Windsor Vacation Rentals

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Vacation Rentals in Windsor

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 CA $134
CA $154 total
includes taxes & fees
Jun 5 - Jun 6
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!!"
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 CA $126
CA $266 total
includes taxes & fees
May 20 - May 21
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 CA $92
CA $235 total
includes taxes & fees
May 22 - May 23
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 CA $84
CA $228 total
includes taxes & fees
May 20 - May 21
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, (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 CA $125
CA $179 total
includes taxes & fees
May 22 - May 23
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 CA $103
CA $236 total
includes taxes & fees
Jun 10 - Jun 11
Modern Studio Apt. in Wolfville's Downtown Core
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 CA $103
CA $260 total
includes taxes & fees
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 CA $189
CA $368 total
includes taxes & fees
Jun 3 - Jun 4
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 CA $158
CA $372 total
includes taxes & fees
May 23 - May 24
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 CA $135
CA $301 total
includes taxes & fees
May 20 - May 21
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 CA $126
CA $283 total
includes taxes & fees
May 19 - May 20
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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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 Vacation Rental Travel Info

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 price is CA $217
CA $254 total
includes taxes & fees
May 29 - May 30
The August House
Sundeck
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very good, (819)
"Upgraded to a newly renovated room, beautiful decor and superior beds"
The price is CA $181
CA $224 total
includes taxes & fees
Jun 8 - Jun 9
Old Orchard Inn & Spa
Reception
Slumber Inn
3.5 star property
8.6 out of 10, Excellent, (647)
"Friendly staff. Great amenities. "
The price is CA $169
CA $194 total
includes taxes & fees
May 19 - May 20
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.

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

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

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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