Windermere Holiday Rentals

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Check prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Windermere

Exterior detail
3 Mile Lakehouse

3 Mile Lakehouse

Utterson
6.6 out of 10, (4)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
The price is HK$2,209
HK$3,926 total
includes taxes & fees
22 Nov - 23 Nov
3 Mile Lakehouse
Exterior detail
Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Utterson
9.8 out of 10, Exceptional, (18)
"Beautiful cottage, great location, felt incredibly homely - we loved it and would stay again. "
Canada
DANIELLE
Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**
Dining
Windermere! South! Private! Wallsend is Muskoka Classic Luxury!

Windermere! South! Private! Wallsend is Muskoka Classic Luxury!

Port Carling
Windermere! South! Private! Wallsend is Muskoka Classic Luxury!
Exterior
Touchstone Resort

Touchstone Resort

4.0 star property
Muskoka Lakes
8.6 out of 10, Excellent, (373)
"Friendly staff, lots of parking, clean and big rooms, amenities are cherry on top. "
Canada
Dhairyakumar
The price is HK$1,337
HK$1,632 total
includes taxes & fees
26 Nov - 27 Nov
Touchstone Resort
BBQ/picnic Area
Muskoka Lake Cottages

Muskoka Lake Cottages

3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (111)
"Beautiful area and nice cottages "
Canada
Erika
The price is HK$552
HK$1,155 total
includes taxes & fees
23 Nov - 24 Nov
Muskoka Lake Cottages
Outdoor dining
Cozy Muskoka cottage

Cozy Muskoka cottage

Bracebridge
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."
United States
Brianna B.
The price is HK$3,811
HK$6,616 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Muskoka cottage
Property grounds
Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ

Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ

Bracebridge
10.0 out of 10, Exceptional, (2)
"Visited family over the long weekend. Terri was a wonderful host. We were able to text with any questions and received a quick reply. The accommodations were spacious and clean. Very quiet neighborhood. Centrally located. We would stay here again. "
Canada
David G.
Spacious Private Comfort, EV Charger, Pet OK, Lg Fenced Backyard, Firepit, BBQ
Fridge, microwave, oven, stovetop
Riverview Cottage With A Beautiful Riverview

Riverview Cottage With A Beautiful Riverview

Huntsville
9.6 out of 10, Exceptional, (19)
"The rental was in a great location and had everything we needed. The host was very accommodating. The property was perfect for our larger group! "
United States
Curtis V.
The price is HK$2,237
HK$5,336 total
includes taxes & fees
23 Nov - 24 Nov
Riverview Cottage With A Beautiful Riverview
Exterior
Sawdust city haus

Sawdust city haus

Gravenhurst
9.4 out of 10, Exceptional, (35)
"Great to deal with; had a lovely stay. Everything I was looking for to reset and recharge. Would recommend "
Canada
Ryan M.
Sawdust city haus
Terrace/patio
Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)

Bracebridge
9.8 out of 10, Exceptional, (20)
"What a wonderful stay with friends. Secluded little area with a beautiful Lake to kayak on. The property was clean, well maintained and peaceful. Would recommend"
Canada
PATRICIA
Lakeside Haven (Your Cottage Retreat)
Exterior
Brand new cottage on 3-Mile Lake in the heart of Muskoka

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

Utterson
10.0 out of 10, Exceptional, (115)
"The cottage and property are absolutely stunning. We had everything we needed and then some. The host is super helpful and quick to respond. I would definitely recommend this place to friends and family. "
United States
Sonia C.
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Outdoor dining
Lux Muskoka Waterfront 5 BR Luxury

Lux Muskoka Waterfront 5 BR Luxury

Port Carling
7.4 out of 10, Good, (3)
"Perfect property to spend a wonderful two days with close friends. The house is well stocked and flush with amenities - kitchen has everything you might need to cook, huge TVs everywhere, new bbq, lots of towels, nice bedrooms with comfy beds, and so much more! Sadly we didn’t have good weather so we couldn’t make good use of the dock and amazing deck space but we will be back! "
Canada
Samantha S.
Lux Muskoka Waterfront 5 BR Luxury
Exterior
Terrawoods Resort Muskoka

Terrawoods Resort Muskoka

2.0 star property
Seguin
7.6 out of 10, Good, (10)
"Hats off to the staff, We will definitely comeback next year."
Canada
genevie
The price is HK$2,486
HK$2,809 total
includes taxes & fees
22 Nov - 23 Nov
Terrawoods Resort Muskoka
Exterior
Log Cabin On the Lake B&B

Log Cabin On the Lake B&B

Kilworthy
9.6 out of 10, Exceptional, (38)
"Great spot, I liked the beautiful woodwork"
Canada
Robert F.
The price is HK$1,265
HK$2,141 total
includes taxes & fees
23 Nov - 24 Nov
Log Cabin On the Lake B&B
Fridge, microwave, oven, stovetop
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling

Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling

Milford Bay
10.0 out of 10, Exceptional, (12)
"Great, we enjoyed the beach and the hike that were near by"
United States
Stephen L.
Cozy Muskoka Cottage Ideally located between Bracebridge and Port Carling
Terrace/patio
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

Utterson
7.0 out of 10, Good, (18)
"We had a great stay at the Hatch. The host was quick to communicate when I had questions and the location of this place is incredible. A great place for cottage getaway."
Canada
Nathan
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub
Property grounds
Muskoka Lakeshore Cottage Bliss

Muskoka Lakeshore Cottage Bliss

Gravenhurst
10.0 out of 10, Exceptional, (17)
"Great place to stay in an amazing part of the country. Enjoyed our stay very much and our host was very easy to work with."
United States
Cole H.
Muskoka Lakeshore Cottage Bliss
Terrace/patio
Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn

3.0 star property
Seguin
Sunny Point Resort Cottages and Inn
Exterior
Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage

Gravenhurst
8.4 out of 10, Very good, (23)
"Great area/very relaxing and friendly management. "
Canada
Anthony D.
The price is HK$1,785
HK$2,766 total
includes taxes & fees
23 Nov - 24 Nov
Lakefront Muskoka Beautiful Cottage
Dining
Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage

Gravenhurst
5.4 out of 10, (10)
"The host provided with things we needed. We had good time here."
Canada
Wonjoon J.
The price is HK$1,785
HK$2,772 total
includes taxes & fees
22 Nov - 23 Nov
Lakefront Muskoka Good View cottage
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

Best Western Plus Muskoka Inn

Best Western Plus Muskoka Inn

10/10 Excellent
"Great young lady at check-in and awesome service~"
todd 2-night trip
Posted 2 days ago
Best Western Plus Muskoka Inn

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 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 4 holiday 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 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.