Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Windermere

Exterior detail
3 Mile Lakehouse

Cottage in Utterson

6.6 out of 10, (4)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
$450 nightly
The price is $509
Dec 1 - Dec 2
Total with taxes and fees
3 Mile Lakehouse
Property grounds
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Mobile Home in Bracebridge

9.6 out of 10, Exceptional, (4)
"We stayed one night, but it was worth the stop on our journey northward from Toronto. The river is a peaceful place to paddle. The hosts are very accommodating and hospitable, and the cabin is a sweet spot between roughing it and luxury. "
United States
Christopher R.
$235 nightly
The price is $265
Dec 1 - Dec 2
Total with taxes and fees
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Exterior
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood

Mobile Home in Bracebridge

8.8 out of 10, Excellent, (5)
"Lovely little cabin in the woods. Please be aware that the bathroom is a short walk through some woods away. The bathroom has two separate compartments and Ida has access to one and the other cabin Teremok has access to the other. The condition of the bathroom when we arrived was okay but there was odor and bugs that needed to be dealt with. Also note that there is no AC in the cabin, so during the hottest summer period, you'll at most have access to a ceiling fan that doesn't blow directly on...
United States
James C.
$235 nightly
The price is $265
Dec 1 - Dec 2
Total with taxes and fees
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
Exterior
Touchstone Resort

Aparthotel in Muskoka Lakes

4.0 star property
8.6 out of 10, Excellent, (373)
"Friendly staff, lots of parking, clean and big rooms, amenities are cherry on top. "
Canada
Dhairyakumar
$187 nightly
The price is $211
Dec 2 - Dec 3
Total with taxes and fees
Touchstone Resort
Sauna
Aux Box Muskoka- Modern bunkie with Hot Tub

Cabin in Huntsville

10.0 out of 10, Exceptional, (26)
"It's was amazing stay! Would definitely book this again!! "
Canada
Shan M.
Aux Box Muskoka- Modern bunkie with Hot Tub
Exterior
Log Cabin On the Lake B&B

Cabin in Kilworthy

9.6 out of 10, Exceptional, (38)
"Great spot, I liked the beautiful woodwork"
Canada
Robert F.
$245 nightly
The price is $277
Dec 1 - Dec 2
Total with taxes and fees
Log Cabin On the Lake B&B
Fridge, microwave, oven, stovetop
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Cottage in Gravenhurst

10.0 out of 10, Exceptional, (13)
"Nice place to enjoy your long weekend!"
Canada
Anson
$429 nightly
The price is $500
Dec 1 - Dec 2
Total with taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Exterior
Muskoka Private & Peaceful Waterfront Cottage. Lake-View Panoramic Sauna

Cottage in Bracebridge

8.4 out of 10, Very Good, (7)
"Great location, clean house."
Canada
Mykola S.
$309 nightly
The price is $350
Dec 1 - Dec 2
Total with taxes and fees
Muskoka Private & Peaceful Waterfront Cottage. Lake-View Panoramic Sauna
3 bedrooms, iron/ironing board, WiFi, bed sheets
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Vacation Home in Bracebridge

10.0 out of 10, Exceptional, (8)
"Very nice home and location"
Canada
Ledia
$302 nightly
The price is $342
Dec 14 - Dec 15
Total with taxes and fees
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
2 bedrooms, iron/ironing board, WiFi, bed sheets
A loft retreat on a private street within walking distance to downtown!

Apartment in Huntsville

9.4 out of 10, Exceptional, (18)
"Fantastic host and amazing property perfect for our weekend in Huntsville. "
Canada
Joe
$196 nightly
The price is $222
Dec 5 - Dec 6
Total with taxes and fees
A loft retreat on a private street within walking distance to downtown!
1 bedroom, WiFi
The Notting Hill Room | The Jypsy Inn

Apartment in Bracebridge

10.0 out of 10, Exceptional, (2)
"We loved the themed units. We stayed in the Notting Hill unit and it was on the back corner. We had a private little patio. Very cute place, lots of amenities supplied. "
Canada
Anonymous traveler
$233 nightly
The price is $264
Dec 1 - Dec 2
Total with taxes and fees
The Notting Hill Room | The Jypsy Inn
Property grounds
Modern Muskoka Executive 1 bedroom Loft/Condo

