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Compare 14 Cabin Rentals in Bennington with updated reviews, rates, and availability.

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (31)
"This trip was just as wonderful as the first. Spent our second Thanksgiving in this beautiful and private setting. It snowed 13 inches on TG day and it was so gorgeous! Sitting in the hot tub with the snow falling was really perfect. Everything was provided and check in and checkout were easy. Located close to Manchester, we had fun trying out hand at glass blowing at Hot Glass..too fun! Would recommend this place to all."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (21)
"Our weekend at The Owl’s Nest was nothing short of magical. Tucked away in a peaceful, scenic location, the cabin offered the perfect mix of rustic charm and modern comfort. From the moment we arrived, we were captivated by the stunning views—the kind of stillness that immediately melts away stress. The cabin itself is beautifully maintained and thoughtfully decorated, with cozy touches that make it feel like home. The wood-burning fireplace was the perfect spot to unwind with both a cup of...
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (4)
"The place was very clean & a good location. The host was friendly & responsive."
Cozy Cabin in Stratton Mountain & Mount Snow 10min

The Stratton Cabin | Close to Stratton & Mt Snow!

10.0 out of 10, Exceptional, (1)
"I would highly recommend the Stratton Cabin! Very clean and was exactly what i was looking for; remote yet close enough to drive to many quaint towns. We will be coming back soon!"
The Stratton Cabin | Close to Stratton & Mt Snow!

Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.

10.0 out of 10, Exceptional, (15)
"I stayed at Dragonfly cottage with a few girlfriends for a weekend and we had a wonderful time! It is even more beautiful than the photos and Becky was so accommodating. Thanks for having us! "
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.

Log Cabin In The Woods

10.0 out of 10, Exceptional, (80)
"Surrounded by beautiful nature, cabin was welcoming and cozy. Steve is a great owner and very caring as well. We were there 7 nights/8days and it rained for 3 days but we found other things to do other than hiking and enjoyed ourselves. Only wish there were ceiling lights in the bedroom and the living room, it is quite dark to read or play games. We would visit this place again. "
Log Cabin In The Woods

Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

9.4 out of 10, Exceptional, (108)
"The cabin was even more beautiful in person. It had such a cozy feel to it with an old American farm atmosphere. Susan, the property owner. Was a wonderful host! Our communication was seamless and she was kind and courteous. She made us feel right at home. This was the first of many trips to this lovely cabin for our family to get our Christmas tree in Vermont.thank you Susan!!!"
Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

Breathtaking Mtn Views: Stylish Rustic Retreat!

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...
Breathtaking Mtn Views: Stylish Rustic Retreat!

Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!

10.0 out of 10, Exceptional, (8)
"We had such a great stay here. Was perfect for my family. Very clean and had a lot of space for everyone. Only a short drive away from town so that was nice. Would highly recommend!"
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!

Cozy two-story cabin in woods of Southern Vermont

9.0 out of 10, Wonderful, (2)
"Its a nice place my family and i have and excellent time there"
Cozy two-story cabin in woods of Southern Vermont

Chic Cabin with Fireplace at Stratton Mountain

10.0 out of 10, Exceptional, (4)
"Just an amazing place to relax and chill out. Very clean, nicely decorated and extremely comfortable. Short drive to Stratton, so easy to get a day at the mountain in. Host is very accommodating and easy to get in touch with. We stayed here four weekends during the ski season, kids, parents and dog all loved it."
Chic Cabin with Fireplace at Stratton Mountain

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wish we had a month of ‘chillin’ at the Birchwood cabin."
The price is AED 1,104
AED 2,566 total
includes taxes & fees
8 Jan - 9 January 2025
The Birchwood Cabin - Stunning Mountain Views

Quintessential Cabin in the Woods near Town

10.0 out of 10, Exceptional, (1)
"Great cabin on a cool piece of property. Really close to Manchester with lots of restaurants and shopping. Also convenient to multiple different ski resorts nearby. We really enjoyed our stay!"
Quintessential Cabin in the Woods near Town

3 Pond Cabin Hot tub/Peloton/Fireplace/ Minutes to Manchester, Stratton, Bromley

3 Pond Cabin Hot tub/Peloton/Fireplace/ Minutes to Manchester, Stratton, Bromley
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 Bennington

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (132)
"Linda was amazing from beginnin'g to end to ensure a comfortable stay. This house was beautiful and so cozy to stay in. The loft bed had a gorgous view of the lake and snow. Plenty of sleeping room for my kids.They got to play in the snow too:)"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
The price is AED 624
AED 1,294 total
includes taxes & fees
29 Dec - 30 Dec
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
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.