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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for New Ashford holiday rentals

Indoor pool

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,850 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is Rp1.462.706
Rp1.833.562 total
includes taxes & fees
19 Nov - 20 Nov
Vacation Village in the Berkshires
A large building with a prominent tower, surrounded by trees and a winding road.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,271 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is Rp1.397.401
Rp1.967.619 total
includes taxes & fees
7 Dec - 8 Dec
Berkshire Mountain Lodge
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 New Ashford Hotel Reviews

Indoor pool
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown

10/10 Excellent

Excellent rooms in a great location
United Kingdom
Alan
Reviewed August 4, 2026
Vacation Village in the Berkshires

Find out more about New Ashford

Search for holiday rentals in New Ashford on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in New Ashford using one of the methods below:

  • View our selection of featured holiday rentals in New Ashford
  • Use the map to find apartments and other holiday homes in the New Ashford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Ashford while they last

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

Frequently Asked Questions

Are there holiday rentals in New Ashford?

Yes, there are holiday rentals close to the most popular sights in New Ashford, or you can select a more secluded option if you're looking for a relaxing stay. New Ashford is known for its ski areas and mountain views. Make sure you have time to check out the festivals while you're in the area.

What’s there to see and do in New Ashford?

While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Mount Greylock State Reservation. In the wider area, you’ll find Green River Wildlife Management Area and Brodie Mountain.

What’s a holiday rental in New Ashford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Ashford. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family getaway.