Original cottages Windermere
Windermere
2 guests

Adults:

2

Children:

0

Child’s age:

Windermere

Sep 26 - Sep 27 ·
2 guests

Holiday Cottages in Windermere

Windermere
2 guests

Adults:

2

Children:

0

Child’s age:

Navigation

1. Muskoka Lakefront 3-Bdrm Chalet #90

2. Grinmore Lakeside Hideaway With Panoramic View

3. Muskoka Charm Beautiful Four Bedroom Cottage

4. 3Br Rebecca Lakehouse With Fireplace Wifi And Dock

Holiday Cottages in Windermere

5. Black River Haus - Scandinavian Riverfront Cabin Muskoka

6. Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna!

7. Blue Water Dunes Cottage

Holiday Cottages in Windermere with Private Pool

8. Stunning Lakeview Muskoka Pier 100 Resort

9. Red Devil Six Bedroom Cottage Private Beach

10. Red Cedar Chalet On Brady Lake

Cottage near Windermere

  • Beach access
Hotel Image Hotel Image

Muskoka Lakefront 3-Bdrm Chalet #90

2689 Muskoka District Road 118 West
8.6 km (5.3 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Heating
  • Sauna
  • Patio

Located nearly 25 minutes' walk from Huckleberry Rock Lookout, the 3-bedroom Muskoka Lakefront 3-Bdrm Chalet #90 Port Carling provides access to various tourist attractions in the vicinity. The property is suitable for up to 6 guests, offering them a sauna for a more comfortable stay.

8
20 reviews
~ US$273 / night

Muskoka Lakefront 3-Bdrm Chalet #90

8.6 km (5.3 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Heating
  • Sauna
  • Patio

Muskoka Lakefront 3-Bdrm Chalet #90

Located nearly 25 minutes' walk from Huckleberry Rock Lookout, the 3-bedroom Muskoka Lakefront 3-Bdrm Chalet #90 Port Carling provides access to various tourist attractions in the vicinity. The property is suitable for up to 6 guests, offering them a sauna for a more comfortable stay.

8
20 reviews
From US$ 273 / night
  • Beach access
Hotel Image Hotel Image

Grinmore Lakeside Hideaway With Panoramic View

49B Silver Birch Lane
43.9 km (27.3 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Terrace

Offering a location around a 10-minute ride from Bay Lake, the 2-bedroom Grinmore Lakeside Hideaway With Panoramic View Emsdale villa gives access to various tourist spots in the area.

9.2
6 reviews
~ US$488 / night

Grinmore Lakeside Hideaway With Panoramic View

43.9 km (27.3 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Terrace

Grinmore Lakeside Hideaway With Panoramic View

Offering a location around a 10-minute ride from Bay Lake, the 2-bedroom Grinmore Lakeside Hideaway With Panoramic View Emsdale villa gives access to various tourist spots in the area.

9.2
6 reviews
From US$ 488 / night
  • Guest favorite
Hotel Image Hotel Image

Muskoka Charm Beautiful Four Bedroom Cottage

1111 Whitehead Road
27.2 km (16.9 mi) from Windermere
169
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Laundry
  • Tea and coffee facilities
  • Jacuzzi
  • Garden area

Located around 3 km from the Local Muskoka Discovery Centre Heritage Museum, Muskoka Charm Beautiful Four Bedroom Cottage Gravenhurst provides access to various tourist attractions in the vicinity.

A Jacuzzi are available on-site. For sports, guests can enjoy canoeing.

9.6
10 reviews
~ US$459 / night

Muskoka Charm Beautiful Four Bedroom Cottage

27.2 km (16.9 mi) from Windermere
169
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Laundry
  • Tea and coffee facilities
  • Jacuzzi
  • Garden area

Muskoka Charm Beautiful Four Bedroom Cottage

Located around 3 km from the Local Muskoka Discovery Centre Heritage Museum, Muskoka Charm Beautiful Four Bedroom Cottage Gravenhurst provides access to various tourist attractions in the vicinity.

A Jacuzzi are available on-site. For sports, guests can enjoy canoeing.

9.6
10 reviews
From US$ 459 / night

Holiday Cottages in Windermere

  • Private beach
Hotel Image Hotel Image

3Br Rebecca Lakehouse With Fireplace Wifi And Dock

1013 Fieldale Lane
50.0 km (31.1 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Fireplace
  • Sun terrace

The 3-bedroom 3Br Rebecca Lakehouse With Fireplace Wifi And Dock Oxtongue Lake villa, located just around the corner from Rebecca Lake, can host up to 6 guests.

