Bed and breakfast holiday rentals in Bennington County

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Top-rated bed and breakfast rentals in Bennington County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Private room in Wilmington

Windham Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

The Windham is a large standard room located on the ground floor of our Carriage House. It has beautiful views of the woods on two sides of the building facing the stream. It has an ornately wood carved full sized bed and enjoys high definition cable with HBO, a closet, and a reading chair. The bathroom includes a bath and shower. All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.

Superhost

A spacious room features a King bed with white linens, flanked by two bedside tables with lamps. A decorative area rug and a bench are placed at the foot of the bed. Natural light enters through large windows, illuminating the neutral tones of the decor.

Private room in Dover

5 out of 5 average rating, 5 reviews

Classic King in Historic Inn on 32 acres, rm 6

Inn room 6, inside our newly renovated Historic Inn, features a King bed with a full bath including a bathtub and shower.This room sleeps 2 and is upstairs on the third floor. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. Includes a mini-fridge and Keurig coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks, all complimentary. Inn room 6 is not pet friendly.

Private room in Wilmington

Molly Stark Suite @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Our most romantic room, the Molly Stark Suite features a luxury queen-sized bed, cozy living room with a full-size convertible couch and gas fireplace, 2-person whirlpool bath beneath a skylight, and complete privacy. Amenities include a flat-screen television, complimentary wi-fi, air conditioning, and hair dryer. This suite is located on the second floor atop the Carriage House and faces the forest at the back of the property.

A bright bedroom is presented with a spacious bed dressed in white linens. Two bedside lamps sit on wooden tables, providing soft lighting. A comfortable chair is positioned next to a window, which is trimmed with light curtains. A dresser completes the room, enhancing its cozy aesthetic.

Private room in Wilmington

5 out of 5 average rating, 5 reviews

Betty's Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Betty's has a very comfortable, newly replaced, queen bed and a bathtub and shower. The room is equipped with A/C (seasonal) and HDTV with HBO. This cozy room is quietly located on the second floor of the Carriage House. All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.