Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Windermere

Exterior detail
3 Mile Lakehouse

3 Mile Lakehouse

Utterson
6.6 out of 10, (4)
"Simple 3 bedroom cottage with everything you need for a quiet getaway. Cozy. Sandy beach entrance for children. Would recommend water shoes to swim. Comfortable distance to Bracebridge or Port Carling for stocking up. "
Canada
Catherine
The price is ￥43,697
￥77,646 total
includes taxes & fees
Nov 10 - Nov 11
3 Mile Lakehouse
Exterior detail
Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Utterson
9.8 out of 10, Exceptional, (18)
"The view is stunning from the deck! It is very high up.The cottage is nicely decorated and clean.Communication was quick and effective.A more comprehensive user’s guide would be helpful."
Canada
Jane D.
Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**
Exterior
Touchstone Resort

Touchstone Resort

4.0 star property
Muskoka Lakes
8.6 out of 10, Excellent, (370)
"Friendly staff, lots of parking, clean and big rooms, amenities are cherry on top. "
Canada
Dhairyakumar
The price is ￥26,447
￥32,277 total
includes taxes & fees
Nov 10 - Nov 11
Touchstone Resort
BBQ/picnic area
Muskoka Lake Cottages

Muskoka Lake Cottages

3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (111)
"Beautiful area and nice cottages "
Canada
Erika
The price is ￥10,924
￥22,837 total
includes taxes & fees
Nov 16 - Nov 17
Muskoka Lake Cottages
Exterior
Terrawoods Resort Muskoka

Terrawoods Resort Muskoka

2.0 star property
Seguin
7.6 out of 10, Good, (10)
"Hats off to the staff, We will definitely comeback next year."
Canada
genevie
The price is ￥49,159
￥55,549 total
includes taxes & fees
Nov 10 - Nov 11
Terrawoods Resort Muskoka
Exterior
HK'S Hidden Haven! (Muskoka Lake Cottages#2)

HK'S Hidden Haven! (Muskoka Lake Cottages#2)

Port Carling
7.0 out of 10, Good, (4)
"Our recent stay was unfortunately a significant disappointment. We were looking forward to a rustic retreat but instead found a property that has been neglected for a very long time.The cabin is in desperate need of repairs. The floors were noticeably crooked, The electrical system was not only faulty but also felt unsafe; the fuse box consistently shut down all power whenever we tried to use the heater. This made us very uneasy and impacted our ability to use basic amenities, especially during...
United States
Vadim F.
The price is ￥38,781
￥64,191 total
includes taxes & fees
Nov 10 - Nov 11
HK'S Hidden Haven! (Muskoka Lake Cottages#2)
Property grounds
In the Heart of Muskoka- Lakefront Premium View! 8 Cabins

In the Heart of Muskoka- Lakefront Premium View! 8 Cabins

Port Carling
The price is ￥273,106
￥406,995 total
includes taxes & fees
Nov 10 - Nov 11
In the Heart of Muskoka- Lakefront Premium View! 8 Cabins
Interior
The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)

The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)

Port Carling
7.6 out of 10, Good, (4)
"Nice location on quiet lake Property needs a few more kitchen utensils but the people are super nice and super close to port carling Four of us and a dog stayed Two bedrooms and a sofa pull out "
Canada
marcus
The price is ￥19,554
￥42,958 total
includes taxes & fees
Nov 10 - Nov 11
The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)
Outdoor dining
Cozy Muskoka cottage

Cozy Muskoka cottage

Bracebridge
6.4 out of 10, (7)
"This property was not as advertised. I can’t recommend it. It seemed as if the owner has not been to the property based off of their comments. We took 28 pictures of damages already at the property when we arrived. Most of which the owner was unaware of. Despite being told that help could be sent out if we had any concerns no one came to fix the broken AC unit. The thermostat had a heat alert on for our whole stay. Very disappointing."
Canada
Sarah P.
The price is ￥50,688
￥99,372 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Muskoka cottage
Exterior
Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage

Gravenhurst
8.4 out of 10, Very Good, (23)
"Cottage was cuper cute, clean, and spacious. It was so peaceful to sit out back and look out over the marina. We stayed for 1 night to see a concert at Kee to Bala, location was great to the Kee. The deck has no access off of it so you have to go outside and walk all the way around the cottage which is annoying, would be nice to have steps and a little gate even. There are no cooking utensils so if you're planning to cook, bring baking sheets and oven mits. Appiances all work great, everything...
United States
Meg S.
The price is ￥35,296
￥54,821 total
includes taxes & fees
Nov 11 - Nov 12
Lakefront Muskoka Beautiful Cottage
Fridge, microwave, oven, stovetop
Riverview Cottage With A Beautiful Riverview

Riverview Cottage With A Beautiful Riverview

Huntsville
9.6 out of 10, Exceptional, (19)
"The rental was in a great location and had everything we needed. The host was very accommodating. The property was perfect for our larger group! "
United States
Curtis V.
The price is ￥44,243
￥105,051 total
includes taxes & fees
Nov 11 - Nov 12
Riverview Cottage With A Beautiful Riverview
Property grounds
Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ

Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ

Bracebridge
10.0 out of 10, Exceptional, (2)
"Very comfortable for our family holiday with 4 adults, 1 pre-schooler & our dog. Clean & spacious, and very quiet. Easy to follow instructions to get there and for keypad entry; good room to park our SUV and hatchback; huge back yard; and safe street to walk up and down with our grandson & our pooch. And only a short drive from Santa's Village, where we took our grandson to meet Santa on his summer break. We enjoyed exploring a bit of Bracebridge too. A truly memorable family holiday, made even...
Canada
Kathryn M.
Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ
Property grounds
HK’S Love Den (Premium Lakefront View~ Muskoka Lake Cottages #1)

HK’S Love Den (Premium Lakefront View~ Muskoka Lake Cottages #1)

Port Carling
6.0 out of 10, (5)
"Insufficient heating. We left a day early. Poor experience."
Canada
Roy Z.
The price is ￥35,504
￥81,103 total
includes taxes & fees
Nov 10 - Nov 11
HK’S Love Den (Premium Lakefront View~ Muskoka Lake Cottages #1)
Pool
Luxury Villa 3 Bedroom Villa Located in Muskoka Bay Golf and Resort

Luxury Villa 3 Bedroom Villa Located in Muskoka Bay Golf and Resort

Gravenhurst
9.8 out of 10, Exceptional, (7)
"Take your own shower soap and shampoo. Excellent place to stay for 3 couples close to the Gravenhurst waterfront."
Canada
Rob S.
Luxury Villa 3 Bedroom Villa Located in Muskoka Bay Golf and Resort
Fridge, microwave, oven, stovetop
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling

Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling

Milford Bay
10.0 out of 10, Exceptional, (12)
"Great, we enjoyed the beach and the hike that were near by"
United States
Stephen L.
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling
Smart TV, fireplace, books
Restful 1 Bed Lakefront Condo in Muskoka

Restful 1 Bed Lakefront Condo in Muskoka

Huntsville
10.0 out of 10, Exceptional, (10)
"We had a lovely stay at this property. The condo was clean and well-maintained, and the host was very kind and responsive. We especially enjoyed cozy patio, it was the perfect spot to watch the sun rise over the autumn leaves each morning. We would happily stay here again!"
Canada
Susan
Restful 1 Bed Lakefront Condo in Muskoka
Sun loungers
Day Dreamer! (#5 Muskoka Lake Cottages)

Day Dreamer! (#5 Muskoka Lake Cottages)

Port Carling
6.0 out of 10, (2)
"Listing indicated it was 700 square feet. It is only 207 square feet We had to scramble to find another accommodation as well for the trip Manager and check in was great. The complete inaccuracy of the size of the unit made the experience terrible as finding another location was difficult not to mention an added expense"
United States
Stephen S.
The price is ￥48,613
￥98,015 total
includes taxes & fees
Nov 10 - Nov 11
Day Dreamer! (#5 Muskoka Lake Cottages)
Fridge, microwave, oven, stovetop
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Gravenhurst
10.0 out of 10, Exceptional, (13)
"Nice place to enjoy your long weekend!"
Canada
Anson
The price is ￥30,096
￥76,425 total
includes taxes & fees
Nov 10 - Nov 11
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Exterior
Brand new cottage on 3-Mile Lake in the heart of Muskoka

Brand new cottage on 3-Mile Lake in the heart of Muskoka

Utterson
10.0 out of 10, Exceptional, (115)
"This is our third time staying at cottage and we all enjoyed ourselves. Very peaceful setting. "
Canada
Lisa C.
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Miscellaneous
Muskoka Waterfront Cottage on Three Mile Lake

Muskoka Waterfront Cottage on Three Mile Lake

Utterson
9.6 out of 10, Exceptional, (51)
"Perfect get-away.Clean and well stocked.We hope to return yearly"
United States
Janine B.
Muskoka Waterfront Cottage on Three Mile Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

10/10 Excellent
"The resort is the best in Muskoka. The staff are very professional and friendly."
George 3-night trip
Posted 22 hours ago
JW Marriott The Rosseau Muskoka Resort & Spa

Find out more about Windermere

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windermere!

Frequently asked questions

Are there vacation rentals in Windermere?

Yes, we have vacation rentals close to well known attractions in Windermere, or you can select a more remote option if you'd like a relaxing place to stay. Windermere is known for its lake views and golf courses. Make sure you have time to check out the bars and spas during your trip.

What are some of the best vacation home rentals in Windermere?

Great Blue Resort Bonnie Lake Resort: You might want to consider this vacation rental near Windermere, which is located on a lake and has a furnished patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Windermere?

Expedia has 4 vacation rentals for your stay in Windermere.

What can I see and do in Windermere?

Explore the area and family-friendly sights such as High Falls Water Park, or get out into nature at a spot like Lake Rosseau. Other places in town to visit include Windermere Golf & Country Club and Windermere Marina.

What are vacation rentals like in Windermere?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Windermere. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.