathrooms
31 Oct – 5 Nov
4.94 out of 5 average rating, 181 reviews
Top guest favourite
Cottage in Port Carling
4 Bedroom Getaway, hottub, sauna, sunsets.
4 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews