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

Windermere Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windermere holiday rentals

1. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (140 reviews)
"It was a nice experience"
Canada
Naureen
The price is NZ$392
includes taxes & fees
9 Nov - 10 Nov
Muskoka Lake Cottages

2. 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 NZ$561
includes taxes & fees
10 Nov - 11 Nov
Lakefront Muskoka Cottage | Fire Pit, BBQ & Water Toys

3. 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 NZ$530
includes taxes & fees
8 Nov - 9 Nov
Lakefront Muskoka of Amazing Cottage

4. 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 NZ$530
includes taxes & fees
8 Nov - 9 Nov
Lakefront Muskoka Good View cottage

5. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is NZ$427
includes taxes & fees
14 Nov - 15 Nov
1 Bedroom Cottage IX: PL

6. Muskoka Modern Luxury Lake House Cottage

Muskoka Modern Luxury Lake House Cottage
Port Carling
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic spot, exceeded expectations!!"
Canada
Sabrina M.
The price is NZ$1,301
includes taxes & fees
3 Dec - 4 Dec
Muskoka Modern Luxury Lake House Cottage

7. 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 NZ$444
includes taxes & fees
19 Nov - 20 Nov
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

8. `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 NZ$444
includes taxes & fees
17 Nov - 18 Nov
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood

9. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Bracebridge
9.8 out of 10, Exceptional, (22 reviews)
"Thank you Vish, it was a lovely place to spend our weekend. I highly recommend your place."
United States
bobber13956 W.
The price is NZ$552
includes taxes & fees
12 Nov - 13 Nov
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

10. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (49 reviews)
"Fantastic property and cabin, location is perfect for a get away. Great host, highly impressed and highly recommended."
United States
Robert O.
The price is NZ$471
includes taxes & fees
8 Nov - 9 Nov
Log Cabin On the Lake B&B

11. Muskoka Winter Wonderland | Cozy Forest Escape

Muskoka Winter Wonderland | Cozy Forest Escape
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 NZ$862
includes taxes & fees
8 Nov - 9 Nov
Muskoka Winter Wonderland | Cozy Forest Escape

12. Mini Muskoka Getaway

Mini Muskoka Getaway
Huntsville
10.0 out of 10, Exceptional, (19 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 NZ$618
includes taxes & fees
8 Nov - 9 Nov
Mini Muskoka Getaway

13. 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 NZ$648
includes taxes & fees
8 Nov - 9 Nov
Terrawoods Resort Muskoka

14. Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)
Bracebridge
9.8 out of 10, Exceptional, (57 reviews)
"The place is a haven! Very nice and clean home! They are fully equipped with all your needs. We will definitely be back."
Canada
Karen
The price is NZ$700
includes taxes & fees
9 Nov - 10 Nov
Lakeside Haven (Your Cottage Retreat)

15. 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)
"Great layout, new feel with character. Clean and inviting. We will be back!"
United States
Jason B.
The price is NZ$840
includes taxes & fees
8 Nov - 9 Nov
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

16. 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 NZ$601
includes taxes & fees
8 Nov - 9 Nov
Lakefront Muskoka Beautiful Cottage

17. Huntsville Retreat with Fire Pit, BBQ • Near Downtown

Huntsville Retreat with Fire Pit, BBQ • Near Downtown
Huntsville
The price is NZ$593
includes taxes & fees
3 Dec - 4 Dec
Huntsville Retreat with Fire Pit, BBQ • Near Downtown

18. Rocky Crest Cottage

Rocky Crest Cottage
MacTier
9.4 out of 10, Exceptional, (3 reviews)
"Great time, property needed a little maintenance."
United States
Jenn S.
The price is NZ$994
includes taxes & fees
16 Nov - 17 Nov
Rocky Crest Cottage

19. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
4.0 out of 10, (1 review)
"Where do I start? First of all the place was dirty. Cobwebs, soiled toilet, walls marked up, microwave filthy. Secondly the place was soo small. Had to sit on an angle for the toilet, two uncomfortable kitchen chairs. Nowhere to relax except on bed (not that comfortable as there were two limp pillows). NOTHING was provided- no coffee maker, no dish towels, no shampoo, no where to place your clothes, no hooks, no hand towels, no bath mat, no plug for kitchen sink, no tv., fridge handle was...
United States
JM D.
The price is NZ$430
includes taxes & fees
13 Nov - 14 Nov
1 Bedroom Cottage VI: PL

20. Huntsville Lakeview Retreat | Jacuzzi & Games

Huntsville Lakeview Retreat | Jacuzzi & Games
Huntsville
The price is NZ$556
includes taxes & fees
8 Nov - 9 Nov
Huntsville Lakeview Retreat | Jacuzzi & Games
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windermere Hotel Reviews

Find out more about Windermere

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windermere holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windermere. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windermere. Seeing all the best attractions is bound to make you fall in love with Windermere. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windermere short-term rentals, that won’t be hard to do.

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.