Windsor Vacation Rentals

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Vacation Rentals in Windsor

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)
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
Private kitchen
Perfect little house to enjoy
Perfect little house to enjoy
$235 nightly
The price is $268
Nov 5 - Nov 6
Total with taxes and fees
Perfect little house to enjoy
Fridge, microwave, oven, stovetop
Suite 301 - 470 Main
Suite 301 - 470 Main
10.0 out of 10, Exceptional, (1)
"This place exceeded expectations. Our only regret is that we didn't stay longer."
Canada
victoria
$154 nightly
The price is $169
Nov 4 - Nov 5
Total with taxes and fees
Suite 301 - 470 Main
Exterior
Sunken Escapes #3 Kit's Retreat
Sunken Escapes #3 Kit's Retreat
10.0 out of 10, Exceptional, (1)
"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.
$175 nightly
The price is $190
Nov 4 - Nov 5
Total with taxes and fees
Sunken Escapes #3 Kit's Retreat
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
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
Pinecone Cottage Hot Tub & Projector at Falls Lake
Pinecone Cottage Hot Tub & Projector at Falls Lake
$294 nightly
The price is $335
Nov 4 - Nov 5
Total with taxes and fees
Pinecone Cottage Hot Tub & Projector at Falls Lake
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
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
Exterior
Cozy 2-Bed Apartment in Town
Cozy 2-Bed Apartment in Town
8.0 out of 10, Very Good, (2)
"It was a very homey place. Newly painted. Bathroom is tiny but it works The only issue is the shower. They need to attach the shower door handles. They were almost falling off. And the shower doors don’t open and close well Would be nice to have a chair in the bedroom and more hanging hooks in the bathroom. We enjoyed the appartment and our stay in town and the area. "
Canada
Darlene
$274 nightly
The price is $312
Nov 21 - Nov 22
Total with taxes and fees
Cozy 2-Bed Apartment in Town
Property grounds
Destination Lake House - Hot tub
Destination Lake House - Hot tub
10.0 out of 10, Exceptional, (1)
"Great spot"
Canada
Mark M.
$342 nightly
The price is $390
Nov 4 - Nov 5
Total with taxes and fees
Destination Lake House - Hot tub
Exterior
Everglades Suite (Downtown Wolfville)
Everglades Suite (Downtown Wolfville)
9.0 out of 10, Wonderful, (4)
"Perfect for what we needed!"
Canada
Sarah C.
$138 nightly
The price is $157
Nov 9 - Nov 10
Total with taxes and fees
Everglades Suite (Downtown Wolfville)
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
Interior
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
9.4 out of 10, Exceptional, (18)
"Everything you will need and in walking distance to everything downtown."
United States
Margot J.
$174 nightly
The price is $199
Nov 17 - Nov 18
Total with taxes and fees
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
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 🏠
Fridge, microwave, oven, stovetop
Studio-like Comfort in Wolfville’s Beating Heart
Studio-like Comfort in Wolfville’s Beating Heart
10.0 out of 10, Exceptional, (33)
"The property was very comfortable and clean. The location was excellent for exploring wolfville on foot and the valley area by car. Very nice stay!"
Canada
Bernadeen
$143 nightly
The price is $164
Nov 10 - Nov 11
Total with taxes and fees
Studio-like Comfort in Wolfville’s Beating Heart
1 bedroom, WiFi, bed sheets
6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
9.0 out of 10, Wonderful, (2)
"We were very comfortable in the well kept apartment. Bed was great. Nicely decorated with a well equipped kitchen"
Canada
Janice H.
$236 nightly
The price is $269
Nov 17 - Nov 18
Total with taxes and fees
6 Charming Private 1-Bedroom Apartment in the Heart of Wolfville
Fridge, microwave, oven, stovetop
Suite 202 - 470 Main
Suite 202 - 470 Main
10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed our stay here! The downtown location was perfect for walking to many destinations; festival concerts, Acadia University, restaurants, shops and a walking trail. The apartment was spotlessly clean and had a well equipped kitchen. We appreciated the many extra special things; umbrellas, local books, games, children’s books, a variety of teas, a small bowl of chocolates, coffee beans and coffee grinder, sheltered deck, beautiful art and live plants! "
United States
Sandra G.
$227 nightly
The price is $252
Dec 1 - Dec 2
Total with taxes and fees
Suite 202 - 470 Main
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
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.