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Windermere Holiday Rentals

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Our top choices for Windermere holiday rentals

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
The price is NZ$189
includes taxes & fees
9 Sept - 10 Sept
Sakura Valley Studio Suite #4 / Private Entrance in beautiful Annapolis Valley

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

Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley
North Alton
The price is NZ$202
includes taxes & fees
14 Aug - 15 Aug
Sakura Valley Studio Suite #9 / Private Entrance in beautiful Annapolis Valley

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

Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley
North Alton
10.0 out of 10, Exceptional, (2 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 NZ$196
includes taxes & fees
24 Aug - 25 Aug
Sakura Valley Studio Suite #3 / Private Entrance in beautiful Annapolis Valley

4. 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, (3 reviews)
"really great spot. clean. just what you need. complimentary snacks which i pprecited. would definitely stay again."
Canada
Bianca
The price is NZ$235
includes taxes & fees
20 Aug - 21 Aug
Sakura Valley Studio Suite #1 / Private Entrance in beautiful Annapolis Valley

5. 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, (1 review)
"👍"
Canada
Christopher
The price is NZ$181
includes taxes & fees
21 Aug - 22 Aug
Sakura Valley Studio Suite #2 / Private Entrance in beautiful Annapolis Valley

6. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,250 reviews)
"Great stay."
Canada
Kimberly
The price is NZ$224
includes taxes & fees
16 Aug - 17 Aug
Micro Boutique Living Wolfville

7. Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (6 reviews)
"Very peaceful and relaxed. Close to amenities"
Canada
Murray
The price is NZ$491
includes taxes & fees
23 Aug - 24 Aug
Sunken Escapes Kenny's (Unit 5)

8. Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.4 out of 10, Exceptional, (9 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 NZ$475
includes taxes & fees
13 Sept - 14 Sept
Bespoke Lake Cottage

9. 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 NZ$488
includes taxes & fees
17 Aug - 18 Aug
Archie's Lakeside Cabin

10. CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS
Sunken Lake
9.2 out of 10, Wonderful, (14 reviews)
"The host is great, the place is very clean and the big thing for me is that the BBQ is still out, there are a couple of great butcher shops in the area so staying at a place that has a BBQ all winter is a great draw for me."
Canada
Cregg C.
The price is NZ$554
includes taxes & fees
13 Sept - 14 Sept
CAIA Lakeside Retreat- Sunken Lake, NS

11. Lower Unit 1067 Rawding

Lower Unit 1067 Rawding
Port Williams
10.0 out of 10, Exceptional, (5 reviews)
"The neiborhood was very quiet. It was a peaceful and relaxing stay. The home was very nice and met our needs."
United States
Stacy H.
The price is NZ$529
includes taxes & fees
24 Aug - 25 Aug
Lower Unit 1067 Rawding

12. 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 NZ$480
includes taxes & fees
23 Aug - 24 Aug
Sunken Escapes #3 Kit's Retreat

13. Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.0 out of 10, Wonderful, (6 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 NZ$597
includes taxes & fees
26 Aug - 27 Aug
Leland’s Lakehouse

14. In Town - Summer St. Private Suite

In Town - Summer St. Private Suite
Wolfville
8.6 out of 10, Excellent, (7 reviews)
"Clean, good location "
Canada
Patrick
The price is NZ$364
includes taxes & fees
30 Aug - 31 Aug
In Town - Summer St. Private Suite

15. Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed my stay."
United States
Harry G.
The price is NZ$457
includes taxes & fees
25 Aug - 26 Aug
Suite 201 - 470 Main

16. 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 NZ$276
includes taxes & fees
16 Aug - 17 Aug
Sunken Escapes Bunny Cabin #10

17. Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)
Sunken Lake
9.0 out of 10, Wonderful, (2 reviews)
"Was difficult to access check in website as there is no service at the site…eventually got enough bars to get the code for the door! Super cute cottage, very clean. Lovely site. Would definitely visit again."
Canada
Angela
The price is NZ$406
includes taxes & fees
7 Sept - 8 Sept
Sunken Escapes ZEEK (Unit 6)

18. 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 NZ$514
includes taxes & fees
7 Sept - 8 Sept
Little Yellow House In The Heart Of The Valley 🏠

19. 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 NZ$274
includes taxes & fees
1 Sept - 2 Sept
Unit 1: Oceanfront 1BR / Pet-Friendly Escape

20. Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (44 reviews)
"Center of Wolfville, a short walk to shops on Main St. Clean and comfortable."
Canada
David
The price is NZ$427
includes taxes & fees
13 Sept - 14 Sept
Studio-like Comfort in Wolfville’s Beating Heart
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

Find out more about Windermere

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windermere holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windermere. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windermere. Seeing all the best attractions is bound to make you fall in love with Windermere. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windermere short-term rentals, that won’t be hard to do.

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?

CAIA Lakeside Retreat- Sunken Lake, NS: This holiday home rental outside of Windermere is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Halls Harbour Sea Cave. Valley Drive-In and Greenwood Golf 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.