Windsor Vacation Rentals

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Check prices for these dates

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in Windsor

Our top choices for Windsor vacation rentals

Micro Boutique Living Wolfville
Studio Suite, Kitchenette, Ocean View | Water view

Micro Boutique Living Wolfville

3.5 star property
9.0 out of 10, Wonderful, (1090)
"Loved staying here💕"
Micro Boutique Living Wolfville
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Exterior

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

10.0 out of 10, Exceptional, (40)
"We loved our stay at this beautiful cottage. Its perfect for a family get away."
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Sunken Escapes Bunny Cabin #10
Property grounds

Sunken Escapes Bunny Cabin #10

6.0 out of 10, (1)
"The photos of the property that came with my confirmation showed a bathroom and shower. The property details say 1 bedroom and 1 bathroom. However, it failed to note that they were 200 yards away. Most importantly. If the smoke alarm isnt wired to unlock the door, this place is a death trap. Unless you notice the black letters on the inside button that tells you to press it to open the door, you will go crazy in the dark trying to get out "
The price is ￥9,896
￥20,311 total
includes taxes & fees
Sep 28 - Sep 29
Sunken Escapes Bunny Cabin #10
Sunken Escapes Glamping Unit 4
Property grounds

Sunken Escapes Glamping Unit 4

The price is ￥14,843
￥32,020 total
includes taxes & fees
Oct 26 - Oct 27
Sunken Escapes Glamping Unit 4
Archie's Lakeside Cabin
Outdoor dining

Archie's Lakeside Cabin

8.0 out of 10, Very Good, (7)
"Nice little cabin on the lake. The beds were nice and comfy. It's a beautiful area, and pretty close to shopping areas. The hosts were really nice and helpful too"
The price is ￥11,245
￥27,632 total
includes taxes & fees
Oct 1 - Oct 2
Archie's Lakeside Cabin
In the Heart of Town - Private Ground Level Unit
Exterior detail

In the Heart of Town - Private Ground Level Unit

9.6 out of 10, Exceptional, (21)
"Very close to the Main Street. Clean."
The price is ￥21,547
￥37,818 total
includes taxes & fees
Oct 7 - Oct 8
In the Heart of Town - Private Ground Level Unit
Sunken Escapes Kenny's (Unit 5)
Terrace/patio

Sunken Escapes Kenny's (Unit 5)

10.0 out of 10, Exceptional, (3)
"Loved the sound of the loons on the lake, cozy accommodations and the beautiful scenery. Nice place, 10/10 "
The price is ￥14,843
￥32,020 total
includes taxes & fees
Oct 26 - Oct 27
Sunken Escapes Kenny's (Unit 5)
Sunken Escapes Glamping Unit #2
Terrace/patio

Sunken Escapes Glamping Unit #2

The price is ￥14,784
￥31,893 total
includes taxes & fees
Oct 7 - Oct 8
Sunken Escapes Glamping Unit #2
Studio-like Comfort in Wolfville’s Beating Heart
Fridge, microwave, oven, stovetop

Studio-like Comfort in Wolfville’s Beating Heart

10.0 out of 10, Exceptional, (31)
"The property was very comfortable and clean. The location was excellent for exploring wolfville on foot and the valley area by car. Very nice stay!"
The price is ￥14,507
￥27,239 total
includes taxes & fees
Oct 7 - Oct 8
Studio-like Comfort in Wolfville’s Beating Heart
Treeside Retreat with Hot tub
Fridge, microwave, oven, stovetop

Treeside Retreat with Hot tub

10.0 out of 10, Exceptional, (43)
"This was really a luxury stay for us. The host took great care for comfort and amenities. The location is beautiful. We absolutely loved enjoying the hot tub in nature. I can’t recommend this property enough."
Treeside Retreat with Hot tub
Wolfville at your Doorstep
Exterior detail