8.7
7 reviews

3Br Rebecca Lakehouse With Fireplace Wifi And Dock

50.0 km (31.1 mi) from Windermere
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Fireplace
  • Sun terrace

3Br Rebecca Lakehouse With Fireplace Wifi And Dock

The 3-bedroom 3Br Rebecca Lakehouse With Fireplace Wifi And Dock Oxtongue Lake villa, located just around the corner from Rebecca Lake, can host up to 6 guests.

8.7
7 reviews
Hotel Image Hotel Image

Black River Haus - Scandinavian Riverfront Cabin Muskoka

7475 Island Crescent
51.3 km (31.9 mi) from Windermere
74
  • BBQ facilities
  • Free parking
  • Security
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace
9.2
7 reviews

Black River Haus - Scandinavian Riverfront Cabin Muskoka

51.3 km (31.9 mi) from Windermere
74
  • BBQ facilities
  • Free parking
  • Security
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Black River Haus - Scandinavian Riverfront Cabin Muskoka

9.2
7 reviews
Hotel Image Hotel Image

Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna!

211 Bonnell Road
20.2 km (12.5 mi) from Windermere
279
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Sun terrace

The 6-bedroom Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna! Bracebridge, located approximately a 10-minute drive from the out- & -back trails "Wilsons Falls", invites guests to relax in a Jacuzzi and a sauna. Featuring garden views, this accommodation invites guests to visit the Muskoka South Bracebridge Falls, located 4.7 km away.

A sunbathing terrace is available on site, and canoeing, hiking, and skiing can be enjoyed within proximity of the Bracebridge accommodation. Guests can also take advantage of a balcony provided in a private garden.

9
3 reviews

Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna!

20.2 km (12.5 mi) from Windermere
279
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Sun terrace

Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna!

The 6-bedroom Lovely Muskoka Waterfront Cottage-Hot Tub & Sauna! Bracebridge, located approximately a 10-minute drive from the out- & -back trails "Wilsons Falls", invites guests to relax in a Jacuzzi and a sauna. Featuring garden views, this accommodation invites guests to visit the Muskoka South Bracebridge Falls, located 4.7 km away.

A sunbathing terrace is available on site, and canoeing, hiking, and skiing can be enjoyed within proximity of the Bracebridge accommodation. Guests can also take advantage of a balcony provided in a private garden.

9
3 reviews

Holiday Cottages in Windermere with Private Pool

  • Private beach
Hotel Image Hotel Image

Blue Water Dunes Cottage

50 Emilio Place
70.3 km (43.7 mi) from Windermere
186
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Sun loungers

The 4-bedroom Blue Water Dunes Cottage Wymbolwood Beach is located nearly a 10-minute ride from Cleopatra Beach Resort, giving access to various tourist spots nearby. The Wymbolwood Beach chalet hosts up to 8 guests and provides them with a private parking lot.

You can enjoy a Jacuzzi in Blue Water Dunes Cottage, and the area is popular for badminton and mini golf.

9.8
4 reviews
~ US$437 / night

Blue Water Dunes Cottage

70.3 km (43.7 mi) from Windermere
186
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Sun loungers

Blue Water Dunes Cottage

The 4-bedroom Blue Water Dunes Cottage Wymbolwood Beach is located nearly a 10-minute ride from Cleopatra Beach Resort, giving access to various tourist spots nearby. The Wymbolwood Beach chalet hosts up to 8 guests and provides them with a private parking lot.

You can enjoy a Jacuzzi in Blue Water Dunes Cottage, and the area is popular for badminton and mini golf.

9.8
4 reviews
From US$ 437 / night
  • Popular choice
  • Private beach
Hotel Image Hotel Image

Stunning Lakeview Muskoka Pier 100 Resort

2689 Muskoka Rd 118 W
8.6 km (5.3 mi) from Windermere
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Offering guests to unwind in a sauna, the 9-room Stunning Lakeview Muskoka Pier 100 Resort Port Carling villa is located approximately 7 km from Red Canoe Gallery.

Fishing can be enjoyed here.

