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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Windermere vacation rentals

A room with a view of a lake and hills, wooden walls, a leather couch, and a decorative feather.

1. 3 Mile Lakehouse

3 Mile Lakehouse
Utterson
6.0 out of 10, (8 reviews)
"STAY AWAY FROM THIS PLACE: House was dirty, refrigerator dirty, oven filthy, after 9:00 we tried to go to bed NO SHEETS ON THE BED. Check in was late by 2 1/2 hours. We were promised a refund by the owner, if we left. We left. Now he’s refusing the refund. Stay away from this place."
United States
Scott
$442 nightly
The price is $499
Oct 12 - Oct 13
Total with taxes and fees
3 Mile Lakehouse
A wooden cabin with a large sliding door, a small window, and a view of a deck and trees.

2. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.6 out of 10, Good, (135 reviews)
"The place is beautiful, and the owners are very accommodating. They even let us stay in a bigger room, which we really appreciated. Everything was clean, and the lakefront was really nice. The rooms and washrooms were also very clean. It’s an excellent place to stay, especially for first-time visitors. They also have a fire pit (i think u can bring wood or just buy it there), BBQ tools (you just have to pay for the gas), and equipment you can use at the lake. Overall, we had a great stay!"
Canada
Trisha
$173 nightly
The price is $195
Oct 8 - Oct 9
Total with taxes and fees
Muskoka Lake Cottages
A pool area with lounge chairs, a staircase to a balcony, and a view of trees.

3. Touchstone Resort

Touchstone Resort
4.0 star property
Muskoka Lakes
8.6 out of 10, Excellent, (458 reviews)
"Great get away, beautiful lake, with the beach and boats and swimming docks, Comfortable and very clean accommodations, friendly stuff, and great restaurant"
Canada
Jules
$216 nightly
The price is $244
Oct 21 - Oct 22
Total with taxes and fees
Touchstone Resort
A beach with a wooden deck, lounge chairs, and a house in the background.

4. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.6 out of 10, Good, (14 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
$110 nightly
The price is $124
Oct 7 - Oct 8
Total with taxes and fees
Sunny Point Resort Cottages and Inn
A wooden deck with a view of a marina and boats.

5. Lakefront Muskoka of Amazing Cottage

Lakefront Muskoka of Amazing Cottage
Gravenhurst
7.2 out of 10, Good, (25 reviews)
"Really beautiful area. It didn’t have potable water, and that is why it lost a star. "
Canada
Grace
$275 nightly
The price is $311
Oct 9 - Oct 10
Total with taxes and fees
Lakefront Muskoka of Amazing Cottage
A cabin with a deck, outdoor seating, and a fire pit.

6. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
$222 nightly
The price is $251
Oct 10 - Oct 11
Total with taxes and fees
1 Bedroom Cottage IX: PL
A covered outdoor seating area with wooden chairs and a round table, large windows, and a view of a green landscape.

7. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Bracebridge
9.6 out of 10, Exceptional, (19 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
$278 nightly
The price is $314
Oct 15 - Oct 16
Total with taxes and fees
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
A modern cabin with a stone staircase leading up to a wooden deck, surrounded by tall trees.

8. Beautiful Lakefront Inn Suites

Beautiful Lakefront Inn Suites
Parry Sound
$129 nightly
The price is $146
Oct 12 - Oct 13
Total with taxes and fees
Beautiful Lakefront Inn Suites
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

9. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (46 reviews)
"We look forward to returning"
United States
Eric O.
$252 nightly
The price is $285
Oct 12 - Oct 13
Total with taxes and fees
Log Cabin On the Lake B&B
A hot tub with a wooden structure and candles, surrounded by trees.

10. `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.
$234 nightly
The price is $265
Oct 12 - Oct 13
Total with taxes and fees
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
A wooden cabin with a porch, red Adirondack chairs, and a hanging basket.

11. 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.
$234 nightly
The price is $265
Oct 21 - Oct 22
Total with taxes and fees
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
A wooden deck with a fireplace, a table, and two chairs.

12. 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.
$205 nightly
The price is $235
Oct 15 - Oct 16
Total with taxes and fees
Off-Grid Getaway | Fireplace, BBQ & Patio
A cabin with a glass facade, wooden deck, and a dock extending into a lake surrounded by trees.

13. The Water’s Edge * * Unique Muskoka Treehouse * *

The Water’s Edge * * Unique Muskoka Treehouse * *
Utterson
7.4 out of 10, Good, (3 reviews)
"Host was extremely friendly and reachable for questions Place has breath taking views amongst the nature Love the hot tub location Lots of outdoor seating Inside was spectacular "
United States
Kim D.
$581 nightly
The price is $657
Oct 7 - Oct 8
Total with taxes and fees
The Water’s Edge * * Unique Muskoka Treehouse * *
A view from a cabin overlooking a lake with docked boats, surrounded by tall trees.

14. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.0 out of 10, Very good, (28 reviews)
"Had the best time. Derek really helped us check in seamlessly. All the amenities were perfect ."
Canada
seshu
$312 nightly
The price is $353
Oct 9 - Oct 10
Total with taxes and fees
Lakefront Muskoka Beautiful Cottage
A bedroom with a bed, a ceiling fan, a window with curtains, and a nightstand with a lamp.

15. Muskoka Haven- Colorful Fall Retreat- 200 Steps to the Muskoka River.

Muskoka Haven- Colorful Fall Retreat- 200 Steps to the Muskoka River.
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
$442 nightly
The price is $500
Oct 22 - Oct 23
Total with taxes and fees
Muskoka Haven- Colorful Fall Retreat- 200 Steps to the Muskoka River.
A cabin with a wooden deck and a metal roof, surrounded by trees.

16. 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, (17 reviews)
"Excellent place to bring a family. Very clean and comfortable. Great forest views but close to the city if needed. Short commute to beaches. Great experience overall."
United States
Tabish k.
$433 nightly
The price is $498
Oct 18 - Oct 19
Total with taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
A cabin surrounded by trees with a fire pit and chairs in the foreground.

17. Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ

Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
Huntsville
10.0 out of 10, Exceptional, (1 review)
"It was a great property to spend with your loved ones"
United States
Jeewaka K.
$370 nightly
The price is $418
Oct 5 - Oct 6
Total with taxes and fees
Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
A modern outdoor deck with a hot tub, seating area, and barbecue grill.

18. Mini Muskoka Getaway

Mini Muskoka Getaway
Huntsville
10.0 out of 10, Exceptional, (18 reviews)
"The hot tub was amazing and the fireplace was a perfect addition to the space. Will definitely stay there again! "
Canada
Melissa L.
$295 nightly
The price is $341
Oct 22 - Oct 23
Total with taxes and fees
Mini Muskoka Getaway
A two-story building with a sign reading 'The Shipyards Muskoka Marketplace.'

19. Luxury Muskoka Beach Retreat, Games Room & Hot Tub

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time. The property was very spacious for 10 people and well maintained. Backyard was also very nice and we had a great time with having bbq at firepit. The area was also quiet, nice and very relaxing!"
United States
Mar S.
$405 nightly
The price is $457
Oct 12 - Oct 13
Total with taxes and fees
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
A log cabin interior with a loft bed, a fireplace, a sofa, and a dining table.

20. 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
$272 nightly
The price is $307
Oct 10 - Oct 11
Total with taxes and fees
Terrawoods Resort Muskoka
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

Inn at the Falls

Inn at the Falls

10/10 Excellent
"Great stay"
Brooke 1-night trip
Posted 15 hours ago
Inn at the Falls

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 $124 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?

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.