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

Windsor Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Windsor holiday 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
9.6 out of 10, Exceptional, (4 reviews)
"Great location"
United States
Heather H.
The price is HK$690
HK$1,191 total
includes taxes & fees
19 Aug - 20 Aug
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
10.0 out of 10, Exceptional, (1 review)
"The accommodation was impeccably clean and well appointed with everything a traveller would require. Lots of coffee, close distance to amenities, shops, restaurants and more. I would certainly return and hopefully, stay longer !"
Canada
Karen
The price is HK$923
HK$1,457 total
includes taxes & fees
19 Aug - 20 Aug
Stylish Windsor Suite Near Wineries & Fundy Coast
Water view

3. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,246 reviews)
"Great stay."
Canada
Kimberly
The price is HK$907
HK$1,034 total
includes taxes & fees
16 Aug - 17 Aug
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, (5 reviews)
"A beautiful property! The owners are very kind and helpful. A perfect getaway location, so peaceful and clean! "
Canada
Jeannette
The price is HK$675
HK$1,152 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Fireplace, DVD player, books

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

Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Windsor
9.8 out of 10, Exceptional, (14 reviews)
"Great place to stay if you want a nice quiet retreat. Very clean and cozy. Great kitchen and we loved the woodstove amd record player. "
Canada
Steffen R.
The price is HK$1,127
HK$2,204 total
includes taxes & fees
3 Sept - 4 Sept
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Terrace/patio

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

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (2 reviews)
"They were excellent for couples and families. Great hosts and wonderful facilities. The couple that own it are very sweet and kind. I have nothing negative to say, I just wanna go back to paradise!"
Canada
Anonymous traveller
The price is HK$633
HK$1,104 total
includes taxes & fees
1 Sept - 2 Sept
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Coffee/tea maker, fridge, microwave, oven

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 HK$1,078
HK$2,244 total
includes taxes & fees
26 Aug - 27 Aug
Lower Unit 1067 Rawding
1 bedroom, iron/ironing board, WiFi, bed sheets

8. 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 HK$816
HK$1,688 total
includes taxes & fees
9 Sept - 10 Sept
Studio-like Comfort in Wolfville’s Beating Heart
Property grounds

9. 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 HK$832
HK$1,700 total
includes taxes & fees
13 Aug - 14 Aug
In Town - Summer St. Private Suite
Property grounds

10. 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 HK$832
HK$1,784 total
includes taxes & fees
26 Aug - 27 Aug
In the Heart of Town - Private Ground Level Unit
Exterior

11. Cactus Suite (Downtown Wolfville)

Cactus Suite (Downtown Wolfville)
Wolfville
9.2 out of 10, Wonderful, (5 reviews)
"Very quaintly decorated loft. Walking distance to everything downtown and beyond and very nicely equipped. "
Canada
Darryl
The price is HK$1,277
HK$1,667 total
includes taxes & fees
14 Aug - 15 Aug
Cactus Suite (Downtown Wolfville)
1 bedroom, WiFi, bed sheets

12. 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 HK$946
HK$1,795 total
includes taxes & fees
7 Sept - 8 Sept
Sunken Escapes ZEEK (Unit 6)
Property grounds

13. 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.
The price is HK$981
HK$2,396 total
includes taxes & fees
7 Sept - 8 Sept
Bespoke Lake Cottage
Coffee/tea maker, fridge, microwave, oven

14. 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 price is HK$1,005
HK$2,298 total
includes taxes & fees
13 Aug - 14 Aug
The Annapolis House
Property grounds

15. 5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town

5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town
Wolfville
9.8 out of 10, Exceptional, (6 reviews)
"Gréât location "
United States
Julie N.
The price is HK$930
HK$1,902 total
includes taxes & fees
13 Aug - 14 Aug
5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town
Coffee/tea maker, fridge, microwave, oven

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 HK$1,432
HK$2,260 total
includes taxes & fees
26 Aug - 27 Aug
Suite 201 - 470 Main
Property grounds

17. 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 HK$871
HK$1,834 total
includes taxes & fees
25 Aug - 26 Aug
Wolfville at your Doorstep
Property grounds

18. 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, (27 reviews)
"Excellent location with everything right at your front door. The apartment was even better than expected; very spacious and beautifully decorated. Host was very communicative and responsive. Parking and checkin were a breeze."
Canada
Danielle
The price is HK$1,104
HK$2,485 total
includes taxes & fees
19 Aug - 20 Aug
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Interior

19. 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 HK$888
HK$2,261 total
includes taxes & fees
13 Aug - 14 Aug
Archie's Lakeside Cabin
Coffee/tea maker, fridge, microwave, oven

20. Suite 301 - 470 Main

Suite 301 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (2 reviews)
"This place exceeded expectations. Our only regret is that we didn't stay longer."
Canada
victoria
The price is HK$1,308
HK$2,099 total
includes taxes & fees
26 Aug - 27 Aug
Suite 301 - 470 Main
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

10/10 Excellent
"Very nice place to stay"
Sheri 1-night trip
Posted 14 hours ago
Slumber 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:

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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 Oceanfront Home on the Minas Basin: This holiday home rental outside of Windsor is located by the ocean, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

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 Mermaid Theatre of Nova Scotia and Trecothic Creek and Windsor Railway.

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.