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

Windsor Holiday Rentals

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Our top choices for Windsor holiday rentals

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,160 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
The price is NZ$255
includes taxes & fees
14 July - 15 July
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)
The price is NZ$252
includes taxes & fees
15 July - 16 July
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 NZ$250
includes taxes & fees
23 July - 24 July
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 NZ$299
includes taxes & fees
4 July - 5 July
Sunken Escapes Bunny Cabin #10

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 NZ$499
includes taxes & fees
15 July - 16 July
Bespoke Lake Cottage

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.
The price is NZ$320
includes taxes & fees
29 June - 30 June
Studio-like Comfort in Wolfville’s Beating Heart

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 NZ$519
includes taxes & fees
5 July - 6 July
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)
The price is NZ$415
includes taxes & fees
12 July - 13 July
Cozy 2-Bed Apartment in Town

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 NZ$533
includes taxes & fees
1 July - 2 July
Archie's Lakeside Cabin

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 NZ$444
includes taxes & fees
1 July - 2 July
Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds

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
The price is NZ$332
includes taxes & fees
29 June - 30 June
In the Heart of Town - Private Ground Level Unit

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.
The price is NZ$560
includes taxes & fees
28 June - 29 June
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway

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.
The price is NZ$266
includes taxes & fees
29 June - 30 June
Flamingo Suite (Downtown Wolfville)

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 NZ$636
includes taxes & fees
14 July - 15 July
CAIA Lakeside Retreat- Sunken Lake, NS

Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.0 out of 10, Wonderful, (6 reviews)
"Private and quiet Cozy and cute Place was well maintained Easy to find Very clean Super close to the lake Wonderful hot tub"
Canada
Nicole C.
The price is NZ$566
includes taxes & fees
30 June - 1 July
Leland’s Lakehouse

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, (24 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
The price is NZ$502
includes taxes & fees
12 July - 13 July
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

Upper Unit 1067 Rawding

Upper Unit 1067 Rawding
Port Williams
9.6 out of 10, Exceptional, (15 reviews)
"Very comfy beds & bedding. Relaxing stay so would highly recommend. "
United Kingdom
Janette M.
The price is NZ$617
includes taxes & fees
8 July - 9 July
Upper Unit 1067 Rawding

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
The price is NZ$415
includes taxes & fees
4 July - 5 July
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 NZ$490
includes taxes & fees
12 July - 13 July
Suite 201 - 470 Main

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
The price is NZ$237
includes taxes & fees
15 July - 16 July
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
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

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, 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 NZ$237 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 are some of the best holiday rentals that Windsor has to offer?

Beautiful Oceanfront Home on the Minas Basin: This holiday home rental outside of Windsor 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 holiday 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 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.