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Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Top Holiday Rentals in Windsor

Micro Boutique Living Wolfville
Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (672)
"The view from the 3rd floor was beautiful, the property was clean and well located in the charming town of Wolfville. It was close to all the activities we were interested in—mainly the various spots to see the tides in the Bay of Fundy. Parking was quite easy and the self checkin was too. The only downside was the Murphy bed was hard as were the pillows and, with no elevator, the walk up 3 flights with our luggage was challenging. Nevertheless, I would recommend it for the convenience and the...
The price is £96
per night
5 May - 6 May
Micro Boutique Living Wolfville
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Exterior
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, (16)
"My friends and I had a wonderful, relaxing stay. The property was clean and well kept. Everything we needed to enjoy our stay was available. Communications with the property manager were also pleasant."
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Bespoke Lake Cottage
TV, fireplace
Bespoke Lake Cottage
9.0 out of 10, Wonderful, (2)
"We stayed two nights at the cottage during Christmas. We enjoyed the cottage, nicely decorated and cozy with rustic charm. It was great that it was pet friendly. The owner was very accommodating and quick to respond with all communication. Would be a great spot to return to in the summer."
The price is £158
per night
6 May - 7 May
Bespoke Lake Cottage
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In the Heart of Town - Private Ground Level Unit
Exterior
In the Heart of Town - Private Ground Level Unit
9.0 out of 10, Wonderful, (10)
"Property is in the heart of Wolfville, so excellent location. We were doing the wine tour, and pick up location was less than 5 minute walk. Large and very clean. Has a front porch facing the street, but was lovely to sit on in the evening. Could use a few more pots etc for cooking, otherwise, would recommend staying here."
The price is £162
per night
6 May - 7 May
In the Heart of Town - Private Ground Level Unit
Archie's Lakeside Cabin
Property grounds
Archie's Lakeside Cabin
10.0 out of 10, Exceptional, (1)
"Cabin is in a very quiet area, but still close to all stores/shopping you may need. Nice quiet lake."
The price is £136
per night
9 May - 10 May
Archie's Lakeside Cabin
Lakefront cottage on a Wallaback lake
Interior
Lakefront cottage on a Wallaback lake
9.0 out of 10, Wonderful, (11)
"If you enjoy nature and want a place that makes you feel calm, serene and worry - free this is the place to be."
Lakefront cottage on a Wallaback lake
Beautiful River View Apartment in Wine Country
Outdoor dining
Beautiful River View Apartment in Wine Country
10.0 out of 10, Exceptional, (1)
"Host is so nice. The place is so beautiful and clean and you have a nice view of the river from the deck. They also have a restaurant downstairs and 15 minutes away from Wolfville. We’ll surely go back next time."
The price is £107
per night
7 May - 8 May
Beautiful River View Apartment in Wine Country
Treeside Retreat with Hot tub
Fridge, microwave, oven, stovetop
Treeside Retreat with Hot tub
9.8 out of 10, Exceptional, (13)
"We went to this property for a few nights to get away and we were absolutely blown away. This property has been beautifully built and fitted to that of luxury hotel standards. It was private enough and we were able to spend our time relaxing by the fire, in the hot tub or just around the cottage. There are no cottages built next door yet, but they are coming, we did spend one morning listening to a chainsaw but that is to be expected. It is a cottage surrounded by trees in a neighborhood of...
Treeside Retreat with Hot tub
Lakeside Retreat with Hot Tub
Property grounds
Lakeside Retreat with Hot Tub
9.0 out of 10, Wonderful, (10)
"My sister and I brought our kids for March Break. It is a BEAUTIFUL location, the ducks and sunset greeted us at the pristine lake, the stars above were lovely later as we enjoyed the large, clean hot tub. We skied at Martock (only 10 mins away), spent a day in Halifax (less than an hour away) and enjoyed family time playing games, reading, watching movies. Brendan was an excellent host, everything you need is provided, and the beds are comfortable. We were 6 and had lots of space. Highly...
Lakeside Retreat with Hot Tub
Beautiful Oceanfront Home on the Minas Basin
Property grounds
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, (16)
"The property is even lovelier than the photos and it has everything you could need during your stay. The kitchen is fully equipped for any meals, super comfy bed, lots of wood for the stove, and very clean throughout. It was so easy communicating with the hosts and they are very thoughtful with their guests - would happily stay again!"
Beautiful Oceanfront Home on the Minas Basin
Modern Studio Apt. in Wolfville's Downtown Core
Fridge, microwave, oven, stovetop
Modern Studio Apt. in Wolfville's Downtown Core
9.8 out of 10, Exceptional, (9)
"We loved this little apartment. It was clean, comfy and is in an excellent location."
The price is £133
per night
6 May - 7 May
Modern Studio Apt. in Wolfville's Downtown Core
Wolfville at your Doorstep
Exterior
Wolfville at your Doorstep
10.0 out of 10, Exceptional, (4)
"Amazing location to downtown. Very central and walking distance. Everything you need in a 2 minute walk. Space was very spacious "
The price is £196
per night
26 May - 27 May
Wolfville at your Doorstep
Leland’s Lakehouse
Property grounds
Leland’s Lakehouse
10.0 out of 10, Exceptional, (2)
"Private, cozy, and close to town!"
The price is £185
per night
6 May - 7 May
Leland’s Lakehouse
CAIA Lakeside Retreat- Sunken Lake, NS
Outdoor dining
CAIA Lakeside Retreat- Sunken Lake, NS
8.8 out of 10, Excellent, (3)
"We enjoyed the spot, and the cottage. We were VERY disappointed that this was advertised as a 2 bathroom cottage. It is 1 bathroom, with an outhouse toilet! We booked specifically due to the fact it was supposed to be 2bath, 2 bedroom. No where in the information did it say that the second bath was only an outside toilet with no sink or shower. Also disappointed with the hosts reply, when I emailed her!!"
The price is £223
per night
23 May - 24 May
CAIA Lakeside Retreat- Sunken Lake, NS
Chalet Drive - Lakefront Cottage
Terrace/patio
Chalet Drive - Lakefront Cottage
9.6 out of 10, Exceptional, (4)
"Great place. Very well stocked with everything that was needed. Beautiful place"
Chalet Drive - Lakefront Cottage
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Private kitchen
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
9.0 out of 10, Wonderful, (2)
"The only thing I didn’t like was that the first night someone else was trying to get in my room. They finally realized they were in the wrong place so they went away. A bit unnerving "
The price is £179
per night
5 May - 6 May
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
Outdoor dining
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
10.0 out of 10, Exceptional, (2)
"Very nice, beautiful view, lovely place to walk"
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
Little Yellow House In The Heart Of The Valley 🏠
Property grounds
Little Yellow House In The Heart Of The Valley 🏠
7.4 out of 10, Good, (3)
"Only stayed 1 of 3 nights. I filter my search with 2 bedroom min. There was only one and a sitting living room with couch conversion. Then there was the ants. Within a few min of placing food on the counter ther was over a dozen ants. We cleaned those up. And called the manager. Kudos on the quick response. But their solution was to spray ant poision on the counter then clean after it. They left us the poision and the cleaning solution fo us to repeat. A few min later ants were on the counter...
The price is £168
per night
3 May - 4 May
Little Yellow House In The Heart Of The Valley 🏠
Lakefront cottage w/hot tub, fire pit , kayaks
Property grounds
Lakefront cottage w/hot tub, fire pit , kayaks
9.6 out of 10, Exceptional, (28)
"A perfect cabin for a family stay. Quiet part of the lake was great for kayaking and swimming, the hot tub clear and easy to use and the cabin itself clean and perfectly appointed. We would highly recommend it!"
Lakefront cottage w/hot tub, fire pit , kayaks
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
Exterior
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
9.6 out of 10, Exceptional, (4)
"Nice, quiet inn with pretty decent amenities. The small appliances provided make the visit so much easier if you’re wanting a lazy stay-cation. The tub was nice for the romantic getaway we were hoping for. I’m sure we’ll be visiting again."
The price is £168
per night
3 May - 4 May
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
Don't see what you're looking for?
See all available properties in Windsor
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.

