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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Windermere vacation rentals

A bedroom with a bed, a chair, a desk, and a door.

1. Sakura Valley Studio Suite #4 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #4 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (6 reviews)
"The host was incredible; quick responses and happy to accommodate special requests. Will be staying here again for sure!"
Canada
Gillian
The price is AED 303
AED 487 total
includes taxes & fees
19 Oct - 20 Oct
Sakura Valley Studio Suite #4 / Private Entrance in beautiful Annapolis Valley
A coastal property with a large house, a driveway, and a grassy area.

2. Unit 1: Oceanfront 1BR / Pet-Friendly Escape

Unit 1: Oceanfront 1BR / Pet-Friendly Escape
Centreville
8.4 out of 10, Very good, (27 reviews)
"The location and peaceful was was exactly what was needed."
Canada
Tiffany E.
The price is AED 277
AED 472 total
includes taxes & fees
25 Oct - 26 Oct
Unit 1: Oceanfront 1BR / Pet-Friendly Escape
A wooden deck with two hammock swings overlooking a lake.

3. Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.2 out of 10, Wonderful, (11 reviews)
"We have a lovely stay - our only complaint is that we didn't book for long enough! The cottage is very charming and very clean. Bed is comfortable and kitchen had all equipment needed for food prep. "
Canada
Lily S.
The price is AED 272
AED 859 total
includes taxes & fees
1 Nov - 2 Nov
Bespoke Lake Cottage
A cabin with a wooden exterior, a balcony, and a grill area.

4. Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very peaceful and relaxed. Close to amenities"
Canada
Murray
The price is AED 300
AED 724 total
includes taxes & fees
3 Nov - 4 Nov
Sunken Escapes Kenny's (Unit 5)
An outdoor grill area with a table and chairs, surrounded by trees.

5. Sakura Valley Studio Suite #7 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #7 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (2 reviews)
"First, the host is FANTASTIC! This was my first non-hotel experience and she made it a great one! Extremely helpful! The unit was super clean and very nice for its size! Exactlyas show!, No smells at all! I would highly recommend your stay here! I will be booking a different unit next time just to experience more of these beautiful units!"
Canada
Lori
The price is AED 326
AED 513 total
includes taxes & fees
24 Oct - 25 Oct
Sakura Valley Studio Suite #7 / Private Entrance in beautiful Annapolis Valley
A two-story building with a balcony and multiple windows.

6. Sakura Valley Studio Suite #2 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #2 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (4 reviews)
"The property was clean and very well put together, very new and modern would definitely stay there again"
Canada
Ryan
The price is AED 303
AED 487 total
includes taxes & fees
21 Oct - 22 Oct
Sakura Valley Studio Suite #2 / Private Entrance in beautiful Annapolis Valley
A single bed with a beige quilt, a white pillow, a wooden nightstand with a clock, a lamp, and a framed picture.

7. Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and simple place for a reasonable price."
Canada
Ella Marie a.
The price is AED 316
AED 487 total
includes taxes & fees
24 Oct - 25 Oct
Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley
A wooden deck with a grill and picnic table, overlooking a lake with trees and a dock.

8. Archie's Lakeside Cabin

Archie's Lakeside Cabin
Kings County
7.4 out of 10, Good, (9 reviews)
"Great stay!"
Canada
Ashwin K.
The price is AED 340
AED 945 total
includes taxes & fees
19 Oct - 20 Oct
Archie's Lakeside Cabin
A kitchenette with a stainless steel refrigerator, a coffee maker on the counter, and a flat-screen TV mounted on the wall.

9. Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley
North Alton
9.0 out of 10, Wonderful, (6 reviews)
"So glad we chose to stay at Sakura Valley! Highly recommend! The host is lovely and accommodating, the suite was very clean, beds comfortable. Location is great! It feels secluded but is close to the highway. I would definitely stay again."
Canada
Nadia
The price is AED 292
AED 475 total
includes taxes & fees
18 Oct - 19 Oct
Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley
A two-story building with a balcony and multiple windows.

10. Sakura Valley Studio Suite #1 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #1 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (10 reviews)
"Absolutely stunning facility ! Would recommend 100% would stay again. The hosts were amazing. Loved that it was very scent free ! Everything was spotless. High end and had the best sleep of my whole trip"
Canada
Amanda
The price is AED 327
AED 530 total
includes taxes & fees
25 Oct - 26 Oct
Sakura Valley Studio Suite #1 / Private Entrance in beautiful Annapolis Valley
A wooden bedside table with a lamp, a small potted plant, and a bed with white bedding.

11. Sakura Valley Studio Suite #6 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #6 / Private Entrance in beautiful Annapolis Valley
North Alton
9.6 out of 10, Exceptional, (4 reviews)
"Great little spot. Tracy was very kind and accomadating. Would 100% recommend."
Canada
Byron
The price is AED 351
AED 557 total
includes taxes & fees
24 Oct - 25 Oct
Sakura Valley Studio Suite #6 / Private Entrance in beautiful Annapolis Valley
A wooden deck with a bench, overlooking a lake surrounded by trees.

12. Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.4 out of 10, Exceptional, (8 reviews)
"Private and quiet Cozy and cute Place was well maintained Easy to find Very clean Super close to the lake Wonderful hot tub"
Canada
Nicole C.
The price is AED 327
AED 935 total
includes taxes & fees
1 Nov - 2 Nov
Leland’s Lakehouse
A wooden dock extending into a calm lake, surrounded by rocks and greenery.

13. CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS
Sunken Lake
9.4 out of 10, Exceptional, (17 reviews)
"Pet friendly"
Canada
Lori
The price is AED 313
AED 893 total
includes taxes & fees
1 Nov - 2 Nov
CAIA Lakeside Retreat- Sunken Lake, NS
An outdoor patio with a grill, two chairs, and a table.

14. Sakura Valley Studio Suite #8 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #8 / Private Entrance in beautiful Annapolis Valley
North Alton
The price is AED 326
AED 513 total
includes taxes & fees
25 Oct - 26 Oct
Sakura Valley Studio Suite #8 / Private Entrance in beautiful Annapolis Valley
A bathroom with a wooden cabinet, a mirror, a ship's wheel decoration, and a welcome sign.

15. Sakura Valley Studio Suite #10 / Private Entrance in beautiful Annapolis Valley

Sakura Valley Studio Suite #10 / Private Entrance in beautiful Annapolis Valley
North Alton
The price is AED 339
AED 543 total
includes taxes & fees
24 Oct - 25 Oct
Sakura Valley Studio Suite #10 / Private Entrance in beautiful Annapolis Valley
A wooden cabin bedroom with a bed, a hanging chair, and large windows offering a forest view.

16. Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)
Sunken Lake
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully crafted cabins. We used the accessible cabin for the most part. It had everything we needed for a tranquil adventure. The host went above and beyond to accomodate our needs. Much thanks."
Canada
Toni M.
The price is AED 240
AED 568 total
includes taxes & fees
4 Nov - 5 Nov
Sunken Escapes ZEEK (Unit 6)
A bedroom with a large bed, white pillows, and a view of a body of water through a sliding glass door.

17. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,334 reviews)
"Location is perfect"
Canada
Kelly
The price is AED 491
AED 560 total
includes taxes & fees
18 Oct - 19 Oct
Micro Boutique Living Wolfville
A cozy, circular tent-style accommodation with a kitchenette, a sofa, and a dining area, surrounded by a forest.

18. Sunken Escapes #3 Kit's Retreat

Sunken Escapes #3 Kit's Retreat
Kings County
8.0 out of 10, Very good, (2 reviews)
"We came for the marathon and brought our granddaughter. The property exceeded expectations; it was clean comfortable and a joy to stay in. We had a great time and will definitely be back again if we stay in the area."
Canada
Jason T.
The price is AED 372
AED 823 total
includes taxes & fees
8 Nov - 9 Nov
Sunken Escapes #3 Kit's Retreat
A view through a window of a lake with a forested shoreline and a clear sky.

19. Sunken Escapes Bunny Cabin #10

Sunken Escapes Bunny Cabin #10
Sunken Lake
8.0 out of 10, Very good, (2 reviews)
"It was great. I know having the bathroom and showers in different spot was different but still loved it. In touch with nature. A great place to stay. Room was cozy. My cat liked it. Knowing about the other spaces will make us want to choose one of them. This is what I needed and quiet place plus comfortable bed. Would stay again."
Canada
Monica S.
The price is AED 210
AED 472 total
includes taxes & fees
3 Nov - 4 Nov
Sunken Escapes Bunny Cabin #10
A view through a window of a lake with a forested shoreline and a clear sky.

20. Sunken Escapes Glamping Unit #2

Sunken Escapes Glamping Unit #2
Sunken Lake
The price is AED 300
AED 724 total
includes taxes & fees
16 Nov - 17 Nov
Sunken Escapes Glamping Unit #2
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

Aurora Inn

Aurora Inn

10/10 Excellent
"The location was great, it was quiet, comfortable and the staff were very friendly and helpful."
Joseph 3-night trip
Posted 3 days ago
Aurora Inn

Frequently asked questions

Can I find vacation rentals in Windermere?

Yes, we have vacation rentals near well known local attractions in Windermere, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Windermere?

Foot of the Mountain Farmhouse-great location for exploring the valley!: You might want to consider this vacation home rental near Windermere, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Windermere?

While exploring the area, visit family-friendly sights like Lockhart and Ryan Memorial Park, or get outside and enjoy nature at Kentville Bird Sanctuary. Valley Drive-In and Black Rock Lighthouse are a couple of places you'll find in the larger area.

What are vacation rentals like in Windermere?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Windermere. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.