6.9
23 reviews
~ US$266 / night

Stunning Lakeview Muskoka Pier 100 Resort

8.6 km (5.3 mi) from Windermere
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Stunning Lakeview Muskoka Pier 100 Resort

Offering guests to unwind in a sauna, the 9-room Stunning Lakeview Muskoka Pier 100 Resort Port Carling villa is located approximately 7 km from Red Canoe Gallery.

Fishing can be enjoyed here.

6.9
23 reviews
From US$ 266 / night
  • Beach access
Hotel Image Hotel Image

Red Devil Six Bedroom Cottage Private Beach

25 Morris Drive
61.6 km (38.3 mi) from Windermere
372
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Luggage storage
  • Laundry
  • Sauna
  • Garden area

Staying at Red Devil Six Bedroom Cottage Private Beach Ravensworth, guests can easily reach Sand Lake Pioneer Church, located nearly a 10-minute ride away.

You can enjoy a Jacuzzi and a sauna in the Ravensworth country house, and the area is popular for billiards.

10
1 reviews
~ US$475 / night

Red Devil Six Bedroom Cottage Private Beach

61.6 km (38.3 mi) from Windermere
372
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Luggage storage
  • Laundry
  • Sauna
  • Garden area

Red Devil Six Bedroom Cottage Private Beach

Staying at Red Devil Six Bedroom Cottage Private Beach Ravensworth, guests can easily reach Sand Lake Pioneer Church, located nearly a 10-minute ride away.

You can enjoy a Jacuzzi and a sauna in the Ravensworth country house, and the area is popular for billiards.

10
1 reviews
From US$ 475 / night

Luxury Holiday Cottages in Windermere

Hotel Image Hotel Image

Red Cedar Chalet On Brady Lake

1009 Viceroy Drive
57.9 km (36.0 mi) from Windermere
1000
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Terrace

The 4-bedroom Red Cedar Chalet On Brady Lake Hindon Hill is suitable for up to 12 guests, offering them a hot tub and a sauna for a more comfortable stay.

10
2 reviews

Red Cedar Chalet On Brady Lake

57.9 km (36.0 mi) from Windermere
1000
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Terrace

Red Cedar Chalet On Brady Lake

The 4-bedroom Red Cedar Chalet On Brady Lake Hindon Hill is suitable for up to 12 guests, offering them a hot tub and a sauna for a more comfortable stay.

10
2 reviews
  • Great deal
  • Beachfront
Hotel Image Hotel Image

Cozy Muskoka 4-Bedroom Cottage On Lake Rosseau

23-2054 Peninsula Road
7.7 km (4.8 mi) from Windermere
  • BBQ facilities
  • Flat-screen TV
  • Mini-bar
  • Tea and coffee facilities
  • Outdoor swimming pool

Nestled 4.5 km from Lake Rosseau, the 4-bedroom Cozy Muskoka 4-Bedroom Cottage On Lake Rosseau Minett entices guests to explore various tourist destinations nearby.

10
1 reviews

Cozy Muskoka 4-Bedroom Cottage On Lake Rosseau

7.7 km (4.8 mi) from Windermere
  • BBQ facilities
  • Flat-screen TV
  • Mini-bar
  • Tea and coffee facilities
  • Outdoor swimming pool

Cozy Muskoka 4-Bedroom Cottage On Lake Rosseau

Nestled 4.5 km from Lake Rosseau, the 4-bedroom Cozy Muskoka 4-Bedroom Cottage On Lake Rosseau Minett entices guests to explore various tourist destinations nearby.

10
1 reviews
Hotel Image Hotel Image

Alpine Lake House - Waterfront On Lake Muskoka

Acton Island Road 1648
15.7 km (9.7 mi) from Windermere
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Garden area

Offering a hot tub, the 4-bedroom Alpine Lake House - Waterfront On Lake Muskoka Port Carling villa is located around 25 minutes' walk from Windsor Park. With a maximum capacity of 8 guests, the accommodation offers a private parking lot.

9.7
3 reviews

Alpine Lake House - Waterfront On Lake Muskoka

15.7 km (9.7 mi) from Windermere
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Garden area

Alpine Lake House - Waterfront On Lake Muskoka

Offering a hot tub, the 4-bedroom Alpine Lake House - Waterfront On Lake Muskoka Port Carling villa is located around 25 minutes' walk from Windsor Park. With a maximum capacity of 8 guests, the accommodation offers a private parking lot.

