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

Windsor Vacation Rentals

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Our top choices for Windsor vacation rentals

Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast
Windsor
The price is CA $208
CA $314 total
includes taxes & fees
Aug 3 - Aug 4
Stylish Windsor Suite Near Wineries & Fundy Coast

Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite
Windsor
The price is CA $158
CA $251 total
includes taxes & fees
Jul 27 - Jul 28
Gateway to Annapolis Valley | Windsor Studio Suite

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,184 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
The price is CA $170
CA $194 total
includes taxes & fees
Jul 29 - Jul 30
Micro Boutique Living Wolfville

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)
"A beautiful property! The owners are very kind and helpful. A perfect getaway location, so peaceful and clean! "
Canada
Jeannette
The price is CA $118
CA $202 total
includes taxes & fees
Jul 27 - Jul 28
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

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.
The price is CA $116
CA $200 total
includes taxes & fees
Jul 19 - Jul 20
Family Bunkie | Sleeps 4 | Forest Views + Loft

Sunken Escapes Bunny Cabin #10

Sunken Escapes Bunny Cabin #10
Sunken Lake
8.0 out of 10, Very good, (2 reviews)
"It was great. I know having the bathroom and showers in different spot was different but still loved it. In touch with nature. A great place to stay. Room was cozy. My cat liked it. Knowing about the other spaces will make us want to choose one of them. This is what I needed and quiet place plus comfortable bed. Would stay again."
Canada
Monica S.
The price is CA $151
CA $268 total
includes taxes & fees
Jul 28 - Jul 29
Sunken Escapes Bunny Cabin #10

Alligator Suite - downtown Wolfville

Alligator Suite - downtown Wolfville
Wolfville
9.2 out of 10, Wonderful, (7 reviews)
"Loved it Great location! Sweet place Parking worked out just fine Was surprised at first but turned out great"
Canada
Anna
The price is CA $177
CA $234 total
includes taxes & fees
Jul 19 - Jul 20
Alligator Suite - downtown Wolfville

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (42 reviews)
"Center of Wolfville, a short walk to shops on Main St. Clean and comfortable."
Canada
David
The price is CA $120
CA $265 total
includes taxes & fees
Jul 21 - Jul 22
Studio-like Comfort in Wolfville’s Beating Heart

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.
The price is CA $218
CA $478 total
includes taxes & fees
Jul 23 - Jul 24
CAIA Lakeside Retreat- Sunken Lake, NS

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 CA $162
CA $408 total
includes taxes & fees
Jul 20 - Jul 21
Bespoke Lake Cottage

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 CA $204
CA $464 total
includes taxes & fees
Jul 17 - Jul 18
Archie's Lakeside Cabin

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
The price is CA $158
CA $424 total
includes taxes & fees
Jul 28 - Jul 29
Little Yellow House In The Heart Of The Valley 🏠

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
The price is CA $191
CA $373 total
includes taxes & fees
Aug 9 - Aug 10
Cozy 2-Bed Apartment in Town

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 CA $148
CA $314 total
includes taxes & fees
Jul 29 - Jul 30
Wolfville at your Doorstep

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 CA $274
CA $427 total
includes taxes & fees
Jul 30 - Jul 31
Suite 201 - 470 Main

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, (26 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 CA $203
CA $453 total
includes taxes & fees
Jul 22 - Jul 23
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

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 CA $223
CA $359 total
includes taxes & fees
Jul 20 - Jul 21
Suite 301 - 470 Main

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 CA $160
CA $332 total
includes taxes & fees
Aug 1 - Aug 2
In the Heart of Town - Private Ground Level Unit

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

Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Wolfville
The price is CA $226
CA $488 total
includes taxes & fees
Jul 18 - Jul 19
Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds

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

6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
Wolfville
8.8 out of 10, Excellent, (6 reviews)
"It’s a noisy house so pack earplugs Host was great and accommodating when we needed supplies. "
Canada
Julie N.
The price is CA $188
CA $369 total
includes taxes & fees
Jul 28 - Jul 29
6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
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

Find out more about Windsor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

CAIA Lakeside Retreat- Sunken Lake, NS: Visitors like this Windsor vacation home rental. It is located on a lake and has a balcony, a barbecue grill, and air-conditioning to put you at ease 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 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.