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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
20–25 Sept
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4.94 out of 5 average rating, 144 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 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
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
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, 134 reviews
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
Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds, 5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Utterson
Cozy lakeside Cottage on 3 Mile Lake w/ Wifi
3 bedrooms, 6 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 17 reviews
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, 42 reviews
Top guest favourite
Home in Muskoka Lakes
Soulwater Villa | Three Mile Lakefront | Muskoka
4 bedrooms, 4 queen beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 8 reviews
Cottage in Port Carling
Starlink • Firepit • Muskoka Retreat w/ Games Room
4 bedrooms, 5 beds, 3 bathrooms
22–27 Sept
4.86 out of 5 average rating, 42 reviews
Guest favourite
Cottage in Utterson
Lakefront 3 Bedroom Cottage with Breathtaking View
3 bedrooms, 3 queen beds, 1 bathroom
5–10 Oct
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
19–24 Sept
4.76 out of 5 average rating, 327 reviews
Top guest favourite
Cottage in Port Carling
Cider Haus | Lakefront Sauna & Fenced Yard
3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
4.95 out of 5 average rating, 192 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, 75 reviews
Guest favourite
Home in Port Carling
Hennessy Lake House
4 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.87 out of 5 average rating, 23 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
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