Photo by William E Berry Jr.

Windsor Holiday Rentals

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Holiday Rentals in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
The price is S$773
includes taxes & fees
5 Jan - 6 Jan
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Killington Center Inn & Suites by Killington VR - Studios
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
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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Other types of properties in Windsor you may be interested in

Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"Staff is very friendly. It was clean but very old for a Hilton. The AC to the gym never worked and for the quality it seems overpriced buybinthinknits bc it's close to the ski resort. It definitely needs to be more updated . Overall, it's just ok when I compare to other Hilton's. Usually other Hilton's have a special lounge with appetizers and drinks for Gold members but this one doesn't. "
The price is S$304
includes taxes & fees
13 Jan - 14 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont
Combined shower/bathtub, eco-friendly toiletries, hair dryer, towels

Align Inn Vermont

2.5 star property
9.0 out of 10, Wonderful, (1005)
"The hotel staff is awesome, super very nice people, it makes you feel really welcome when you arrive, and during the stay. The rooms are cozy, recently renovated and clean. Recommended!!!!"
The price is S$162
includes taxes & fees
16 Jan - 17 Jan
Align Inn Vermont
North Star Lodge and Resort
Kayaking

North Star Lodge and Resort

2.0 star property
8.4 out of 10, Very good, (1002)
"Our favorite lodge to stay at in Killington for many years! "
The price is S$240
includes taxes & fees
8 Jan - 9 Jan
North Star Lodge and Resort
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.

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 11 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 Harpoon Brewery and American Precision Museum.

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.