Condo in Huntsville

10.0 out of 10, Exceptional, (9)
"A wonderful winter stay. Close to food and fun. The hosts were very accommodating and kind. I will definitely return for another visit. "
Canada
Kirsten E.
$208 nightly
The price is $235
Dec 1 - Dec 2
Total with taxes and fees
Modern Muskoka Executive 1 bedroom Loft/Condo
Property grounds
Modern Muskoka Executive 2 Bedroom Condo/Loft. Minutes to the Provincial Parks!

Condo in Huntsville

10.0 out of 10, Exceptional, (72)
"Great stay! And relaxing. "
Canada
Bruno S.
$259 nightly
The price is $293
Dec 1 - Dec 2
Total with taxes and fees
Modern Muskoka Executive 2 Bedroom Condo/Loft. Minutes to the Provincial Parks!
Microwave, oven, stovetop, dishwasher
Fall Colours, Sunsets, Sandy Beach, Dog OK, Outdoor Dining, Fireplace, Firepit

Cottage in Huntsville

10.0 out of 10, Exceptional, (3)
"Had a fantastic time! Fully renovated with new furnishings and very clean and well supplied cottage. Nice sunset view. "
Canada
Chris C.
$637 nightly
The price is $720
Dec 7 - Dec 8
Total with taxes and fees
Fall Colours, Sunsets, Sandy Beach, Dog OK, Outdoor Dining, Fireplace, Firepit
Fridge, microwave, oven, stovetop
Riverview Cottage With A Beautiful Riverview

Cottage in 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.
$609 nightly
The price is $688
Dec 1 - Dec 2
Total with taxes and fees
Riverview Cottage With A Beautiful Riverview
Desk, iron/ironing board, free WiFi, bed sheets
Allure Muskoka Glass Dome

Vacation Home in Huntsville

10.0 out of 10, Exceptional, (7)
"We had the most incredible stay! My husband and I needed a few days to relax after the wedding craziness and this is exactly what we needed! It very secluded, romantic and had everything we needed, we can’t wait to come back!"
Canada
Lindsey D.
$407 nightly
The price is $470
Dec 10 - Dec 11
Total with taxes and fees
Allure Muskoka Glass Dome
Exterior
Terrawoods Resort Muskoka

Cabin in Seguin

2.0 star property
7.6 out of 10, Good, (10)
"Hats off to the staff, We will definitely comeback next year."
Canada
genevie
$322 nightly
The price is $364
Dec 1 - Dec 2
Total with taxes and fees
Terrawoods Resort Muskoka
TV, offices
The Journey Suite | The Jypsy Inn

Vacation Home in Bracebridge

$290 nightly
The price is $327
Dec 1 - Dec 2
Total with taxes and fees
The Journey Suite | The Jypsy Inn
Fridge, microwave, oven, stovetop
Fabulous Huntsville Location, Stylish, Checkout the backyard, Cottage Rental

Vacation Home in Huntsville

10.0 out of 10, Exceptional, (20)
"What a great little place right in the heart of Huntsville, just a short 5 minute walk to downtown. Place was clean, well appointed and the owners were very attentive to our needs. Would definitely stay there again."
Canada
Chris D.
$394 nightly
The price is $445
Dec 4 - Dec 5
Total with taxes and fees
Fabulous Huntsville Location, Stylish, Checkout the backyard, Cottage Rental
Dining
Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80

Cottage in Port Carling

$466 nightly
The price is $527
Dec 4 - Dec 5
Total with taxes and fees
Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80
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

Huntsville Inn

Huntsville Inn

10/10 Excellent
"Great place to stay other then cold when enter room, when got there the heat was shut off."
Mike 1-night trip
Posted 6 hours ago
Huntsville Inn

Find out more about Windermere

Everything you need to know about Windermere vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windermere in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $211 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Balsam Retreat- Muskoka Getaway Pet Friendly: You might want to consider this vacation home rental near Windermere, which offers a selection of games, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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.