Windsor Vacation Rentals

Vacation Rentals in Windsor

Micro Boutique Living Wolfville
3.5 star property
9.2 out of 10, Wonderful, 696 reviews
"Conveniently located and easily accessed; safe and secure."
The price is $98
$113 total
includes taxes & fees
Jul 3 - Jul 4
Micro Boutique Living Wolfville
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, 19 reviews
"Every year my hubby and I go away for our anniversary and this year we chose this beautiful, quiet cottage near a lake that we had all to ourselves. This was the first time in 31 yrs we could actually swim in a body of water on our anniversary and so glad it was there. Such a beautiful spot and the hot tub at the cottage with the sparkling lights up above was so romantic. We loved the screened porch for this time of year to keep the buggies away. The whole experience was lovely and so if you are...
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Bespoke Lake Cottage
9.0 out of 10, Wonderful, 2 reviews
"We stayed two nights at the cottage during Christmas. We enjoyed the cottage, nicely decorated and cozy with rustic charm. It was great that it was pet friendly. The owner was very accommodating and quick to respond with all communication. Would be a great spot to return to in the summer."
The price is $134
$252 total
includes taxes & fees
Jun 20 - Jun 21
Bespoke Lake Cottage
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In the Heart of Town - Private Ground Level Unit
9.2 out of 10, Wonderful, 11 reviews
"Love love love Nylah 🐈and I love the location and the apartment is beautifully simple. Location is right on the main stretch and everything you need is within a block"
The price is $75
$181 total
includes taxes & fees
Jun 24 - Jun 25
In the Heart of Town - Private Ground Level Unit
Archie's Lakeside Cabin
10.0 out of 10, Exceptional, 1 review
"Cabin is in a very quiet area, but still close to all stores/shopping you may need. Nice quiet lake."
The price is $82
$194 total
includes taxes & fees
Jun 19 - Jun 20
Archie's Lakeside Cabin
Lakefront cottage on a Wallaback lake
9.0 out of 10, Wonderful, 12 reviews
"Loved our stay very clean and host was quick to respond and friendly , cottage was beautiful and clean enjoyed the quietness and nature. Would definitely go again it’s our new place to get away . Cottage had everything we needed to make our stay comfortable can’t wait to go back"
Lakefront cottage on a Wallaback lake
Beautiful River View Apartment in Wine Country
10.0 out of 10, Exceptional, 2 reviews
"Nice and close to see the sights of the area. Grab some fresh lobster from Halls Harbour Lobster House. Walk the beaches and watch the tide at Blomidon. Perfect little get away spot."
The price is $91
$131 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful River View Apartment in Wine Country
Treeside Retreat with Hot tub
9.8 out of 10, Exceptional, 14 reviews
"We went to this property for a few nights to get away and we were absolutely blown away. This property has been beautifully built and fitted to that of luxury hotel standards. It was private enough and we were able to spend our time relaxing by the fire, in the hot tub or just around the cottage. There are no cottages built next door yet, but they are coming, we did spend one morning listening to a chainsaw but that is to be expected. It is a cottage surrounded by trees in a neighborhood of...
Treeside Retreat with Hot tub
Lakeside Retreat with Hot Tub
9.2 out of 10, Wonderful, 11 reviews
"Was a perfect place to explore from"
Lakeside Retreat with Hot Tub
Modern Studio Apt. in Wolfville's Downtown Core
9.8 out of 10, Exceptional, 10 reviews
"What a perfectly situated studio apartment to take in all the charm that main street Wolfville has to offer! You’re steps away to natures paths as well as the local shops, eateries and coffee joints. The apartment itself is stocked well so you need not want for anything and most importantly for me, it was clean! I enjoyed a very comfortable stay… I’ll be back!"
The price is $59
$154 total
includes taxes & fees
Jun 10 - Jun 11
Modern Studio Apt. in Wolfville's Downtown Core
Wolfville at your Doorstep
10.0 out of 10, Exceptional, 4 reviews
"It was nice but the bed was too small. It is within walking distance of restaurants and shopping in wolfville"
The price is $79
$193 total
includes taxes & fees
Jun 28 - Jun 29
Wolfville at your Doorstep
