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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cabin Rentals in Ashuwillticook Rail Trail

Newly Renovated Cabin in the Country
Surrounded by lush greenery, this cabin-style building features a charming front porch and a stone chimney.

Newly Renovated Cabin in the Country

10.0 out of 10, Exceptional, (30)
"Very comfortable place with everything we needed for great week!"
Newly Renovated Cabin in the Country
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
$148 nightly
The price is $164
Aug 5 - Aug 6
Total includes taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Florida Mountain Log Cabin!
Cozy cabin-style retreat with a spacious porch and steps leading up to the entrance.

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Place was super clean. Beds were comfortable. Location was great."
$364 nightly
The price is $384
Aug 5 - Aug 6
Total includes taxes and fees
Florida Mountain Log Cabin!
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Situated in a wooded area, this charming house features a front porch and a small garden with plants and a decorative pumpkin.

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

9.8 out of 10, Exceptional, (29)
"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Surrounded by lush trees, this cabin features a spacious porch and a covered area with multiple windows.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (217)
"Cabin was exactly what we were looking for in a weekend away. Great location, quiet, and had everything we needed. Hope to go back again soon! "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Artist's Camp on Lake Mahkeenac
Relax on the covered porch with a pair of chairs, surrounded by a small garden with potted plants.

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Dadzpad Cabin in Stephentown
Surrounded by lush foliage, this charming home features a sloped roof and a cozy chimney.

Dadzpad Cabin in Stephentown

5.0 out of 10, (2)
"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "
Dadzpad Cabin in Stephentown
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Stylish log cabin with a central entrance and two windows on each side, set amidst a well-manicured lawn.

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (57)
"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Lakefront House with Stunning Views and Great Room
Enjoy a peaceful stay with a prominent chimney, deck, and expansive porch overlooking a serene grassy field and trees.

Lakefront House with Stunning Views and Great Room

9.6 out of 10, Exceptional, (15)
"Beautiful setting. We had fun exploring the area and made good use of the kayaks to explore the lake."
Lakefront House with Stunning Views and Great Room
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Escape to a serene winter wonderland in this cozy cabin surrounded by snow-covered landscapes.

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (118)
"Clean, very confortable and with everything needed to relax and have a great time. The property has ample space, we had a great time and felt nature in all it's splendor. Definitely recommended."
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Breathtaking Mtn Views: Stylish Rustic Retreat!
Escape to a serene rural retreat surrounded by lush greenery and towering trees.

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (29)
"The pictures of this place do not even do it justice. It was breathtaking. We had so much fun exploring Bennington during the day and returning to Big Sky to relax and enjoy the beautiful property. The house had everything we needed and more; the beds were so comfortable, and we enjoyed our time together. We will be back soon!"
Breathtaking Mtn Views: Stylish Rustic Retreat!
Taborton Harvest Timber Trails Unique cabin experience
Enjoy a cozy cabin stay with a front porch and deck area, perfect for taking in the surroundings.

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
$160 nightly
The price is $178
Aug 5 - Aug 6
Total includes taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Charming 3-bedroom Cabin for nature lovers
Set amidst a lush lawn and trees, this two-story house offers a serene retreat.

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
$305 nightly
The price is $339
Aug 10 - Aug 11
Total includes taxes and fees
Charming 3-bedroom Cabin for nature lovers
Bear Creek Cabin
Situated in a forested area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Bear Creek Cabin

10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
$539 nightly
The price is $602
Aug 11 - Aug 12
Total includes taxes and fees
Bear Creek Cabin
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Relax on the spacious deck with a covered seating area, surrounded by lush greenery.

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (122)
"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Berkshires Cabin 2 Mi to Appalachian Trail!
Situated in a forested area, this cabin-style building features a triangular roof and large windows, surrounded by a grassy landscape with scattered leaves.

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (12)
"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "
Berkshires Cabin 2 Mi to Appalachian Trail!
A-Frame Cabin w/ Furnished Deck in Becket!
Situated in a forested area, this cabin features a balcony for outdoor relaxation and a gravel pathway leading to the entrance.

A-Frame Cabin w/ Furnished Deck in Becket!

8.6 out of 10, Excellent, (8)
"We had a wonderful stay in this adorable a frame!! Super cozy :)"
A-Frame Cabin w/ Furnished Deck in Becket!
Crooked Lake Cabin
Escape to a serene lakeside retreat surrounded by lush greenery and tall trees, with a cozy cabin and tranquil outdoor space perfect for relaxation.

Crooked Lake Cabin

10.0 out of 10, Exceptional, (3)
"Very quiet very neat cottage on a small lake in Albany areaI would highly recommend this property.Lake view is beautiful with lots of windows to watch the water and boats working kitchen has new appliances, bathroom totally updated washer and dryer a big plus as well We felt relaxedas soon as we walked in"
Crooked Lake Cabin
Vermont Lake Front Log Cabin Close to Mt. Snow
Surrounded by a serene winter landscape, this lodge features a spacious balcony and a stone foundation.

Vermont Lake Front Log Cabin Close to Mt. Snow

10.0 out of 10, Exceptional, (67)
"The property was very nice, and the host was very accommodating and responsive. Would definitely stay here again. "
Vermont Lake Front Log Cabin Close to Mt. Snow
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Escape to a secluded cabin surrounded by lush forest, accessible via a staircase and featuring a covered outdoor area.

Cozy Stockbridge Cabin - Walk to Beach & Lake!

9.4 out of 10, Exceptional, (11)
"Location of this property is near all things Stockbridge has to offer. Easy ride to Tanglewood Short ride to Lenox and Lee The cottage is an older gem Well stocked and lots of quirky charm"
Cozy Stockbridge Cabin - Walk to Beach & Lake!
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 Ashuwillticook Rail Trail Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very friendly staff. Restaurant/bar on sight very convenient."
Eithne 5-night trip
Posted 7 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG