Windermere Vacation Rentals

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Jul 16 - Jul 17
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Vacation Rentals in Windermere

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
Enjoy a peaceful lake view from the comfort of this cabin-style room with a dining table and kitchen area.

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking

8.0 out of 10, Very Good, (1)
"Great lake! The boat house was clean and cozy, well equipped. The only thing is that it needs more lighting. The drive way slopes so stay on the gravel part as the car can get stuck if parked on the steep non gravel part especially if the ground is wet it can be muddy. The driveway that leads to the cottage, the bush needs to be cut back as the entrance is hidden. Bring bug spray. There is a nice dock to sit on and watch the sun set and great to dine outside. There is a BBQ and the cottage is a...
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
Muskoka Lake Cottages
Relax in a serene lakeside setting with a tranquil outdoor dining area, featuring a view of the lake and distant shoreline.

Muskoka Lake Cottages

3.0 star property
7.6 out of 10, Good, (81)
"Excellent customer service "
$207 nightly
The price is $234
Jul 20 - Jul 21
Total includes taxes and fees
Muskoka Lake Cottages
Touchstone Resort
Relax by the pool or enjoy the view from the spacious balcony with lounge chairs and a table.

Touchstone Resort

4.0 star property
8.8 out of 10, Excellent, (333)
"Great spot will go back again."
Touchstone Resort
Lakefront Muskoka of Amazing Cottage
Guests can enjoy a serene lakeside view from this deck, surrounded by trees and boats docked in the distance.

Lakefront Muskoka of Amazing Cottage

7.6 out of 10, Good, (13)
"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. "
$284 nightly
The price is $321
Jul 20 - Jul 21
Total includes taxes and fees
Lakefront Muskoka of Amazing Cottage
Cozy Cottage in Muskoka
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and coffee maker.

Cozy Cottage in Muskoka

7.2 out of 10, Good, (12)
"We spent one night at this property. The internet was canceled."
$266 nightly
The price is $301
Aug 7 - Aug 8
Total includes taxes and fees
Cozy Cottage in Muskoka
Lakefront Muskoka Beautiful Cottage
Situated in a wooded area with a lake view, this cabin features a front door, small window, and satellite dish.

Lakefront Muskoka Beautiful Cottage

9.2 out of 10, Wonderful, (16)
"Great place, exactly as advertised. Check in process was very easy and hosts were super kind and caring!"
$322 nightly
The price is $363
Jul 20 - Jul 21
Total includes taxes and fees
Lakefront Muskoka Beautiful Cottage
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views
Enjoy a serene lakeside setting with a picnic table and benches overlooking the calm water and distant islands.

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views

9.8 out of 10, Exceptional, (7)
"One of the best rental places I been in Ontario! Everything as described, provided all necessary things. Easy to find, great location! "
$525 nightly
The price is $611
Jul 21 - Jul 22
Total includes taxes and fees
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views
Rockcliffe House, Private Guest Suite on Brandy Lake
Experience the charm of this rustic lodge, featuring a covered porch and outdoor grill, nestled among lush greenery.

Rockcliffe House, Private Guest Suite on Brandy Lake

10.0 out of 10, Exceptional, (14)
"Jo and Marina were great hosts and the place was beautiful. Really enjoyed our stay :)"
Rockcliffe House, Private Guest Suite on Brandy Lake
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Relax on the spacious front deck with expansive views of the surrounding forest.

Brand new cottage on 3-Mile Lake in the heart of Muskoka

10.0 out of 10, Exceptional, (105)
"This is our third time staying at cottage and we all enjoyed ourselves. Very peaceful setting. "
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Cozy Muskoka cottage
Enjoy al fresco dining and stargazing from this outdoor deck with a grill and telescope.

Cozy Muskoka cottage

6.4 out of 10, (7)
"Hosts had amazing communication and made the check in very easy. Place was very nice and exactly what we needed for a good time."
$773 nightly
The price is $873
Jul 20 - Jul 21
Total includes taxes and fees
Cozy Muskoka cottage
Traditional Cottage in Muskoka Lakes Bala
Surrounded by lush greenery, this cozy home offers a peaceful living environment with a porch and deck area.

Traditional Cottage in Muskoka Lakes Bala

10.0 out of 10, Exceptional, (2)
"We really enjoyed our family getaway over the Labour Day. The cottage is cute and is a close drive to Bala. It would be have been preferable to be waterfront or have better lake access but the place was clean, the owners were nice and the area is still lovely. "
Traditional Cottage in Muskoka Lakes Bala
Muskoka Cottage Minutes From Bala
Relax in the backyard with Adirondack chairs and a fire pit.

Muskoka Cottage Minutes From Bala

9.8 out of 10, Exceptional, (10)
"Zan was very helpful and the cottage was perfect for a couple. Will be back! "
Muskoka Cottage Minutes From Bala
Cliff Haven Huntsville
Enjoy cooking in this well-equipped kitchen with a stove, oven, and refrigerator, and dine in the adjacent dining area.

Cliff Haven Huntsville

9.2 out of 10, Wonderful, (5)
"Beautiful lakefront property that was perfect for a large group of friends!"
$843 nightly
The price is $953
Jul 28 - Jul 29
Total includes taxes and fees
Cliff Haven Huntsville
Rosseau Retreat With Hot Tub
Cozy retreat with a neatly made bed, framed coastal scene, and a vase of flowers.

Rosseau Retreat With Hot Tub

8.0 out of 10, Very Good, (1)
"Comfortable. Clean. Hot tub took some time to warm up it once it was warm it was perfect. Coffee, tea and other basics were available in the kitchen and the tv has Netflix and other options to sign in to. Very relaxing"
Rosseau Retreat With Hot Tub
5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.
Enjoy water activities on the sandy beach, surrounded by lush greenery and a serene lake.

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.
In the Heart of Muskoka- Lakefront Premium View! 8 Cabins
Enjoy outdoor dining and leisure on the lakeside deck with barbecue grill and serene surroundings.

In the Heart of Muskoka- Lakefront Premium View! 8 Cabins

$3,626 nightly
The price is $4,097
Jul 20 - Jul 21
Total includes taxes and fees
In the Heart of Muskoka- Lakefront Premium View! 8 Cabins
Great Location and Fun For Everyone!
Relax by the serene water's edge, surrounded by lush greenery and a tranquil atmosphere.

Great Location and Fun For Everyone!

9.4 out of 10, Exceptional, (43)
"Right on the water, beautiful location for us. Spent the weekend kayaking, great location. "
Great Location and Fun For Everyone!
Muskoka Waterfront Cottage on Three Mile Lake
Guests can enjoy a serene lakeside experience from the weathered pier, where Adirondack chairs await.

Muskoka Waterfront Cottage on Three Mile Lake

9.4 out of 10, Exceptional, (41)
"Clean property at a great location "
Muskoka Waterfront Cottage on Three Mile Lake
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling

10.0 out of 10, Exceptional, (5)
"The cottage had everything you need. Very cozy. Liked the wooden walls. Very nice bedrooms and bathrooms. Had many games for the kids to enjoy."
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling
Muskoka Waterfront Retreat
Relax in a serene outdoor setting with four Adirondack chairs surrounding a grill.

Muskoka Waterfront Retreat

9.4 out of 10, Exceptional, (11)
"Great place and very relaxing!"
Muskoka Waterfront Retreat
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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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 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.