Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, 718 reviews
"Liked the self check in. Parking was harder to find then expected. Our air conditioner / heat pump to our room was pointing the wrong way due to apartment lay out, so only cooled the corner of one of bedrooms. We had a corner suite, other suites looked likecooling unit pointed into the suite."
The price is €112
includes taxes & fees
20 Jun - 21 Jun
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
9.4 out of 10, Exceptional, 3 reviews
"Spent 2 nights at the cottage and had everything we needed and more ! Spent one night swinging out on the deck listening to sounds of nature. Hosts were very responsive and location was great !! "
The price is €205
includes taxes & fees
20 Jun - 21 Jun
Bespoke Lake Cottage
In the Heart of Town - Private Ground Level Unit
9.2 out of 10, Wonderful, 12 reviews
"Apartment is clean and well supplied with necessities. All stores and restaurants are within walking distance and I need a cane so when I say walking distance I mean everything is close by"
The price is €172
includes taxes & fees
1 Jul - 2 Jul
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 €176
includes taxes & fees
19 Jun - 20 Jun
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 €126
includes taxes & fees
23 Jun - 24 Jun
Beautiful River View Apartment in Wine Country
Treeside Retreat with Hot tub
9.8 out of 10, Exceptional, 14 reviews
"This is a very well kept and well equipped cottage. Great getaway for my partner and I. The communication with the host was very easy. We would definitely come again. Thanks"
Treeside Retreat with Hot tub
Lakeside Retreat with Hot Tub
9.2 out of 10, Wonderful, 12 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 €144
includes taxes & fees
20 Jun - 21 Jun
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 €181
includes taxes & fees
19 Jun - 20 Jun
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 €277
includes taxes & fees
30 Jun - 1 Jul
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 €260
includes taxes & fees
20 Jun - 21 Jun
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, 5 reviews
"It’s a great property. However if you have children, I would avoid staying on either the second and third floors. We had three between ages 15-4 and we received a noise complaint. But we tried our best to be quiet, even the 4 year old. "
The price is €185
includes taxes & fees
26 Jun - 27 Jun
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.

Other types of properties in Windsor you may be interested in

The August House
3.5 star property
10.0 out of 10, Exceptional, 51 reviews
"I nice quiet accommodation. Large spacious rooms. The breakfast looked amazing but we didn’t eat any. Service is only from 8:30-10 even on weekends. No staff on site for the most part… but they were a quick text away. We would definitely stay again. "
The August House
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very good, 837 reviews
"Lovely property with beating apple blossoms!"
The price is €164
includes taxes & fees
30 Jun - 1 Jul
Old Orchard Inn & Spa
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, 718 reviews
"Liked the self check in. Parking was harder to find then expected. Our air conditioner / heat pump to our room was pointing the wrong way due to apartment lay out, so only cooled the corner of one of bedrooms. We had a corner suite, other suites looked likecooling unit pointed into the suite."
The price is €112
includes taxes & fees
20 Jun - 21 Jun
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 holiday rentals

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

Windsor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as €112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday 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 holiday.

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 holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Windsor Hockey Heritage Centre, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Windsor has to offer?

Lakeside Retreat with Hot Tub: This holiday home rental outside of Windsor is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

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 holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

Recent reviews of Windsor properties
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