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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
25–30 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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Top guest favourite
Home in Muskoka Lakes
Soulwater Villa | Three Mile Lakefront | Muskoka
4 bedrooms, 4 queen beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Port Carling
Port Carling Cottage on the Lake!
6 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.83 out of 5 average rating, 6 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 Port Carling
The Bailey House in the hub of Muskoka lakes
3 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
4.96 out of 5 average rating, 83 reviews
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Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds, 5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 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
17–22 Oct
4.96 out of 5 average rating, 136 reviews
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Guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 265 reviews
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Home in Muskoka Lakes
Lake Rosseau cottage
5 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 4, located on Lake Muskoka
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 45 reviews
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Guest favourite
Cottage in Utterson
Lakefront 3 Bedroom Cottage with Breathtaking View
3 bedrooms, 3 queen beds, 1 bathroom
1–7 Oct
4.82 out of 5 average rating, 22 reviews
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Top guest favourite
Cabin in Lake of Bays
Cozy Waterfront Muskoka Cabin
3 bedrooms, 4 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 101 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, 191 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
1–6 Oct
4.97 out of 5 average rating, 65 reviews
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Guest favourite
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds, 4 bathrooms
1–6 Oct
4.94 out of 5 average rating, 36 reviews
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Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
3 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.88 out of 5 average rating, 42 reviews
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Cottage in Utterson
Waterfront Cottage Muskoka!
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 5, located on Lake Muskoka
2 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 67 reviews