Photo by Chris Addams

Ashuwillticook Rail Trail Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Ashuwillticook Rail Trail vacation rentals

3.0 star property
8.8 out of 10, Excellent, (2,204 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ¥16,313
¥19,942 total
includes taxes & fees
Jan 11 - Jan 12
Vacation Village in the Berkshires
10.0 out of 10, Exceptional, (28 reviews)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
The price is ¥10,658
¥22,549 total
includes taxes & fees
Jan 11 - Jan 12
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (988 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥34,361
¥38,381 total
includes taxes & fees
Jan 11 - Jan 12
Jiminy Peak Mountain Resort
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ¥22,105
¥48,277 total
includes taxes & fees
Jan 11 - Jan 12
Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
9.6 out of 10, Exceptional, (13 reviews)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is ¥18,200
¥38,206 total
includes taxes & fees
Jan 12 - Jan 13
Penthouse Apartment on Park Street
8.6 out of 10, Excellent, (34 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is ¥16,263
¥41,488 total
includes taxes & fees
Jan 13 - Jan 14
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥23,020
¥59,399 total
includes taxes & fees
Jan 12 - Jan 13
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is ¥21,495
¥43,288 total
includes taxes & fees
Jan 11 - Jan 12
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (13 reviews)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ¥19,613
¥28,737 total
includes taxes & fees
Feb 2 - Feb 3
Taborton Harvest Boulder Pines Cabin in the woods

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
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 ¥28,830
¥53,187 total
includes taxes & fees
Jan 14 - Jan 15
Florida Mountain Log Cabin

Vacation Home in New Lebanon

Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (24 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is ¥18,899
¥55,651 total
includes taxes & fees
Jan 20 - Jan 21
Near Tanglewood: Historic Summer Retreat
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is ¥21,631
¥43,562 total
includes taxes & fees
Jan 11 - Jan 12
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
9.8 out of 10, Exceptional, (35 reviews)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is ¥25,559
¥65,879 total
includes taxes & fees
Jan 11 - Jan 12
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.6 out of 10, Exceptional, (10 reviews)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is ¥25,294
¥62,291 total
includes taxes & fees
Jan 12 - Jan 13
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
10.0 out of 10, Exceptional, (23 reviews)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is ¥21,118
¥41,033 total
includes taxes & fees
Jan 12 - Jan 13
Berkshires Apartment at the Stephentown Hotel
10.0 out of 10, Exceptional, (3 reviews)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
The price is ¥21,631
¥43,562 total
includes taxes & fees
Jan 11 - Jan 12
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Apartment in Bennington

Green Mountain Getaway
2.0 star property
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 ¥24,241
¥53,759 total
includes taxes & fees
Jan 14 - Jan 15
Green Mountain Getaway
10.0 out of 10, Exceptional, (3 reviews)
"Happy to have found this lovely place, which is convenient to Tanglewood, pin-drop quiet, and super comfortable. Next time I will avoid VRBO, though, because of its extortionary fees, and book directly with the inn."
United States
jwnyc3
Suite 4 - Quiet and private accommodations in a country setting.
8.8 out of 10, Excellent, (20 reviews)
"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "
United States
Wendy D.
The price is ¥21,315
¥58,356 total
includes taxes & fees
Jan 12 - Jan 13
Historic Berkshires Home Near Tanglewood, Trails & Wineries
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ashuwillticook Rail Trail Hotel Reviews

Find out more about Ashuwillticook Rail Trail

Search for holiday rentals in Ashuwillticook Rail Trail on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashuwillticook Rail Trail using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Ashuwillticook Rail Trail!