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Compare 32 Cabin Rentals in Stephentown with updated reviews, rates, and availability.

Cabin in the woods
Exterior
Cabin in the woods
10.0 out of 10, Exceptional, (7)
"First off the bathroom is not in the cabin, I had a hard time figuring that out from the pictures, but got a quick response from the host. The cabins are heated and have electricity in them, the bed is clean and sheets are soft. The chair in the corner a bit stained but we didn’t sit inside. The property is large and private other than the 1 other cabin next door. We had a nice night by the fire pit, it would have been an added perk to have wood supplied right there, but there is wood available...
The price is AED 441
AED 623 total
includes taxes & fees
6 Nov - 7 Nov
Cabin in the woods
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Bedroom #2
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
10.0 out of 10, Exceptional, (4)
"The apartment is a lovely third floor space with everything that you could need for a stay in Troy. As with many older townhomes the stairs are a little steep, but the apartment more than made up for them. It was clean, comfortable and thoughtfully appointed. I would highly recommend this rental."
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (23)
"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
Cozy Country Cabin
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
10.0 out of 10, Exceptional, (34)
"My friends and I stayed here, and we very much enjoyed a quiet place to stay at the end of the day. We were racing nearby at the Dragway for a few days, the location was great. The deer that visited in the yard was a nice touch. It's also a nice place to take in the sunrise from the deck with a coffee or two. We would definitely stay here again."
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
Charming, Quiet, River Front
View of Cabin from Driveway
Charming, Quiet, River Front
9.8 out of 10, Exceptional, (70)
"The house was very nice and incredibly well stocked. Located down a pretty road where we saw wild turkeys and deer. "
Charming, Quiet, River Front
Newly Renovated Cabin in the Country
Exterior
Newly Renovated Cabin in the Country
10.0 out of 10, Exceptional, (28)
"We booked a couple nights to attend a show at Tanglewood and Chris and Ellen's Heartwood cabin did not disappoint. Great proximity to countless things of interest (amazing digital guidebook provided by hosts) we were only able to scratch the surface. So grateful dogs are able to enjoy the cabin and the gorgeous grounds. We will try to return down the road for sure!"
Newly Renovated Cabin in the Country
Berkshires Log Cabin by Evergreen Home
Charming Log Cabin with wrap around porch!
Berkshires Log Cabin by Evergreen Home
10.0 out of 10, Exceptional, (7)
"We pulled in to a lighted log cabin that was lit by lights around the porch. You feel as if you are alone in the middle of the woods. It seemed all the restaurants were 20 minutes away. No shortage of good restaurants. We went to Tanglewood twice and what a treat. We saw Kool and the Gang and John Baptiste. Great performers playing in the Berkshires."
Berkshires Log Cabin by Evergreen Home
Riverfront A-Frame Cabin in Troy w/ Pool & Dock!
Troy Vacation Rental | 1BR | 2BA | 3,400 Sq Ft | 2 Steps to Enter
Riverfront A-Frame Cabin in Troy w/ Pool & Dock!
Riverfront A-Frame Cabin in Troy w/ Pool & Dock!
Family-Friendly Cabin: Birds, Games, Sunset, Hot Tub, Pets
Aerial view
Family-Friendly Cabin: Birds, Games, Sunset, Hot Tub, Pets
10.0 out of 10, Exceptional, (4)
"Had a great time at this property - would stay again!"
The price is AED 1,785
AED 3,196 total
includes taxes & fees
6 Nov - 7 Nov
Family-Friendly Cabin: Birds, Games, Sunset, Hot Tub, Pets
Stylish Rustic Retreat w/ Breathtaking Mtn Views!
Bennington Vacation Rental | 2BR | 2BA | Stairs Required | 2,000 Sq Ft
Stylish Rustic Retreat w/ Breathtaking Mtn Views!
10.0 out of 10, Exceptional, (25)
"My husband and I stayed here with our two dogs for 3 nights. The location is incredibly beautiful, peaceful and quiet. And the view is stunning. We had a great time exploring the incredible acreage. Based on the exact address, it took a bit longer to get into town than we thought. We ate out for all our meals, so it took a bit of coordinating to try and get everything we needed for the day to minimize the back and forth. The house was great, very spacious. Everything was nice and clean. A couple...