9.7
3 reviews

Dog-Friendly Cottages in Windermere

Hotel Image Hotel Image

3 Bedroom Modern Muskoka Retreat With King Bed And Hot Tub

1003 Holly Meadow Court
46.2 km (28.7 mi) from Windermere
177
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Billiard tables

Offering a Jacuzzi, the 5-room 3 Bedroom Modern Muskoka Retreat With King Bed And Hot Tub Dwight villa is located 6 km from The Acres Driving Range Artisans Gallery. Suitable for 6 guests, the 3-bedroom chalet offers pool to diversify guests' leisure.

9
4 reviews

3 Bedroom Modern Muskoka Retreat With King Bed And Hot Tub

46.2 km (28.7 mi) from Windermere
177
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Billiard tables

3 Bedroom Modern Muskoka Retreat With King Bed And Hot Tub

Offering a Jacuzzi, the 5-room 3 Bedroom Modern Muskoka Retreat With King Bed And Hot Tub Dwight villa is located 6 km from The Acres Driving Range Artisans Gallery. Suitable for 6 guests, the 3-bedroom chalet offers pool to diversify guests' leisure.

9
4 reviews
  • Private beach
Hotel Image Hotel Image

Muskoka 4-Bedroom Cottage

2689 Muskoka District Road 118 West #100
8.6 km (5.3 mi) from Windermere
149
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Hosting up to 9 guests, the 4-bedroom Muskoka 4-Bedroom Cottage Port Carling is nestled in a beach area, around 5 minutes' drive from Brandy Lake. The Port Carling villa offers guests a relaxing experience with a sauna.

6
1 reviews
~ US$417 / night

Muskoka 4-Bedroom Cottage

8.6 km (5.3 mi) from Windermere
149
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Sauna
  • Sun terrace

Muskoka 4-Bedroom Cottage

Hosting up to 9 guests, the 4-bedroom Muskoka 4-Bedroom Cottage Port Carling is nestled in a beach area, around 5 minutes' drive from Brandy Lake. The Port Carling villa offers guests a relaxing experience with a sauna.

6
1 reviews
From US$ 417 / night
Hotel Image Hotel Image

Pine Cabin- 2 Min To Lakes-Snowmobile Trails

1074 Nordic Inn Rd Pine Cabin
53.2 km (33.0 mi) from Windermere
36
  • Cookware/ Kitchen utensils
  • Tea and coffee facilities
  • Heating
  • Garden area

Pine Cabin- 2 Min To Lakes-Snowmobile Trails Dorset offers proximity to nearby tourist spots, such as Dorset Heritage Museum, situated nearly a 20-minute walk away.

Pine Cabin- 2 Min To Lakes-Snowmobile Trails

53.2 km (33.0 mi) from Windermere
36
  • Cookware/ Kitchen utensils
  • Tea and coffee facilities
  • Heating
  • Garden area

Pine Cabin- 2 Min To Lakes-Snowmobile Trails

Pine Cabin- 2 Min To Lakes-Snowmobile Trails Dorset offers proximity to nearby tourist spots, such as Dorset Heritage Museum, situated nearly a 20-minute walk away.

Cheap Cottages in Windermere

Hotel Image Hotel Image

Lake Simcoe Waterfront Lake House

2359 Lakeshore Rd E
73.3 km (45.6 mi) from Windermere
260
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sauna
  • Terrace

Situated 3 km from Big Curve Acres Farm, Lake Simcoe Waterfront Lake House Hawkestone villa invites guests to relax at a terrace. Featuring a hot tub and a sauna, the chalet is suitable for 10 people.

Lake Simcoe Waterfront Lake House

73.3 km (45.6 mi) from Windermere
260
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sauna
  • Terrace

Lake Simcoe Waterfront Lake House

Situated 3 km from Big Curve Acres Farm, Lake Simcoe Waterfront Lake House Hawkestone villa invites guests to relax at a terrace. Featuring a hot tub and a sauna, the chalet is suitable for 10 people.

  • Beach access
Hotel Image Hotel Image

Lakefront Retreat W Hot Tub & Sauna 4-Season

18 Suter Drive
68.7 km (42.7 mi) from Windermere
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Laundry
  • Jacuzzi
  • Terrace

Located 4.9 km from Queen Elizabeth II Wildlands Provincial Park, Lakefront Retreat W Hot Tub & Sauna 4-Season Kawartha Lakes villa entices guests to relax in a solarium and a Jacuzzi.

