Ashuwillticook Rail Trail Vacation Rentals

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Vacation Rentals in Ashuwillticook Rail Trail

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2133)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
$119 nightly
The price is $133
Nov 14 - Nov 15
Total with taxes and fees
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very Good, (984)
"We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do."
United States
Philip
$149 nightly
The price is $166
Nov 13 - Nov 14
Total with taxes and fees
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (132)
"Perfect location "
United States
krystle
$125 nightly
The price is $140
Dec 5 - Dec 6
Total with taxes and fees
The Ponds at Foxhollow

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"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.
$272 nightly
The price is $305
Nov 13 - Nov 14
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment

Penthouse Apartment on Park Street

2.0 star property
Adams
9.6 out of 10, Exceptional, (13)
"We had a wonderful relaxing stay in this gorgeous place. The listing is just as described, natural light filled, high ceilings, on the top floor, comfortable bedding, and a thoughtful host. Lea left the A/C on, a bottle of water in the fridge, lots of good coffee, and even some hot cocoa packets for our son. The boba shop right downstairs was awesome and had fun gift items. There is a diner next door and some fantastic restaurants 15-20 minutes away. Very convenient to Mass MOCA and...
United States
Teresa M.
$219 nightly
The price is $245
Nov 13 - Nov 14
Total with taxes and fees
Penthouse Apartment on Park Street

Florida Mountain Log Cabin

2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!"
United States
Kate R.
$316 nightly
The price is $339
Nov 13 - Nov 14
Total with taxes and fees
Florida Mountain Log Cabin

Two Brooks Lodge

3.0 star property
Bennington
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
United States
John
$225 nightly
The price is $234
Nov 13 - Nov 14
Total with taxes and fees
Two Brooks Lodge

Green Mountain Getaway

2.0 star property
Bennington
9.6 out of 10, Exceptional, (17)
"The inside was nice and met our needs. The lawn and landscaping could use some attention. If you love large screen tvs, you will love this house."
United States
Jim K.
$378 nightly
The price is $404
Nov 13 - Nov 14
Total with taxes and fees
Green Mountain Getaway

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lanesborough
9.6 out of 10, Exceptional, (67)
"Very cute! Perfect place for a weekend in the Berkshires"
United States
Melissa P.
$189 nightly
The price is $208
Nov 13 - Nov 14
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (4)
"This is my favorite unit of all the units I have stayed in! The pirate stuff was so cool and we could see our kids ski from the inside! The owner is so easy to communicate with. We love having the ability to cook and spread out while we are in the unit. We aaaaargh definitely going to stay here again!"
United States
Stephanie K.
$211 nightly
The price is $236
Nov 17 - Nov 18
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

2-Bdr Apt In Town, By the Water

Williamstown
9.4 out of 10, Exceptional, (10)
"Lovely property, in good shape. Close to many Williamstown attractions."
United States
Scott M.
$240 nightly
The price is $270
Nov 20 - Nov 21
Total with taxes and fees
2-Bdr Apt In Town, By the Water

Bear Creek Cabin

Charlemont
10.0 out of 10, Exceptional, (42)
"We enjoyed our stay!!"
United States
Hillary S.
$539 nightly
The price is $602
Nov 13 - Nov 14
Total with taxes and fees
Bear Creek Cabin

The Greylock Cabin

Florida
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Greylock Cabin! It is clean, well maintained, and was very prepared for our arrival. Extra towels, bedding, and basic cookware were helpful for a comfortable getaway. It was easy to access the cabin and park. The host was very communicative and easy to reach throughout our stay. The outdoor space had a great view and was perfect to grill and unwind by the fire."
United States
Robert G.
$375 nightly
The price is $405
Nov 13 - Nov 14
Total with taxes and fees
The Greylock Cabin

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
$561 nightly
The price is $628
Nov 16 - Nov 17
Total with taxes and fees
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Stamford
10.0 out of 10, Exceptional, (27)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
$128 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake
10.0 out of 10, Exceptional, (13)
"We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. "
United States
Barb W.
$165 nightly
The price is $183
Nov 13 - Nov 14
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods

Downtown | Waterfront | Walk to Shops

Williamstown
10.0 out of 10, Exceptional, (6)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
$246 nightly
The price is $277
Nov 20 - Nov 21
Total with taxes and fees
Downtown | Waterfront | Walk to Shops

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bennington
8.6 out of 10, Excellent, (34)
"We had a lovely stay. The brook on the property is beautiful and peaceful. It was close to town but felt miles away."
United States
Sarah P.
$254 nightly
The price is $269
Nov 13 - Nov 14
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bright Boho Apt in 18th c Berkshire Farmhouse

Lanesborough
9.0 out of 10, Wonderful, (22)
"Very nice. Attending a wedding in the area and really needed a place to get dressed and return to sleep. This fit the bill perfectly. Clean and comfortable we enjoyed our visit. Need to come back and visit the many sites in the area."
United States
Margaret K.
$200 nightly
The price is $220
Nov 13 - Nov 14
Total with taxes and fees
Bright Boho Apt in 18th c Berkshire Farmhouse

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Sherwood Forest
9.6 out of 10, Exceptional, (10)
"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.
$351 nightly
The price is $392
Nov 13 - Nov 14
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
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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Everything you need to know about Ashuwillticook Rail Trail vacation rentals

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Ashuwillticook Rail Trail vacation rentals: An excellent choice for every season

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Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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