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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, 138 reviews
Top guest favourite
Room in Utterson
Windermere Getaway
4.95 out of 5 average rating, 76 reviews, 1 double bed, 1 bathroom
20–25 Jul
Top guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4.96 out of 5 average rating, 255 reviews, 4 bedrooms, 6 beds, 1 bathroom
26–31 Aug
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4.92 out of 5 average rating, 48 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
Home in Utterson
Margaritaville in Muskoka
New place to stay, 4 bedrooms, 5 beds, 1 bathroom
13–18 Sept
Top guest favourite
Guest house in MacTier
Muskoka Nature Retreat A.C. & Fire Pit
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
4.97 out of 5 average rating, 190 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Home in Utterson
Brand New & Luxury Cottage for Your Muskoka Escape
New place to stay, 4 bedrooms, 8 beds, 4.5 bathrooms
29 Sept – 4 Oct
Top guest favourite
Cottage in Bracebridge
Tiny Luxury Cottage with Hot Tub
4.99 out of 5 average rating, 173 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4.96 out of 5 average rating, 130 reviews, 4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
Top guest favourite
Home in Huntsville
Serene farmhouse with access to snowmobile trail
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Home in Huntsville
Waterfront Cottage Retreat | Private Dock + Kayaks
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
17–22 Sept
Top guest favourite
Cabin in Bracebridge
Cute Cabin on the Muskoka river.
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Guest favourite
Cottage in Port Carling
The Bunkie on Brandy - Waterfront Property!
4.89 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Guest favourite
Cottage in Utterson
The Tree House Muskoka Retreat
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Jul
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 1, located on Lake Muskoka
4.97 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Sept
Top guest favourite
Room in Bala
Bala Bed and Breakfast bdrm #2 and SAUNA
4.97 out of 5 average rating, 69 reviews, 1 queen bed, 1 bathroom
3–8 Aug
Cabin in Utterson
Charming Muskoka Getaway
4.7 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
Top guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug