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Compare 35 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, (4)
"Stayed for two nights enjoyed the nature and quietness. Was clean and owners had great communication."
The price is AED 441
AED 623 total
includes taxes & fees
23 Sep - 24 Sep
Cabin in the woods
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
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, (22)
"Three of us had a great stay! The cottage was very clean and very well outfitted. It was clear that the hosts put a lot of thought into making sure guests would have everything they need. The space is bright and modern but still cozy, very nicely designed. The lake was a bit more of a walk than I had imagined it would be and there isn’t much of a sitting area by the lakefront but the lake itself is beautiful. Overall, a very nice cottage and lovely stay!"
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, (33)
"We just spent four weeks at the Country Cabin. The cabin is charming. The hostess was very gracious. I appreciated her checking on us to make sure everything was satisfactory. The cabin is very cute, and accommodated our group of 4 very well. The basement room stayed cool, even without air conditioning. Loved the property, it was nice to walk around and fun to find a secret private entrance to the nature preserve. We appreciate the nice special touches. Did I mention hummingbirds? "
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 & Pet Friendly | Personal Workspace | Laundry | Hospitals & Colleges
Bedroom #2
Family & Pet Friendly | Personal Workspace | Laundry | Hospitals & Colleges
10.0 out of 10, Exceptional, (3)
"Well maintained property, clean and comfortable. Easy access to necessities both within the house and walking distance for other creatures comforts. Get area to walk and explore. Quite neighbors and good neighborhood."
The price is AED 378
AED 1,101 total
includes taxes & fees
25 Sep - 26 Sep
Family & Pet Friendly | Personal Workspace | Laundry | Hospitals & Colleges
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
23 Sep - 24 Sep
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, (24)
"We absolutely loved this place! We stayed a week and miss it already. The views were outstanding. Honestly just sitting on the deck and doing nothing else would have been just fine. We were a range of ages, and everybody was happy. The house was incredible. The craftmanship was so unique and one of a kind. Had everything you need and the most comfortable beds! Would highly recommend this place. Joe and Corine couldn't of been more helpful. Looking forward to next year!"
Stylish Rustic Retreat w/ Breathtaking Mtn Views!
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!!!!!"
The price is AED 496
AED 830 total
includes taxes & fees
23 Sep - 24 Sep
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
Artist's Camp on Lake Mahkeenac
Interior
Artist's Camp on Lake Mahkeenac
9.8 out of 10, Exceptional, (17)
"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!"
The price is AED 496
AED 830 total
includes taxes & fees
23 Sep - 24 Sep
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
Exterior
Lakeshore cabin with private beach and dock
10.0 out of 10, Exceptional, (2)
"Took advantage of the peaceful setting and location to nearby attractions!"
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!
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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
23 Sep - 24 Sep
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, (1714)
"Nice place. Pleasantly surprised how big the suite was. The whole place was very clean from the suite itself, the huge indoor pool and hot tub. The clerk that checked us in was very knowledgeable of the area and just a pleasant person. She is an older lady, I forget her name but she is a definite asset to this property! On the down side the path to the main office was not well lit but we used our flashlights. Also there isn't restaurants on site or groceries available. We had to travel 25...
The price is AED 620
AED 717 total
includes taxes & fees
23 Sep - 24 Sep
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.