Default HTG hotel image

Search Windermere Cottage Rentals from CA $294

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windermere cottages

Exterior

1. 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 CA $400
CA $703 total
includes taxes & fees
Aug 11 - Aug 12
3 Mile Lakehouse
Exterior

2. Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.2 out of 10, (11 reviews)
"Good"
Canada
Saif U.
The price is CA $278
CA $440 total
includes taxes & fees
Aug 7 - Aug 8
Lakefront Muskoka Good View cottage
Luxury House, Multiple Bedrooms, Balcony, Lake View | Terrace/patio

3. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.8 out of 10, Good, (6 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 CA $260
CA $294 total
includes taxes & fees
Aug 10 - Aug 11
Sunny Point Resort Cottages and Inn
Property grounds

4. 3 Bedroom Cottage VII: PL

3 Bedroom Cottage VII: PL
Gravenhurst
The price is CA $269
CA $472 total
includes taxes & fees
Aug 16 - Aug 17
3 Bedroom Cottage VII: PL
Property grounds

5. Roberts Landing

Roberts Landing
Parry Sound
9.6 out of 10, Exceptional, (8 reviews)
The price is CA $284
CA $615 total
includes taxes & fees
Sep 6 - Sep 7
Roberts Landing
Property grounds

6. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.4 out of 10, Very good, (25 reviews)
"Had the best time. Derek really helped us check in seamlessly. All the amenities were perfect ."
Canada
seshu
The price is CA $323
CA $500 total
includes taxes & fees
Aug 9 - Aug 10
Lakefront Muskoka Beautiful Cottage
Terrace/patio

7. 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, (16 reviews)
"Nice place to enjoy your long weekend!"
Canada
Anson
The price is CA $450
CA $924 total
includes taxes & fees
Aug 10 - Aug 11
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Terrace/patio

8. 1 Bedroom Cottage VIII: PL

1 Bedroom Cottage VIII: PL
Gravenhurst
The price is CA $179
CA $358 total
includes taxes & fees
Aug 19 - Aug 20
1 Bedroom Cottage VIII: PL
Property grounds

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

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Gravenhurst
9.4 out of 10, Exceptional, (18 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 CA $450
CA $871 total
includes taxes & fees
Aug 13 - Aug 14
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Exterior

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

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
The price is CA $460
CA $801 total
includes taxes & fees
Aug 10 - Aug 11
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Terrace/patio

11. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is CA $179
CA $357 total
includes taxes & fees
Aug 20 - Aug 21
1 Bedroom Cottage IX: PL
Exterior

12. 3 Bedroom Cottage XII: PL

3 Bedroom Cottage XII: PL
Gravenhurst
The price is CA $314
CA $530 total
includes taxes & fees
Aug 14 - Aug 15
3 Bedroom Cottage XII: PL
Exterior

13. Cozy Muskoka cottage

Cozy Muskoka cottage
Bracebridge
6.4 out of 10, (8 reviews)
"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 CA $621
CA $1,107 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Muskoka cottage
Exterior

14. 4 Bedroom Main Cottage XIV: PL

4 Bedroom Main Cottage XIV: PL
Gravenhurst
The price is CA $449
CA $709 total
includes taxes & fees
Aug 16 - Aug 17
4 Bedroom Main Cottage XIV: PL
Exterior

15. 2 Bedroom Cottage V: PL

2 Bedroom Cottage V: PL
Gravenhurst
The price is CA $251
CA $453 total
includes taxes & fees
Aug 13 - Aug 14
2 Bedroom Cottage V: PL
Property grounds

16. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
The price is CA $179
CA $358 total
includes taxes & fees
Aug 14 - Aug 15
1 Bedroom Cottage VI: PL
Exterior

17. 2 Bedroom IV: PL

2 Bedroom IV: PL
Gravenhurst
The price is CA $251
CA $453 total
includes taxes & fees
Aug 13 - Aug 14
2 Bedroom IV: 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

8/10 Good
"Good breakfast nice selection fresh and hot, perfect location to walk around the water front."
Al 1-night trip
Posted 1 hour ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Find out more about Windermere

Windermere Cottages information

Number of reviews
79
Accommodation
452 Cottages
Lowest Price
CA $294
Highest Price
CA $1,107

Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between CA $294 and CA $1,107 per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windermere?
You'll find 452 cottages in Windermere. Whether you're vacationing with the kids or organizing a weekend break with your besties, Expedia can help you find the perfect property to enjoy nature's beauty.
Are there any family-friendly cottages in Windermere?
If you're looking to get in touch with nature in Windermere, make a booking for the crew at Muskoka Shores Cottages. With a 3.5-star rating and amenities like a barbecue grill and WiFi, you'll find it easy to settle in at this family-friendly cottage. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to explore around Windermere. Aspen Valley Wildlife Sanctuary and Muskoka Sports and Recreation guarantee a good time for young and old.
Why book your cottage in Windermere with Expedia?
Expedia has some terrific cottages in Windermere, so get set for an unforgettable vacay on nature's doorstep. If you have a budget in mind, click on how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Windermere?
A wonderful way to locate cheap cottages in Windermere is with Expedia's filter tool. Fine-tune your search results by budget, amenities and star rating to secure unbeatable rates in just a few clicks.

Explore a world of travel with Expedia