Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Windermere vacation rentals

A room with a view of a lake and trees, featuring a wooden floor and a patterned cushion.

1. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (140 reviews)
"It was a nice experience"
Canada
Naureen
$189 nightly
The price is $213
Nov 15 - Nov 16
Total with taxes and fees
Muskoka Lake Cottages
A spacious living room with a gray sectional sofa, a wooden coffee table, and a dining area with a white table and chairs. Large windows offer a view of the outdoors.

2. Lakefront Muskoka Cottage | Fire Pit, BBQ & Water Toys

Lakefront Muskoka Cottage | Fire Pit, BBQ & Water Toys
Port Carling
6.8 out of 10, (6 reviews)
"Clean space, beautiful location, good value for a friend group or famlies. The hists were very accommodating and were available to answer any of our questions in time. We really liked the stay we had for one night at this location, the fireplaces and heating were working great and kept us really cozy. "
Canada
Charitini K.
$269 nightly
The price is $304
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Muskoka Cottage | Fire Pit, BBQ & Water Toys
A wooden deck with a view of a marina and boats.

3. Lakefront Muskoka of Amazing Cottage

Lakefront Muskoka of Amazing Cottage
Gravenhurst
7.4 out of 10, Good, (26 reviews)
"Really beautiful area. It didn’t have potable water, and that is why it lost a star. "
Canada
Grace
$256 nightly
The price is $290
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Muskoka of Amazing Cottage
A wooden deck with a table and chairs, overlooking a body of water and a dock.

4. Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.8 out of 10, (13 reviews)
"The host provided with things we needed. We had good time here."
Canada
Wonjoon J.
$256 nightly
The price is $290
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Muskoka Good View cottage
A cabin with a deck, outdoor seating, and a fire pit.

5. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
$209 nightly
The price is $236
Nov 15 - Nov 16
Total with taxes and fees
1 Bedroom Cottage IX: PL
A spacious living room with a stone fireplace, a large flat-screen TV, a long wooden bench, and large windows offering a view of the outdoors.

6. Muskoka Modern Luxury Lake House Cottage

Muskoka Modern Luxury Lake House Cottage
Port Carling
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic spot, exceeded expectations!!"
Canada
Sabrina M.
$635 nightly
The price is $717
Dec 3 - Dec 4
Total with taxes and fees
Muskoka Modern Luxury Lake House Cottage
A wooden cabin with a porch, red Adirondack chairs, and a hanging basket.

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

Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Bracebridge
8.8 out of 10, Excellent, (8 reviews)
"wonderful stay. beautiful property and lovely attentive hosts. the cabin is very cute and has everything you need."
United States
Julia v.
$218 nightly
The price is $246
Nov 18 - Nov 19
Total with taxes and fees
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
A rustic cabin with a small porch and a bed, surrounded by trees.

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.
$218 nightly
The price is $247
Nov 9 - Nov 10
Total with taxes and fees
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
A covered outdoor seating area with wooden chairs and a round table, large windows, and a view of a green landscape.

9. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Bracebridge
9.8 out of 10, Exceptional, (22 reviews)
"Thank you Vish, it was a lovely place to spend our weekend. I highly recommend your place."
United States
bobber13956 W.
$267 nightly
The price is $301
Nov 9 - Nov 10
Total with taxes and fees
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

10. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (49 reviews)
"Fantastic property and cabin, location is perfect for a get away. Great host, highly impressed and highly recommended."
United States
Robert O.
$235 nightly
The price is $266
Nov 10 - Nov 11
Total with taxes and fees
Log Cabin On the Lake B&B
A spacious living room with a high ceiling, large windows, a grey sofa, a round wooden coffee table, and a dining area with a wooden table and chairs.

11. Muskoka Winter Wonderland | Cozy Forest Escape

Muskoka Winter Wonderland | Cozy Forest Escape
Bracebridge
10.0 out of 10, Exceptional, (1 review)
"My first impression was WOW!!!! Everything was just as is in the pictures. This was a very family friendly accommodation. There were games, toys, and the kid's bathroom had the whale over the spout. The kitchen was fully stocked with appliances, dishes, utensils, silverware and more. There was a whole spice drawer. Amazing. Loved that the Keurig was a coffee pot and could use pods too. There was grill, which we used. Plenty of firewood to use the outdoor firepit, which we did, twice and...
United States
Judith
$423 nightly
The price is $478
Nov 9 - Nov 10
Total with taxes and fees
Muskoka Winter Wonderland | Cozy Forest Escape
A modern outdoor deck with a hot tub, seating area, and barbecue grill.

