Windsor Holiday Rentals from €112: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Windsor has to offer?

Treeside Retreat with Hot tub : This holiday home rental outside of Windsor is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

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Holiday Rentals in Windsor

Studio Suite, Kitchenette, Ocean View | Water view

"An incredibly comfortable place to stay right in the heart of Wolfville. The area was beautiful, and dining and shopping options were close to the property as well."

includes taxes & fees

1 May - 2 May

"Very well put together"

"It was windy and cold (February) but we really enjoyed our stay "

"The property is lovely. Host is quick to respond and very helpful. Cottage has everything you could need and a few extras. Everything is exactly where you think it should be. Furniture is comfortable. Decor is simple but inviting. Hot tub is small but fit two 6 feet tall people comfortably. The dirt road leading to the cabin was bumpy after the winter and we were grateful we brought the truck instead of my car. I'm sure the road is probably much easier to manage once it's had its yearly...

"Family yearly camping trip. All enjoyed their stay. Sleeping accommodations for 7 could have been better but served the purpose."

includes taxes & fees

9 Apr - 10 Apr

"The place was clean, comfortable and had everything we needed. It has its own entrance off the parking lot. We enjoyed our stay!"

includes taxes & fees

27 Apr - 28 Apr

"The host and property were both amazing. Great communication and support from the host. The location was beautiful. We didn't use the bunk house but the main cottage was clean, up to date and had great amenities. We went during the winter months, but will definitely be returning in the spring/summer to take advantage of the dock and outdoor beauty! "

includes taxes & fees

27 Apr - 28 Apr

"We would rent again!"

includes taxes & fees

25 Apr - 26 Apr

"Our family of five had a great stay at this cottage in the country and thoroughly enjoyed the hot tub. Would definitely stay here again!"

"Beautiful and clean spot, equipped with everything you need. "

"I grew up in Wolfville, N.S & boarded my pony in Grand Pré as a kid. I returned to Wolfville this past November to take care of some family matters & wanted to stay in Grand Pré. When I did a search on Vbro, Sean’s lovely beach cottage was the only option, so I quickly booked it. I’m so glad I did! The cottage was warm & comfortable, & although the dryer wasn’t working, Sean informed me of this fact. Instead I easily hung my clothes to dry in the toasty warm bathroom & everything dried...

"This spot was really clean and super comfortable. had all the kitchen things! The fireplace was easy to use, we had plenty of wood and kindling. Comfortable seating in the living area. All Rooms were nicely decorated and the beds comfy.Was a great stay. Host respond quickly "

"We throughly enjoyed our stay It was relaxing and peaceful! The sunrises were incredible! The location allowed us to visit the places we wanted to see without too much travelling! Linda responded in a reasonable amount of time when I had questions Overall it was a great vacation"

"9 days we enjoyed morning walks on kingsport beach, cycling, walking, summer theatre and dining. Sitting on the covered patio overlooking the water, reading our books- all done while visiting Susan's boho chic cottage. The weather was perfect very warm days so we appreciated the air conditioning !"

"The exterior of the property needs to be cleaned up. wood,nails,insulation lying around. Dangerous for dogs and pets. Interior clean and well kept, very much as described."

includes taxes & fees

9 Apr - 10 Apr

"Wonderful cottage. Great layout. All the comforts of home. Very peaceful and relaxing. Amazing view s of the lake. We will be back!!"

"We wnjoyed our stay very much. "

includes taxes & fees

15 Apr - 16 Apr

"Stayed here for a wedding. The door lock was a little finicky at times and the place was a little musty smelling/not as clean as we would have liked. But otherwise our stay was fine. Communication from the host was good."

includes taxes & fees

14 Apr - 15 Apr

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"The stay was amazing, very nice personal touches in the room and prior to our arrival. We also had great advice for your adventures around town from the staff."

includes taxes & fees

9 Apr - 10 Apr

"Great!"

includes taxes & fees

16 Apr - 17 Apr

"This was a nice comfortable convenient spot for an overnight stay. They offered a good breakfast selection in the morning. The room had everything we needed. We did find it very warm in room and had to turn off the heating. "

includes taxes & fees

13 Apr - 14 Apr

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as €112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday 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 holiday.

