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Top Holiday Rentals in Windsor

Our top choices for Windsor holiday rentals

Micro Boutique Living Wolfville

3.5 star property
9.0 out of 10, Wonderful, (1051)
"Great location "
The price is £98
includes taxes & fees
22 Aug - 23 Aug
Micro Boutique Living Wolfville

Sunken Escapes Bunny Cabin #10

The price is £131
includes taxes & fees
24 Aug - 25 Aug
Sunken Escapes Bunny Cabin #10

Sunken Escapes Glamping Unit 4

The price is £190
includes taxes & fees
24 Aug - 25 Aug
Sunken Escapes Glamping Unit 4

Darling downtown micro suite!

8.6 out of 10, Excellent, (4)
"Great overnight rental!"
The price is £115
includes taxes & fees
1 Sept - 2 Sept
Darling downtown micro suite!

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 £153
includes taxes & fees
20 Sept - 21 Sept
Archie's Lakeside Cabin

Sunken Escapes Glamping Unit #2

The price is £190
includes taxes & fees
2 Sept - 3 Sept
Sunken Escapes Glamping Unit #2

Cottage at Evangeline Beach & near Local Wineries

9.8 out of 10, Exceptional, (8)
"We had a great time!"
Cottage at Evangeline Beach & near Local Wineries

Sunken Escapes Fox Cabin #8

The price is £133
includes taxes & fees
21 Sept - 22 Sept
Sunken Escapes Fox Cabin #8

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 £192
includes taxes & fees
14 Sept - 15 Sept
In the Heart of Town - Private Ground Level Unit

Treeside Retreat with Hot tub

10.0 out of 10, Exceptional, (40)
"It was amazing time ! "
The price is £318
includes taxes & fees
24 Aug - 25 Aug
Treeside Retreat with Hot tub

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 £190
includes taxes & fees
24 Aug - 25 Aug
Sunken Escapes Kenny's (Unit 5)

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 £195
includes taxes & fees
21 Sept - 22 Sept
CAIA Lakeside Retreat- Sunken Lake, NS

Beautiful Downtown Core Apt. Located on Main Street, Kentville

9.8 out of 10, Exceptional, (6)
"We wnjoyed our stay very much. "
Beautiful Downtown Core Apt. Located on Main Street, Kentville

Wolfville at your Doorstep

9.6 out of 10, Exceptional, (14)
"Great location and accomodations. Will stay again."
The price is £187
includes taxes & fees
2 Sept - 3 Sept
Wolfville at your Doorstep

Sunken Escapes ZEEK (Unit 6)

The price is £158
includes taxes & fees
24 Aug - 25 Aug
Sunken Escapes ZEEK (Unit 6)

Sunken Escapes #3 Kit's Retreat

The price is £167
includes taxes & fees
3 Sept - 4 Sept
Sunken Escapes #3 Kit's Retreat

Bright, central location. Walking to all amenities.

8.4 out of 10, Very good, (8)
"Wonderful place to stay"
Bright, central location. Walking to all amenities.

Beautiful Oceanfront Home on the Minas Basin

10.0 out of 10, Exceptional, (34)
"Such an amazing stay! The view was incredible and the house was gorgeous. Hosts were also awesome and great communicators. Would highly recommend!"
Beautiful Oceanfront Home on the Minas Basin

Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown

8.2 out of 10, Very good, (12)
"We recently stayed at the Gingerbread House (Gaspereau suite) and found it to be a charming spot with potential, but there were a few issues that made our stay less than ideal. Most notably, there was a strong mildew smell in the room from the moment we walked in. It lingered throughout our stay and made the space feel less fresh and clean than we’d hoped. We also experienced: • The Jacuzzi tub running out of hot water before it was full • A loose towel rack that fell off the shower...
The price is £150
includes taxes & fees
27 Aug - 28 Aug
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown

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
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

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?

Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown: This holiday home rental outside of Windsor is located in the city centre, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What can I see and do in Windsor?

Cultural attractions include Haliburton House Museum and West Hants Historical Society, 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.