Photo by William E Berry Jr.

Windsor Vacation Rentals

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Check prices for these dates

Tonight
Feb 20 - Feb 21
Tomorrow
Feb 21 - Feb 22
This weekend
Feb 21 - Feb 23
Next weekend
Feb 28 - Mar 2

Vacation 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"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Solitude Village at Okemo
Private kitchen

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very Good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo
Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.0 out of 10, (5)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is P15,978
P21,434 total
includes taxes & fees
Mar 6 - Mar 7
Mountain Green
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

Align Inn Vermont
Combined shower/tub, eco-friendly toiletries, hair dryer, towels

Align Inn Vermont

2.5 star property
9.0 out of 10, Wonderful, (1007)
"I added this place to my google maps. If i'm ever around this area again this is the place I will be. Thanks"
The price is P6,339
P6,973 total
includes taxes & fees
Mar 11 - Mar 12
Align Inn Vermont
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)
"Great place, helpful staff! However, miscommunication with the bus schedule… make sure to stand on correct side of road when using bus* "
The price is P11,723
P12,895 total
includes taxes & fees
Mar 17 - Mar 18
Killington Mountain Lodge, Tapestry Collection by Hilton
Fireside Inn & Suites West Lebanon
Lobby

Fireside Inn & Suites West Lebanon

2.5 star property
8.2 out of 10, Very Good, (1000)
"Pool area was great, room was fantastic, staff was attentive. Outdoor fire pit and sitting areas were not in use in the winter, which was unfortunate. Dinner was highly overcooked but breakfast was great. "
The price is P8,722
P10,724 total
includes taxes & fees
Mar 2 - Mar 3
Fireside Inn & Suites West Lebanon
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 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 11 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.