Bed and breakfast vacation rentals in Bennington County

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Top-rated bed and breakfast rentals in Bennington County

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Top guest favorite

A cozy bedroom features a spacious bed adorned with a floral quilt. Soft light filters through the window, casting gentle shadows on the bed. Two bedside tables with lamps flank the bed, and framed art pieces are displayed on the walls.

Private room in Bennington

4.99 out of 5 average rating, 135 reviews

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

We are located on 16 East Street in Bennington VT minutes from rt 7 and route 9 Main Street. Summer is more like a mini resort with a beautiful in-ground pool and Hot Tub. We also feature plenty of in-room USB phone plug-ins and extensions, in room TVs.. Perfect for couples or bring a child. Sunning Deck or shaded patio dining or just relaxing with a good book poolside or the indoor lounge with a drink. We’ve got you covered. Many unexpected amenities. Longer stays allowed for professionals.

A two-story cabin is surrounded by a blanket of fresh snow, with trees in the background and a clear blue sky above. The building features large windows, showcasing a sloped roof and a stone chimney. The pathway is partially cleared, leading to the entrance.

Cabin in Peru

5 out of 5 average rating, 8 reviews

Renovated new rental. Clean & comfy family home.

Our family friendly home is located in a desirable location, situated on a private road and beautiful setting. Peru, VT is minutes to Manchester, Bromley, Stratton, Okemo, and Magic Mnts. Renovated in 2016, our home has a gourmet kitchen, new bathrooms, washer/dryer, double sided fireplace, woodburning stove, wireless, and great room with HDTV dish network. All beds are new, and/or protected with "sleep tite" pillow & mattress protectors. Pillows are comfortable, blankets are soft and new.

A spacious lounge area features a central fireplace surrounded by a large, U-shaped wooden seating arrangement with colorful cushions. A bar is visible in the background, along with large windows allowing natural light to fill the room. Wooden beams and stars add character to the ceiling.

Private room in Winhall

4.88 out of 5 average rating, 8 reviews

Bromley View Inn Suite #15

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fireplace, tons of seating, a bar and worktable. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

Superhost

A spacious room features a plush king bed with neutral bedding against a rustic wooden headboard. Two small tables and a desk are arranged with a lamp beside the bed. Light streams in through multiple glass doors leading to a balcony, adding brightness to the warm wooden floor.

Private room in Dover

5 out of 5 average rating, 6 reviews

Luxury King with balcony in Historic Inn, rm 10

Our oversized Deluxe King room with balcony is located upstairs in our historic Inn. Plush king bed and full bath with double sinks, bathtub and shower. Inn Room 10 comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and coffee maker. We provide Keurig K-cups, tea, sugars and complimentary snacks. This room sleeps 2. Inn room 10 is not pet friendly.

Superhost

A cozy room features a plush King Bed with white linens and navy accents. A comfortable armchair is positioned beside a nightstand with a lamp. Natural light filters in through large windows, illuminating the warm wood flooring and soft area rug.

Private room in Dover

5 out of 5 average rating, 6 reviews

Classic King+bunkbed in Historic Inn, rm 7

The perfect room for parents w/children, Inn Room 7 features a King Bed and bunkbed inside our historic Inn. A great home base for a weekend of skiing in winter or hiking & swimming in the summer. Inn Room 7 is upstairs and has a full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. This unit also has a mini fridge. We provide Keurig and K-cups, tea, sugars and various snacks. Inn room 7 is not pet friendly.

Private room in Bennington

5 out of 5 average rating, 3 reviews

1800's Victorian Estate Sleigh Suite

Located on the floor of the Carriage House this romantic room offers a queen-size Sleigh style bed, working fireplace, full private bath w/ jetted tub and separate shower, individually controlled A/c, heat and ceiling fans as well das skylight in both the bedroom and bath. The cable TV with DVD player is housed in a comfortable sitting area apart from the bedroom which is furnished with a love seat and wing chair, plus a wet bar equipped with a coffee maker and small refrigerator.

Superhost

A spacious bedroom features a King bed with neutral bedding positioned against a wooden accent wall. Soft lighting is provided by bedside lamps. A bench sits at the foot of the bed, while a single chair and a small table are nearby. Natural light enters through a window.

Private room in Dover

5 out of 5 average rating, 8 reviews

Classic King with balcony in Historic Inn, rm 8

Luxury King room with balcony in renovated Historic Inn. This room is upstairs and has a King bed and full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks. Inn room 8 is not pet friendly.

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, 4 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.

Guest favorite

A cozy sleeping area is presented with a plush bed adorned with soft blankets and decorative pillows. The space includes a built-in fireplace with stacked logs, and a star-shaped wall decoration adds a rustic touch.

Private room in Dover

4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

This high-end studio at Farm Road Estate has a luxury king bed and sitting area, a kitchenette with cooktop, refrigerator, Keurig coffee maker (we provide k-cups, sugars, and creamers), microwave, and toaster. The living room has a 65 inch 4K Roku TV. This unit has 2 sinks in the bathroom, a full tub and separate shower. Toilet is in a private room. Cider House 1 has a private patio and parking area. Cider House 1 not pet friendly.

Private room in Wilmington

5 out of 5 average rating, 3 reviews

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

Our "round room" is particularly spacious and enjoys great privacy as well as morning sun through the bay windows. The room also has a huge Sleep 2 Live (Kingsdown) King-sized sleigh bed and an overly wide whirlpool bath. It is located in the Main House on the second floor and includes a leather reclining reading chair. All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.

A spacious bedroom features a large bed with a textured headboard, surrounded by two bedside lamps. Windows allow natural light to fill the room, and a decorative rug adds warmth to the wooden floor. A vintage trunk and paintings provide additional charm.

Private room in Whitingham

5 out of 5 average rating, 3 reviews

The Engel House Room 5: Mt Snow/Wilmington VT Area

Room 5 is one of the original bedrooms of the house and is a comfy place to relax. This large room boasts many windows to get lots of natural light and second floor views of our quaint little village. The attached private bath offers a spa-like experience with a full tub/shower and a light that can give you mood lighting as well as a Bluetooth speaker that can play your own music through your cell phone or wireless device.

Top guest favorite

A private room features a king-size bed with a red and white striped comforter, complemented by coordinating throw pillows. Two bedside tables with lamps are positioned next to the bed. Natural light enters through two windows adorned with sheer curtains, and a plant adds a touch of greenery.

Private room in Bennington

4.95 out of 5 average rating, 98 reviews

E & E’s B & B King Bed Rm + Pool and Hot Tub

Private Room with King Size bed also capable of adding an extra single bed to room for extra fee 2 yrs,& older. You have a vanity/Laptop/ phone plug in workspace in room and in lounge. Dorm Refrigerator in room Partial closet use Large dresser Extra storage for personal products and items. Free Laundry Room Use (limited loads.) Free Breakfast (Seas) patio Dining Longer stays for Professionals, nurses and intern doctors.