Wolfville at your Doorstep

9.4 out of 10, Exceptional, (18)
"Very clean and quiet apartment. Walking distance to great restaurants. Communication with host was excellent. Easy access to apartment. Laundry facilities excellent."
The price is ￥13,974
￥27,969 total
includes taxes & fees
Oct 7 - Oct 8
Wolfville at your Doorstep
Alligator Suite - downtown Wolfville
Exterior

Alligator Suite - downtown Wolfville

10.0 out of 10, Exceptional, (3)
"Clean room close to University, restaurants and amenities. "
The price is ￥17,857
￥23,762 total
includes taxes & fees
Oct 2 - Oct 3
Alligator Suite - downtown Wolfville
Beautiful 2 bedroom residential home in Kentville
Dining tables

Beautiful 2 bedroom residential home in Kentville

8.0 out of 10, Very Good, (7)
"i have really enjoyed the property it was clean and was exactly what we were looking for...the location for our golfing 4 days was great...it could use a bbq. the tv system is deplorable no news and barely any sports"
Beautiful 2 bedroom residential home in Kentville
Bright, central location. Walking to all amenities.
Interior

Bright, central location. Walking to all amenities.

8.4 out of 10, Very Good, (8)
"Wonderful stay, host is very accommodating, clean and cosy flat. "
Bright, central location. Walking to all amenities.
CAIA Lakeside Retreat- Sunken Lake, NS
Outdoor dining

CAIA Lakeside Retreat- Sunken Lake, NS

9.4 out of 10, Exceptional, (9)
"My wife and dogs loved this property which is right in the center of Wolfville. I would definitely stay here again."
The price is ￥13,494
￥33,305 total
includes taxes & fees
Oct 15 - Oct 16
CAIA Lakeside Retreat- Sunken Lake, NS
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Terrace/patio

Beautiful Downtown Core Apt. Located on Main Street, Kentville

9.4 out of 10, Exceptional, (9)
"Excellent location and excellent host. Comfortable accommodations. "
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Cottage at Evangeline Beach & near Local Wineries
Beach

Cottage at Evangeline Beach & near Local Wineries

9.8 out of 10, Exceptional, (9)
"We had a great time!"
Cottage at Evangeline Beach & near Local Wineries
Sunken Escapes #3 Kit's Retreat
1 bedroom, WiFi

Sunken Escapes #3 Kit's Retreat

The price is ￥16,868
￥34,735 total
includes taxes & fees
Oct 26 - Oct 27
Sunken Escapes #3 Kit's Retreat
In Town - Summer St. Private Suite
Exterior

In Town - Summer St. Private Suite

The price is ￥21,014
￥44,142 total
includes taxes & fees
Oct 7 - Oct 8
In Town - Summer St. Private Suite
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Exterior

Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway

9.6 out of 10, Exceptional, (5)
"This spot was really clean and super comfortable. had all the kitchen things! The fireplace was easy to use, we had plenty of wood and kindling. Comfortable seating in the living area. All Rooms were nicely decorated and the beds comfy.Was a great stay. Host respond quickly "
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
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 Windsor Hotel Reviews

Old Orchard Inn

Old Orchard Inn

10/10 Excellent
"Exercise opportunities were appreciated, staff was friendly and helpful."
Harold 1-night trip
Posted 13 hours ago
Old Orchard Inn

Find out more about Windsor

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

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

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Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Windsor Hockey Heritage Centre, or you can choose a secluded option if you'd like a relaxing place to stay. Windsor is known for its architecture and museums. Make sure you have time to check out the festivals and riverfront during your trip.

What's the top vacation rental in Windsor?

Beautiful 2 bedroom residential home in Kentville: Visitors like this Windsor vacation home rental. It is located by the ocean and offers a private yard, laundry facilities, and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Windsor?

Cultural attractions include West Hants Historical Society and Haliburton House Museum, whereas Windsor Hockey Heritage Centre is just one of the family-friendly sights. Other places in town to visit include Fort Edward National Historic Site and Mermaid Theatre of Nova Scotia.

What are vacation rentals like in Windsor?

Vacation rentals are private properties you can stay in for several days or more in Windsor. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.