Find Cabins in Bennington for Rent from CA $254

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Bennington Cabin Rentals

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

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

10.0 out of 10, Exceptional, (25)
"We truly enjoyed our time at the Owls Nest. The cabin is well appointed and thoughtfully decorated. Will and Sarah were great to work with and beyond accommodating. The fireplace, impressive vinyl collection, puzzles and hot tub made for wonderfully quiet and relaxing weekend. We are already thinking about the next trip. Thank you so much! "
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
Exterior

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

10.0 out of 10, Exceptional, (18)
"I stayed with 3 friends, my partner, and 1.5yo toddler and it was a wonderful place to stay for a wedding weekend. Dragonfly Cottage had everything we needed and more!"
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Exterior

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (5)
"The place was very clean & a good location. The host was friendly & responsive."
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont
Property grounds

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

9.4 out of 10, Exceptional, (108)
"Nice location, charming, cosy, rustic. "
Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Exterior

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

9.8 out of 10, Exceptional, (37)
"The house was perfect for a quick weekend away for my wife and I. Super private but close enough to shops and restaurants. Great outdoor space with hot tub etc."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Log Cabin In The Woods
Dining

Log Cabin In The Woods

10.0 out of 10, Exceptional, (82)
"It was a great cabin to stay with family. "
Log Cabin In The Woods
The Stratton Cabin | Close to Stratton & Mt Snow!
Outdoor dining

The Stratton Cabin | Close to Stratton & Mt Snow!

10.0 out of 10, Exceptional, (4)
"Our stay was wonderful. The cabin is clean and fully equipped. "
The Stratton Cabin | Close to Stratton & Mt Snow!
Breathtaking Mtn Views: Stylish Rustic Retreat!
2 bedrooms, desk, travel crib, free internet

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (27)
"Home was clean and well appointed. Gravel road and drive were better than expected and it was easy to get to town for sightseeing the battle monument, hiking and biking. We slept well and enjoyed the property."
Breathtaking Mtn Views: Stylish Rustic Retreat!
This cabin is a 2 bedroom(s), 1.5 bathrooms, located in Winhall, VT.
Exterior

This cabin is a 2 bedroom(s), 1.5 bathrooms, located in Winhall, VT.

9.6 out of 10, Exceptional, (24)
"My husband and I booked this cabin for our honeymoon. We had such a lovely time and the hosts were so thoughtful and made sure we had everything we needed. The place is cozy, and I honestly wish we could've stayed longer!"
The price is CA $254
CA $556 total
includes taxes & fees
May 10 - May 11
This cabin is a 2 bedroom(s), 1.5 bathrooms, located in Winhall, VT.
Boulder Run Cabin-Mountain Views/Sauna/Hot Tub/EV Charger
Exterior

Boulder Run Cabin-Mountain Views/Sauna/Hot Tub/EV Charger

The price is CA $542
CA $1,323 total
includes taxes & fees
May 20 - May 21
Boulder Run Cabin-Mountain Views/Sauna/Hot Tub/EV Charger
The Birchwood Cabin - Stunning Mountain Views
Private kitchen

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
The price is CA $357
CA $885 total
includes taxes & fees
May 21 - May 22
The Birchwood Cabin - Stunning Mountain Views
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
Exterior

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

10.0 out of 10, Exceptional, (8)
"5 stars, everyone was happy with the place!"
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
Cozy two-story cabin in woods of Southern Vermont
TV, fireplace

Cozy two-story cabin in woods of Southern Vermont

9.0 out of 10, Wonderful, (2)
"Lovely"
Cozy two-story cabin in woods of Southern Vermont
Chic Cabin with Fireplace at Stratton Mountain
Property grounds

Chic Cabin with Fireplace at Stratton Mountain

10.0 out of 10, Exceptional, (4)
"A great cabin to enjoy VT. Perfect for a weekend at Stratton. Looking forward to staying here again."
Chic Cabin with Fireplace at Stratton Mountain
4-bedroom cabin near skiing in charming Peru
Interior

4-bedroom cabin near skiing in charming Peru

10.0 out of 10, Exceptional, (1)
4-bedroom cabin near skiing in charming Peru
Quintessential Cabin in the Woods near Town
Exterior

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
Private kitchen

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

Breathtaking Mtn Views: Stylish Rustic Retreat!
2 bedrooms, desk, travel crib, free internet

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (27)
"Home was clean and well appointed. Gravel road and drive were better than expected and it was easy to get to town for sightseeing the battle monument, hiking and biking. We slept well and enjoyed the property."
Breathtaking Mtn Views: Stylish Rustic Retreat!
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is CA $156
CA $396 total
includes taxes & fees
May 5 - May 6
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

Perfect for a peaceful get away in clean fresh Vermont air!

10.0 out of 10, Exceptional, (71)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!
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.

Frequently asked questions

What are the best cabins near Bennington?
Ranging from small and quaint to those full of luxury and style, you have 504 cabins to take your pick of in and around Bennington. Popular options include Private And Artistic Cabin, Pet Friendly and Cabin - Located On A Secluded Lake But 20 Miles From Saratoga Springs Or L.
Are there cheap cabins in Bennington?
For an inexpensive getaway in the great outdoors, you can’t beat our cheap cabins in Bennington. Wake up to the sound of birds twittering from one of our cozy cabin rentals priced from CA $254 to CA $542 a night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Bennington?
After spending your day exploring the delights of nature, return home to the style and comfort of a Bennington luxury cabin. Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning is an ideal choice if you’re in the mood to enjoy the finer things. You’ll enjoy the first-rate amenities here, such as a spa tub and fitness classes. Stunning Views In Ludlow Vermont Minutes To Okemo Resort is another popular stay. Make the most of a king-sized bed, a deck and more.