Photo by William E Berry Jr.

Windsor Vacation Rentals

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Vacation Rentals in Windsor

Aerial view
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
The price is RM 467
per night
24 May - 25 May
Killington Center Inn & Suites by Killington VR - Studios
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Other types of properties in Windsor you may be interested in

Lobby
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (441)
"All staff were friendly and helpful. The room was spacious and comfortable. We took advantage of the spa on premises, and though everything was pricier than were used to paying, the spa and 3 night stay - very enjoyable."
The price is RM 1,354
per night
27 May - 28 May
Woodstock Inn & Resort
Combined shower/bathtub, eco-friendly toiletries, hair dryer, towels
Align Inn Vermont
2.5 star property
8.6 out of 10, Excellent, (999)
"Other than a small missed dirty spot in the bathroom and gardens that need some attention, The Align Inn was perfect. It was quiet. The bed was comfy. Breakfast was fantastic. It was close to all the Quechee sights. "
The price is RM 703
per night
31 May - 1 Jun
Align Inn Vermont
Front of property – evening/night
Hotel Coolidge
3.0 star property
8.2 out of 10, Very good, (1001)
"I have stayed twice and plan to spend a third time before year-end."
The price is RM 592
per night
30 May - 31 May
Hotel Coolidge
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.

Search for holiday rentals in Windsor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to The Sustainable Farmer, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its breweries and golf courses. Make sure you have time to check out the forests while you're in the area.

How many holiday rentals are there in Windsor?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay.

What can I see and do in Windsor?

Mt Ascutney State Park and Connecticut River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Sustainable Farmer. Other places in town to visit include American Precision Museum and Harpoon Brewery.

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 feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.

Recent reviews of Windsor properties
Expedia verified reviews

Six South St Hotel

Six South St Hotel

5/5 Excellent
"Clean and convenient location "
A verified traveller stayed at Six South St Hotel
Posted 3 days ago
Six South St Hotel