There is a games room, along with canoeing, fishing, and darts to diversify guests' leisure.

Lakefront Retreat W Hot Tub & Sauna 4-Season

68.7 km (42.7 mi) from Windermere
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Laundry
  • Jacuzzi
  • Terrace

Lakefront Retreat W Hot Tub & Sauna 4-Season

Located 4.9 km from Queen Elizabeth II Wildlands Provincial Park, Lakefront Retreat W Hot Tub & Sauna 4-Season Kawartha Lakes villa entices guests to relax in a solarium and a Jacuzzi.

There is a games room, along with canoeing, fishing, and darts to diversify guests' leisure.

Are you in a hurry?

Here is a quick list of hotels in Windermere, selected based on their rating

Name of hotel Accommodation Rating Price, $
Muskoka Lakefront 3-Bdrm Chalet #90

8.0 / 10

(20 Reviews)

From 273$
Grinmore Lakeside Hideaway With Panoramic View

9.2 / 10

(6 Reviews)

From 488$
Muskoka Charm Beautiful Four Bedroom Cottage

9.6 / 10

(10 Reviews)

From 459$
Blue Water Dunes Cottage

9.8 / 10

(4 Reviews)

From 437$
Stunning Lakeview Muskoka Pier 100 Resort

6.9 / 10

(23 Reviews)

From 266$

Frequently Asked Questions

Which holiday cottages in Windermere have stunning views?

Grinmore Lakeside Hideaway and Alpine Lake House both offer breathtaking views of the water and surrounding scenery. Enjoy picturesque sunsets right from your patio or balcony.

Tip:

For the best views, book your stay during the fall months when the foliage changes colors.

Which holiday cottages in Windermere are pet-friendly?

Cottages like Black River Haus and Red Devil Six Bedroom Cottage welcome your furry friends. They often provide pet-friendly amenities to ensure a comfortable stay.

Tip:

Check with the cottage about specific pet policies and areas nearby for walking dogs.

Which cottages in Windermere are ideal for families?

The Muskoka Charm Beautiful Four Bedroom Cottage and Cozy Muskoka 4-Bedroom Cottage provide ample space for families with children. They offer family-oriented amenities like game rooms and nearby parks.

Tip:

Consider booking on weekdays for lower rates and fewer crowds.

Are there holiday cottages with hot tubs in Windermere?

Lovely Muskoka Waterfront Cottage and 3 Bedroom Modern Muskoka Retreat both feature hot tubs for relaxing evenings. These cottages ensure a warm and soothing experience after a day of exploring.

Tip:

Try to book during off-peak seasons like late winter to get better rates.

Which Windermere cottages offer easy access to the lake?

The Red Cedar Chalet on Brady Lake and Alpine Lake House are right on the water for immediate access to swimming and boating. This proximity enhances your stay with recreational activities.

Tip:

Rent equipment early in the season to secure your preferred choice.

What are the best holiday cottages for scenic retreats in Windermere?

Blue Water Dunes Cottage and Muskoka Lakefront 3-Bdrm Chalet #90 both provide private, scenic retreats. They are surrounded by nature, creating a tranquil environment for relaxation.

Tip:

Plan to visit during weekdays to enjoy quieter surroundings.

Where can I find affordable holiday cottages in Windermere?

Stunning Lakeview Muskoka Pier 100 Resort and 3Br Rebecca Lakehouse offer good value without compromising comfort. These options are perfect for visitors on a budget.

Tip:

Look for last-minute deals, which can provide significant discounts.

What seasonal events should I plan my trip to Windermere around?

Expect the Windermere Summer Festival in July, featuring local crafts, food, and live music. It's a great opportunity to experience local culture and entertainment.

Tip:

Book your accommodation early for the festival, as it attracts many visitors.

How do I get around Windermere if I'm staying in a cottage?

Many cottages are situated near lakeside paths or trails, making walking easy. For longer trips to restaurants or shops, consider renting a bike or using local taxis.

Tip:

Use a bike rental shop in town for affordable daily rates, especially during the summer.

What are the must-visit attractions near Windermere?

Check out the Windermere Jetty Museum and the beautiful Bowness-on-Windermere for beautiful views and local history. Each offers unique experiences just minutes from your holiday cottage.

Tip:

Visit the museum on weekdays for fewer visitors and a quieter experience.

Location