Windsor Holiday Rental Travel Info

Popular accommodation
Windsor private holiday homes
Known landmarks
Ski Martock, Avon River Heritage Society Museum and Haliburton House Museum
International airport
Halifax, NS (YHZ-Stanfield Intl.)

Other types of properties in Windsor you may be interested in

The August House
Room 1: Best-of-King Barrier Free Suite | Premium bedding, pillow-top beds, individually decorated
The August House
3.5 star property
10.0 out of 10, Exceptional, (45)
"A welcoming space for family and community - the intention of gathering and connection was palpable. A beautiful space. We can’t wait to return."
The price is £160
per night
20 May - 21 May
The August House
Old Orchard Inn & Spa
Sun deck
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very good, (815)
" the staff was incredible, food was excellent. the sofa bed in the room was completely worn out and the in room coffee maker wouldnt work (this may be operator error)"
The price is £132
per night
13 May - 14 May
Old Orchard Inn & Spa
Slumber Inn
Reception
Slumber Inn
3.5 star property
8.6 out of 10, Excellent, (645)
"Great spot when travelling to the Valley with kids for sports, a cheaper option and good central location."
The price is £112
per night
6 May - 7 May
Slumber Inn
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.

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 £96 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. 

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 can I see and do in Windsor?

Cultural attractions include Haliburton House Museum and West Hants Historical Society, 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 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.

Recent reviews of Windsor properties
Expedia verified reviews

The August House

The August House

5/5 Excellent
"A welcoming space for family and community - the intention of gathering and connection was palpable. A beautiful space. We can’t wait to return."
A verified traveller stayed at The August House
Posted 9 hours ago
The August House