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, 18 reviews
"The house is very well-appointed with everything you could need. Hummingbirds came to the deck feeders throughout our stay. A bald eagle flew past on each day. The spot offers an amazing view of Blomidon. There are short, local hiking trails, and muddy and rocky, beautiful shoreline to explore. Highly recommend."
Beautiful Oceanfront Home on the Minas Basin
Leland’s Lakehouse
10.0 out of 10, Exceptional, 2 reviews
"Private, cozy, and close to town!"
The price is $138
$269 total
includes taxes & fees
Jun 18 - Jun 19
Leland’s Lakehouse
CAIA Lakeside Retreat- Sunken Lake, NS
8.8 out of 10, Excellent, 3 reviews
"We enjoyed the spot, and the cottage. We were VERY disappointed that this was advertised as a 2 bathroom cottage. It is 1 bathroom, with an outhouse toilet! We booked specifically due to the fact it was supposed to be 2bath, 2 bedroom. No where in the information did it say that the second bath was only an outside toilet with no sink or shower. Also disappointed with the hosts reply, when I emailed her!!"
The price is $115
$271 total
includes taxes & fees
Jun 9 - Jun 10
CAIA Lakeside Retreat- Sunken Lake, NS
Chalet Drive - Lakefront Cottage
9.6 out of 10, Exceptional, 4 reviews
"Great place. Very well stocked with everything that was needed. Beautiful place"
Chalet Drive - Lakefront Cottage
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
9.6 out of 10, Exceptional, 4 reviews
"Excellant location, very nice apartment well laid out adn with view. Highly recommended."
The price is $79
$194 total
includes taxes & fees
Jun 26 - Jun 27
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
10.0 out of 10, Exceptional, 2 reviews
"Very nice, beautiful view, lovely place to walk"
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
Little Yellow House In The Heart Of The Valley 🏠
7.4 out of 10, Good, 3 reviews
"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...
Little Yellow House In The Heart Of The Valley 🏠
Beautiful, private oceanfront cottage on the Bay of Fundy
9.8 out of 10, Exceptional, 42 reviews
"We stayed here with our three kids, 18, 14 and 11. There was plenty of space for everyone to have their privacy plus lots of family space too. Very quiet road but still close to all the amenities that Wolfville and Port Williams have to offer, not to mention wineries, cideries, antique stores and fun adventures to be had. Will definitely be looking to stay here again when we are next in the area."
Beautiful, private oceanfront cottage on the Bay of Fundy
Lakefront cottage w/hot tub, fire pit , kayaks
9.6 out of 10, Exceptional, 28 reviews
"A perfect cabin for a family stay. Quiet part of the lake was great for kayaking and swimming, the hot tub clear and easy to use and the cabin itself clean and perfectly appointed. We would highly recommend it!"
Lakefront cottage w/hot tub, fire pit , kayaks
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See all available properties in Windsor
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.

Windsor Vacation Rental Travel Info

Other types of properties in Windsor you may be interested in

The August House
3.5 star property
10.0 out of 10, Exceptional, 46 reviews
"A welcoming space for family and community - the intention of gathering and connection was palpable. A beautiful space. We can’t wait to return."
The price is $172
$202 total
includes taxes & fees
Jun 20 - Jun 21
The August House
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very Good, 826 reviews
"Patio was nice though a bit far from the water. Good resting place "
The price is $111
$144 total
includes taxes & fees
Jun 9 - Jun 10
Old Orchard Inn & Spa
Micro Boutique Living Wolfville
3.5 star property
9.2 out of 10, Wonderful, 696 reviews
"Conveniently located and easily accessed; safe and secure."
The price is $98
$113 total
includes taxes & fees
Jul 3 - Jul 4
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.

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 $59 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.

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 balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the spa tub in this rental home to help you unwind.

What can I see and do in Windsor?

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

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