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Windermere Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Windermere holiday rentals

Interior

3 Mile Lakehouse

3 Mile Lakehouse
Utterson
6.4 out of 10, (5 reviews)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
The price is HK$2,223
HK$3,950 total
includes taxes & fees
20 Aug - 21 Aug
3 Mile Lakehouse
Living area

Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.6 out of 10, Good, (119 reviews)
"Friendly staff, clean cabins, dog friendly. The closeness to the hwy was noisy. The lake, complimentary use of kayaks, in cabin a/c unit, all helped make up for that."
Canada
Catherine
The price is HK$995
HK$1,659 total
includes taxes & fees
16 Aug - 17 Aug
Muskoka Lake Cottages
Property grounds

Lakefront Muskoka of Amazing Cottage

Lakefront Muskoka of Amazing Cottage
Gravenhurst
7.4 out of 10, Good, (21 reviews)
"Really beautiful area. It didn’t have potable water, and that is why it lost a star. "
Canada
Grace
The price is HK$1,546
HK$2,462 total
includes taxes & fees
29 Jul - 30 Jul
Lakefront Muskoka of Amazing Cottage
Property grounds

Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.4 out of 10, Very good, (23 reviews)
"Great area/very relaxing and friendly management. "
Canada
Anthony D.
The price is HK$1,796
HK$2,789 total
includes taxes & fees
31 Jul - 1 Aug
Lakefront Muskoka Beautiful Cottage
On the beach, sun-loungers, kayaking, rowing

Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
8.4 out of 10, Very good, (5 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 HK$1,445
HK$1,633 total
includes taxes & fees
28 Jul - 29 Jul
Sunny Point Resort Cottages and Inn
Terrace/patio

Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!

Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!
Port Carling
Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!
Property grounds

Roberts Landing

Roberts Landing
Parry Sound
9.6 out of 10, Exceptional, (7 reviews)
"Amazing place to recharge, relax and great host. "
Canada
Akshay R.
The price is HK$1,498
HK$3,372 total
includes taxes & fees
24 Jul - 25 Jul
Roberts Landing
Outdoor dining

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Bracebridge
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property for a family vacation to Santa’s Village! Only thing we had a small concern with was a broken vent right inside the front door.. safety hazard for anyone stepping in the area especially kids. Otherwise Vish was excellent and we would stay again!!"
Canada
Laura
The price is HK$775
HK$2,616 total
includes taxes & fees
5 Aug - 6 Aug
Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace
Spa

`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$1,350
HK$2,248 total
includes taxes & fees
20 Aug - 21 Aug
`Oda` Log Cabin with Cedar Hot Tub & Sauna on wood
Terrace/patio

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 HK$1,683
HK$2,675 total
includes taxes & fees
26 Jul - 27 Jul
Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood
Outdoor dining

Off-Grid Getaway | Fireplace, BBQ & Patio

Off-Grid Getaway | Fireplace, BBQ & Patio
Gravenhurst
10.0 out of 10, Exceptional, (3 reviews)
"Really cute, clean and close to town and things to do."
United States
Jayne B.
The price is HK$701
HK$1,755 total
includes taxes & fees
27 Jul - 28 Jul
Off-Grid Getaway | Fireplace, BBQ & Patio
Fireplace

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$2,501
HK$2,826 total
includes taxes & fees
27 Jul - 28 Jul
Terrawoods Resort Muskoka
Exterior

Beautiful Lakefront Inn Suites

Beautiful Lakefront Inn Suites
Parry Sound
The price is HK$1,445
HK$1,859 total
includes taxes & fees
26 Jul - 27 Jul
Beautiful Lakefront Inn Suites
Property grounds

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Gravenhurst
9.2 out of 10, Wonderful, (17 reviews)
"We had the perfect couple get away here. Everything was perfect, we would love to return with more friends! I wish we had access to the bunkie that had a bed with lake view. "
Canada
Hannah F.
The price is HK$2,783
HK$5,170 total
includes taxes & fees
13 Aug - 14 Aug
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Terrace/patio

1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is HK$995
HK$1,985 total
includes taxes & fees
20 Aug - 21 Aug
1 Bedroom Cottage IX: PL
1 bedroom, WiFi

The Notting Hill Room | The Jypsy Inn

The Notting Hill Room | The Jypsy Inn
Bracebridge
10.0 out of 10, Exceptional, (2 reviews)
"We loved the themed units. We stayed in the Notting Hill unit and it was on the back corner. We had a private little patio. Very cute place, lots of amenities supplied. "
Canada
Anonymous traveller
The price is HK$1,567
HK$3,102 total
includes taxes & fees
29 Jul - 30 Jul
The Notting Hill Room | The Jypsy Inn
Terrace/patio

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, (15 reviews)
"Nice place to enjoy your long weekend!"
Canada
Anson
The price is HK$2,501
HK$5,137 total
includes taxes & fees
27 Jul - 28 Jul
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Exterior

Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (44 reviews)
"Everything about this little log cabin stay was what we needed for a wonderful winter escape. Host was very accommodating, the cabin was comfortable and clean, and the views whether daytime or night time were spectacular! Would recommend this to everyone! "
United States
Kim B.
The price is HK$1,330
HK$2,258 total
includes taxes & fees
10 Aug - 11 Aug
Log Cabin On the Lake B&B
Exterior

The Water’s Edge * * Unique Muskoka Treehouse * *

The Water’s Edge * * Unique Muskoka Treehouse * *
Utterson
7.4 out of 10, Good, (3 reviews)
"Host was extremely friendly and reachable for questions Place has breath taking views amongst the nature Love the hot tub location Lots of outdoor seating Inside was spectacular "
United States
Kim D.
The price is HK$7,681
HK$9,805 total
includes taxes & fees
13 Aug - 14 Aug
The Water’s Edge * * Unique Muskoka Treehouse * *
Dining

Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.4 out of 10, (10 reviews)
"Good"
Canada
Saif U.
The price is HK$1,546
HK$2,450 total
includes taxes & fees
27 Jul - 28 Jul
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

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Room was in excellent condition. Layout was extremely comfortable, with a beautiful view of the lake from the balcony."
Veronica 2-night trip
Posted 10 hours ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf

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:

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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?

Lakefront Muskoka of Amazing Cottage: This holiday home rental outside of Windermere is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, 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?

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.