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.

Recent reviews of Windsor properties

5/5 Excellent

"I dealt with probably 7 different staff during my stay, between check in and out, cleaners, pool staff and breakfast staff. All of them were awesome. Laughed and joked around. Easy to get along with. They were all Caucasian too, which made communication easy and quick. Breakfast was fresh and the staff were helpful. We had a great stay, except for some dummy parents letting their dummy kids be dummies in the pool. But that was no fault of the hotel. Will definitely stay here again. "

A verified traveller stayed at Super 8 by Wyndham Windsor NS

Posted 7 days ago

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

5/5 Excellent

Great getaway weekend!

"The property is lovely. Host is quick to respond and very helpful. Cottage has everything you could need and a few extras. Everything is exactly where you think it should be. Furniture is comfortable. Decor is simple but inviting. Hot tub is small but fit two 6 feet tall people comfortably. The dirt road leading to the cabin was bumpy after the winter and we were grateful we brought the truck instead of my car. I'm sure the road is probably much easier to manage once it's had its yearly maintenance at camping season. We had an amazing, relaxing weekend and would definitely return here in the future. "

A verified traveller stayed at Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

Posted 9 days ago

5/5 Excellent

Amazing little retreat!

"The host and property were both amazing. Great communication and support from the host. The location was beautiful. We didn't use the bunk house but the main cottage was clean, up to date and had great amenities. We went during the winter months, but will definitely be returning in the spring/summer to take advantage of the dock and outdoor beauty! "

A verified traveller stayed at Bespoke Lake Cottage

Posted 1 month ago

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?

Treeside Retreat with Hot tub: This holiday home rental outside of Windsor is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

What can I see and do in Windsor?

Cultural attractions include Mermaid Theatre of Nova Scotia and Haliburton House Museum, whereas Windsor Hockey Heritage Centre is just one of the family-friendly sights. Other places in town to visit include Fort Edward National Historic Site and West Hants Historical Society.

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.

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Holiday Rentals in Windsor

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Check prices for these dates

Holiday Rentals in Windsor

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

Treeside Retreat with Hot tub

Treeside Retreat with Hot tub

Beautiful Oceanfront Home on the Minas Basin

Beautiful Oceanfront Home on the Minas Basin

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

Archie's Lakeside Cabin

Archie's Lakeside Cabin

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart

Bespoke Lake Cottage

Bespoke Lake Cottage

CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS

Lakeside Retreat with Hot Tub

Lakeside Retreat with Hot Tub

Chalet Drive - Lakefront Cottage

Chalet Drive - Lakefront Cottage

Cottage at Evangeline Beach & near Local Wineries

Cottage at Evangeline Beach & near Local Wineries

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

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

Beautiful, private oceanfront cottage on the Bay of Fundy

Beautiful, private oceanfront cottage on the Bay of Fundy

Tickle Rose- where farmland meets ocean, the views are spectacular and serene.

Tickle Rose- where farmland meets ocean, the views are spectacular and serene.

Leland’s Lakehouse

Leland’s Lakehouse

Lakefront cottage on a Wallaback lake

Lakefront cottage on a Wallaback lake

Beautiful Downtown Core Apt. Located on Main Street, Kentville

Beautiful Downtown Core Apt. Located on Main Street, Kentville

Bright, central location. Walking to all amenities.

Bright, central location. Walking to all amenities.

Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)

Beautiful 2 bedroom residential home in Kentville

Beautiful 2 bedroom residential home in Kentville

Other types of properties in Windsor you may be interested in

The August House

The August House

Old Orchard Inn & Spa

Old Orchard Inn & Spa

Slumber Inn

Slumber Inn

Find out more about Windsor

Find out more about Windsor

Recent reviews of Windsor properties

Recent reviews of Windsor properties

Super 8 by Wyndham Windsor NS

Frequently asked questions