Accommodations in Windermere, ON: Compare 10+ Sites & Save

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48 Best Accommodations in Windermere (Starting from $148)

Muskoka Shores Cottages
Muskoka Shores Cottages
Resort
Port Carling, Canada
1.4k from Windermere center

Cheap, Accommodations, Parking, Resort villages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

6 Bedrooms16 Guests
9.3

Superb

3 reviews

$212
Average price / night
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Muskoka Tiny Home
Muskoka Tiny Home
Cabin
Windermere, P0B 1P0, Canada
1.4k from Windermere center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$162
Average price / night
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Cozy lakeside Cottage on 3 Mile Lake with Wifi
Cozy lakeside Cottage on 3 Mile Lake with Wifi
House
Windermere, Canada
1.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Family

3 Bedrooms9 Guests
New to Booking
$290
Average price / night
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Waterfront Lake House On Beautiful Three Mile Lake
Waterfront Lake House On Beautiful Three Mile Lake
House
Utterson, P0B 1M0, Canada
2.2k from Windermere center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

6 Bedrooms12 Guests
9.8

Exceptional

64 reviews

$494
Average price / night
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4Bdrm Muskoka Retreat, Fire Table, Games, Netflix
4Bdrm Muskoka Retreat, Fire Table, Games, Netflix
House
Port Carling, Canada
6.7k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom8 Guests
New to Booking
$201
Average price / night
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Shea Lakehouse on Three Mile Lake, Muskoka
Shea Lakehouse on Three Mile Lake, Muskoka
House
Utterson, P0B 1M0, Canada
2.3k from Windermere center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$480
Average price / night
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Lake Muskoka 2-bedroom Cottage - Pier 100 #50
Lake Muskoka 2-bedroom Cottage - Pier 100 #50
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
6.2

Good

5 reviews

$297
Average price / night
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Lake Rosseau Sunset Facing Deep Water Lake Front Property
Lake Rosseau Sunset Facing Deep Water Lake Front Property
House
Port Carling, P0B 1J0, Canada
2.5k from Windermere center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms2 Guests
7.0

Good

2 reviews

$481
Average price / night
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Lake Muskoka 3-bdrm Cottage - Pier 100 #70
Lake Muskoka 3-bdrm Cottage - Pier 100 #70
House
Port Carling, Canada
7.5k from Windermere center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom7 Guests
7.4

Good

5 reviews

$351
Average price / night
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Muskoka Manor, Windermere, Lake Rosseau, with Sauna and Fireplace
Muskoka Manor, Windermere, Lake Rosseau, with Sauna and Fireplace
House
Utterson, P0B 1M0, Canada
3.0k from Windermere center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms6 Guests
10.0

Exceptional

69 reviews

$275
Average price / night
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Muskoka Lakeview Cottage - Pier 100 #40
Muskoka Lakeview Cottage - Pier 100 #40
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
6.5

Good

6 reviews

$351
Average price / night
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Windermere House
Windermere House
Resort
2508 Windermere Road, Muskoka Lakes, P0B 1P0, Canada
3.2k from Windermere center

AC, Bar, Breakfast Included, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Heater

9.0

Fabulous

933 reviews

$148
Average price / night
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Lake Muskoka Deluxe 2-bdrm Cottage - Pier 100 #60
Lake Muskoka Deluxe 2-bdrm Cottage - Pier 100 #60
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom5 Guests
8.0

Good

1 reviews

$336
Average price / night
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Modern Luxury Brand New Masterpiece on Muskoka Lakes Now Accepting Booking
Modern Luxury Brand New Masterpiece on Muskoka Lakes Now Accepting Booking
House
Muskoka Lakes, P0B 1M0, Canada
3.6k from Windermere center

Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

4 Bedrooms16 Guests
New to Booking
$375
Average price / night
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Lake Muskoka 3-bedroom Cottage - Pier 100 #30
Lake Muskoka 3-bedroom Cottage - Pier 100 #30
House
Port Carling, Canada
7.5k from Windermere center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom7 Guests
7.8

Good

4 reviews

$351
Average price / night
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The Water’s Edge * * Unique Muskoka Treehouse * *
The Water’s Edge * * Unique Muskoka Treehouse * *
House
Utterson, P0B 1M0, Canada
5.1k from Windermere center

AC, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
7.0

Good

2 reviews

$910
Average price / night
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Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80
Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom7 Guests
New to Booking
$351
Average price / night
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Freshly Renovated, Modernized, Water's Edge Cottage.
Freshly Renovated, Modernized, Water's Edge Cottage.
House
Port Carling, P0B 1J0, Canada
6.1k from Windermere center

Dryer, Extra Bed, Free Parking, Heater, Laundry, Microwave, No Smoking, Patio, Toys

4 Bedrooms8 Guests
New to Booking
$584
Average price / night
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Lake Muskoka 3-bedroom Cottage - Pier 100 #20
Lake Muskoka 3-bedroom Cottage - Pier 100 #20
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom7 Guests
8.0

Good

2 reviews

$351
Average price / night
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Muskoka Lakehouse Retreat - Family Friendly with Sandy Beach on Three Mile Lake
Muskoka Lakehouse Retreat - Family Friendly with Sandy Beach on Three Mile Lake
House
Utterson, P0B 1M0, Canada
6.1k from Windermere center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms8 Guests
9.8

Exceptional

21 reviews

$401
Average price / night
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Muskoka Lakefront 4-bdrm Guest House
Muskoka Lakefront 4-bdrm Guest House
House
Port Carling, Canada
7.5k from Windermere center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
8.0

Good

1 reviews

$436
Average price / night
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Indian River Respite Lake Rosseau 3 Bedroom cottage in Port Carling
Indian River Respite Lake Rosseau 3 Bedroom cottage in Port Carling
House
Port Carling, P0B1J0, Canada
6.7k from Windermere center

Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, TV

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$435
Average price / night
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Olga's Bay Lake House
Olga's Bay Lake House
House
Minett, Canada
7.5k from Windermere center

Balcony/Terrace, Oceanfront, Private Beach, Security/Safety, Internet, Pet Friendly, Parking

1 Bedroom8 Guests
New to Booking
$451
Average price / night
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Muskoka Viceroy Lake Front Home
Muskoka Viceroy Lake Front Home
House
Utterson, P0B1M0, Canada
6.8k from Windermere center

AC, Arcade, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

4 Bedrooms7 Guests
9.4

Superb

8 reviews

$520
Average price / night
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Meadowcreek Cottage
Meadowcreek Cottage
House
Utterson, Canada
7.7k from Windermere center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$314
Average price / night
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6 Bed 4 Full Bath Muskoka Waterfront Cottage! Sleeps 14
6 Bed 4 Full Bath Muskoka Waterfront Cottage! Sleeps 14
House
Muskoka Lakes, P0B 1J0, Canada
6.9k from Windermere center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms14 Guests
9.4

Superb

20 reviews

$713
Average price / night
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Lux Muskoka Waterfront 5 BR Luxury
Lux Muskoka Waterfront 5 BR Luxury
House
Port Carling, P0B 1J0, Canada
7.1k from Windermere center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry

5 Bedrooms8 Guests
7.6

Good

4 reviews

$461
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Windermere.

Windermere Accommodations on the Map

Frequently Asked Questions

You can explore 48 verified accommodations in Windermere, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Windermere vary based on property type, location, and travel dates. Rates typically start from around $148 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Windermere.

Yes, Windermere offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 26 listings in Windermere are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Windermere, booking several months ahead can help secure your preferred property.

Accommodations in Windermere commonly include amenities such as Internet, View, and Fireplace/Heating. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Windermere focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Windermere.