Windermere Vacation Rentals

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In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in Windermere

Exterior
Touchstone Resort
Touchstone Resort
4.0 star property
8.6 out of 10, Excellent, (358)
"Clean room staff very helpful "
$176 nightly
The price is $199
Oct 21 - Oct 22
Total with taxes and fees
Touchstone Resort
BBQ/picnic area
Muskoka Lake Cottages
Muskoka Lake Cottages
3.0 star property
7.4 out of 10, Good, (105)
"A quiet get away with a Great Lake view and rustic, cozy cabins. "
$132 nightly
The price is $149
Nov 2 - Nov 3
Total with taxes and fees
Muskoka Lake Cottages
Exterior
Lakefront Muskoka Beautiful Cottage
Lakefront Muskoka Beautiful Cottage
8.8 out of 10, Excellent, (21)
"Enjoyed it"
$316 nightly
The price is $357
Oct 17 - Oct 18
Total with taxes and fees
Lakefront Muskoka Beautiful Cottage
Sun loungers
Day Dreamer! (#5 Muskoka Lake Cottages)
Day Dreamer! (#5 Muskoka Lake Cottages)
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"
$308 nightly
The price is $348
Oct 19 - Oct 20
Total with taxes and fees
Day Dreamer! (#5 Muskoka Lake Cottages)
Exterior
HK'S Hidden Haven! (Muskoka Lake Cottages#2)
HK'S Hidden Haven! (Muskoka Lake Cottages#2)
8.0 out of 10, Very Good, (3)
"Had a great time."
$181 nightly
The price is $204
Oct 19 - Oct 20
Total with taxes and fees
HK'S Hidden Haven! (Muskoka Lake Cottages#2)
Outdoor dining
7 bed 6 bath cottage on Lake Muskoka
7 bed 6 bath cottage on Lake Muskoka
10.0 out of 10, Exceptional, (1)
"Absolutely amazing property"
$4,460 nightly
The price is $5,149
Oct 29 - Oct 30
Total with taxes and fees
7 bed 6 bath cottage on Lake Muskoka
Exterior
Log Cabin On the Lake B&B
Log Cabin On the Lake B&B
9.6 out of 10, Exceptional, (36)
"Great spot, I liked the beautiful woodwork"
$244 nightly
The price is $276
Nov 3 - Nov 4
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
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
10.0 out of 10, Exceptional, (13)
"Nice place to enjoy your long weekend!"
$439 nightly
The price is $512
Oct 20 - Oct 21
Total with taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
3 bedrooms, iron/ironing board, WiFi, bed sheets
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
10.0 out of 10, Exceptional, (7)
"Very nice home and location"
$290 nightly
The price is $328
Oct 22 - Oct 23
Total with taxes and fees
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Terrace/patio
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
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. "
$212 nightly
The price is $234
Oct 22 - Oct 23
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
"Oda" Log Cabin with Cedar Hot Tub & Sauna on wood
9.4 out of 10, Exceptional, (3)
"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...
$212 nightly
The price is $240
Oct 23 - Oct 24
Total with taxes and fees
"Oda" Log Cabin with Cedar Hot Tub & Sauna on wood
Property grounds
Lakefront Muskoka of Amazing Cottage
Lakefront Muskoka of Amazing Cottage
7.6 out of 10, Good, (16)
"Bbq was not working well. Bathroom was pretty clean but no shower gell and flush was blocked several times. And no pan in kitchen to make some food. Ac cooling was slow in ground floor. "
$279 nightly
The price is $315
Oct 20 - Oct 21
Total with taxes and fees
Lakefront Muskoka of Amazing Cottage
Interior
The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)
The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)
7.6 out of 10, Good, (4)
"Great experience! Very clean, host was kind and easy to work with. "
$472 nightly
The price is $533
Oct 19 - Oct 20
Total with taxes and fees
The Great Escape! (Muskoka Lake Cottages #4 WATERFRONT)
Fridge, microwave, oven, stovetop
Mini Muskoka Getaway
Mini Muskoka Getaway
10.0 out of 10, Exceptional, (8)
"Perfect place for a romantic getaway"
$323 nightly
The price is $372
Oct 19 - Oct 20
Total with taxes and fees
Mini Muskoka Getaway
Property grounds
Charming Lake Vernon Waterfront Cottage with Private Sauna
Charming Lake Vernon Waterfront Cottage with Private Sauna
10.0 out of 10, Exceptional, (10)
"Great cottage, all the water toys you could want, sauna, and fire pit. A true Muskoka experience. The owners are top notch. "
$385 nightly
The price is $391
Nov 2 - Nov 3
Total with taxes and fees
Charming Lake Vernon Waterfront Cottage with Private Sauna
Deluxe Cottage, 3 Bedrooms, Kitchen, Lake View | Terrace/patio
Sunny Point Resort Cottages and Inn
Sunny Point Resort Cottages and Inn
3.0 star property
$817 nightly
The price is $924
Oct 18 - Oct 19
Total with taxes and fees
Sunny Point Resort Cottages and Inn
1 bedroom, WiFi
The Notting Hill Room | The Jypsy Inn
The Notting Hill Room | The Jypsy Inn
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. "
$230 nightly
The price is $260
Nov 3 - Nov 4
Total with taxes and fees
The Notting Hill Room | The Jypsy Inn
Sauna
Aux Box Muskoka- Modern bunkie with Hot Tub
Aux Box Muskoka- Modern bunkie with Hot Tub
10.0 out of 10, Exceptional, (25)
"It's was amazing stay! Would definitely book this again!! "
$435 nightly
The price is $453
Oct 26 - Oct 27
Total with taxes and fees
Aux Box Muskoka- Modern bunkie with Hot Tub
Outdoor dining
1-Bedroom Cottage #1 - White Pine
1-Bedroom Cottage #1 - White Pine
6.0 out of 10, (1)
"The place is close to a high traffic road, noisy. The cabin is in a bad condition. The door to the deck didn’t close and can’t be locked. Some of the lights didn’t work. It is close to Gravenhurst. "
$236 nightly
The price is $266
Oct 19 - Oct 20
Total with taxes and fees
1-Bedroom Cottage #1 - White Pine
Property grounds
Modern Muskoka Executive 1 bedroom Loft/Condo
Modern Muskoka Executive 1 bedroom Loft/Condo
10.0 out of 10, Exceptional, (7)
"A wonderful winter stay. Close to food and fun. The hosts were very accommodating and kind. I will definitely return for another visit. "
$236 nightly
The price is $266
Nov 2 - Nov 3
Total with taxes and fees
Modern Muskoka Executive 1 bedroom Loft/Condo
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

Windermere House

Windermere House

10/10 Excellent
"."
Martin O 1-night trip
Posted 2 days ago
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 $149 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?

Great Blue Resort Bonnie Lake Resort: You might want to consider this vacation home 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.