Birthplace of hockey

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Windsor vacation rentals

Property grounds

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (4 reviews)
"Bunkies are super clean. Washrooms are easy to access! Definitely recommend!"
Canada
Samantha
$125 nightly
The price is $143
Jun 16 - Jun 17
Total with taxes and fees
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Terrace/patio

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (1 review)
"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
Andree
$117 nightly
The price is $133
Jun 16 - Jun 17
Total with taxes and fees
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Interior

Romantic Nature Stay | Accessible Cabin for 2

Romantic Nature Stay | Accessible Cabin for 2
Mount Uniacke
$118 nightly
The price is $134
Jun 16 - Jun 17
Total with taxes and fees
Romantic Nature Stay | Accessible Cabin for 2
Exterior

Family Bunkie | Sleeps 4 | Forest Views + Loft

Family Bunkie | Sleeps 4 | Forest Views + Loft
Mount Uniacke
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our worry free stay. The hosts were very Kind and helpful. It was very clean,cozy and comfortable!"
Canada
Melanie M.
$125 nightly
The price is $143
Jun 16 - Jun 17
Total with taxes and fees
Family Bunkie | Sleeps 4 | Forest Views + Loft
Fireplace, DVD player, books

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, (10 reviews)
"Great peaceful comfortable cabin. Family loved it. Host was very helpful and responsive. "
Canada
Rany I.
$286 nightly
The price is $326
Jun 28 - Jun 29
Total with taxes and fees
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Exterior

Flamingo Suite (Downtown Wolfville)

Flamingo Suite (Downtown Wolfville)
Wolfville
8.8 out of 10, Excellent, (5 reviews)
"We had an excellent stay. The room was clean, the host was responsive, and the location was ideal for visiting the downtown."
Canada
Barbara D.
$134 nightly
The price is $153
Jun 16 - Jun 17
Total with taxes and fees
Flamingo Suite (Downtown Wolfville)
Studio Suite, Kitchenette, Ocean View | Water view

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,138 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
$115 nightly
The price is $131
Jul 6 - Jul 7
Total with taxes and fees
Micro Boutique Living Wolfville
Terrace/patio

Cozy 2-Bed Apartment in Town

Cozy 2-Bed Apartment in Town
Wolfville
8.8 out of 10, Excellent, (5 reviews)
"Beautiful house with clean and functional apartments. Everything you need to feel exactly as if you were at home. Very quiet and nice neighborhood with good pubs and restaurants just a short walk away. Highly recommend for your vacation or business trip. Just an hour away from Halifax too! Oh! And great host too!"
Canada
Stephen
$167 nightly
The price is $190
Jun 16 - Jun 17
Total with taxes and fees
Cozy 2-Bed Apartment in Town
Property grounds

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
10.0 out of 10, Exceptional, (5 reviews)
"Gréât location "
United States
Julie N.
$206 nightly
The price is $235
Jun 16 - Jun 17
Total with taxes and fees
5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town
Shower, hair dryer, towels, soap

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (38 reviews)
"Great location, clean, responsive host. Will stay again! "
Canada
stacey h.
$164 nightly
The price is $187
Jun 23 - Jun 24
Total with taxes and fees
Studio-like Comfort in Wolfville’s Beating Heart
Property grounds

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, (23 reviews)
"We really enjoyed our stay here. The apartment was clean and spacious and we really loved the mix of new and old in the decor. It's a very pretty space with a lot of light. It's just a few steps from a trendy little street full of shops and restaurants. And just a couple blocks from the Saturday farmers market. It was a perfect home base for exploring the Annapolis valley."
Canada
Bobbie-Joe
$241 nightly
The price is $275
Jun 22 - Jun 23
Total with taxes and fees
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Property grounds

Wolfville at your Doorstep

Wolfville at your Doorstep
Wolfville
9.6 out of 10, Exceptional, (30 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
$163 nightly
The price is $186
Jun 18 - Jun 19
Total with taxes and fees
Wolfville at your Doorstep
Property grounds

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, (33 reviews)
"Great location "
Canada
Megan
$165 nightly
The price is $188
Jun 21 - Jun 22
Total with taxes and fees
In the Heart of Town - Private Ground Level Unit
Fridge, microwave, oven, stovetop

Suite 202 - 470 Main

Suite 202 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (4 reviews)
"Great location "
United States
Julie N.
$252 nightly
The price is $281
Jun 16 - Jun 17
Total with taxes and fees
Suite 202 - 470 Main
Fridge, microwave, oven, stovetop

Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (1 review)
"Enjoyed my stay."
United States
Harry G.
$260 nightly
The price is $290
Jul 5 - Jul 6
Total with taxes and fees
Suite 201 - 470 Main
Fridge, microwave, oven, stovetop

Suite 203 - 470 Main

Suite 203 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay. Our unit was well equipped, very clean and very comfortable. Highly recommend !! "
Canada
Valerie
$267 nightly
The price is $297
Jun 16 - Jun 17
Total with taxes and fees
Suite 203 - 470 Main
Terrace/patio

Gaspereau Suite -Jacuzzi, KngBd, DT

Gaspereau Suite -Jacuzzi, KngBd, DT
Wolfville
8.2 out of 10, Very Good, (16 reviews)
"Yes!Everything was perfect "
United States
Elizabeth W.
$143 nightly
The price is $163
Jun 23 - Jun 24
Total with taxes and fees
Gaspereau Suite -Jacuzzi, KngBd, DT
Terrace/patio

Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (5 reviews)
"Loved the sound of the loons on the lake, cozy accommodations and the beautiful scenery. Nice place, 10/10 "
Canada
Constance
$189 nightly
The price is $215
Jun 16 - Jun 17
Total with taxes and fees
Sunken Escapes Kenny's (Unit 5)
Interior

Sunken Escapes #3 Kit's Retreat

Sunken Escapes #3 Kit's Retreat
Kings County
8.0 out of 10, Very Good, (2 reviews)
"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.
$227 nightly
The price is $257
Jun 17 - Jun 18
Total with taxes and fees
Sunken Escapes #3 Kit's Retreat
Terrace/patio

Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.0 out of 10, Wonderful, (6 reviews)
"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.
$279 nightly
The price is $317
Jun 16 - Jun 17
Total with taxes and fees
Leland’s Lakehouse
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

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

10/10 Excellent
"The property had all the amenities for our stay. It backs on to the lovely Annapolis Calley and trails, which was a plus."
Stephanie 1-night trip
Posted 2 hours 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 $131 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?

Leland’s Lakehouse: Visitors like this Windsor vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Shand House Museum and Mermaid Theatre of Nova Scotia.

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.