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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
11–16 Sept
4.92 out of 5 average rating, 51 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
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 196 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
18–23 Oct
4.96 out of 5 average rating, 135 reviews
Guest favourite
Cottage in Utterson
Lakefront 3 Bedroom Cottage with Breathtaking View
3 bedrooms, 3 queen beds, 1 bathroom
14–19 Sept
4.82 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.76 out of 5 average rating, 329 reviews
Guest favourite
Home in Port Carling
Muskoka - Silver Lake Escape
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 5 reviews
Cabin in Seguin
Muskoka Charm at Thanksgiving - rare opportunity!
6 bedrooms, 8 beds, 3 bathrooms
3–8 Oct
New place to stay
Guest favourite
Home in Port Carling
The Bailey House in the hub of Muskoka lakes
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 82 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, 263 reviews
Top guest favourite
Cottage in Bracebridge
Cottage on the Muskoka River
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 548 reviews
Top guest favourite
Cottage in Port Carling
Waterfall Escape w/Sauna, Forest, on Lake Rosseau
7 bedrooms, 13 beds, 5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 15 reviews
Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds, 5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Port Carling
Caledon, Mirror Lake (Lake Muskoka)Caledonia House
1 bedroom, 1 queen bed, 1 bathroom
9–16 Oct
4.97 out of 5 average rating, 76 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
Cottage in Gravenhurst
Relaxing lakehouse + pool table & private docks
4 bedrooms, 4 beds, 3 bathrooms
31 Oct – 5 Nov
4.95 out of 5 average rating, 189 reviews
Top guest favourite
Cottage in Parry Sound
Muskoka Waterfront w/ Hot tub (Silver Linings)
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 192 reviews
Top guest favourite
Cottage in Bracebridge
Charming cottage on Lake Muskoka
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 245 reviews