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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, 135 reviews
Top guest favourite
Room in Utterson
Windermere Getaway
1 double bed
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
11–16 Jul
4.96 out of 5 average rating, 251 reviews
Top guest favourite
Room in Bala
Bala Bed and Breakfast bdrm #2 and SAUNA
1 queen bed
4–9 Jul
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 5, located on Lake Muskoka
2 bedrooms, 4 beds
10–15 Aug
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds
9–14 Aug
4.96 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Bracebridge
Wynwood Suites Unit 3, located on Lake Muskoka
2 bedrooms, 3 beds
1–6 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in MacTier
The Woodland at High Street
1 bedroom, 1 queen bed
19–24 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Place to stay in Port Carling
Duke’s Boathouse Waterfront Apartment with Dock
1 bedroom, 2 beds
10–16 Jul
4.93 out of 5 average rating, 67 reviews
Luxe
Home in Torrance
The Cottage
3 bedrooms, 3 queen beds
6–11 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Utterson
The Tree House Muskoka Retreat
3 bedrooms, 4 beds
1–6 Jul
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 186 reviews
Guest favourite
Cabin in Port Carling
CABIN, Mirror Lake (Lake Muskoka) Caledonia House
3 bedrooms, 4 beds
3–8 Sept
4.83 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Huntsville
The Rock Lodge, At Mary Lake (+ Hot Tub)
2 bedrooms, 2 queen beds
19–24 Jul
4.99 out of 5 average rating, 302 reviews
Top guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds
11–18 Jul
4.76 out of 5 average rating, 319 reviews
Top guest favourite
Guest house in Parry Sound
Nestled in the pines • Hot tub • private retreat
1 bedroom, 1 sofa bed
25–30 Oct
4.96 out of 5 average rating, 55 reviews
Guest favourite
Place to stay in Huntsville
Holistic Oasis.
2 bedrooms, 3 beds
5–10 Sept
4.85 out of 5 average rating, 153 reviews
Top guest favourite
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds
3–8 Sept
4.96 out of 5 average rating, 25 reviews
Guest favourite
Tiny home in Rosseau
The Heron's Hideaway
1 bedroom, 1 bed
1–6 Jul
4.92 out of 5 average rating, 49 reviews