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Windermere Vacation Rentals

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Our top choices for Windermere vacation rentals

1. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,223 reviews)
"Great stay."
Canada
Kimberly
The price is CA $161
CA $184 total
includes taxes & fees
Aug 31 - Sep 1
Micro Boutique Living Wolfville

2. Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (5 reviews)
"Very peaceful and relaxed. Close to amenities"
Canada
Murray
The price is CA $186
CA $375 total
includes taxes & fees
Sep 1 - Sep 2
Sunken Escapes Kenny's (Unit 5)

3. 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.
Bespoke Lake Cottage

4. 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 CA $181
CA $434 total
includes taxes & fees
Aug 18 - Aug 19
Archie's Lakeside Cabin

5. Elegant home away from home - Valley View

Elegant home away from home - Valley View
Brooklyn
9.6 out of 10, Exceptional, (21 reviews)
"Very relaxing spot, great hosts "
Canada
George
The price is CA $208
CA $276 total
includes taxes & fees
Aug 5 - Aug 6
Elegant home away from home - Valley View

6. 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 CA $251
CA $523 total
includes taxes & fees
Aug 23 - Aug 24
CAIA Lakeside Retreat- Sunken Lake, NS

7. 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 CA $191
CA $424 total
includes taxes & fees
Aug 11 - Aug 12
Lower Unit 1067 Rawding

8. Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.0 out of 10, Wonderful, (6 reviews)
"Property was as described in listing. There is now a regular toilet which is nice. Excellent water pressure throughout. Very quiet location. Pet friendly."
United Kingdom
Lynn R.
The price is CA $235
CA $508 total
includes taxes & fees
Aug 30 - Aug 31
Leland’s Lakehouse

9. The Annapolis House

The Annapolis House
New Minas
9.6 out of 10, Exceptional, (8 reviews)
"Great location, excellent communication with host - exactly what we were hoping for."
Canada
Rob F.
The Annapolis House

10. 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 CA $227
CA $434 total
includes taxes & fees
Aug 18 - Aug 19
Sunken Escapes #3 Kit's Retreat

11. 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 CA $173
CA $334 total
includes taxes & fees
Aug 26 - Aug 27
In Town - Summer St. Private Suite

12. Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!

Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!
Halls Hrbour
9.6 out of 10, Exceptional, (14 reviews)
"Great place to watch the tides. Spacious house for large group. Handy to great lobster place. "
Canada
Curtis G.
The price is CA $356
CA $656 total
includes taxes & fees
Aug 31 - Sep 1
Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!

13. 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 CA $158
CA $424 total
includes taxes & fees
Aug 12 - Aug 13
Little Yellow House In The Heart Of The Valley 🏠

14. 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 CA $187
CA $341 total
includes taxes & fees
Sep 3 - Sep 4
Sunken Escapes ZEEK (Unit 6)

15. 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 CA $123
CA $233 total
includes taxes & fees
Aug 10 - Aug 11
Sunken Escapes Bunny Cabin #10

16. Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed my stay."
United States
Harry G.
The price is CA $244
CA $388 total
includes taxes & fees
Aug 24 - Aug 25
Suite 201 - 470 Main

17. 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 CA $143
CA $293 total
includes taxes & fees
Aug 9 - Aug 10
Studio-like Comfort in Wolfville’s Beating Heart

18. Sunken Escapes Glamping Unit 4

Sunken Escapes Glamping Unit 4
Sunken Lake
10.0 out of 10, Exceptional, (1 review)
The price is CA $202
CA $399 total
includes taxes & fees
Aug 11 - Aug 12
Sunken Escapes Glamping Unit 4

19. Wolfville at your Doorstep

Wolfville at your Doorstep
Wolfville
9.6 out of 10, Exceptional, (31 reviews)
"The location was great, within walking distance of restaurants and downtown. Any communication with the owners had quick responses. Parking was provided and convenient. I would recommend this property and would stay again without hesitation."
Canada
SHELLEY
The price is CA $152
CA $319 total
includes taxes & fees
Aug 25 - Aug 26
Wolfville at your Doorstep

20. In the Heart of Town - Private Ground Level Unit

In the Heart of Town - Private Ground Level Unit
Wolfville
9.0 out of 10, Wonderful, (35 reviews)
"Great parking, awesome home. Great stay."
United States
Cathy C.
The price is CA $148
CA $314 total
includes taxes & fees
Aug 17 - Aug 18
In the Heart of Town - Private Ground Level Unit
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

CAIA Lakeside Retreat- Sunken Lake, NS: Visitors like this Windermere vacation home rental. It is located on a lake and has a balcony, a barbecue grill, 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 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.