Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Windsor vacation rentals

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, (1,127 reviews)
"We enjoyed the area and how close it was to everything."
Canada
Deborah
$116 nightly
The price is $132
Jun 8 - Jun 9
Total with taxes and fees
Micro Boutique Living Wolfville
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

The Evangeline

The Evangeline

6/10 Okay
"Rooms are clean and up to date, pool area was spotless, but overall, the property could use a little more attention to detail. First, there needs to be pool towels and a hamper in the pool area. I’ve never been to a hotel where they put the pool towels in your room and you’re supposed to take them back to your room—I guess? Second, the hot tub does not heat up after you take the cover off. It starts at 99F and goes down from there. Was down to about 94 when we left. It should go up to at least 104F. Plus, half of the jets (jets 2) didn’t work. Third, the newly redesigned minimalist rooms are nice, but the mattresses on the platform beds are thin. They may not be hotel grade. My back tells me they will need to be replaced soon. Fourth, they need to get the dead bugs out of the light fixtures. It’s a rural setting, so you don’t expect perfection, but at least once a year you need to get those guys out of there. Preferably before the summer season. There’s a bit of a bumper crop in there. Fifth, they need to get Longfellow’s restaurant under control. We walked out after an embarrassment of errors. No one knew what was going on; our server sat three tables, then proceeded to ignore all of them while she cleaned 2 other tables—despite there being 2 other servers in the other dining room. Someone came out from the kitchen, but it was unclear what she was doing. We saw the writing on the wall and got out."
Adam 2-night trip
Posted 8 hours ago
The Evangeline

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 $132 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.

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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?

Leland’s Lakehouse: Visitors like this Windsor vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Shand House Museum 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.