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 hot tub filled with bubbling water is showcased outdoors, inviting relaxation. The surrounding area includes natural greenery, providing a tranquil atmosphere. The hot tub is designed for comfort and enjoyment, making it a perfect space for unwinding.

Private room in Bennington

4.94 out of 5 average rating, 89 reviews

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

Large Private Room with King Size bed also capable of adding an extra single bed to room for extra fee 2 yrs,& older.Room sits behind a large lounge area that leads outside to the hot tub (open year round) and outdoor in-ground pool (seasonal). 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

Top guest favorite

An inviting outdoor area features a large in-ground pool surrounded by a sun deck. A hot tub is located to the right, while a table and chairs provide a cozy spot for relaxation. Shade is offered by an umbrella, enhancing comfort amidst the greenery.

Private room in Bennington

5 out of 5 average rating, 121 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. (Extra Fees for children over 2 years. 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.

A spacious living area features a mix of seating options, including a dark blue sofa, a tan leather couch, and an inviting coffee table with a board game. Large windows are framed by light curtains, allowing natural light to fill the space while offering views of the surrounding greenery.

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.

Four wooden Adirondack chairs are arranged around a central fire pit, with a warm flame flickering. A snowy landscape extends in the background, showcasing distant mountains and a partially cloudy sky. The tranquil scene offers a cozy outdoor space for guests to enjoy.

Private room in Winhall

4.86 out of 5 average rating, 7 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 detailed map illustrates the layout of Farm Road Estate. Key features include the Inn, Sawmill Bar & Table, various cottages, a gazebo, and multiple ponds. Paths lead to the pool and hiking trails, surrounded by lush greenery and natural landscapes.

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 rustic living area showcases a large stone fireplace, with a log fire crackling inside. Leather sofas are arranged around a wooden coffee table, and a chandelier hangs from the exposed beam ceiling, adding an elegant contrast to the warm wood tones.

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.

An entrance area is captured, showcasing floral wallpaper and large windows that allow natural light. A cozy seating nook is seen beside the window, and a patterned area rug lies on the wooden floor. A small table and plants add to the welcoming ambiance.

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 rustic sitting area features a large brown leather sectional couch and a wooden coffee table. A brick fireplace is centered along the wall, with a fire burning brightly. A chandelier hangs above, adding a touch of elegance to the room with exposed beams and wooden accents.

Private room in Dover

5 out of 5 average rating, 3 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.

Superhost

A rustic living area features exposed wooden beams and a brick fireplace, with a cozy fire burning inside. Deep brown leather sofas surround a low coffee table, and a chandelier hangs overhead, adding a touch of elegance to the warm space.

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.

A wooden railing borders a deck, providing a view of a winding road and lush greenery. The landscape is framed by trees, with hints of a river visible in the distance, creating a natural connection to the surrounding environment.

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.

The bathroom features a full tub/shower with a protective shower curtain. A modern toilet is positioned beside a decorative shelf with personal care items. Natural light enters through a small window adorned with lace curtains, while dark patterned tiles create visual interest on the floor.

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.

Superhost

A spacious great room displays exposed wooden beams and large windows that invite natural light. Cozy leather sofas and a wooden coffee table are arranged for relaxation, while a dining area with a large table is visible in the background, all designed for comfort and sociability.

Private room in Dover

5 out of 5 average rating, 11 reviews

Classic Queen – 2 Queen beds in Historic Inn, rm 5

Inn room 5 inside of our newly renovated Historic Inn has two Queen beds and 1 full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. This room is upstairs and sleeps up to 4 guests. Includes a mini fridge and Keurig coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks. Inn room 5 is not pet friendly.