Windsor Vacation Rentals

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Vacation Rentals in Windsor

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!!"
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
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 ¥9,605
per night
May 20 - May 21
Archie's Lakeside Cabin
Outdoor dining
Beautiful River View Apartment in Wine Country
10.0 out of 10, Exceptional, (2)
"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 ¥14,263
per night
May 21 - May 22
Beautiful River View Apartment in Wine Country
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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
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 ¥11,778
per night
May 19 - May 20
Wolfville at your Doorstep
Property grounds
Leland’s Lakehouse
10.0 out of 10, Exceptional, (2)
"Private, cozy, and close to town!"
The price is ¥21,566
per night
Jun 3 - Jun 4
Leland’s Lakehouse
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.
Living area
Upper Unit 1067 Rawding
10.0 out of 10, Exceptional, (4)
"A nice location to explore the valley on a quiet street."
The price is ¥20,011
per night
May 19 - May 20
Upper Unit 1067 Rawding
Outdoor spa tub
Morning Lane Cottage on Murphy Lake
10.0 out of 10, Exceptional, (1)
"Was exactly what we expected and needed for a little getaway out of the city. Lissa was great at communicating exactly what we needed to know. Cottage was adorable and so clean, hot tub was great& "
Morning Lane Cottage on Murphy Lake
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
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 ¥11,778
per night
Jun 11 - Jun 12
Modern Studio Apt. in Wolfville's Downtown Core
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
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
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
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 ¥27,786
per night
May 20 - May 21
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
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 ¥10,498
per night
May 20 - May 21
In the Heart of Town - Private Ground Level Unit
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
Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (674)
"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 ¥16,329
per night
May 22 - May 23
Micro Boutique Living Wolfville
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 ¥16,774
per night
Jun 2 - Jun 3
Bespoke Lake Cottage
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
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.

Other types of properties in Windsor you may be interested in

Room 1: Best-of-King Barrier Free Suite | Premium bedding, pillowtop 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 ¥26,418
per night
Jun 12 - Jun 13
The August House
Reception
Slumber Inn
3.5 star property
8.6 out of 10, Excellent, (648)
"Friendly staff. Great amenities. "
The price is ¥19,284
per night
Jun 2 - Jun 3
Slumber Inn
Indoor pool
Super 8 by Wyndham Windsor NS
2.0 star property
8.6 out of 10, Excellent, (826)
"Waterslide"
The price is ¥17,627
per night
May 30 - May 31
Super 8 by Wyndham Windsor NS
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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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?

Treeside Retreat with Hot tub: Visitors like this Windsor vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the spa 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 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.

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