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Compare 295 Vacation Homes in Bennington with updated reviews, rates, and availability.

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

9.8 out of 10, Exceptional, (6)
"Very nice. Could use curtains or blinds in more rooms."
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (16)
"The place was just as described and perfect for my stay while doing a workshop nearby. Host was easy to communicate with and helped me out as I forgot an item! "
The price is AED 404
AED 954 total
includes taxes & fees
29 Mar - 30 Mar
Peaceful Stay at Birds of a Feather Farm & Spa

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

8.6 out of 10, Excellent, (4)
"Our group had a great time enjoying this bright open space. Such a pretty place. Michael was very responsive and communications were timely and simple. Nice place for gathering."
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (218)
"We really enjoyed our stay. Everything we needed. Plenty of space. The hot tub was definitely a plus. Lars was very helpful and got back to us right away. I highly recommend !!!"
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (165)
"This place is magical for a mental health reset. The water, the trees, everything was perfect! "
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (55)
"Great secluded place. Very clean couldn't ask for more. Great central location. Close to restaurants "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

7200 sf Villa & Barn on 4 Acre Manchester Estate

9.6 out of 10, Exceptional, (8)
"We were absolutely delighted with our stay at the villa. The house is big, spacious, and most importantly, clean. The house has everything you need for a comfortable stay. Everything is thought out to the smallest detail. We had both kids and teenagers with us - everyone felt comfortable. Lots of space, a large table for a large company. The location is literally 3 minutes from the city center, where there are many shops and restaurants. 30 minutes from the ski resort. There were no problems...
7200 sf Villa & Barn on 4 Acre Manchester Estate

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (1)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (15)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is AED 744
AED 2,365 total
includes taxes & fees
1 Apr - 2 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (45)
"Cleanliness was fine, but keys were missing when we checked in. Kitchen pots/pans we're good quality and fine for small meals but missing basics like a spatula and knivesBathroom had insufficient towels, no shampoo and only 1 small soap. Property manager did not bring replacements when called. Vacasa was the manager "
The price is AED 261
AED 957 total
includes taxes & fees
7 Apr - 8 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

9.8 out of 10, Exceptional, (70)
"Had a wonderful family ski weekend. Plenty of snow and snowed more Saturday night. Skiing in fresh powder was an unexpected treat. Your house was beautiful, and as described in the listing."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (116)
"Exactly as described. Really nice home with excellent property communications. We loved the hot tub on the deck and the amazing views. Nice kitchen that was well equipped with all appliances needed. Bring your own sharp knives :-). "
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi

2.0 star property
5.0 out of 10, (2)
"Great time, excellent location for skiing at Stratton. We will book again soon. "
Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi

Vermont house in stunning private country setting and 360 degree panoramic views

10.0 out of 10, Exceptional, (10)
"Absolutely amazingly gorgeous property set in a Green Mountain setting. A high clearance AWD is a must have vehicle in order to go up this road. Cozy with fireplace and base board heat."
Vermont house in stunning private country setting and 360 degree panoramic views

Secluded Mountain Retreat: Unbeatable Views, Close to Ski Resorts, Firepit

2.0 star property
9.6 out of 10, Exceptional, (5)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
Secluded Mountain Retreat: Unbeatable Views, Close to Ski Resorts, Firepit

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (1)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester

Serene Private Home | Hot Tub | Shuttle

10.0 out of 10, Exceptional, (14)
"Great house! Nice bedrooms and accommodations including open living space, kids game room in basement, hot tub and sauna. Very conveniently located from Stratton mountain on shuttle line. Only comment would be for hosts to think through some more simple daily items such as hooks for coats, dressers in bedrooms for clothing, etc "
Serene Private Home | Hot Tub | Shuttle

Gather Together – Stratton Mtn Luxury & Comfort with a View

9.6 out of 10, Exceptional, (4)
"Our party of 8 (including 2 kids) had plenty of room to rest and relax after hitting the slopes. The common space (living room/kitchen/dining room) is somehow even larger than it appears from the pictures. Location made it easy to get out and get the kids to those early ski lessons each day. Cleaning could be more rigorous (especially in the guest bathrooms & bedrooms). The property manager assisted to the best of his ability when the central heat went out on our last night there, immediately...
Gather Together – Stratton Mtn Luxury & Comfort with a View

Cozy ski home with amazing views of Stratton & Bromley Mountains.

9.4 out of 10, Exceptional, (30)
"Had an excellent stay at this cozy house in Stratton. It was conveniently located to Stratton Mountain and other nearby resorts. The check in process was a breeze and communication was great with our host. The kitchen had everything we needed to cook meals for our group. Would stay again!"
Cozy ski home with amazing views of Stratton & Bromley Mountains.

Londonderry Vacation Home w/ Deck + Gas Grill!

6.0 out of 10, (1)
Londonderry Vacation Home w/ Deck + Gas Grill!
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

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 AED 393
AED 1,023 total
includes taxes & fees
1 Apr - 2 Apr
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Historic Downtown Home w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Historic Downtown Home w/Bar Room, Hot Tub

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.