Windsor Holiday Rentals

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Holiday Rentals in Windsor

Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.2 out of 10, Wonderful, (679)
"Loved the location. Was very clean. Was given the wrong access code for room."
The price is NZ$197
per night
29 May - 30 May
Micro Boutique Living Wolfville
Exterior
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, (18)
"This place was absolutely perfect for our weekend getaway. It's not too far from town, but feels like you're on vacation. It was so clean, comfortable, and had everything we needed for our stay. We loved the quietness, and of course the hot tub was a huge perk! We will book there again for sure. Loved it!!"
The price is NZ$494
per night
29 May - 30 May
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
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 NZ$352
per night
29 May - 30 May
Bespoke Lake Cottage
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Exterior
In the Heart of Town - Private Ground Level Unit
9.2 out of 10, Wonderful, (11)
"Love love love Nylah 🐈and I love the location and the apartment is beautifully simple. Location is right on the main stretch and everything you need is within a block"
The price is NZ$311
per night
4 Jun - 5 Jun
In the Heart of Town - Private Ground Level Unit
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 NZ$272
per night
29 May - 30 May
Archie's Lakeside Cabin
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
Outdoor dining
Beautiful River View Apartment in Wine Country
10.0 out of 10, Exceptional, (2)
"Nice and close to see the sights of the area. Grab some fresh lobster from Halls Harbour Lobster House. Walk the beaches and watch the tide at Blomidon. Perfect little get away spot."
The price is NZ$214
per night
29 May - 30 May
Beautiful River View Apartment in Wine Country
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
Property grounds
Lakeside Retreat with Hot Tub
9.2 out of 10, Wonderful, (11)
"Was a perfect place to explore from"
Lakeside Retreat with Hot Tub
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 NZ$282
per night
10 Jun - 11 Jun
Modern Studio Apt. in Wolfville's Downtown Core
Exterior
Wolfville at your Doorstep
10.0 out of 10, Exceptional, (4)
"It was nice but the bed was too small. It is within walking distance of restaurants and shopping in wolfville"
The price is NZ$294
per night
26 May - 27 May
Wolfville at your Doorstep
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
Property grounds
Leland’s Lakehouse
10.0 out of 10, Exceptional, (2)
"Private, cozy, and close to town!"
The price is NZ$438
per night
27 May - 28 May
Leland’s Lakehouse
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 NZ$444
per night
27 May - 28 May
CAIA Lakeside Retreat- Sunken Lake, NS
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
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 NZ$317
per night
26 May - 27 May
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
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.
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 NZ$386
per night
29 May - 30 May
Little Yellow House In The Heart Of The Valley 🏠
Property grounds
Beautiful, private oceanfront cottage on the Bay of Fundy
9.8 out of 10, Exceptional, (42)
"We stayed here with our three kids, 18, 14 and 11. There was plenty of space for everyone to have their privacy plus lots of family space too. Very quiet road but still close to all the amenities that Wolfville and Port Williams have to offer, not to mention wineries, cideries, antique stores and fun adventures to be had. Will definitely be looking to stay here again when we are next in the area."
Beautiful, private oceanfront cottage on the Bay of Fundy
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
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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.

Other types of properties in Windsor you may be interested in

Room 1: Best-of-King Barrier Free Suite
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 August House
Sundeck
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very good, (823)
"Perfect location when attending the Convocation at Acadia. Beautiful view and comfortable stay!"
The price is NZ$258
per night
27 May - 28 May
Old Orchard Inn & Spa
Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.2 out of 10, Wonderful, (679)
"Loved the location. Was very clean. Was given the wrong access code for room."
The price is NZ$197
per night
29 May - 30 May
Micro Boutique Living 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windsor holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windsor. 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 Windsor. 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 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 holiday 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 Windsor short-term rentals, that won’t be hard to do.

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 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 Fort Edward National Historic Site and Mermaid Theatre of Nova Scotia.

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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