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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

$1,826 SGD for 5 nights

,

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

$712 SGD for 5 nights

Free cancellation

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

$6,808 SGD for 5 nights

4.96 out of 5 average rating, 252 reviews

Guest favourite

Flat in Port Carling

Mervue, Mirror Lake (Lake Muskoka) Caledonia House

1 bedroom, 2 beds, 1 bathroom

30 Aug – 4 Sept

$1,370 SGD for 5 nights

4.87 out of 5 average rating, 23 reviews

Top guest favourite

Cottage in Port Carling

Cider Haus on Brandy Lake

3 bedrooms, 5 beds, 2 bathrooms

14–19 Sept

$2,443 SGD for 5 nights

4.95 out of 5 average rating, 190 reviews

Home in Utterson

Margaritaville in Muskoka

4 bedrooms, 5 beds, 1 bathroom

7–12 Sept

$2,252 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Home in Port Carling

Hennessy Lake House

4 bedrooms, 4 beds, 1 bathroom

12–17 Sept

$2,036 SGD for 5 nights

4.88 out of 5 average rating, 17 reviews

Guest favourite

Cottage in Utterson

Windermere Manor, Lake Rosseau, Sauna-Fireplace

4 bedrooms, 4 beds, 3 bathrooms

15–20 Oct

$2,094 SGD for 5 nights

4.91 out of 5 average rating, 47 reviews

Guest favourite

Cottage in Utterson

The Tree House Muskoka Retreat

3 bedrooms, 4 beds, 2.5 bathrooms

8–13 Jul

$5,960 SGD for 5 nights

4.96 out of 5 average rating, 28 reviews

Top guest favourite

Cottage in Port Carling

Gorgeous Muskoka Getaway on stunning private lake

3 bedrooms, 3 beds, 1 bathroom

27 Sept – 2 Oct

$1,885 SGD for 5 nights

4.99 out of 5 average rating, 142 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

Guest favourite

Cabin in Port Carling

4BR Lakefront Cottage Hot Tub Dock Beach

4 bedrooms, 5 beds, 2 bathrooms

20–25 Sept

$2,470 SGD for 5 nights

4.9 out of 5 average rating, 81 reviews

Guest favourite

Cottage in Huntsville

The Rock Lodge, At Mary Lake (+ Hot Tub)

2 bedrooms, 2 queen beds, 1 bathroom

16–21 Aug

$1,581 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 303 reviews

Top guest favourite

Cabin in Bracebridge

Cozy Cabin Getaway Muskoka

3 bedrooms, 3 beds, 1 bathroom

30 Aug – 4 Sept

$1,568 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 186 reviews

Top guest favourite

Flat in Bracebridge

Wynwood Suites Unit 2, located on Lake Muskoka

1 bedroom, 2 beds, 1 bathroom

4–9 Sept

$1,120 SGD for 5 nights

5.0 out of 5 average rating, 53 reviews

Guest favourite

Cottage in Utterson

4 Bd. Pet and Family Friendly!

4 bedrooms, 6 beds, 1.5 bathrooms

8–13 Sept

$3,544 SGD for 5 nights

Free cancellation

4.8 out of 5 average rating, 15 reviews

Home in Utterson

The Lochnest Muskoka-Waterfront! Arcade!

3 bedrooms, 4 beds, 2 bathrooms

11–16 Jul

$3,773 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Port Carling

The Bailey House in the hub of Muskoka lakes

3 bedrooms, 3 beds, 2 bathrooms

15–20 Jul

$1,982 SGD for 5 nights

4.97 out of 5 average rating, 77 reviews

Guest favourite

Cottage in Port Carling

The Bunkie on Brandy - Waterfront Property!

2 bedrooms, 3 beds, 1 bathroom

7–13 Jul

$2,019 SGD for 6 nights

Free cancellation

4.89 out of 5 average rating, 73 reviews