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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
27 Sept – 2 Oct
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4.94 out of 5 average rating, 145 reviews
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4 bedrooms, 4 beds, 3 bathrooms
19–24 Oct
4.92 out of 5 average rating, 52 reviews
Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 264 reviews
Top guest favourite
Cottage in Utterson
Muskoka Cabin (Beach & Wifi)
3 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Cottage in Port Carling
Gorgeous Muskoka Getaway on stunning private lake
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 155 reviews
Guest favourite
Home in MacTier
Lakeside Retreat with Waterfront and Sauna
4 bedrooms, 5 beds, 2 bathrooms
6–11 Nov
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Port Carling
Cozy Nautical quaint retreat downtown Port Carling
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Muskoka Lakes
Lake Muskoka Cottage and Boathouse Paradise.
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Port Carling
Waterfront Boutique Cottage Getaway
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.89 out of 5 average rating, 159 reviews
Guest favourite
Cottage in Utterson
Lakefront 3 Bedroom Cottage with Breathtaking View
3 bedrooms, 3 queen beds, 1 bathroom
16–21 Sept
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Parry Sound
Muskoka Waterfront w/ Hot tub (Silver Linings)
4 bedrooms, 7 beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 194 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
12–17 Oct
4.96 out of 5 average rating, 136 reviews
Top guest favourite
Place to stay in Milford Bay
Blue Heron guest cottage W/ private lake access
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 38 reviews
Guest favourite
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds, 4 bathrooms
15–21 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Seguin
Muskoka Escape with Private Nordic Spa
3 bedrooms, 4 beds, 2 bathrooms
10–15 Nov
5.0 out of 5 average rating, 87 reviews
Guest favourite
Cabin in Utterson
Sunrise Solace 3 Mile Lake Retreat
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Port Carling
Butterfly Lake House | Cozy & Peaceful Stay
3 bedrooms, 4 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Port Carling
Port Carling Cottage on the Lake!
6 bedrooms, 7 beds, 3 bathrooms
16–21 Sept
4.83 out of 5 average rating, 6 reviews