A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Windsor vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

1. Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite
Windsor
9.8 out of 10, Exceptional, (8 reviews)
"Comfortable, remodeled apartment with full kitchen and all necessary amenities. Host Dan, was very communicative and made the stay a breeze. Convenient location to the local vineyards"
United States
Michael
The price is AED 379
AED 618 total
includes taxes & fees
1 Oct - 2 Oct
Gateway to Annapolis Valley | Windsor Studio Suite
Smart TV

2. Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast
Windsor
9.6 out of 10, Exceptional, (4 reviews)
"The place was very clean and well kept. Check in was super easy and Dan is very good with all the instructions and communication. Will come back for sure."
Canada
Lucie
The price is AED 327
AED 560 total
includes taxes & fees
5 Oct - 6 Oct
Stylish Windsor Suite Near Wineries & Fundy Coast
Studio Suite, Kitchenette, Ocean View | Water view

3. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,330 reviews)
"Location is perfect"
Canada
Kelly
The price is AED 491
AED 560 total
includes taxes & fees
18 Oct - 19 Oct
Micro Boutique Living Wolfville
Property grounds

4. Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (7 reviews)
"A beautiful property! The owners are very kind and helpful. A perfect getaway location, so peaceful and clean! "
Canada
Jeannette
The price is AED 300
AED 518 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Exterior

5. Family Bunkie | Sleeps 4 | Forest Views + Loft

Family Bunkie | Sleeps 4 | Forest Views + Loft
Mount Uniacke
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our worry free stay. The hosts were very Kind and helpful. It was very clean,cozy and comfortable!"
Canada
Melanie M.
The price is AED 300
AED 518 total
includes taxes & fees
18 Oct - 19 Oct
Family Bunkie | Sleeps 4 | Forest Views + Loft
Property grounds

6. 4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Wolfville
9.4 out of 10, Exceptional, (30 reviews)
"Great location. Very clean."
Canada
Sarah
The price is AED 510
AED 1,093 total
includes taxes & fees
19 Oct - 20 Oct
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Terrace/patio

7. Gaspereau Suite -Jacuzzi, KngBd, DT

Gaspereau Suite -Jacuzzi, KngBd, DT
Wolfville
8.4 out of 10, Very good, (18 reviews)
"Such a quaint central location. We loved sitting outdoors and enjoying the tranquility and peaceful surroundings within walking distance of downtown Wolfville. We highly recommend this location. Beautiful and tranquil."
Canada
William
The price is AED 670
AED 847 total
includes taxes & fees
11 Oct - 12 Oct
Gaspereau Suite -Jacuzzi, KngBd, DT
Property grounds

8. Lakeside Cottage Retreat-Your Year Round Getaway

Lakeside Cottage Retreat-Your Year Round Getaway
Windsor
9.4 out of 10, Exceptional, (3 reviews)
"The cottage is located on a beautiful lake. It was great for our short stay."
Canada
Kathryn
The price is AED 806
AED 1,002 total
includes taxes & fees
30 Sep - 1 Oct
Lakeside Cottage Retreat-Your Year Round Getaway
Interior

9. Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds

Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Wolfville
9.0 out of 10, Wonderful, (2 reviews)
"It was a great stay in a great location!"
United States
Craig M.
The price is AED 532
AED 1,134 total
includes taxes & fees
27 Oct - 28 Oct
Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Property grounds

10. In Town and Close to Acadia - Apt.# 3 Ground Level

In Town and Close to Acadia - Apt.# 3 Ground Level
Wolfville
9.6 out of 10, Exceptional, (8 reviews)
"Check in and check out were very easy. The location was great. And the apartment was clean and well-maintained. "
United States
Ashley L.
The price is AED 797
AED 1,457 total
includes taxes & fees
2 Oct - 3 Oct
In Town and Close to Acadia - Apt.# 3 Ground Level
Interior

11. Suite 204- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville

Suite 204- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Wolfville
10.0 out of 10, Exceptional, (4 reviews)
"Super clean. Easy to find, host had great communication"
United States
Nadia D.
The price is AED 597
AED 946 total
includes taxes & fees
28 Oct - 29 Oct
Suite 204- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Property grounds

