Cornish-Windsor Covered Bridge

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

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
The price is ₹16,363
₹27,272 total
includes taxes & fees
11 Jun - 12 Jun
Brook Road Cabin
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 ₹110,800
₹174,808 total
includes taxes & fees
1 Jul - 2 Jul
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Condo, 1 Bedroom | Interior

Killington Center Inn & Suites by Killington VR - 1 Bedrooms

Killington Center Inn & Suites by Killington VR - 1 Bedrooms
3.0 star property
Killington
2.0 out of 10, (1 review)
"This place does not have clean water. The water that comes from the faucets is brown and there are notices on the doors about high levels of carcinogens. "
United States
Tyler
Killington Center Inn & Suites by Killington VR - 1 Bedrooms
Condo, 1 King Bed with Sofa bed (Pinnacle E08) | Interior

Pinnacle E08

Pinnacle E08
3.5 star property
Killington
The price is ₹15,954
₹43,876 total
includes taxes & fees
26 Jun - 27 Jun
Pinnacle E08
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is ₹5,128
₹18,913 total
includes taxes & fees
21 Jun - 22 Jun
Mountain Green
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 ₹41,310
₹103,079 total
includes taxes & fees
30 Jun - 1 Jul
Blue Haven 3 Bedroom Home
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 ₹20,436
₹75,507 total
includes taxes & fees
11 Jun - 12 Jun
Breakaway House by Killington Vacation Rentals
Apartment, Multiple Beds (Colony Club C12) | Interior

Colony Club C12

Colony Club C12
3.5 star property
Killington
The price is ₹23,288
₹62,445 total
includes taxes & fees
26 Jun - 27 Jun
Colony Club C12
Condo, 1 Queen Bed with Sofa bed (Pinnacle F21) | Pool | Indoor pool, outdoor pool

Pinnacle F21

Pinnacle F21
3.5 star property
Killington
The price is ₹20,316
₹54,493 total
includes taxes & fees
26 Jun - 27 Jun
Pinnacle F21
Condo, Multiple Beds (Whiffletree C2) | Property grounds

Whiffletree C2

Whiffletree C2
3.5 star property
Killington
4.0 out of 10, (1 review)
"It would be good if they informed you that the unit is a walkout basement unit. Also out key code did not work when we arrived. Answering service gave us the cleaning peoples code that only worked once. day 2 we had to call and get a third code. "
United States
Gregory
The price is ₹15,757
₹41,248 total
includes taxes & fees
27 Jun - 28 Jun
Whiffletree C2
Apartment (Trail Creek 05) | Interior

Trail Creek 05

Trail Creek 05
3.5 star property
Killington
10.0 out of 10, Exceptional, (2 reviews)
"I ended up getting changed to another property trail creek 80. I wish I could give 10 stars! This place is amazing! Clean quiet spacious and so much more. I want to already book this same place for next years Spartan race!! Thank you for having an amazing property "
United States
Kimberly
The price is ₹16,351
₹38,643 total
includes taxes & fees
26 Jun - 27 Jun
Trail Creek 05
Condo, 1 King Bed (Pinnacle C16) | Interior

Pinnacle C16

Pinnacle C16
3.0 star property
Killington
8.8 out of 10, Excellent, (3 reviews)
"Ski trip - warm, cozy, quiet, 2 min ride on free shuttle bus to base."
United States
Steve
The price is ₹15,954
₹43,876 total
includes taxes & fees
26 Jun - 27 Jun
Pinnacle C16
House, Multiple Beds (Hemlock Ridge 6A) | Interior

Hemlock Ridge 6A

Hemlock Ridge 6A
3.5 star property
Killington
8.0 out of 10, Very good, (1 review)
"Everything was good except minor confusion with the lock code. But response was quick, and the issue was resolved."
United States
Leonid
The price is ₹23,288
₹58,631 total
includes taxes & fees
26 Jun - 27 Jun
Hemlock Ridge 6A
Condo, 1 Queen Bed with Sofa bed (Pinnacle E15) | Interior

Pinnacle E15

Pinnacle E15
3.5 star property
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great location and close to restaurants in Killington. "
United States
Kevin
The price is ₹11,792
₹33,504 total
includes taxes & fees
26 Jun - 27 Jun
Pinnacle E15
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

Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"Staff was wonderful! Our junior suite was comfortable. We enjoyed some of the older touches of the place as it evoked good memories of times gone by. Things are basic and it was very clean. The bed was comfortable and we were thankful for the ac that we could control in the room. Lots of easy walking and interesting places to eat in walking distance. Only downside is the parking so be prepared to walk a bit. There are a few handicapped spots right outside. Would certainly come back and stay again. It is a rare treasure."
Ann 1-night trip
Posted 5 hours ago
Hotel Coolidge

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!

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 Brownsville Trail.

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.