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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Windsor holiday rentals

Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
Brook Road Cabin
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.4 out of 10, Good, (21 reviews)
"Great !"
United States
Raul
The price is ₹16,390
₹21,987 total
includes taxes & fees
23 Mar - 24 Mar
Mountain Green
Condo, 2 Bedrooms | Exterior

Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
Killington
Fall Line Condos by Killington VR - 2 Bedrooms
Interior

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is ₹14,612
₹28,185 total
includes taxes & fees
12 Mar - 13 Mar
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
House (5 Bedrooms) | Front of property

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is ₹101,018
₹157,110 total
includes taxes & fees
11 Mar - 12 Mar
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Comfort Townhome | In-room dining

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is ₹16,882
₹27,476 total
includes taxes & fees
15 Mar - 16 Mar
Brook Road Condo
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is ₹20,157
₹73,348 total
includes taxes & fees
10 Mar - 11 Mar
Breakaway House by Killington Vacation Rentals
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Alpine Court Chalet 4 Bedroom Home

Alpine Court Chalet 4 Bedroom Home
3.0 star property
Killington
The price is ₹39,418
₹97,113 total
includes taxes & fees
15 Mar - 16 Mar
Alpine Court Chalet 4 Bedroom Home
House, 4 Bedrooms | Living area | Smart TV

Whitetail Chalet 4 Bedroom Home

Whitetail Chalet 4 Bedroom Home
3.0 star property
Killington
The price is ₹47,031
₹109,845 total
includes taxes & fees
11 Mar - 12 Mar
Whitetail Chalet 4 Bedroom Home
Condo, 2 Bedrooms | Pool | Indoor pool, a heated pool

Mountain Green Condo 2b4 2 Bedroom Condo

Mountain Green Condo 2b4 2 Bedroom Condo
3.5 star property
Killington
The price is ₹38,593
₹86,871 total
includes taxes & fees
15 Mar - 16 Mar
Mountain Green Condo 2b4 2 Bedroom Condo
House, 3 Bedrooms | Living area | Smart TV

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is ₹39,749
₹99,186 total
includes taxes & fees
22 Mar - 23 Mar
Blue Haven 3 Bedroom Home
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

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"The breakfast was wonderful ! So good. Everybody was so welcoming and friendly. Service was excellent. Thank you. We had a wonderful time "
chris 4-night trip
Posted 3 hours ago
Mountain Sports Inn

Find out more about Windsor

Holiday Rentals in Windsor

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!

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Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to Maze of Adventure, 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?

Connecticut River and Paradise Park are a couple of scenic spots to enjoy the outdoors, whereas American Precision Museum is one of the cultural attractions. Other places in town to visit include Harpoon Brewery and Mt Ascutney State Park.

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.