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. "
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
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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 P17,206
P18,927 total
includes taxes & fees
May 19 - May 20
Woodstock Inn & Resort
Exterior
Hampton Inn White River Junction
2.5 star property
8.6 out of 10, Excellent, (1000)
"Nice hotel with convenient access on our travels"
The price is P7,830
P8,613 total
includes taxes & fees
May 22 - May 23
Hampton Inn White River Junction
Front of property - evening/night
Hotel Coolidge
3.0 star property
8.2 out of 10, Very Good, (1001)
"Historic hotel! Awesome corner king room. Yes, trains go by regularly but we had no problems with the "toot toooot" bc of the RR tracks nearby. Non-smoking so theres a cute court yard out back you can go if needed, parking is there too... very convenient to Dartmouth Hitchcock also. For the price well worth it!"
The price is P6,101
P6,711 total
includes taxes & fees
May 19 - May 20
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.

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

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we offer vacation rentals in Windsor close to The Sustainable Farmer, or you can select a more secluded option if you're looking for extra privacy while you relax. 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 vacation rentals are there in Windsor?

With 12 Expedia vacation rentals, you're sure 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 vacation rentals like in Windsor?

Vacation rentals are private properties you can stay in for several days or more in Windsor. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.

Recent reviews of Windsor properties
Expedia verified reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

5/5 Excellent
"Pet friendly "
A verified traveler stayed at Pointe at Castle Hill Resort
Posted 2 days ago
Pointe at Castle Hill Resort