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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windermere vacation rentals

Interior

1. 3 Mile Lakehouse

3 Mile Lakehouse
Utterson
6.4 out of 10, (5 reviews)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
$451 nightly
The price is $510
Aug 11 - Aug 12
Total with taxes and fees
3 Mile Lakehouse
Muskoka Premium Waterfront Cottage | Living area | 42-inch Smart TV with digital channels

2. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.6 out of 10, Good, (124 reviews)
"This was my first stay in Muskoka and now I am planning my next visit. My friends and I had a great time. The cabin was clean, private, and the view of the lake was amazing. The rooms were comfortable and the bathroom was clean. I would recommend this place to anyone looking for a relaxing weekend getaway."
Canada
Virginia
$178 nightly
The price is $201
Aug 24 - Aug 25
Total with taxes and fees
Muskoka Lake Cottages
Property grounds

3. Lakefront Muskoka of Amazing Cottage

Lakefront Muskoka of Amazing Cottage
Gravenhurst
7.2 out of 10, Good, (22 reviews)
"Really beautiful area. It didn’t have potable water, and that is why it lost a star. "
Canada
Grace
$281 nightly
The price is $318
Aug 11 - Aug 12
Total with taxes and fees
Lakefront Muskoka of Amazing Cottage
Dining

4. Muskoka Cabana - Sandy beach cottage in Muskoka

Muskoka Cabana - Sandy beach cottage in Muskoka
Utterson
Muskoka Cabana - Sandy beach cottage in Muskoka
Property grounds

5. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.4 out of 10, Very Good, (25 reviews)
"Had the best time. Derek really helped us check in seamlessly. All the amenities were perfect ."
Canada
seshu
$319 nightly
The price is $360
Aug 11 - Aug 12
Total with taxes and fees
Lakefront Muskoka Beautiful Cottage
On the beach, sun loungers, kayaking, rowing

6. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.8 out of 10, Good, (6 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
$187 nightly
The price is $211
Aug 11 - Aug 12
Total with taxes and fees
Sunny Point Resort Cottages and Inn
Outdoor dining

7. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Bracebridge
9.6 out of 10, Exceptional, (16 reviews)
"Our host Vish was great in keeping things running smoothly. House was very nice, we spent most of the time in the Muskoka room"
Canada
D
$295 nightly
The price is $334
Aug 19 - Aug 20
Total with taxes and fees
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Spa

8. `Oda` Log Cabin with Cedar Hot Tub & Sauna on wood

`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
Bracebridge
9.6 out of 10, Exceptional, (4 reviews)
"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.
$239 nightly
The price is $270
Sep 8 - Sep 9
Total with taxes and fees
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
Terrace/patio

9. Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Bracebridge
8.6 out of 10, Excellent, (7 reviews)
"Host was very welcoming"
Canada
yULAI D.
$239 nightly
The price is $270
Sep 8 - Sep 9
Total with taxes and fees
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Fireplace

10. Terrawoods Resort Muskoka

Terrawoods Resort Muskoka
2.0 star property
Seguin
7.6 out of 10, Good, (12 reviews)
"Rhody was very helpful."
Canada
Abigail
$286 nightly
The price is $323
Aug 19 - Aug 20
Total with taxes and fees
Terrawoods Resort Muskoka
Outdoor dining

11. Off-Grid Getaway | Fireplace, BBQ & Patio

Off-Grid Getaway | Fireplace, BBQ & Patio
Gravenhurst
10.0 out of 10, Exceptional, (4 reviews)
"Really cute, clean and close to town and things to do."
United States
Jayne B.
$213 nightly
The price is $240
Aug 31 - Sep 1
Total with taxes and fees
Off-Grid Getaway | Fireplace, BBQ & Patio
Terrace/patio

12. 3 Bedroom Cottage VII: PL

3 Bedroom Cottage VII: PL
Gravenhurst
$301 nightly
The price is $341
Aug 17 - Aug 18
Total with taxes and fees
3 Bedroom Cottage VII: PL
Property grounds

13. Roberts Landing

Roberts Landing
Parry Sound
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place to recharge, relax and great host. "
Canada
Akshay R.
$372 nightly
The price is $421
Aug 23 - Aug 24
Total with taxes and fees
Roberts Landing
1 bedroom, WiFi

14. The Notting Hill Room | The Jypsy Inn

The Notting Hill Room | The Jypsy Inn
Bracebridge
10.0 out of 10, Exceptional, (2 reviews)
"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
$354 nightly
The price is $400
Aug 12 - Aug 13
Total with taxes and fees
The Notting Hill Room | The Jypsy Inn
Dining

15. Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.2 out of 10, (11 reviews)
"Good"
Canada
Saif U.
$281 nightly
The price is $318
Aug 11 - Aug 12
Total with taxes and fees
Lakefront Muskoka Good View cottage
Exterior

16. Beautiful Lakefront Inn Suites

Beautiful Lakefront Inn Suites
Parry Sound
$213 nightly
The price is $241
Aug 11 - Aug 12
Total with taxes and fees
Beautiful Lakefront Inn Suites
Exterior

17. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (45 reviews)
"We look forward to returning"
United States
Eric O.
$258 nightly
The price is $291
Aug 16 - Aug 17
Total with taxes and fees
Log Cabin On the Lake B&B
Terrace/patio

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

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Gravenhurst
9.8 out of 10, Exceptional, (16 reviews)
"Nice place to enjoy your long weekend!"
Canada
Anson
$574 nightly
The price is $663
Aug 11 - Aug 12
Total with taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
WiFi

19. The Journey Suite | The Jypsy Inn

The Journey Suite | The Jypsy Inn
Bracebridge
$438 nightly
The price is $495
Aug 11 - Aug 12
Total with taxes and fees
The Journey Suite | The Jypsy Inn
Outdoor dining

20. Mini Muskoka Getaway

Mini Muskoka Getaway
Huntsville
10.0 out of 10, Exceptional, (15 reviews)
"The hot tub was amazing and the fireplace was a perfect addition to the space. Will definitely stay there again! "
Canada
Melissa L.
$286 nightly
The price is $330
Sep 1 - Sep 2
Total with taxes and fees
Mini Muskoka Getaway
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

Holiday Inn Express & Suites Huntsville by IHG

Holiday Inn Express & Suites Huntsville by IHG

10/10 Excellent
"Staff are very pleasant and helpful. Made us feel welcomed. Staff at breakfast are very friendly and hard working they keep everything well stocked and very clean. Rooms are very clean as well. We stayed during a busy weekend and parking was very full but still managed to get a spot. Only one issue was they only have 2 elevators and one wasn’t working after a power outage."
Richard 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Huntsville by IHG

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 $201 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?

Lakefront Muskoka of Amazing Cottage: You might want to consider this vacation home rental near Windermere, which is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Windermere?

Expedia has 3 vacation rentals for your stay in Windermere.

What can I see and do in Windermere?

Lake Rosseau and Three Mile Lake are a couple of lovely local spots to get outside and enjoy nature. 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.