Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Windsor

Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1097)
"Loved staying here💕"
Canada
Deborah
$121 nightly
The price is $138
Nov 30 - Dec 1
Total with taxes and fees
Micro Boutique Living Wolfville
Exterior
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

Windsor
10.0 out of 10, Exceptional, (40)
"Property is very well maintained, quiet and surrounded by nature. It’s a truly beautiful spot to spend a few relaxing days. "
Canada
Chris A.
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Property grounds
Sunken Escapes Bunny Cabin #10

Sunken Escapes Bunny Cabin #10

Sunken Lake
8.0 out of 10, Very Good, (2)
"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.
Sunken Escapes Bunny Cabin #10
Property grounds
Sunken Escapes Glamping Unit 4

Sunken Escapes Glamping Unit 4

Sunken Lake
Sunken Escapes Glamping Unit 4
Fridge, microwave, oven, stovetop
Treeside Retreat with Hot tub

Treeside Retreat with Hot tub

Windsor
10.0 out of 10, Exceptional, (45)
"Had a great vacation with our kiddos. They loved the private lake and cozy atmosphere. "
Canada
Kira W.
Treeside Retreat with Hot tub
Terrace/patio
Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)

Sunken Lake
10.0 out of 10, Exceptional, (3)
"Loved the sound of the loons on the lake, cozy accommodations and the beautiful scenery. Nice place, 10/10 "
Canada
Constance
Sunken Escapes Kenny's (Unit 5)
Exterior detail
Wolfville at your Doorstep

Wolfville at your Doorstep

Wolfville
9.6 out of 10, Exceptional, (25)
"The place was clean and walkable to restaurants, shopping, the rink and the school. Mike would answer any questions I had very quickly. It was a great stay. "
Canada
Bonnie
$164 nightly
The price is $187
Dec 6 - Dec 7
Total with taxes and fees
Wolfville at your Doorstep
Smart TV, books
Cottage by the lake - cozy escape

Cottage by the lake - cozy escape

Mount Uniacke
9.8 out of 10, Exceptional, (7)
"Good location liked the paddle boats! Bbq and outdoors nice! Fire pit was nice but didn’t get to use it due to restrictions! Swimming not the best as very rocky area! No AC so it is warm but we brought or own fans which helped some! Overall nice place and no issues! "
Canada
Michael T.
Cottage by the lake - cozy escape
TV, fireplace
Bespoke Lake Cottage

Bespoke Lake Cottage

Kings County
9.6 out of 10, Exceptional, (8)
"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.
$172 nightly
The price is $195
Nov 30 - Dec 1
Total with taxes and fees
Bespoke Lake Cottage
Terrace/patio
Beautiful Oceanfront Home on the Minas Basin

Beautiful Oceanfront Home on the Minas Basin

Newport
10.0 out of 10, Exceptional, (44)
"A beautiful retreat, the view was incredible. We watched the tide coming in and out, an amazing sight!Our host was superhelpful- highly recommend this place"
Canada
amanda s.
Beautiful Oceanfront Home on the Minas Basin
Outdoor dining
Archie's Lakeside Cabin

Archie's Lakeside Cabin

Kings County
7.4 out of 10, Good, (8)
"Great stay!"
Canada
Ashwin K.
Archie's Lakeside Cabin
Terrace/patio
Beautiful Downtown Core Apt. Located on Main Street, Kentville

Beautiful Downtown Core Apt. Located on Main Street, Kentville

Kentville
9.4 out of 10, Exceptional, (11)
"Excellent location and excellent host. Comfortable accommodations. "
Canada
Katherine I.
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Terrace/patio
Leland’s Lakehouse

Leland’s Lakehouse

Kings County
9.6 out of 10, Exceptional, (4)
"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.
$226 nightly
The price is $257
Dec 4 - Dec 5
Total with taxes and fees
Leland’s Lakehouse
Exterior
Little Yellow House In The Heart Of The Valley 🏠

Little Yellow House In The Heart Of The Valley 🏠

Kings County
7.4 out of 10, Good, (3)
"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
$226 nightly
The price is $257
Dec 8 - Dec 9
Total with taxes and fees
Little Yellow House In The Heart Of The Valley 🏠
Outdoor dining
CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS

Sunken Lake
9.0 out of 10, Wonderful, (12)
"A clean and quiet lakefront cottage."
Canada
Daniel M.
$216 nightly
The price is $246
Dec 8 - Dec 9
Total with taxes and fees
CAIA Lakeside Retreat- Sunken Lake, NS
Terrace/patio
Lakeside Retreat with Hot Tub

Lakeside Retreat with Hot Tub

Windsor
9.4 out of 10, Exceptional, (27)
"Great stay overall"
United States
Shelley P.
Lakeside Retreat with Hot Tub
Exterior detail
In the Heart of Town - Private Ground Level Unit

In the Heart of Town - Private Ground Level Unit

Wolfville
9.4 out of 10, Exceptional, (23)
"Place was great. Clean and well equipped and an awesome location. Will stay again. Thanks."
Canada
David
$158 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
In the Heart of Town - Private Ground Level Unit
Property grounds
Chalet Drive - Lakefront Cottage

Chalet Drive - Lakefront Cottage

Windsor
9.6 out of 10, Exceptional, (8)
"Great place. Very well stocked with everything that was needed. Beautiful place"
Canada
Jean G.
Chalet Drive - Lakefront Cottage
Property grounds
Sunken Escapes Bear Cub Cabin #9

Sunken Escapes Bear Cub Cabin #9

Sunken Lake
10.0 out of 10, Exceptional, (1)
"Small but cozy"
Canada
J L.
Sunken Escapes Bear Cub Cabin #9
Private kitchen
Perfect little house to enjoy

Perfect little house to enjoy

Ellershouse
$255 nightly
The price is $291
Dec 28 - Dec 29
Total with taxes and fees
Perfect little house to enjoy
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

Tattingstone Inn

Tattingstone Inn

10/10 Excellent
"Everything was perfect "
Andrew 2-night trip
Posted 5 days ago
Tattingstone Inn

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 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. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What can I see and do in Windsor?

Cultural attractions to visit include Windsor Hockey Heritage Centre and West Hants Historical Society. Other places in town to visit include Mermaid Theatre of Nova Scotia and Haliburton House Museum.

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.