12. Mini Muskoka Getaway

Mini Muskoka Getaway
Huntsville
10.0 out of 10, Exceptional, (19 reviews)
"The hot tub was amazing and the fireplace was a perfect addition to the space. Will definitely stay there again! "
Canada
Melissa L.
$300 nightly
The price is $347
Nov 10 - Nov 11
Total with taxes and fees
Mini Muskoka Getaway
A gravel area with a wooden deck, a pile of logs, and a small fire pit.

13. 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
$319 nightly
The price is $360
Nov 9 - Nov 10
Total with taxes and fees
Terrawoods Resort Muskoka
A hot tub surrounded by trees and a lake.

14. Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)
Bracebridge
9.8 out of 10, Exceptional, (57 reviews)
"The place is a haven! Very nice and clean home! They are fully equipped with all your needs. We will definitely be back."
Canada
Karen
$343 nightly
The price is $388
Nov 9 - Nov 10
Total with taxes and fees
Lakeside Haven (Your Cottage Retreat)
A cabin with a wooden deck and a metal roof, surrounded by trees.

15. 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, (18 reviews)
"Great layout, new feel with character. Clean and inviting. We will be back!"
United States
Jason B.
$403 nightly
The price is $465
Nov 9 - Nov 10
Total with taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
A view from a cabin overlooking a lake with docked boats, surrounded by tall trees.

16. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.0 out of 10, Very good, (30 reviews)
"Right by the lake, clean and spacious for 5. 2 bedrooms and a bathroom upstairs. And a powder room at the entry. The parking lot was secure/gated. No chairs on the deck and the grill was not working but we knew that beforehand..The location was really good."
Canada
Rajgowind
$290 nightly
The price is $328
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Muskoka Beautiful Cottage
An outdoor deck with a table and chairs, a grill, and a view of a forest.

17. Huntsville Retreat with Fire Pit, BBQ • Near Downtown

Huntsville Retreat with Fire Pit, BBQ • Near Downtown
Huntsville
$288 nightly
The price is $326
Nov 10 - Nov 11
Total with taxes and fees
Huntsville Retreat with Fire Pit, BBQ • Near Downtown
A spacious room with a long wooden table and chairs, large windows, a stone fireplace, and a ceiling fan.

18. Rocky Crest Cottage

Rocky Crest Cottage
MacTier
9.4 out of 10, Exceptional, (3 reviews)
"Great time, property needed a little maintenance."
United States
Jenn S.
$480 nightly
The price is $542
Nov 16 - Nov 17
Total with taxes and fees
Rocky Crest Cottage
A cabin with a dock, two Adirondack chairs, and a view of a lake.

19. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
4.0 out of 10, (1 review)
"Where do I start? First of all the place was dirty. Cobwebs, soiled toilet, walls marked up, microwave filthy. Secondly the place was soo small. Had to sit on an angle for the toilet, two uncomfortable kitchen chairs. Nowhere to relax except on bed (not that comfortable as there were two limp pillows). NOTHING was provided- no coffee maker, no dish towels, no shampoo, no where to place your clothes, no hooks, no hand towels, no bath mat, no plug for kitchen sink, no tv., fridge handle was...
United States
JM D.
$209 nightly
The price is $236
Nov 15 - Nov 16
Total with taxes and fees
1 Bedroom Cottage VI: PL
A living room with a fireplace, a large TV, and a view of the outdoors.

20. Huntsville Lakeview Retreat | Jacuzzi & Games

Huntsville Lakeview Retreat | Jacuzzi & Games
Huntsville
$268 nightly
The price is $303
Nov 9 - Nov 10
Total with taxes and fees
Huntsville Lakeview Retreat | Jacuzzi & Games
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

A hotel with a distinctive architectural style, featuring large wooden barrel-shaped structures, a white exterior, and a red roof.
Windermere House

Windermere House

Windermere House
Muskoka Lakes

10/10 Excellent

This is the third time we have stayed at the Windermere, and it was wonderful, as always.
United States
M. Jane
Reviewed September 28, 2026
Windermere House

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 $213 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.

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?

Lux Muskoka Waterfront 5 BR Luxury: You might want to consider this vacation rental near Windermere, which offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, 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.

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