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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
3–8 Oct
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4.94 out of 5 average rating, 146 reviews
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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
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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
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Guest favourite
Home in Port Carling
Muskoka - Silver Lake Escape
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Muskoka Lakes
Soulwater Villa | Three Mile Lakefront | Muskoka
4 bedrooms, 4 queen beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Port Carling
Port Carling Cottage on the Lake!
6 bedrooms, 7 beds, 3 bathrooms
17–22 Sept
4.83 out of 5 average rating, 6 reviews
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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
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Guest favourite
Cottage in Utterson
Lakefront 3 Bedroom Cottage with Breathtaking View
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Sept
4.82 out of 5 average rating, 22 reviews
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Guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.76 out of 5 average rating, 330 reviews
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Guest favourite
Home in Port Carling
The Bailey House in the hub of Muskoka lakes
3 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.96 out of 5 average rating, 82 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, 189 reviews
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Guest favourite
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds, 4 bathrooms
17–22 Sept
4.94 out of 5 average rating, 35 reviews
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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
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Top guest favourite
Home in Port Carling
Clearwater Cottage @ Port Carling
3 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
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Superhost
Cottage in Utterson
The Muskoka Nest
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.82 out of 5 average rating, 79 reviews
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Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds, 5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Port Carling
Hennessy Lake House
4 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.88 out of 5 average rating, 25 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
19–24 Sept
4.97 out of 5 average rating, 65 reviews
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Top guest favourite
Flat in Port Carling
Caledon, Mirror Lake (Lake Muskoka)Caledonia House
1 bedroom, 1 queen bed, 1 bathroom
23–30 Oct
4.97 out of 5 average rating, 79 reviews