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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
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
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
Guest favourite
Cottage in Utterson
The Tree House Muskoka Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jul
4.96 out of 5 average rating, 28 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
Cottage in Port Carling
Gorgeous Muskoka Getaway on stunning private lake
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 142 reviews
Guest favourite
Home in Port Carling
Hennessy Lake House
4 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Torrance
Beautiful Nine Mile Lake
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 252 reviews
Guest favourite
Cottage in Utterson
Muskoka Cabin (Beach & Wifi)
3 bedrooms, 3 beds, 1 bathroom
28 Aug – 4 Sept
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 2, located on Lake Muskoka
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Cottage in Gravenhurst
Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 178 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
Cottage in Utterson
Waterfront Cottage Muskoka!
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
Top guest favourite
Guest suite in Milford Bay
Blue Heron guest cottage W/ private lake access
2 bedrooms, 2 queen beds, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
9–14 Aug
4.96 out of 5 average rating, 128 reviews
Guest favourite
Cottage in Milford Bay
Beachside Cottages on Lake Muskoka, Vacation Home
3 bedrooms, 3 queen beds, 1 bathroom
6–11 Jul
4.72 out of 5 average rating, 46 reviews
Guest favourite
Home in Port Carling
Clearwater Cottage @ Port Carling
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 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