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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, 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
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
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
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds, 4 bathrooms
14–19 Sept
4.94 out of 5 average rating, 35 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
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
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
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
Cabin in Seguin
Muskoka Charm at Thanksgiving - rare opportunity!
6 bedrooms, 8 beds, 3 bathrooms
3–8 Oct
New place to stay
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 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
Top guest favourite
Home in Muskoka Lakes
Soulwater Villa | Three Mile Lakefront | Muskoka
4 bedrooms, 4 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 10 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
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
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
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
Tiny home in Bracebridge
the little faraway
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 43 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