Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United States
Trip Boards
List your property
Help
My trips
Sign in
Vrbo just got better
Earn rewards across our family of brands with One Key™
Sign in
Sign in as an owner
Learn about One Key
Feedback
Going to
Going to
Dates
Dates
Travelers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am traveling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
266 properties
How our sort order works
Opens in a new window
Search results showing properties in New Ashford, Massachusetts, United States of America
Google map showing 266 properties
Photo gallery for Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
Front Lawn, stone walkway, Front Door behind tree.
Show previous image for Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
Show next image for Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
House · 0.4 mi (0.6 km) to New Ashford center
Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
Sleeps 6 · 5 bedrooms · 3 bathrooms
9.4
9.4 out of 10
Exceptional
exceptional
53 reviews
(53 reviews)
Unavailable
More information about Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak., opens in a new tab
Photo gallery for Berkshire Village Carriage House - Super Private!!
Image of Berkshire Village Carriage House - Super Private!!
Show previous image for Berkshire Village Carriage House - Super Private!!
Show next image for Berkshire Village Carriage House - Super Private!!
House · 7.6 mi from New Ashford
Berkshire Village Carriage House - Super Private!!
Sleeps 2 · 1 bedroom · 1 bathroom
9.8
9.8 out of 10
Exceptional
exceptional
205 reviews
(205 reviews)
Unavailable
More information about Berkshire Village Carriage House - Super Private!!, opens in a new tab
Photo gallery for 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Image of 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Show previous image for 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Show next image for 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Premier Host
Apartment · 4.31 mi from New Ashford
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Sleeps 4 · 1 bedroom · 1 bathroom
10
10 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
Unavailable
More information about 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor, opens in a new tab
Apartment · 4.74 mi from New Ashford
Cozy Rustic Apt. in 18th c. Berkshire Farmhouse near Mt.Greylock & Jiminy Peak
Sleeps 4 · 1 bedroom · 1 bathroom
9.8
9.8 out of 10
Exceptional
exceptional
54 reviews
(54 reviews)
Unavailable
More information about Cozy Rustic Apt. in 18th c. Berkshire Farmhouse near Mt.Greylock & Jiminy Peak , opens in a new tab
Condo · 4.17 mi from New Ashford
Ski-in and Ski-out your front door! Wyndham Bentley Brook 2 Bd.
Sleeps 8 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
6 reviews
(6 reviews)
Unavailable
More information about Ski-in and Ski-out your front door! Wyndham Bentley Brook 2 Bd., opens in a new tab
Resort · 4.28 mi from New Ashford
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Sleeps 2 · 1 bedroom · 1+ bathroom
8.4
8.4 out of 10
Very Good
very good
5 reviews
(5 reviews)
Unavailable
More information about In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, opens in a new tab
House · 9.19 mi from New Ashford
Fun Filmmaker's Bungalow wPool & Pro Screening Room
Sleeps 5 · 2 bedrooms · 1 bathroom
10
10 out of 10
Exceptional
exceptional
7 reviews
(7 reviews)
Unavailable
More information about Fun Filmmaker's Bungalow wPool & Pro Screening Room, opens in a new tab
Cottage · 4.56 mi from New Ashford
Charming historic cottage on scenic road to Mt. Greylock
Sleeps 5 · 2 bedrooms
10
10 out of 10
Exceptional
exceptional
95 reviews
(95 reviews)
Unavailable
More information about Charming historic cottage on scenic road to Mt. Greylock, opens in a new tab
Apartment · 6.47 mi from New Ashford
Vacation Rental Home in the Berkshires!
Sleeps 2 · 1 bathroom
9.4
9.4 out of 10
Exceptional
exceptional
6 reviews
(6 reviews)
Unavailable
More information about Vacation Rental Home in the Berkshires!, opens in a new tab
House · 6.59 mi from New Ashford
Hearts Desire is a furnished whole house in a small, colorful garden center.
Sleeps 6 · 3 bedrooms · 1 bathroom
10
10 out of 10
Exceptional
exceptional
67 reviews
(67 reviews)
Unavailable
More information about Hearts Desire is a furnished whole house in a small, colorful garden center., opens in a new tab
Aparthotel · 4.31 mi from New Ashford
Mountainside Condo Ski In Ski Out
Sleeps 4 · 1 bedroom · 1 bathroom
8.8
8.8 out of 10
Excellent
excellent
8 reviews
(8 reviews)
Unavailable
More information about Mountainside Condo Ski In Ski Out , opens in a new tab
House · 6.07 mi from New Ashford
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Sleeps 6 · 2 bedrooms · 1+ bathroom
10
10 out of 10
Exceptional
exceptional
93 reviews
(93 reviews)
Unavailable
More information about Cozy Home In The Berkshires, Pet Friendly with fenced in yard!, opens in a new tab
Condo · 4.3 mi from New Ashford
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Sleeps 4 · 1 bedroom · 1 bathroom
9.6
9.6 out of 10
Exceptional
exceptional
5 reviews
(5 reviews)
Unavailable
More information about SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!, opens in a new tab
Condo · 4.17 mi from New Ashford
Mountainside Wyndham Bentley Brook! 2 Bd. dlx.
Sleeps 8 · 2 bedrooms · 2 bathrooms
Unavailable
More information about Mountainside Wyndham Bentley Brook! 2 Bd. dlx., opens in a new tab
Apartment · 4.31 mi from New Ashford
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Sleeps 4 · 1 bedroom · 1 bathroom
10
10 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
Unavailable
More information about Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor, opens in a new tab
Apartment · 6.3 mi from New Ashford
Private Guest Suite in 1771 Farmhouse - 5 minutes to Jiminy Peak
Sleeps 6 · 3 bedrooms · 1+ bathroom
Unavailable
More information about Private Guest Suite in 1771 Farmhouse - 5 minutes to Jiminy Peak, opens in a new tab
House · 3.96 mi from New Ashford
Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly.
Sleeps 4 · 1 bedroom · 1 bathroom
10
10 out of 10
Exceptional
exceptional
45 reviews
(45 reviews)
Unavailable
More information about Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly., opens in a new tab
Cabin · 6.81 mi from New Ashford
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Sleeps 5 · 2 bedrooms · 1 bathroom
10
10 out of 10
Exceptional
exceptional
96 reviews
(96 reviews)
Unavailable
More information about A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, opens in a new tab
Tell us how we can improve our site
Share feedback