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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
17–22 Sept
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4.93 out of 5 average rating, 137 reviews
Guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds, 1 bathroom
11–16 Jul
4.96 out of 5 average rating, 253 reviews
Home in Utterson
Margaritaville in Muskoka
4 bedrooms, 5 beds, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Cottage in Port Carling
Cider Haus on Brandy Lake
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 190 reviews
Guest favourite
Cottage in Utterson
4 Bd. Pet and Family Friendly!
4 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
4.8 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds, 3 bathrooms
9–14 Aug
4.96 out of 5 average rating, 128 reviews
Guest favourite
Home in Port Carling
Hennessy Lake House
4 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Port Carling
Gorgeous Muskoka Getaway on stunning private lake
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 142 reviews
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
4.91 out of 5 average rating, 47 reviews
Guest favourite
Cabin in Port Carling
4BR Lakefront Cottage Hot Tub Dock Beach
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 81 reviews
Home in Utterson
Brand New & Luxury Cottage for Your Muskoka Escape
4 bedrooms, 8 beds, 4.5 bathrooms
29 Sept – 4 Oct
New place to stay
Home in Utterson
The Lochnest Muskoka-Waterfront! Arcade!
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 187 reviews
Home in Utterson
Muskoka Lakehouse | bunkie, dock & water toys
4 bedrooms, 6 beds, 2 bathrooms
6–11 Jul
New place to stay
Top guest favourite
Cottage in Bracebridge
Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 141 reviews
Top guest favourite
Cottage in Utterson
6BR, Hot Tub, Lakefront - Muskoka Sunset Retreat
6 bedrooms, 8 beds, 2.5 bathrooms
30 Sept – 5 Oct
4.96 out of 5 average rating, 96 reviews
Guest favourite
Cottage in Huntsville
The Rock Lodge, At Mary Lake (+ Hot Tub)
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 303 reviews
Top guest favourite
Flat in Port Carling
Caledon, Mirror Lake (Lake Muskoka)Caledonia House
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.97 out of 5 average rating, 67 reviews
Guest favourite
Cottage in Port Carling
The Bunkie on Brandy - Waterfront Property!
2 bedrooms, 3 beds, 1 bathroom
7–13 Jul
4.89 out of 5 average rating, 73 reviews