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Our top choices for New Ashford holiday rentals

3.0 star property
8.8 out of 10, Excellent, (2,265 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is £94
includes taxes & fees
26 Feb - 27 Feb
Vacation Village in the Berkshires
3.0 star property
The price is £410
includes taxes & fees
26 Feb - 27 Feb
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Cabin in Charlemont

Bear Creek Cabin
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful view, very spacious outside and indoors, cozy aesthetic."
United States
Devon I.
The price is £436
includes taxes & fees
1 Mar - 2 Mar
Bear Creek Cabin
The price is £486
includes taxes & fees
26 Feb - 27 Feb
Charlemont Chalet - A 15 Acre Private Retreat

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is £156
includes taxes & fees
8 Mar - 9 Mar
Jiminy Peak Mountain Resort
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is £398
includes taxes & fees
23 Mar - 24 Mar
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (2 reviews)
"as advertised."
United States
Joshua G.
The price is £596
includes taxes & fees
2 Mar - 3 Mar
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
The price is £223
includes taxes & fees
2 Mar - 3 Mar
3-bedroom house in beautiful Berkshires, close to amenities!

Holiday Home in Florida

Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is £250
includes taxes & fees
26 Feb - 27 Feb
Florida Mountain Log Cabin

Holiday Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is £278
includes taxes & fees
26 Feb - 27 Feb
The Greylock Cabin
10.0 out of 10, Exceptional, (2 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is £477
includes taxes & fees
26 Feb - 27 Feb
Five Bedroom Berkshire East Basecamp - Winter Vintage Vibe Retreat
9.8 out of 10, Exceptional, (102 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is £230
includes taxes & fees
1 Mar - 2 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is £361
includes taxes & fees
26 Feb - 27 Feb
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
10.0 out of 10, Exceptional, (13 reviews)
"Loved this cabin! The communal building is very clean & bathrooms are spotless. There is a farm stand near the entrance where you can buy firewood and fresh eggs. Trails are literally connected to the property for easy nature walks. We plan on coming back!"
United States
Abby L.
The price is £139
includes taxes & fees
26 Feb - 27 Feb
Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is £309
includes taxes & fees
2 Mar - 3 Mar
Riverbend Berkshire East Basecamp - 3 bedrooms available
10.0 out of 10, Exceptional, (4 reviews)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
The price is £516
includes taxes & fees
26 Feb - 27 Feb
A stunning, modern Lodge with rustic charm at June Farms!

Holiday Home in Williamstown

North Getaway Cottage
9.2 out of 10, Wonderful, (24 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is £332
includes taxes & fees
26 Feb - 27 Feb
North Getaway Cottage

Apartment in Bennington

Green Mountain Getaway
9.6 out of 10, Exceptional, (18 reviews)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is £268
includes taxes & fees
26 Feb - 27 Feb
Green Mountain Getaway
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is £724
includes taxes & fees
26 Feb - 27 Feb
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
10.0 out of 10, Exceptional, (18 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is £793
includes taxes & fees
3 Mar - 4 Mar
Hancock Village Inn Near Jiminy Peak
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

Find out more about New Ashford

Everything you need to know about New Ashford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Ashford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Ashford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

New Ashford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Ashford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Ashford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Ashford holiday rentals we have selected for you start as low as £94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Ashford rentals

At Expedia, we put the best New Ashford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top New Ashford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Ashford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Ashford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that New Ashford has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of New Ashford is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.