Windsor Vacation Rentals

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Vacation Rentals in Windsor

Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (1093)
"Loved staying here💕"
Canada
Deborah
$135 nightly
The price is $154
Nov 9 - Nov 10
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
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
8.0 out of 10, Very Good, (2)
"The photos of the property that came with my confirmation showed a bathroom and shower. The property details say 1 bedroom and 1 bathroom. However, it failed to note that they were 200 yards away. Most importantly. If the smoke alarm isnt wired to unlock the door, this place is a death trap. Unless you notice the black letters on the inside button that tells you to press it to open the door, you will go crazy in the dark trying to get out "
United States
Anonymous traveler
$114 nightly
The price is $125
Nov 4 - Nov 5
Total with taxes and fees
Sunken Escapes Bunny Cabin #10
Property grounds
Sunken Escapes Glamping Unit 4
Sunken Escapes Glamping Unit 4
$175 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Sunken Escapes Glamping Unit 4
Terrace/patio
Sunken Escapes Kenny's (Unit 5)
Sunken Escapes Kenny's (Unit 5)
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
$175 nightly
The price is $190
Nov 9 - Nov 10
Total with taxes and fees
Sunken Escapes Kenny's (Unit 5)
Terrace/patio
Sunken Escapes Glamping Unit #2
Sunken Escapes Glamping Unit #2
$175 nightly
The price is $190
Nov 4 - Nov 5
Total with taxes and fees
Sunken Escapes Glamping Unit #2
Fridge, microwave, oven, stovetop
Treeside Retreat with Hot tub
Treeside Retreat with Hot tub
10.0 out of 10, Exceptional, (45)
"This was really a luxury stay for us. The host took great care for comfort and amenities. The location is beautiful. We absolutely loved enjoying the hot tub in nature. I can’t recommend this property enough."
Canada
Meaghann
Treeside Retreat with Hot tub
Smart TV, books
Cottage by the lake - cozy escape
Cottage by the lake - cozy escape
9.6 out of 10, Exceptional, (5)
"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
Property grounds
Sunken Escapes Bear Cub Cabin #9
Sunken Escapes Bear Cub Cabin #9
10.0 out of 10, Exceptional, (1)
"Small but cozy"
Canada
J L.
$114 nightly
The price is $125
Nov 4 - Nov 5
Total with taxes and fees
Sunken Escapes Bear Cub Cabin #9
TV, fireplace
Bespoke Lake Cottage
Bespoke Lake Cottage
9.6 out of 10, Exceptional, (7)
"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.
$171 nightly
The price is $195
Nov 4 - Nov 5
Total with taxes and fees
Bespoke Lake Cottage
Outdoor dining
Archie's Lakeside Cabin
Archie's Lakeside Cabin
7.4 out of 10, Good, (8)
"Nice little cabin on the lake. The beds were nice and comfy. It's a beautiful area, and pretty close to shopping areas. The hosts were really nice and helpful too"
Canada
Valerie T.
$177 nightly
The price is $201
Nov 7 - Nov 8
Total with taxes and fees
Archie's Lakeside Cabin
Exterior
Little Yellow House In The Heart Of The Valley 🏠
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...
Canada
Roy H.
$203 nightly
The price is $230
Nov 4 - Nov 5
Total with taxes and fees
Little Yellow House In The Heart Of The Valley 🏠
Terrace/patio
Beautiful Oceanfront Home on the Minas Basin
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, (43)
"Very nice house, everything you need for a great stay is available"
Germany
Hasso G.
Beautiful Oceanfront Home on the Minas Basin
Exterior
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
9.8 out of 10, Exceptional, (7)
"Excellent place to stay, clean and comfortable. I highly recommend."
Canada
Cathy G.
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Terrace/patio
Lakeside Retreat with Hot Tub
Lakeside Retreat with Hot Tub
9.4 out of 10, Exceptional, (27)
"Such a tranquil and beautiful spot. We really enjoyed our stay. "
Canada
Courtney M.
Lakeside Retreat with Hot Tub
Terrace/patio
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Beautiful Downtown Core Apt. Located on Main Street, Kentville
9.4 out of 10, Exceptional, (11)
"Wonderful location, central yet private, very convenient parking and very clean. Our host was responsive and easy to reach- thank you so much! "
Canada
NATASHA L.
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Outdoor dining
CAIA Lakeside Retreat- Sunken Lake, NS
CAIA Lakeside Retreat- Sunken Lake, NS
9.2 out of 10, Wonderful, (11)
"A clean and quiet lakefront cottage."
Canada
Daniel M.
$217 nightly
The price is $246
Nov 6 - Nov 7
Total with taxes and fees
CAIA Lakeside Retreat- Sunken Lake, NS
Terrace/patio
Leland’s Lakehouse
Leland’s Lakehouse
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.
$203 nightly
The price is $230
Nov 16 - Nov 17
Total with taxes and fees
Leland’s Lakehouse
Exterior detail
In the Heart of Town - Private Ground Level Unit
In the Heart of Town - Private Ground Level Unit
9.4 out of 10, Exceptional, (23)
"The place was clean, quaint and cute, just like Wolfville. It was in a great location. We were within walking distance of Acadia University and Shoppers, Subway and "main street" was literally just around the corner."
United States
Christa S.
$151 nightly
The price is $172
Nov 4 - Nov 5
Total with taxes and fees
In the Heart of Town - Private Ground Level Unit
Exterior detail
Wolfville at your Doorstep
Wolfville at your Doorstep
9.6 out of 10, Exceptional, (24)
"Great location. Walkable to dining. Parking on site. Highly recommended. "
Canada
Linda
$182 nightly
The price is $208
Nov 4 - Nov 5
Total with taxes and fees
Wolfville at your Doorstep
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
"WOW! Seriously, such an incredible stay! The staff were so welcoming and friendly, rooms were spacious and had everything we needed and the breakfast... INCREDIBLE!! Highly recommend the Tattingstone Benny! "
Nicole 4-night trip
Posted 2 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 $125 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?

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 Haliburton House Museum, 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.