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Vacation rentals in Bennington County

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Popular amenities for Bennington County vacation rentals

Other great vacation rentals in Bennington County

Superhost
An outdoor deck features white railing and steps leading up to the entrance of the house. Two chairs are positioned on the deck, surrounded by a grassy area and trees in the background. A red umbrella stands at one corner, providing shade.
Home in Manchester
4.85 out of 5 average rating, 231 reviews

Keys to Vermont

DawnRating, 5 stars1 week ago
Mary is awesome! I made a mistake regarding the check in time. She very quickly responded to my text and helped me to resolve my issue. She checked in frequently before, during and after our stay readily available to answer questions etc. The house is awesome. It has so many things needed for a trip. It also has an outside table and grill. The close proximity to town was very nice too. I would highly recommend this home and hopefully this home is available for our next trip to Vermont!
Top guest favorite
Home in Peru
5 out of 5 average rating, 11 reviews

Highland Haus: stunning ski getaway with hot tub

AbigailRating, 5 stars1 week ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Guest favorite
The entrance features a wooden ramp with a newly constructed railing, incorporating wire mesh for safety. Decorative stones line the base, and a small potted plant adds a touch of greenery. The exterior siding of the home is light-colored, complementing the natural surroundings.
Home in Hoosick Falls
4.88 out of 5 average rating, 16 reviews

Enjoy Fall & Experience Beautiful Changing Colors

ChrisRating, 5 stars3 weeks ago
We stayed here for a local bike race. We had a great sleep and enjoyed a relaxing morning. Host was responsive.
Superhost
A spacious estate is surrounded by a pristine winter landscape, featuring snow-covered grounds and towering trees. The residence showcases a distinctive architecture, framed by distant mountains under a bright blue sky. The outdoor space invites exploration and enjoyment of the snowy scenery.
Home in Manchester
4.86 out of 5 average rating, 35 reviews

Your VT Dream House: Fireplace, Pool, Dogs

AtulRating, 5 stars9 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
Guest favorite
A wooden deck offers a serene outdoor dining space, featuring a small table surrounded by four chairs. A decorative dish with a candle sits at the center of the table. Lush greenery is visible in the background, providing a natural and calming backdrop.
Home in Dover
4.91 out of 5 average rating, 11 reviews

Amazing Family getaway!

KerriRating, 5 stars2 months ago
This house was a great spot to stay in between days of skiing. Everything was clean and comfortable.
Top guest favorite
An open door leads to a private balcony, where a serene tree offers shade. A large, relaxed dog rests on the balcony floor. Bright greenery is visible, enhancing the tranquil outdoor atmosphere.
Apartment in Wilmington
4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

XianlongRating, 5 stars2 months ago
Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.
Guest favorite
A wooden wall features a dartboard with darts situated in various segments. Adjacent to the dartboard is a scoreboard displayed on a wooden surface, awaiting scores for a game of cricket.
Home in Wilmington
4.86 out of 5 average rating, 108 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

MarkRating, 5 stars3 weeks ago
What an amazing experience! Our kids loved every second of it. Our hosts were amazing, responsive, and inviting. The home was beautiful and the scenery was spectacular. I highly recommend staying here. It was a great life experience! Thank you!
Guest favorite
An open living area features vaulted wooden ceilings with exposed beams and ample natural light streaming through large windows. The space includes comfortable seating and a large bar area with stools, allowing for social gatherings and relaxation.
Villa in Pownal
4.94 out of 5 average rating, 72 reviews

Vermont Vacation Villa—Grapevine Getaway

ChristopherRating, 5 stars2 weeks ago
Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

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