A lake with boats, a grassy area with people, and mountains in the background.

Windermere Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Windermere holiday 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
5.8 out of 10, (9 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
The price is HK$2,234
HK$3,964 total
includes taxes & fees
2 Nov - 3 Nov
3 Mile Lakehouse
A room with a view of a lake and trees, featuring a wooden floor and a patterned cushion.

2. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (138 reviews)
"It was a nice experience"
Canada
Naureen
The price is HK$950
HK$1,610 total
includes taxes & fees
4 Nov - 5 Nov
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, (471 reviews)
"Great place to stay . Great food at the onsite restaurant"
Canada
ERIC
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
7.4 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
The price is HK$1,553
HK$2,475 total
includes taxes & fees
4 Nov - 5 Nov
Lakefront Muskoka of Amazing Cottage
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.

5. 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.
The price is HK$1,914
HK$3,376 total
includes taxes & fees
25 Oct - 26 Oct
Lakefront Muskoka Cottage | Fire Pit, BBQ & Water Toys
A wooden deck with a table and chairs, overlooking a body of water and a dock.

6. 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.
The price is HK$1,553
HK$2,475 total
includes taxes & fees
24 Oct - 25 Oct
Lakefront Muskoka Good View cottage
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
9.8 out of 10, Exceptional, (21 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 HK$718
HK$2,550 total
includes taxes & fees
25 Oct - 26 Oct
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
The price is HK$871
HK$1,161 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful Lakefront Inn Suites
A cabin with a deck, outdoor seating, and a fire pit.

9. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is HK$1,000
HK$2,014 total
includes taxes & fees
29 Oct - 30 Oct
1 Bedroom Cottage IX: PL
A rustic cabin with a small porch and a bed, 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.
The price is HK$1,237
HK$2,104 total
includes taxes & fees
2 Nov - 3 Nov
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
A modern outdoor deck with a hot tub, seating area, and barbecue grill.

11. 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 HK$1,505
HK$2,722 total
includes taxes & fees
28 Oct - 29 Oct
Mini Muskoka Getaway
A wooden cabin with a porch, red Adirondack chairs, and a hanging basket.

12. 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.
The price is HK$1,239
HK$2,108 total
includes taxes & fees
29 Oct - 30 Oct
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
A wooden deck with a fireplace, a table, and two chairs.

13. 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 HK$791
HK$1,909 total
includes taxes & fees
29 Oct - 30 Oct
Off-Grid Getaway | Fireplace, BBQ & Patio
A cabin surrounded by trees with a fire pit and chairs in the foreground.

14. 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 HK$1,659
HK$2,903 total
includes taxes & fees
3 Nov - 4 Nov
Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
A cozy living room with a large window, a wooden coffee table, and a wall clock.

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
The price is HK$2,014
HK$4,230 total
includes taxes & fees
26 Oct - 27 Oct
Muskoka Haven- Colorful Fall Retreat- 200 Steps to the Muskoka River.
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

16. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (47 reviews)
"We look forward to returning"
United States
Eric O.
The price is HK$1,335
HK$2,266 total
includes taxes & fees
4 Nov - 5 Nov
Log Cabin On the Lake B&B
A gravel area with a wooden deck, a pile of logs, and a small fire pit.

17. 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 HK$2,514
HK$2,840 total
includes taxes & fees
4 Nov - 5 Nov
Terrawoods Resort Muskoka
A cabin with a wooden deck and a metal roof, surrounded by trees.

18. 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)
"Overall super clean and pretty well exactly as advertised. It was a perfect spot for me and my friends to spend a weekend. The host was also incredibly kind and quick to respond every time I messaged."
United States
Levi V.
The price is HK$1,620
HK$3,968 total
includes taxes & fees
4 Nov - 5 Nov
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.

19. 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
The price is HK$1,805
HK$2,797 total
includes taxes & fees
4 Nov - 5 Nov
Lakefront Muskoka Beautiful Cottage
A modern living room with a sofa, coffee table, and a dining area. There are large windows providing natural light and a view of the outdoors.

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

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
9.4 out of 10, Exceptional, (3 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 HK$1,955
HK$3,674 total
includes taxes & fees
27 Oct - 28 Oct
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
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

Holiday Inn Express & Suites Huntsville by IHG

Holiday Inn Express & Suites Huntsville by IHG

10/10 Excellent
"Rooms were clean, with fresh linen, pillows. There was a fridge, microwave, coffee maker in room. Only issue was the lumpy pillow. My husband loved the bed as it didn't sag. Hot breakfast was good, different items both days for hot items. Close to plaza and downtown Huntsville and Highways."
Snehal 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Huntsville by IHG

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
  • Use the map to find apartments and other holiday homes in the Windermere neighbourhood you prefer
  • 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 holiday rentals in Windermere?

Yes, there are holiday rentals close to the most popular sights in Windermere, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Windermere has to offer?

Lux Muskoka Waterfront 5 BR Luxury: This holiday home rental outside of Windermere offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals will I find in Windermere?

Expedia has 3 holiday 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 holiday rentals like in Windermere?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.