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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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
6.4 out of 10, (6 reviews)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
The price is ￥44,608
￥79,139 total
includes taxes & fees
Sep 13 - Sep 14
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, (133 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
The price is ￥17,832
￥30,861 total
includes taxes & fees
Sep 16 - Sep 17
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, (452 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
The price is ￥25,009
￥30,521 total
includes taxes & fees
Oct 7 - Oct 8
Touchstone Resort
A wooden deck with a view of a marina and boats.

4. Lakefront Muskoka of Amazing Cottage

Lakefront Muskoka of Amazing Cottage
Gravenhurst
7.2 out of 10, Good, (24 reviews)
"Looked nice when we first arrived. Then we found out that the forepit advertised was a few rocks in a half moon, no pit, among brown/dried pine needles. The patio door didn't lock. No walking access to the private dock. Wifi didnt work for most of the night. Tv didnt work, remote for tv didnt have batteries either. Doesnt truly sleep 5, the pull put couch was dirty and gross. The next morning we discovered black mold in the shower, behind the fridge, along rhe upper roof beams, along with...
Canada
Stephanie
The price is ￥31,014
￥49,286 total
includes taxes & fees
Sep 10 - Sep 11
Lakefront Muskoka of Amazing Cottage
A covered outdoor seating area with wooden chairs and a round table, large windows, and a view of a green landscape.

5. 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
The price is ￥14,646
￥51,205 total
includes taxes & fees
Sep 13 - Sep 14
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
A beach with a wooden deck, lounge chairs, and a house in the background.

6. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.6 out of 10, Good, (12 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
The price is ￥17,397
￥19,659 total
includes taxes & fees
Sep 14 - Sep 15
Sunny Point Resort Cottages and Inn
A view from a cabin overlooking a lake with docked boats, surrounded by tall trees.

7. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.2 out of 10, Very Good, (26 reviews)
"Had the best time. Derek really helped us check in seamlessly. All the amenities were perfect ."
Canada
seshu
The price is ￥36,032
￥55,838 total
includes taxes & fees
Sep 11 - Sep 12
Lakefront Muskoka Beautiful Cottage
A wooden deck with a fireplace, a table, and two chairs.

8. 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.
The price is ￥13,560
￥35,106 total
includes taxes & fees
Sep 15 - Sep 16
Off-Grid Getaway | Fireplace, BBQ & Patio
A hot tub with a wooden structure and candles, surrounded by trees.

9. `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.
The price is ￥24,710
￥41,921 total
includes taxes & fees
Sep 16 - Sep 17
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
A wooden cabin with a porch, red Adirondack chairs, and a hanging basket.

10. 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.
The price is ￥24,710
￥41,921 total
includes taxes & fees
Sep 15 - Sep 16
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
A cabin with a deck, outdoor seating, and a fire pit.

11. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is ￥19,973
￥40,086 total
includes taxes & fees
Sep 17 - Sep 18
1 Bedroom Cottage IX: PL
A log cabin interior with a loft bed, a fireplace, a sofa, and a dining table.

12. 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
The price is ￥46,738
￥52,814 total
includes taxes & fees
Oct 7 - Oct 8
Terrawoods Resort Muskoka
A modern cabin with a stone staircase leading up to a wooden deck, surrounded by tall trees.

13. Beautiful Lakefront Inn Suites

Beautiful Lakefront Inn Suites
Parry Sound
The price is ￥17,397
￥23,187 total
includes taxes & fees
Sep 14 - Sep 15
Beautiful Lakefront Inn Suites
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

14. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (46 reviews)
"A perfect little cabin that offers a nice peaceful setting with beautiful views and close to Gravenhurst. Host is fantastic and communication was great."
United States
Andy Z.
The price is ￥26,653
￥45,240 total
includes taxes & fees
Sep 20 - Sep 21
Log Cabin On the Lake B&B
A wooden deck with a glass door leading to a view of a lake and dock.

15. Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.6 out of 10, (12 reviews)
"Good"
Canada
Saif U.
The price is ￥31,014
￥49,286 total
includes taxes & fees
Sep 10 - Sep 11
Lakefront Muskoka Good View cottage
A modern outdoor deck with a hot tub, seating area, and barbecue grill.

16. 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.
The price is ￥30,022
￥54,169 total
includes taxes & fees
Sep 13 - Sep 14
Mini Muskoka Getaway
A forested path leading to a dock by a body of water.

17. Modern Muskoka Executive 1 bedroom Loft/Condo

Modern Muskoka Executive 1 bedroom Loft/Condo
Huntsville
10.0 out of 10, Exceptional, (14 reviews)
"Our stay was absolutely perfect! Property had everything we could possibly need during our stay and more. Communication with the hosts was great - could not have asked for better!"
United States
Cyndi R.
The price is ￥25,111
￥44,014 total
includes taxes & fees
Sep 16 - Sep 17
Modern Muskoka Executive 1 bedroom Loft/Condo
A cabin surrounded by trees with a fire pit and chairs in the foreground.

18. 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.
The price is ￥46,406
￥77,283 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
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.
The price is ￥39,032
￥73,342 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
A cabin with a dock, two Adirondack chairs, and a view of a lake.

20. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
The price is ￥19,973
￥40,086 total
includes taxes & fees
Sep 17 - Sep 18
1 Bedroom Cottage VI: PL
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
"Amazing hotel. We had great weather very nice food. Pool areas and others were clean"
Cindy 1-night trip
Posted 10 hours ago
Windermere House

Find out more about Windermere

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

  • View our selection of featured holiday rentals in Windermere
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  • Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

Look no further and take a look at our great range of rental properties in Windermere!

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.