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Search results; Over 1,000 homes in Windermere

Guest favourite
Cottage in Utterson
Windermere Manor, Lake Rosseau, Sauna-Fireplace
4 bedrooms, 4 beds
19–24 Oct
4.92 out of 5 average rating, 52 reviews
Guest favourite
Cottage in Muskoka Lakes
Stunning Muskoka Waterfront Cottage on 3 Mile Lake
4 bedrooms, 7 beds
12–17 Oct
4.96 out of 5 average rating, 136 reviews
Guest favourite
Treehouse in Utterson
The Water’s Edge * * Unique Muskoka Treehouse * *
4 bedrooms, 6 beds
4–9 Oct
4.97 out of 5 average rating, 264 reviews
Guest favourite
Home in Port Carling
Port Carling Cottage on the Lake!
6 bedrooms, 7 beds
16–21 Sept
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Windermere
Dragonfly - Muskoka - High Lake
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 145 reviews
Guest favourite
Home in Muskoka Lakes
6 Bed 4 Bath Muskoka Lakefront Cottage!
6 bedrooms, 9 beds
16–21 Sept
4.94 out of 5 average rating, 35 reviews
Guest favourite
Cabin in Bracebridge
Cozy Cabin Getaway Muskoka
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 196 reviews
Cottage in Port Carling
Luxury Cottage in Port Carling, Heart of Muskoka
8 bedrooms, 12 beds
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Port Carling
The Bailey House in the hub of Muskoka lakes
3 bedrooms, 3 beds
25–30 Sept
4.96 out of 5 average rating, 82 reviews
Guest favourite
Home in Port Carling
Muskoka - Silver Lake Escape
3 bedrooms, 4 beds
12–17 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Utterson
Muskoka Cabin (Beach & Wifi)
3 bedrooms, 3 beds
2–7 Nov
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Cottage in Bracebridge
Cottage on the Muskoka River
2 bedrooms, 2 beds
1–6 Nov
4.89 out of 5 average rating, 551 reviews
Guest favourite
Guest suite in Port Carling
Portage House Silver Lake, Hot Tub & Sauna
1 bedroom, 2 beds
2–7 Nov
4.76 out of 5 average rating, 330 reviews
Top guest favourite
Flat in Port Carling
Cozy Nautical quaint retreat downtown Port Carling
2 bedrooms, 2 beds
19–24 Sept
4.97 out of 5 average rating, 65 reviews
Cabin in Seguin
Muskoka Charm at Thanksgiving - rare opportunity!
6 bedrooms, 8 beds
3–8 Oct
New place to stay
Top guest favourite
Cottage in Gravenhurst
Relaxing lakehouse + pool table & private docks
4 bedrooms, 4 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 189 reviews
Guest favourite
Cottage in Port Carling
Starlink • Firepit • Muskoka Retreat w/ Games Room
4 bedrooms, 5 beds
7–12 Oct
4.86 out of 5 average rating, 44 reviews
Guest favourite
Cottage in Port Carling
The Cozy Cottage, lakefront @ Port Carling
Individual host
25–30 Sept
4.89 out of 5 average rating, 73 reviews