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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
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4.96 out of 5 average rating, 254 reviews, 4 bedrooms, 6 beds, 1 bathroom
26–31 Aug
Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4.91 out of 5 average rating, 47 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
Cabin in Utterson
Charming Muskoka Getaway
4.7 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
Home in Utterson
Margaritaville in Muskoka
New place to stay, 4 bedrooms, 5 beds, 1 bathroom
7–12 Sept
Top guest favourite
Cabin in Bracebridge
Rustic Muskoka Bunkie | Fire Pit, Nearby Beach
4.98 out of 5 average rating, 43 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Guest house in MacTier
The Woodland at High Street ~Air Cond & Fire Pit
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
4.97 out of 5 average rating, 188 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 12, located on Lake Muskoka
4.94 out of 5 average rating, 33 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
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
Guest favourite
Cottage in Huntsville
The Rock Lodge, At Mary Lake (+ Hot Tub)
4.99 out of 5 average rating, 304 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Oct
Top guest favourite
Camper van/Motorhome in Bala
Bala Bed and Breakfast trailer with Sauna
4.97 out of 5 average rating, 70 reviews, 2 bedrooms, 5 beds, 1 bathroom
13–18 Jul
Place to stay in Huntsville
Luxury A-Frame Cottage | Muskoka Escape
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Guest house in Parry Sound
Nestled in the pines • Hot tub • private retreat
4.97 out of 5 average rating, 59 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4.96 out of 5 average rating, 129 reviews, 4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
Top guest favourite
Train in Gravenhurst
Side Tracked in Muskoka
4.99 out of 5 average rating, 151 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Guest favourite
Cottage in Utterson
Muskoka Cabin (Beach & Wifi)
4.97 out of 5 average rating, 116 reviews, 3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
Guest favourite
Cottage in Port Carling
The Cozy Cottage, lakefront @ Port Carling
4.9 out of 5 average rating, 67 reviews, 2 bedrooms, 4 beds, 1 bathroom
7–12 Sept