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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
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 32 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
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
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
Superhost
Cottage in Mcmurrich/Monteith
400ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
4 bedrooms, 4 beds, 1 bathroom
5–10 Jul
Cottage in Milford Bay
Ravens Rock Point
6 bedrooms, 13 beds, 4 bathrooms
19–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in MacTier
The Woodland at High Street ~Air Conditioned~
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 12 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
Top guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 186 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
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, 37 reviews
Top guest favourite
Cottage in Port Carling
Cider Haus on Brandy Lake
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 190 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
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, 20 reviews
Top guest favourite
Cottage in Bracebridge
Tiny Luxury Cottage with Hot Tub
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 169 reviews