Windsor Holiday Rentals

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Check prices for these dates

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Windsor

Terrace/patio
Sunken Escapes Kenny's (Unit 5)
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 "
Canada
Constance
The price is HK$641
HK$1,478 total
includes taxes & fees
4 Nov - 5 Nov
Sunken Escapes Kenny's (Unit 5)
Water view
Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (1092)
"Loved staying here💕"
Canada
Deborah
The price is HK$1,050
HK$1,197 total
includes taxes & fees
1 Nov - 2 Nov
Micro Boutique Living Wolfville
Private kitchen
Perfect little house to enjoy
Perfect little house to enjoy
The price is HK$1,325
HK$2,080 total
includes taxes & fees
2 Nov - 3 Nov
Perfect little house to enjoy
Fridge, microwave, oven, stovetop
Suite 301 - 470 Main
Suite 301 - 470 Main
10.0 out of 10, Exceptional, (1)
"This place exceeded expectations. Our only regret is that we didn't stay longer."
Canada
victoria
The price is HK$747
HK$1,363 total
includes taxes & fees
29 Oct - 30 Oct
Suite 301 - 470 Main
TV, fireplace
Bespoke Lake Cottage
Bespoke Lake Cottage
9.6 out of 10, Exceptional, (7)
"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$583
HK$1,516 total
includes taxes & fees
2 Nov - 3 Nov
Bespoke Lake Cottage
Outdoor dining
Archie's Lakeside Cabin
Archie's Lakeside Cabin
7.4 out of 10, Good, (8)
"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"
Canada
Valerie T.
The price is HK$478
HK$1,490 total
includes taxes & fees
7 Nov - 8 Nov
Archie's Lakeside Cabin
Terrace/patio
Leland’s Lakehouse
Leland’s Lakehouse
9.6 out of 10, Exceptional, (4)
"The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. "
Canada
Max D.
The price is HK$700
HK$1,792 total
includes taxes & fees
2 Nov - 3 Nov
Leland’s Lakehouse
Exterior detail
Wolfville at your Doorstep
Wolfville at your Doorstep
9.6 out of 10, Exceptional, (23)
"Great location. Walkable to dining. Parking on site. Highly recommended. "
Canada
Linda
The price is HK$817
HK$1,570 total
includes taxes & fees
12 Nov - 13 Nov
Wolfville at your Doorstep
Exterior
Everglades Suite (Downtown Wolfville)
Everglades Suite (Downtown Wolfville)
9.0 out of 10, Wonderful, (4)
"Relaxing and friendly. Can’t beat the location for walking around Wolfville. "
Canada
David
The price is HK$915
HK$1,220 total
includes taxes & fees
2 Nov - 3 Nov
Everglades Suite (Downtown Wolfville)
Outdoor dining
CAIA Lakeside Retreat- Sunken Lake, NS
CAIA Lakeside Retreat- Sunken Lake, NS
9.2 out of 10, Wonderful, (11)
"My wife and dogs loved this property which is right in the center of Wolfville. I would definitely stay here again."
Canada
cHAD t.
The price is HK$670
HK$1,915 total
includes taxes & fees
9 Nov - 10 Nov
CAIA Lakeside Retreat- Sunken Lake, NS
Exterior
Sunken Escapes #3 Kit's Retreat
Sunken Escapes #3 Kit's Retreat
10.0 out of 10, Exceptional, (1)
"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$665
HK$1,514 total
includes taxes & fees
3 Nov - 4 Nov
Sunken Escapes #3 Kit's Retreat
Exterior
Little Yellow House In The Heart Of The Valley 🏠
Little Yellow House In The Heart Of The Valley 🏠
7.4 out of 10, Good, (3)
"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$699
HK$1,779 total
includes taxes & fees
24 Nov - 25 Nov
Little Yellow House In The Heart Of The Valley 🏠
Fridge, microwave, oven, stovetop
Suite 202 - 470 Main
Suite 202 - 470 Main
10.0 out of 10, Exceptional, (3)
"Great location "
United States
Julie N.
The price is HK$1,124
HK$1,917 total
includes taxes & fees
17 Nov - 18 Nov
Suite 202 - 470 Main
Fridge, microwave, oven, stovetop
Studio-like Comfort in Wolfville’s Beating Heart
Studio-like Comfort in Wolfville’s Beating Heart
10.0 out of 10, Exceptional, (33)
"This property is in the heart of Wolfville and everything is in walking distance. "
Canada
Kim
The price is HK$605
HK$1,247 total
includes taxes & fees
29 Oct - 30 Oct
Studio-like Comfort in Wolfville’s Beating Heart
Exterior
In Town - Summer St. Private Suite
In Town - Summer St. Private Suite
8.0 out of 10, Very good, (1)
"Great location - quiet street right behind main town centre. You can walk to everything in 2 minutes. The apartment is spotless if a little unloved - would be hard to properly self cater with so little in the kitchen in terms of equipment and no proper dining table. But we loved sunning ourselves on the deck and it was so peaceful. The only real gripe is the price - way more than we are used to for a two night stay."
Canada
Gail C.
The price is HK$1,150
HK$2,362 total
includes taxes & fees
31 Oct - 1 Nov
In Town - Summer St. Private Suite
Exterior detail
In the Heart of Town - Private Ground Level Unit
In the Heart of Town - Private Ground Level Unit
9.4 out of 10, Exceptional, (23)
"Place was great. Clean and well equipped and an awesome location. Will stay again. Thanks."
Canada
David
The price is HK$767
HK$1,507 total
includes taxes & fees
3 Nov - 4 Nov
In the Heart of Town - Private Ground Level Unit
Property grounds
Sunken Escapes Bunny Cabin #10
Sunken Escapes Bunny Cabin #10
8.0 out of 10, Very good, (2)
"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 HK$449
HK$975 total
includes taxes & fees
4 Nov - 5 Nov
Sunken Escapes Bunny Cabin #10
Property grounds
Sunken Escapes Bear Cub Cabin #9
Sunken Escapes Bear Cub Cabin #9
10.0 out of 10, Exceptional, (1)
"Small but cozy"
Canada
J L.
The price is HK$449
HK$975 total
includes taxes & fees
3 Nov - 4 Nov
Sunken Escapes Bear Cub Cabin #9
Dining
3 Bedroom House- Refined Elegance
3 Bedroom House- Refined Elegance
10.0 out of 10, Exceptional, (3)
"Great property "
Canada
Shawn R.
The price is HK$1,661
HK$2,652 total
includes taxes & fees
2 Nov - 3 Nov
3 Bedroom House- Refined Elegance
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

Tattingstone Inn

Tattingstone Inn

10/10 Excellent
"Love the heritage aspect of this property. Really appreciate the grandeur and antiques throughout. Tattingstone is my go-to Wolfville stay. "
Sara Costner 1-night trip
Posted 9 hours ago
Tattingstone Inn

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

Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Windsor Hockey Heritage Centre, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Windsor has to offer?

Beautiful 2 bedroom residential home in Kentville: This holiday home rental outside of Windsor is located by the ocean, and offers a private garden, 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 holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.