Windsor Holiday Rentals

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Holiday Rentals in Windsor

Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (678)
"Loved the location. Was very clean. Was given the wrong access code for room."
The price is AU$181
includes taxes & fees
20 June - 21 June
Micro Boutique Living Wolfville
Exterior
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, (18)
"This place was absolutely perfect for our weekend getaway. It's not too far from town, but feels like you're on vacation. It was so clean, comfortable, and had everything we needed for our stay. We loved the quietness, and of course the hot tub was a huge perk! We will book there again for sure. Loved it!!"
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
TV, fireplace
Bespoke Lake Cottage
9.0 out of 10, Wonderful, (2)
"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 AU$327
includes taxes & fees
28 May - 29 May
Bespoke Lake Cottage
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Exterior
In the Heart of Town - Private Ground Level Unit
9.2 out of 10, Wonderful, (11)
"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 AU$290
includes taxes & fees
4 June - 5 June
In the Heart of Town - Private Ground Level Unit
Property grounds
Archie's Lakeside Cabin
10.0 out of 10, Exceptional, (1)
"Cabin is in a very quiet area, but still close to all stores/shopping you may need. Nice quiet lake."
The price is AU$256
includes taxes & fees
3 June - 4 June
Archie's Lakeside Cabin
Interior
Lakefront cottage on a Wallaback lake
9.0 out of 10, Wonderful, (11)
"If you enjoy nature and want a place that makes you feel calm, serene and worry - free this is the place to be."
Lakefront cottage on a Wallaback lake
Outdoor dining
Beautiful River View Apartment in Wine Country
10.0 out of 10, Exceptional, (2)
"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 AU$201
includes taxes & fees
3 June - 4 June
Beautiful River View Apartment in Wine Country
Fridge, microwave, oven, stovetop
Treeside Retreat with Hot tub
9.8 out of 10, Exceptional, (13)
"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
Property grounds
Lakeside Retreat with Hot Tub
9.2 out of 10, Wonderful, (11)
"Was a perfect place to explore from"
Lakeside Retreat with Hot Tub
Fridge, microwave, oven, stovetop
Modern Studio Apt. in Wolfville's Downtown Core
9.8 out of 10, Exceptional, (9)
"We loved this little apartment. It was clean, comfy and is in an excellent location."
The price is AU$263
includes taxes & fees
9 June - 10 June
Modern Studio Apt. in Wolfville's Downtown Core
Exterior
Wolfville at your Doorstep
10.0 out of 10, Exceptional, (4)
"It was nice but the bed was too small. It is within walking distance of restaurants and shopping in wolfville"
The price is AU$274
includes taxes & fees
26 May - 27 May
Wolfville at your Doorstep
Property grounds
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, (16)
"The property is even lovelier than the photos and it has everything you could need during your stay. The kitchen is fully equipped for any meals, super comfy bed, lots of wood for the stove, and very clean throughout. It was so easy communicating with the hosts and they are very thoughtful with their guests - would happily stay again!"
Beautiful Oceanfront Home on the Minas Basin
Property grounds
Leland’s Lakehouse
10.0 out of 10, Exceptional, (2)
"Private, cozy, and close to town!"
The price is AU$409
includes taxes & fees
3 June - 4 June
Leland’s Lakehouse
Outdoor dining
CAIA Lakeside Retreat- Sunken Lake, NS
8.8 out of 10, Excellent, (3)
"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 AU$414
includes taxes & fees
3 June - 4 June
CAIA Lakeside Retreat- Sunken Lake, NS
Terrace/patio
Chalet Drive - Lakefront Cottage
9.6 out of 10, Exceptional, (4)
"Great place. Very well stocked with everything that was needed. Beautiful place"
Chalet Drive - Lakefront Cottage
Private kitchen
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
9.0 out of 10, Wonderful, (2)
"The only thing I didn’t like was that the first night someone else was trying to get in my room. They finally realized they were in the wrong place so they went away. A bit unnerving "
The price is AU$296
includes taxes & fees
26 May - 27 May
Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Outdoor dining
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
10.0 out of 10, Exceptional, (2)
"Very nice, beautiful view, lovely place to walk"
Tickle Rose- where farmland meets the ocean, the views are spectacular, serene.
Property grounds
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...
The price is AU$363
includes taxes & fees
6 June - 7 June
Little Yellow House In The Heart Of The Valley 🏠
Property grounds
Beautiful, private oceanfront cottage on the Bay of Fundy
9.8 out of 10, Exceptional, (42)
"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
Property grounds
Lakefront cottage w/hot tub, fire pit , kayaks
9.6 out of 10, Exceptional, (28)
"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
Don't see what you're looking for?
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 Holiday Home Travel Info

Popular accommodation
Windsor private holiday homes
Known landmarks
Ski Martock, Avon River Heritage Society Museum and Haliburton House Museum
International airport
Halifax, NS (YHZ-Stanfield Intl.)

Other types of properties in Windsor you may be interested in

Room 1: Best-of-King Barrier Free Suite
The August House
3.5 star property
10.0 out of 10, Exceptional, (45)
"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 AU$304
includes taxes & fees
2 June - 3 June
The August House
Sundeck
Old Orchard Inn & Spa
4.0 star property
8.4 out of 10, Very good, (823)
"Perfect location when attending the Convocation at Acadia. Beautiful view and comfortable stay!"
The price is AU$250
includes taxes & fees
26 May - 27 May
Old Orchard Inn & Spa
Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (678)
"Loved the location. Was very clean. Was given the wrong access code for room."
The price is AU$181
includes taxes & fees
20 June - 21 June
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, 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 favourite 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 depend 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 AU$181 per night. Entering your travel dates in the search wizard might find you 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?

Treeside 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

What can I see and do in Windsor?

Cultural attractions include Haliburton House Museum and West Hants Historical Society, 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 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
Expedia verified reviews

The Breeze Motel

The Breeze Motel

5/5 Excellent
"This place was so beautifully restored! The location is gorgeous with direct access to the beach. Well done! 💗"
A verified traveller stayed at The Breeze Motel
Posted 2 days ago
The Breeze Motel