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, (1094)
"Loved staying here💕"
Canada
Deborah
The price is €133
includes taxes & fees
16 Nov - 17 Nov
Micro Boutique Living Wolfville
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, (40)
"Property is very well maintained, quiet and surrounded by nature. It’s a truly beautiful spot to spend a few relaxing days. "
Canada
Chris A.
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Sunken Escapes Bunny Cabin #10
8.0 out of 10, Very good, (2)
"The photos of the property that came with my confirmation showed a bathroom and shower. The property details say 1 bedroom and 1 bathroom. However, it failed to note that they were 200 yards away. Most importantly. If the smoke alarm isnt wired to unlock the door, this place is a death trap. Unless you notice the black letters on the inside button that tells you to press it to open the door, you will go crazy in the dark trying to get out "
United States
Anonymous traveller
The price is €112
includes taxes & fees
9 Nov - 10 Nov
Sunken Escapes Bunny Cabin #10
Sunken Escapes Glamping Unit 4
The price is €169
includes taxes & fees
12 Nov - 13 Nov
Sunken Escapes Glamping Unit 4
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
The price is €169
includes taxes & fees
9 Nov - 10 Nov
Sunken Escapes Kenny's (Unit 5)
Sunken Escapes Glamping Unit #2
The price is €169
includes taxes & fees
11 Nov - 12 Nov
Sunken Escapes Glamping Unit #2
Treeside Retreat with Hot tub
10.0 out of 10, Exceptional, (45)
"This was really a luxury stay for us. The host took great care for comfort and amenities. The location is beautiful. We absolutely loved enjoying the hot tub in nature. I can’t recommend this property enough."
Canada
Meaghann
Treeside Retreat with Hot tub
Cottage by the lake - cozy escape
9.8 out of 10, Exceptional, (6)
"Good location liked the paddle boats! Bbq and outdoors nice! Fire pit was nice but didn’t get to use it due to restrictions! Swimming not the best as very rocky area! No AC so it is warm but we brought or own fans which helped some! Overall nice place and no issues! "
Canada
Michael T.
Cottage by the lake - cozy escape
Sunken Escapes Bear Cub Cabin #9
10.0 out of 10, Exceptional, (1)
"Small but cozy"
Canada
J L.
The price is €112
includes taxes & fees
17 Nov - 18 Nov
Sunken Escapes Bear Cub Cabin #9
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.
The price is €173
includes taxes & fees
9 Nov - 10 Nov
Bespoke Lake Cottage
Cottage at Evangeline Beach & near Local Wineries
9.8 out of 10, Exceptional, (9)
"We had a great time!"
Canada
Brigid P.
Cottage at Evangeline Beach & near Local Wineries
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.
Archie's Lakeside Cabin
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.
The price is €228
includes taxes & fees
7 Nov - 8 Nov
Little Yellow House In The Heart Of The Valley 🏠
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, (43)
"Very nice house, everything you need for a great stay is available"
Germany
Hasso G.
Beautiful Oceanfront Home on the Minas Basin
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
9.8 out of 10, Exceptional, (7)
"Excellent place to stay, clean and comfortable. I highly recommend."
Canada
Cathy G.
Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
Lakeside Retreat with Hot Tub
9.4 out of 10, Exceptional, (27)
"Such a tranquil and beautiful spot. We really enjoyed our stay. "
Canada
Courtney M.
Lakeside Retreat with Hot Tub
Beautiful Downtown Core Apt. Located on Main Street, Kentville
9.4 out of 10, Exceptional, (11)
"Wonderful location, central yet private, very convenient parking and very clean. Our host was responsive and easy to reach- thank you so much! "
Canada
NATASHA L.
Beautiful Downtown Core Apt. Located on Main Street, Kentville
CAIA Lakeside Retreat- Sunken Lake, NS
9.2 out of 10, Wonderful, (11)
"A clean and quiet lakefront cottage."
Canada
Daniel M.
The price is €218
includes taxes & fees
12 Nov - 13 Nov
CAIA Lakeside Retreat- Sunken Lake, NS
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.
The price is €228
includes taxes & fees
17 Nov - 18 Nov
Leland’s Lakehouse
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.
The price is €152
includes taxes & fees
12 Nov - 13 Nov
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

Find out more about Windsor

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?

Beautiful Oceanfront Home on the Minas Basin: This holiday home rental outside of Windsor is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

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.