12. 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, (37 reviews)
"Location is excellent right in the heart of Wolfville as youcan park your car and walk to a lot of places such as restaurants, winery and tourist information center (if you decide to do the Magic wine bus)"
United States
Susan S.
The price is AED 383
AED 801 total
includes taxes & fees
4 Oct - 5 Oct
In the Heart of Town - Private Ground Level Unit
Coffee/tea maker, fridge, microwave, oven

13. Suite 202- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville

Suite 202- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Wolfville
10.0 out of 10, Exceptional, (6 reviews)
"Great location "
United States
Julie N.
The price is AED 623
AED 975 total
includes taxes & fees
26 Oct - 27 Oct
Suite 202- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Coffee/tea maker, fridge, microwave, oven

14. Suite 304- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville

Suite 304- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Wolfville
10.0 out of 10, Exceptional, (7 reviews)
"This was an amazing property for a short stay in Wolfville. It was comfortable and in the perfect spot to explore the local area. We will be definetly use this place again when we visit Wolfville next."
United States
Stuart C.
The price is AED 873
AED 1,260 total
includes taxes & fees
29 Sep - 30 Sep
Suite 304- Two Bedroom apartment-style Suite w Balcony in Hybrid Hotel Wolfville
Terrace/patio

15. Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very peaceful and relaxed. Close to amenities"
Canada
Murray
The price is AED 434
AED 878 total
includes taxes & fees
13 Oct - 14 Oct
Sunken Escapes Kenny's (Unit 5)
Exterior

16. Cactus Suite (Downtown Wolfville)

Cactus Suite (Downtown Wolfville)
Wolfville
9.0 out of 10, Wonderful, (6 reviews)
"Very quaintly decorated loft. Walking distance to everything downtown and beyond and very nicely equipped. "
Canada
Darryl
The price is AED 543
AED 702 total
includes taxes & fees
12 Oct - 13 Oct
Cactus Suite (Downtown Wolfville)
Interior

17. Romantic Nature Stay | Accessible Cabin for 2

Romantic Nature Stay | Accessible Cabin for 2
Mount Uniacke
10.0 out of 10, Exceptional, (3 reviews)
"Parfait. Danny et Charmen sont des gens serviables et aidant. Tout roule super bien. Mon conjoint est en fauteuil roulant et nous pouvons dire que la cabane et les salles de bain etsient vraiment accessibles. Un gros bravo! De tres beaux efforts. Endroit paisible et si beau. Nous reviendrons!!"
Canada
Edith
The price is AED 273
AED 487 total
includes taxes & fees
22 Oct - 23 Oct
Romantic Nature Stay | Accessible Cabin for 2
Property grounds

18. 6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville

6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
Wolfville
8.6 out of 10, Excellent, (7 reviews)
"It’s a noisy house so pack earplugs Host was great and accommodating when we needed supplies. "
Canada
Julie N.
The price is AED 426
AED 850 total
includes taxes & fees
27 Oct - 28 Oct
6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
Terrace/patio

19. Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
9.8 out of 10, Exceptional, (7 reviews)
"Gorgeous location, friendly and supportive hosts, clean room with everything possible in it. Pet friendly. Wonderful hot tub with great view."
United States
Charie
The price is AED 270
AED 484 total
includes taxes & fees
22 Oct - 23 Oct
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Terrace/patio

20. Cozy 2-Bed Apartment in Town

Cozy 2-Bed Apartment in Town
Wolfville
9.4 out of 10, Exceptional, (8 reviews)
"Great location"
Canada
Claude F.
The price is AED 496
AED 930 total
includes taxes & fees
30 Sep - 1 Oct
Cozy 2-Bed Apartment in Town
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

Slumber Inn

Slumber Inn

8/10 Good
"Everything was OK. Igor on the front desk was very helpful."
Larisa 2-night trip
Posted 2 hours ago
Slumber Inn

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?

2 bedroom residential home in Kentville: Visitors like this Windsor vacation home rental. It is located by the ocean and offers a private yard, WiFi, and a Smart TV 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 Mermaid Theatre of Nova Scotia, whereas Windsor Hockey Heritage Centre is just one of the family-friendly sights. Other places in town to visit include Trecothic Creek and Windsor Railway and Fort Edward National Historic Site.

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.