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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Windermere cottages

Exterior

1. 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.
$280 nightly
The price is $317
Sep 17 - Sep 18
Total with taxes and fees
Lakefront Muskoka Good View cottage
Luxury House, Multiple Bedrooms, Balcony, Lake View | Terrace/patio

2. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.6 out of 10, Good, (12 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
$112 nightly
The price is $127
Sep 22 - Sep 23
Total with taxes and fees
Sunny Point Resort Cottages and Inn
Property grounds

3. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
$227 nightly
The price is $257
Sep 24 - Sep 25
Total with taxes and fees
1 Bedroom Cottage VI: PL
Property grounds

4. Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.2 out of 10, Very good, (26 reviews)
"Had the best time. Derek really helped us check in seamlessly. All the amenities were perfect ."
Canada
seshu
$317 nightly
The price is $358
Sep 17 - Sep 18
Total with taxes and fees
Lakefront Muskoka Beautiful Cottage
Exterior

5. 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.
$465 nightly
The price is $525
Oct 13 - Oct 14
Total with taxes and fees
Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
Exterior

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

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
10.0 out of 10, Exceptional, (2 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.
$397 nightly
The price is $448
Oct 6 - Oct 7
Total with taxes and fees
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Terrace/patio

7. 1 Bedroom Cottage VIII: PL

1 Bedroom Cottage VIII: PL
Gravenhurst
6.0 out of 10, (1 review)
"First, the positive. The cabin was clean and was dry during a lot of rain. The location is on the water and close to Gravenhurst. We arrived at the cabin not having received an email with check in instructions. There is no office there. Thankfully the cleaning lady let us in. We had called the host twice and messaged on VRBO inbox twice. It wasn’t until I texted him that he responded. I had asked prior to going if there was a coffee maker and was told no, yet there was one and I hadn’t brought...
United States
Melissa S.
$230 nightly
The price is $259
Sep 22 - Sep 23
Total with taxes and fees
1 Bedroom Cottage VIII: PL
Exterior

8. 2 Bedroom Cottage V: PL

2 Bedroom Cottage V: PL
Gravenhurst
$285 nightly
The price is $322
Sep 26 - Sep 27
Total with taxes and fees
2 Bedroom Cottage V: PL
Exterior

9. 2 Bedroom IV: PL

2 Bedroom IV: PL
Gravenhurst
$285 nightly
The price is $322
Sep 24 - Sep 25
Total with taxes and fees
2 Bedroom IV: PL
Exterior

10. Cozy Muskoka cottage

Cozy Muskoka cottage
Bracebridge
6.0 out of 10, (10 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.
$710 nightly
The price is $802
Sep 17 - Sep 18
Total with taxes and fees
Cozy Muskoka cottage
Property grounds

11. 3 Bedroom Cottage VII: PL

3 Bedroom Cottage VII: PL
Gravenhurst
$287 nightly
The price is $325
Sep 30 - Oct 1
Total with taxes and fees
3 Bedroom Cottage VII: PL
Property grounds

12. 4 Bedroom Main Cottage XIV: PL

4 Bedroom Main Cottage XIV: PL
Gravenhurst
$451 nightly
The price is $509
Sep 23 - Sep 24
Total with taxes and fees
4 Bedroom Main Cottage XIV: PL
Exterior

13. 3 Bedroom Cottage XII: PL

3 Bedroom Cottage XII: PL
Gravenhurst
4.0 out of 10, (1 review)
"The premise of the compound is run down, and not clean/tidy. The inside of the house was nice, however the foot of the couch is broken, rooms have damp smell, AC is not working, warning of 200$ fine if garbage was not brought with the guest."
Canada
MaryJane
$336 nightly
The price is $380
Sep 23 - Sep 24
Total with taxes and fees
3 Bedroom Cottage XII: 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.
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Top Windermere Hotel Reviews

Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On

10/10 Excellent
"Thoroughly enjoyed our stay!"
Siobhan 1-night trip
Posted 13 hours ago
Tru By Hilton Bracebridge, On

Find out more about Windermere

Windermere Cottages information

Number of reviews
Accommodation
442 Cottages
Lowest Price
$127
Highest Price
$127

Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between $127 and $127 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 442 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.

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