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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, 136 reviews
Top guest favourite
Room in Utterson
Windermere Getaway
1 double bed, 1 bathroom
14–19 Jul
4.95 out of 5 average rating, 75 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, 252 reviews
Guest favourite
Treehouse in Dorset
Raven's Roost- private luxury treehouse with sauna
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 311 reviews
Top guest favourite
Guest house in MacTier
The Woodland at High Street ~Air Conditioned~
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 12 reviews
Home in Utterson
Margaritaville in Muskoka
4 bedrooms, 5 beds, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Flat in Bracebridge
Wynwood Suites Unit 12, located on Lake Muskoka
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Guest house in Parry Sound
Nestled in the pines • Hot tub • private retreat
1 bedroom, 1 sofa bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Huntsville
Serene farmhouse with access to snowmobile trail
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Bracebridge
Secluded Lakeside Retreat - Atkins Hideaway
1 bedroom, 1 king bed, Toilet with sink
25–30 Oct
5.0 out of 5 average rating, 275 reviews
Cabin in Bracebridge
Cute Cabin on the Muskoka river.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
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, 186 reviews
Superhost
Cottage in Mcmurrich/Monteith
400ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
4 bedrooms, 4 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in MacTier
Lakeside Retreat with Waterfront and Sauna
4 bedrooms, 5 beds, 2 bathrooms
23–28 Sept
4.98 out of 5 average rating, 45 reviews
Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
4.84 out of 5 average rating, 31 reviews
Guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds, 1 bathroom
11–18 Jul
4.76 out of 5 average rating, 319 reviews
Top guest favourite
Train in Gravenhurst
Side Tracked in Muskoka
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 147 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
Place to stay in Huntsville
Luxury A-Frame Cottage | Muskoka Escape
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul