Windsor Vacation Rentals

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Our top choices for Windsor vacation rentals

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (1 review)
"I really enjoyed my stay at the "dreaming out loud" cabin/bunkie.The property is hits the mark for the "luxury glamping" market. Well constructed cabins and beautifully decorated and painted. beautiful property with a nice trail and river access. The shared bathrooms were amazing; solid concrete floor, heated building, full plumbing, huge, hot showers. The hot tub was very comfortable and nicely placed at the bottom of the hill, out of view of the road. The bunkies were orientated properly,...
United States
isaac m.
The price is CA $140
CA $226 total
includes taxes & fees
Apr 18 - Apr 19
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, (1 review)
"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 CA $163
CA $252 total
includes taxes & fees
Apr 18 - Apr 19
Family Bunkie | Sleeps 4 | Forest Views + Loft

Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
The price is CA $209
CA $343 total
includes taxes & fees
May 7 - May 8
Suite 201 - 470 Main

Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.6 out of 10, Exceptional, (8 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.
Bespoke Lake Cottage

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 CA $86
CA $188 total
includes taxes & fees
Apr 19 - Apr 20
Sunken Escapes Bunny Cabin #10

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,104 reviews)
"Very clean great location missing a few amenities, like ice cube trays but other than that great stay "
Canada
Rebecca
The price is CA $170
CA $194 total
includes taxes & fees
May 3 - May 4
Micro Boutique Living Wolfville

In Town - Summer St. Private Suite

In Town - Summer St. Private Suite
Wolfville
9.0 out of 10, Wonderful, (2 reviews)
"Excellent location! Very nice place. Door was hard to lock & unlock but once owner told us the trick it was good. Owner may want to include door trick with check in instructions "
Canada
christina s.
The price is CA $80
CA $214 total
includes taxes & fees
Apr 17 - Apr 18
In Town - Summer St. Private Suite

In the Heart of Town - Private Ground Level Unit

In the Heart of Town - Private Ground Level Unit
Wolfville
9.2 out of 10, Wonderful, (29 reviews)
"Great location "
Canada
Megan
The price is CA $86
CA $209 total
includes taxes & fees
Apr 23 - Apr 24
In the Heart of Town - Private Ground Level Unit

Wolfville at your Doorstep

Wolfville at your Doorstep
Wolfville
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay.The excellent location, clean space and laundry facilities made our stay very enjoyable."
Canada
Mary Helen B.
The price is CA $83
CA $206 total
includes taxes & fees
Apr 19 - Apr 20
Wolfville at your Doorstep

Sunken Escapes #3 Kit's Retreat

Sunken Escapes #3 Kit's Retreat
Kings County
8.0 out of 10, Very good, (2 reviews)
"We came for the marathon and brought our granddaughter. The property exceeded expectations; it was clean comfortable and a joy to stay in. We had a great time and will definitely be back again if we stay in the area."
Canada
Jason T.
The price is CA $144
CA $316 total
includes taxes & fees
Apr 19 - Apr 20
Sunken Escapes #3 Kit's Retreat

Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.6 out of 10, Exceptional, (4 reviews)
"The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. "
Canada
Max D.
The price is CA $126
CA $358 total
includes taxes & fees
Apr 21 - Apr 22
Leland’s Lakehouse

Archie's Lakeside Cabin

Archie's Lakeside Cabin
Kings County
7.4 out of 10, Good, (8 reviews)
"Great stay!"
Canada
Ashwin K.
The price is CA $84
CA $303 total
includes taxes & fees
Apr 28 - Apr 29
Archie's Lakeside Cabin

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (38 reviews)
"Very good and convenient location."
Canada
Welton
The price is CA $73
CA $183 total
includes taxes & fees
Apr 19 - Apr 20
Studio-like Comfort in Wolfville’s Beating Heart

Suite 302 - 470 Main

Suite 302 - 470 Main
Wolfville
9.0 out of 10, Wonderful, (2 reviews)
"The Gaspereau suite was clean & beautiful! We loved that it was right downtown Wolfville. "
Canada
Brenda
The price is CA $172
CA $298 total
includes taxes & fees
Apr 17 - Apr 18
Suite 302 - 470 Main

5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town

5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town
Wolfville
10.0 out of 10, Exceptional, (5 reviews)
"Gréât location "
United States
Julie N.
The price is CA $91
CA $244 total
includes taxes & fees
Apr 19 - Apr 20
5 Apt. # 5 at 10 Summer Street Suites - Very Close to Acadia and in Town

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 CA $159
CA $214 total
includes taxes & fees
Apr 19 - Apr 20
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)
"Really nice spot, enjoyed the deck and BBQ."
Canada
Cregg C.
CAIA Lakeside Retreat- Sunken Lake, NS

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Wolfville
9.2 out of 10, Wonderful, (21 reviews)
"The host was welcoming and the apartment was spacious and comfortable and a great location in the centre of town."
Canada
Heather S.
The price is CA $98
CA $258 total
includes taxes & fees
Apr 21 - Apr 22
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

Gaspereau Suite -Jacuzzi, KngBd, DT

Gaspereau Suite -Jacuzzi, KngBd, DT
Wolfville
8.2 out of 10, Very good, (16 reviews)
"Yes!Everything was perfect "
United States
Elizabeth W.
The price is CA $243
CA $317 total
includes taxes & fees
Apr 28 - Apr 29
Gaspereau Suite -Jacuzzi, KngBd, DT

Sunken Escapes Glamping Unit 4

Sunken Escapes Glamping Unit 4
Sunken Lake
The price is CA $116
CA $277 total
includes taxes & fees
Apr 19 - Apr 20
Sunken Escapes Glamping Unit 4
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

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?

Beautiful Oceanfront Home on the Minas Basin: Visitors like this Windsor vacation home rental. It is located by the ocean and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Windsor?

Cultural attractions include West Hants Historical Society and Mermaid Theatre of Nova Scotia, whereas Windsor Hockey Heritage Centre is just one of the family-friendly sights. Other places in town to visit include Haliburton House Museum and Trecothic Creek and Windsor Railway.

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.