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

Windsor Vacation Rentals

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  • Upfront pricing

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

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Windsor vacation rentals

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

Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite
Windsor
$155 nightly
The price is $177
Jul 28 - Jul 29
Total with taxes and fees
Gateway to Annapolis Valley | Windsor Studio Suite
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
$123 nightly
The price is $140
Jul 19 - Jul 20
Total with taxes and fees
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Interior

Romantic Nature Stay | Accessible Cabin for 2

Romantic Nature Stay | Accessible Cabin for 2
Mount Uniacke
$117 nightly
The price is $133
Jul 15 - Jul 16
Total with taxes and fees
Romantic Nature Stay | Accessible Cabin for 2
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 $134
Jul 15 - Jul 16
Total with taxes and fees
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
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, (1,167 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
$113 nightly
The price is $129
Jul 13 - Jul 14
Total with taxes and fees
Micro Boutique Living Wolfville
Exterior

Family Bunkie | Sleeps 4 | Forest Views + Loft

Family Bunkie | Sleeps 4 | Forest Views + Loft
Mount Uniacke
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our worry free stay. The hosts were very Kind and helpful. It was very clean,cozy and comfortable!"
Canada
Melanie M.
$123 nightly
The price is $140
Jul 19 - Jul 20
Total with taxes and fees
Family Bunkie | Sleeps 4 | Forest Views + Loft
1 bedroom, WiFi, bed sheets, wheelchair access

Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)
Sunken Lake
10.0 out of 10, Exceptional, (1 review)
$237 nightly
The price is $268
Jul 21 - Jul 22
Total with taxes and fees
Sunken Escapes ZEEK (Unit 6)
Interior

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

Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Wolfville
$206 nightly
The price is $235
Jul 1 - Jul 2
Total with taxes and fees
Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Property grounds

CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS
Sunken Lake
9.2 out of 10, Wonderful, (14 reviews)
"The host is great, the place is very clean and the big thing for me is that the BBQ is still out, there are a couple of great butcher shops in the area so staying at a place that has a BBQ all winter is a great draw for me."
Canada
Cregg C.
$245 nightly
The price is $279
Jul 1 - Jul 2
Total with taxes and fees
CAIA Lakeside Retreat- Sunken Lake, NS
Property grounds

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.
$243 nightly
The price is $277
Jul 15 - Jul 16
Total with taxes and fees
Bespoke Lake Cottage
Property grounds

In Town - Summer St. Private Suite

In Town - Summer St. Private Suite
Wolfville
8.4 out of 10, Very Good, (6 reviews)
"Clean, good location "
Canada
Patrick
$155 nightly
The price is $177
Jul 12 - Jul 13
Total with taxes and fees
In Town - Summer St. Private Suite
Interior

Archie's Lakeside Cabin

Archie's Lakeside Cabin
Kings County
7.4 out of 10, Good, (9 reviews)
"Great stay!"
Canada
Ashwin K.
$249 nightly
The price is $283
Jul 1 - Jul 2
Total with taxes and fees
Archie's Lakeside Cabin
1 bedroom, iron/ironing board, WiFi, bed sheets

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (41 reviews)
"Great location, clean, responsive host. Will stay again! "
Canada
stacey h.
$171 nightly
The price is $195
Jul 28 - Jul 29
Total with taxes and fees
Studio-like Comfort in Wolfville’s Beating Heart
2 bedrooms, iron/ironing board, WiFi, bed sheets

Little Yellow House In The Heart Of The Valley 🏠

Little Yellow House In The Heart Of The Valley 🏠
Kings County
7.6 out of 10, Good, (4 reviews)
"I had such a wonderful stay here! The hosts were extremely friendly and easy to communicate with. The location was great, and just a short drive away from anything needed. House was well equipped with everything necessary. Would definitely recommend, and would stay again! "
Canada
Megan
Little Yellow House In The Heart Of The Valley 🏠
Fridge, microwave, dishwasher, coffee/tea maker

Alligator Suite - downtown Wolfville

Alligator Suite - downtown Wolfville
Wolfville
9.4 out of 10, Exceptional, (6 reviews)
"Very great location and tastefully decorated "
Canada
Bianca M.
$138 nightly
The price is $157
Jul 1 - Jul 2
Total with taxes and fees
Alligator Suite - downtown Wolfville
Fridge, microwave, oven, stovetop

Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed my stay."
United States
Harry G.
$273 nightly
The price is $306
Jul 12 - Jul 13
Total with taxes and fees
Suite 201 - 470 Main
Property grounds

Lakeside Cottage Retreat-Your Year Round Getaway

Lakeside Cottage Retreat-Your Year Round Getaway
Windsor
10.0 out of 10, Exceptional, (1 review)
"Super quick 1 night stay for us but the place was so welcoming we didn't want to leave. Well equipped with anything you would need, super spacious and right on the water. We would 100% recommend to family and friends and would love to stay again some day."
Canada
Tanis
$252 nightly
The price is $287
Jul 29 - Jul 30
Total with taxes and fees
Lakeside Cottage Retreat-Your Year Round Getaway
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
$201 nightly
The price is $229
Jul 16 - Jul 17
Total with taxes and fees
Wolfville at your Doorstep
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, (25 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
Jul 12 - Jul 13
Total with taxes and fees
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Terrace/patio

Gaspereau Suite -Jacuzzi, KngBd, DT

Gaspereau Suite -Jacuzzi, KngBd, DT
Wolfville
8.4 out of 10, Very Good, (17 reviews)
"Yes!Everything was perfect "
United States
Elizabeth W.
$173 nightly
The price is $197
Jul 1 - Jul 2
Total with taxes and fees
Gaspereau Suite -Jacuzzi, KngBd, DT
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

The Breeze Motel

The Breeze Motel

10/10 Excellent
"Clean room, beautiful view. I have stayed here a few times now and have never been disappointed."
Angie 1-night trip
Posted 14 hours ago
The Breeze Motel

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 $129 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: Visitors like this Windsor vacation home rental. It 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.