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Vacation Homes in North Bennington

Our top choices for North Bennington vacation homes

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (22)
"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 "
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (134)
"This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space."
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

10.0 out of 10, Exceptional, (23)
"The property was beautiful! The kids enjoyed fishing in the pond with their grandpa. The hosts were nice enough to let us have a small impromptu family cookout and were very helpful when we accidentally locked ourselves out. It was a great stay!"
Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

9.8 out of 10, Exceptional, (18)
"Came for skiing and NYE, had a great time with a great location"
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

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

10.0 out of 10, Exceptional, (72)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (7)
"We had a wonderful four night stay at this home in Williamstown. Kathy, the owner, was great and easy to reach. The home was thoughtfully and thoroughly appointed, comfortably accommodating our extended family of ten. The grounds were beautifully maintained and the views of the Berkshires were breathtaking. We wouldn’t hesitate to stay again and we would highly recommend this lovely property. "
Contemporary Berkshire Home with Views of Taconic Golf Course

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

10.0 out of 10, Exceptional, (120)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Treetop townhouse with Hot Tub and plenty of space for the whole family!

3.0 out of 10, (2)
"We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I...
Treetop townhouse with Hot Tub and plenty of space for the whole family!

Peaceful Stay at Birds of a Feather Farm & Spa

9.8 out of 10, Exceptional, (24)
"Great little quiet and peaceful spot that was still very close to Bennington and Manchester.Neighborhood was good for walks or gravel rides."
Peaceful Stay at Birds of a Feather Farm & Spa

Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

10.0 out of 10, Exceptional, (2)
"Great family space. Comfortable furniture, well-stocked kitchen, close to restaurants. A/C units worked well."
Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

9.8 out of 10, Exceptional, (52)
"Greatly enjoyed it"
Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (7)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

10.0 out of 10, Exceptional, (5)
"This is a beautiful property. Modern, clean, and full of amenities. The kitchen had everything we needed and more. Beds were super comfortable . The showers and tub were luxurious. The deck was our favorite spot, situated perfectly for both early morning coffee ( wake up for sunrise) as well as evening cocktails. The view of the reservoir and the sights and sounds of a variety of birds made it 5 star. Be aware that getting to bedrooms requires either going up or down a spiral staircase. May be...
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (224)
"Everything about the stay was wonderful! The property is beautiful. We used the sauna, kayaks, hot tub, trail to town etc and it was all wonderful. Thanks for a great stay! "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains

9.0 out of 10, Wonderful, (68)
"My husband and i enjoyed our stay. The cabin was very clean and comfortable. We would definitely rent it again."
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

10.0 out of 10, Exceptional, (16)
"Husband and i stayed for an overnight get-away. Perfect for relaxing, great views from porch. Great for a couple or small family"
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Art House! Spacious Getaway By Mass Moca

10.0 out of 10, Exceptional, (12)
"We had a great girls weekend e joying local trails, MassMOCA, local restaurants and this very clean, spacious house! Location is walkable to the museum and down town and we enjoyed a soak in the tub after a day of hiking in local conservation areas! "
Art House! Spacious Getaway By Mass Moca

Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs

9.8 out of 10, Exceptional, (17)
"Spacious house and beautiful grounds."
Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

9.8 out of 10, Exceptional, (25)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
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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Top North Bennington Hotel Reviews