Stylish Rustic Retreat w/ Breathtaking Mtn Views!
Taborton Harvest Unique cabin experience
Exterior
Taborton Harvest 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."
Taborton Harvest Unique cabin experience
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
2/3 cabins at Timbertown
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
9.8 out of 10, Exceptional, (6)
"June Farms is a great place to unplug and recharge. The people there are wonderful!!!!!! We can’t wait to go back!!!!!"
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
Artist's Camp on Lake Mahkeenac
Interior
Artist's Camp on Lake Mahkeenac
9.6 out of 10, Exceptional, (18)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Modern Cabin Near Tanglewood
Living area
Modern Cabin Near Tanglewood
10.0 out of 10, Exceptional, (8)
"A wonderful cabin with all the amenities you will need. Clean, beautifully decorated, and so much room. Highly recommend! Will be back for sure. "
Modern Cabin Near Tanglewood
TimberTown Cabin #3 at June Farms, GLAMPING at it's finest!
2/3 cabins at Timbertown
TimberTown Cabin #3 at June Farms, GLAMPING at it's finest!
10.0 out of 10, Exceptional, (1)
"June Farms is amazing!!! The property was so fun to explore, and the staff were friendly and accommodating. We 100% recommend. I would go back again and again!"
TimberTown Cabin #3 at June Farms, GLAMPING at it's finest!
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Amazing views from your private city escape.
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
9.2 out of 10, Wonderful, (7)
"It was a beautiful property!"
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Lakeshore cabin with private beach and dock
Property grounds
Lakeshore cabin with private beach and dock
10.0 out of 10, Exceptional, (3)
"We love this place! It is conveniently located for Tanglewood and the Rockwell museum, quiet and secluded. The cabin and grounds show much care and attention by thoughtful owners. "
Lakeshore cabin with private beach and dock
A-Frame Cabin w/ Hot Tub: 5 Mi to Waterford!
Melrose Vacation Rental | 3BR | 1BA | 1,500 Sq Ft | 1 Step Required
A-Frame Cabin w/ Hot Tub: 5 Mi to Waterford!
10.0 out of 10, Exceptional, (6)
"Clever layout, beautiful view from bedroom porch and fire pit, perfect for visiting our son at college on parents weekend, but we will be back for more weekends! Hosts were magnificent!"
A-Frame Cabin w/ Hot Tub: 5 Mi to Waterford!
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
Exterior
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
10.0 out of 10, Exceptional, (15)
"If you're looking to get away from the noise and bustle, but be close enough to some vibrant communities like Stockbridge and Lenox that have featured cultural offerings like music (Tanglewood) and theater (Shakespeare and Company), and spend your days in a modernized and pristine cabin with all the amenities, then this property is for you. Those were the features my wife and I were targeting. In addition, the owner was very responsive (a text away) when we had any questions. We recommend it...
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Stockbridge Vacation Rental | 2BR | 2BA | 700 Sq Ft | Stairs Required
Cozy Stockbridge Cabin - Walk to Beach & Lake!
9.4 out of 10, Exceptional, (8)
"If you’re going to events at Tanglewood, this is a prime location. We added on an extra concert because of the easy 6 minute drive. This little lake cabin was quaint and cozy. The outdoor shower was superb. Would definitely stay here again! "
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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Other property types in Stephentown

Private country home minutes from the Berkshires
Property grounds
Private country home minutes from the Berkshires
5.4 out of 10, (11)
"Do not stay here! I am an international traveler, backpacker, and am used to some rough accommodations, but this stay was truly awful. My friend and I booked the space for a weekend, despite reading the previous reviews, thinking it could not be that bad. The house was overwhelmingly musty, there was mold up into the windowsills, the carpeting felt damp to walk on, and least of all the beds were hard and uncomfortable. We left after one night. It felt like a health hazard to be there. Neither...
The price is AED 404
AED 745 total
includes taxes & fees
6 Nov - 7 Nov
Private country home minutes from the Berkshires
The entire Stephentown Hotel! 28 person occupancy
The entire Stephentown Hotel! 28 person occupancy
The entire Stephentown Hotel! 28 person occupancy
Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1743)
"The suite was clean, comfortable, and ready when I arrived."
The price is AED 620
AED 717 total
includes taxes & fees
6 Nov - 7 Nov
Vacation Village in the Berkshires
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.