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Windermere Holiday Rentals

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Check prices for these dates

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

Our top choices for Windermere holiday 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 HK$699
HK$1,100 total
includes taxes & fees
7 Oct - 8 Oct
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 HK$624
HK$1,015 total
includes taxes & fees
1 Oct - 2 Oct
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 HK$577
HK$961 total
includes taxes & fees
2 Oct - 3 Oct
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 HK$757
HK$1,991 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$649
HK$1,043 total
includes taxes & fees
29 Sept - 30 Sept
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 HK$724
HK$1,160 total
includes taxes & fees
27 Sept - 28 Sept
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 HK$909
HK$1,855 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$973
HK$1,913 total
includes taxes & fees
2 Oct - 3 Oct
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 HK$594
HK$1,012 total
includes taxes & fees
15 Oct - 16 Oct
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 HK$674
HK$1,040 total
includes taxes & fees
27 Sept - 28 Sept
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 HK$699
HK$1,132 total
includes taxes & fees
29 Sept - 30 Sept
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 HK$1,048
HK$2,337 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$1,048
HK$1,195 total
includes taxes & fees
18 Oct - 19 Oct
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 HK$728
HK$1,956 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$699
HK$1,100 total
includes taxes & fees
27 Sept - 28 Sept
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 HK$815
HK$2,024 total
includes taxes & fees
4 Oct - 5 Oct
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 HK$898
HK$1,517 total
includes taxes & fees
3 Oct - 4 Oct
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 HK$749
HK$1,189 total
includes taxes & fees
4 Oct - 5 Oct
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 HK$961
HK$1,919 total
includes taxes & fees
15 Oct - 16 Oct
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 HK$873
HK$2,353 total
includes taxes & fees
3 Oct - 4 Oct
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

10/10 Excellent
"."
Pamela 1-night trip
Posted 4 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 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.

What are some of the best holiday rentals that Windermere has to offer?

2 bedroom residential home in Kentville: This holiday home rental outside of Windermere is located by the ocean, and offers a private garden, 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 wider area.

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 extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.