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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windermere vacation rentals

An outdoor grill area with a table and chairs, surrounded by trees.

1. 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, (1 review)
"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 ￥14,013
￥22,061 total
includes taxes & fees
Oct 5 - Oct 6
Sakura Valley Studio Suite #7 / Private Entrance in beautiful Annapolis Valley
A kitchenette with a stainless steel refrigerator, a coffee maker on the counter, and a flat-screen TV mounted on the wall.

2. 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, (4 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 ￥12,512
￥20,349 total
includes taxes & fees
Sep 27 - Sep 28
Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley
A two-story building with a balcony and multiple windows.

3. 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, (2 reviews)
"The property was clean and very well put together, very new and modern would definitely stay there again"
Canada
Ryan
The price is ￥11,566
￥19,271 total
includes taxes & fees
Oct 5 - Oct 6
Sakura Valley Studio Suite #2 / Private Entrance in beautiful Annapolis Valley
A wooden deck with two hammock swings overlooking a lake.

4. Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.4 out of 10, Exceptional, (10 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 ￥15,181
￥39,921 total
includes taxes & fees
Oct 4 - Oct 5
Bespoke Lake Cottage
A bedroom with a bed, a chair, a desk, and a door.

5. 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, (5 reviews)
"Sweet location!"
Canada
Lisa
The price is ￥13,012
￥20,919 total
includes taxes & fees
Sep 28 - Sep 29
Sakura Valley Studio Suite #4 / Private Entrance in beautiful Annapolis Valley
A bathroom with a wooden cabinet, a mirror, a ship's wheel decoration, and a welcome sign.

6. 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 ￥14,514
￥23,265 total
includes taxes & fees
Sep 29 - Sep 30
Sakura Valley Studio Suite #10 / Private Entrance in beautiful Annapolis Valley
A cabin with a wooden exterior, a balcony, and a grill area.

7. 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 ￥15,558
￥34,977 total
includes taxes & fees
Oct 12 - Oct 13
Sunken Escapes Kenny's (Unit 5)
A neatly made bed with a red quilt, two pillows, and two rolled towels.

8. 3 bedrooms 5 bed’s upper unit of duplex home

3 bedrooms 5 bed’s upper unit of duplex home
Kentville
9.0 out of 10, Wonderful, (14 reviews)
"Good location"
Canada
Holly
The price is ￥19,518
￥38,352 total
includes taxes & fees
Oct 2 - Oct 3
3 bedrooms 5 bed’s upper unit of duplex home
A coastal property with a large house, a driveway, and a grassy area.

9. 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 ￥11,911
￥20,298 total
includes taxes & fees
Oct 15 - Oct 16
Unit 1: Oceanfront 1BR / Pet-Friendly Escape
A single bed with a beige quilt, a white pillow, a wooden nightstand with a clock, a lamp, and a framed picture.

10. 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 ￥13,513
￥20,857 total
includes taxes & fees
Oct 5 - Oct 6
Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley
A two-story building with a balcony and multiple windows.

11. 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 ￥14,013
￥22,694 total
includes taxes & fees
Sep 27 - Sep 28
Sakura Valley Studio Suite #1 / 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 ￥21,020
￥46,869 total
includes taxes & fees
Oct 19 - Oct 20
Leland’s Lakehouse
A bedroom with a large bed, white pillows, and a view of a body of water through a sliding glass door.

13. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,330 reviews)
"Location is perfect"
Canada
Kelly
The price is ￥21,020
￥23,963 total
includes taxes & fees
Oct 18 - Oct 19
Micro Boutique Living Wolfville
A wooden deck with a grill and picnic table, overlooking a lake with trees and a dock.

14. 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 ￥14,597
￥39,226 total
includes taxes & fees
Oct 12 - Oct 13
Archie's Lakeside Cabin
An outdoor patio with a grill, two chairs, and a table.

15. 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 ￥14,013
￥22,061 total
includes taxes & fees
Sep 27 - Sep 28
Sakura Valley Studio Suite #8 / Private Entrance in beautiful Annapolis Valley
A wooden dock extending into a calm lake, surrounded by rocks and greenery.

16. CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS
Sunken Lake
9.4 out of 10, Exceptional, (16 reviews)
"Pet friendly"
Canada
Lori
The price is ￥16,501
￥40,956 total
includes taxes & fees
Oct 4 - Oct 5
CAIA Lakeside Retreat- Sunken Lake, NS
A bedroom with a bed, a nightstand, a lamp, and a wardrobe.

17. comfortable private basement suite

comfortable private basement suite
Kentville
The price is ￥18,017
￥30,429 total
includes taxes & fees
Oct 2 - Oct 3
comfortable private basement suite
A wooden bedside table with a lamp, a small potted plant, and a bed with white bedding.

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

Sakura Valley Studio Suite #6 / Private Entrance in beautiful Annapolis Valley
North Alton
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful place! Beds were extremely comfy and had all the extras you would need for a very comfortable and relaxing stay. The building is surrounded by trees, so very peaceful and calming. The owner was amazing and made sure you were well taken care of! Definitely coming back and would recommend to anyone staying in the area as it is very centralized."
United States
Vanessa H.
The price is ￥15,014
￥23,836 total
includes taxes & fees
Oct 4 - Oct 5
Sakura Valley Studio Suite #6 / Private Entrance in beautiful Annapolis Valley
A cozy, circular tent-style accommodation with a kitchenette, a sofa, and a dining area, surrounded by a forest.

19. 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 ￥19,268
￥38,468 total
includes taxes & fees
Oct 15 - Oct 16
Sunken Escapes #3 Kit's Retreat
A bedroom with a bed, a painting of a boat on water, a ceiling light, and a view into a dining area.

20. Little Yellow House In The Heart Of The Valley 🏠

Little Yellow House In The Heart Of The Valley 🏠
Kings County
7.6 out of 10, Good, (4 reviews)
"I had such a wonderful stay here! The hosts were extremely friendly and easy to communicate with. The location was great, and just a short drive away from anything needed. House was well equipped with everything necessary. Would definitely recommend, and would stay again! "
Canada
Megan
The price is ￥17,516
￥45,152 total
includes taxes & fees
Sep 28 - Sep 29
Little Yellow House In The Heart Of The Valley 🏠
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

Old Orchard Inn

Old Orchard Inn

8/10 Good
"Our room was not serviced between days."
Steven 3-night trip
Posted 16 hours ago
Old Orchard 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:

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Look no further and take a look at our great range of rental properties in Windermere!

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?

2 bedroom residential home in Kentville: You might want to consider this vacation home rental near Windermere, which is located by the ocean and offers a private yard, WiFi, and a Smart TV to help you feel perfectly comfortable in your new surroundings.

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 Paragon Golf and Country Club 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.