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Search results; Over 1,000 homes in Windermere

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Top guest favourite
Cottage in Windermere
Dragonfly - Muskoka - High Lake
2 bedrooms, 3 beds, 1 private bathroom
8–13 Sept
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4.94 out of 5 average rating, 143 reviews
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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
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Cottage in Port Carling
Waterfall Escape w/Sauna, Forest, on Lake Rosseau
7 bedrooms, 13 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 263 reviews
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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
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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
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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, 134 reviews
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Guest favourite
Home in Port Carling
Port Carling Cottage on the Lake!
6 bedrooms, 7 beds, 3 bathrooms
18–23 Sept
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Port Carling
Cozy Nautical quaint retreat downtown Port Carling
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 65 reviews
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Cottage in Utterson
Waterfront Cottage Muskoka!
3 bedrooms, 5 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Cottage in Utterson
Cozy lakeside Cottage on 3 Mile Lake w/ Wifi
3 bedrooms, 6 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 17 reviews
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Home in Muskoka Lakes
Soulwater Villa | Three Mile Lakefront | Muskoka
4 bedrooms, 4 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 40 reviews
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Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.76 out of 5 average rating, 327 reviews
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Home in Minett
Beach House Muskoka
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Muskoka Lakes
Muskoka Unplugged
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 reviews
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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, 187 reviews
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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
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Top guest favourite
Cottage in Port Carling
Cider Haus | Lakefront Sauna & Fenced Yard
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.95 out of 5 average rating, 192 reviews