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

Windsor Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

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
9.4 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Heather H.
$133 nightly
The price is $152
Aug 19 - Aug 20
Total with taxes and fees
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
$163 nightly
The price is $186
Aug 23 - Aug 24
Total with taxes and fees
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, (1,245 reviews)
"Great stay."
Canada
Kimberly
$116 nightly
The price is $132
Aug 31 - Sep 1
Total with taxes and fees
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
$126 nightly
The price is $143
Sep 1 - Sep 2
Total with taxes and fees
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.
$246 nightly
The price is $281
Sep 3 - Sep 4
Total with taxes and fees
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 traveler
$126 nightly
The price is $143
Sep 8 - Sep 9
Total with taxes and fees
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.
$249 nightly
The price is $284
Aug 24 - Aug 25
Total with taxes and fees
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
$181 nightly
The price is $206
Sep 9 - Sep 10
Total with taxes and fees
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
$191 nightly
The price is $218
Aug 30 - Aug 31
Total with taxes and fees
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.
$199 nightly
The price is $227
Aug 26 - Aug 27
Total with taxes and fees
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
$188 nightly
The price is $215
Aug 23 - Aug 24
Total with taxes and fees
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
$215 nightly
The price is $243
Aug 26 - Aug 27
Total with taxes and fees
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.
$269 nightly
The price is $306
Sep 7 - Sep 8
Total with taxes and fees
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.
$257 nightly
The price is $292
Aug 13 - Aug 14
Total with taxes and fees
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.
$219 nightly
The price is $249
Aug 13 - Aug 14
Total with taxes and fees
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.
$259 nightly
The price is $289
Aug 25 - Aug 26
Total with taxes and fees
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
$205 nightly
The price is $234
Aug 25 - Aug 26
Total with taxes and fees
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
$280 nightly
The price is $319
Aug 16 - Aug 17
Total with taxes and fees
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.
$254 nightly
The price is $289
Aug 12 - Aug 13
Total with taxes and fees
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
$241 nightly
The price is $269
Aug 26 - Aug 27
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

10/10 Excellent
"perfect location for our stay in Wolfville"
Sandy 3-night trip
Posted 1 hour ago
Micro Boutique Living Wolfville

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Oceanfront Home on the Minas Basin: You might want to consider this vacation home rental near Windsor, which 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 vacation 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 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.