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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Guest favorite

Private room in Bennington

4.94 out of 5 average rating, 80 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

Guest favorite

Home in Wilmington

4.98 out of 5 average rating, 43 reviews

Find your escape at The Coldbrook House, Mt Snow

A beautifully-secluded modern ski home near Mt Snow with 500 feet of private access to the Cold Brook. Exceptionally furnished with custom wood flooring and stone fireplace, Subzero & Wolf appliances, walk-in shower with custom river rock flooring, pool table, shuffleboard, and 7-person hot tub. 10 min to Mount Snow, 30 to Stratton. 5 min to downtown Wilmington and Herriman Reservoir. Perfect for 3-4 families or couples trips. Come enjoy the beauty of Southern Vermont at The Coldbrook House!

Guest favorite

Private room in Bennington

5 out of 5 average rating, 111 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.

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.

Private room in Winhall

5 out of 5 average rating, 3 reviews

Bromley View Inn Suite #12

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 work table. 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

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.

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.

Guest favorite

Private room in Dover

4.97 out of 5 average rating, 37 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.

Superhost

Private room in Dover

5 out of 5 average rating, 8 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.

Guest favorite

Rental unit in Pownal

4.95 out of 5 average rating, 183 reviews

The Shepherd's Retreat

This in-law apartment is on the first floor of our 2 level home and has its own separate entrances. It features an open floor plan with galley kitchen and breakfast bar. This location has a peaceful relaxing atmosphere but with easy access to shopping, site seeing, hiking, and is minutes away from historic Bennington, Vt and the Berkshires (Mass Moca Museum).

Private room in Wilmington

5 out of 5 average rating, 5 reviews

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

This double room includes both a queen and a full sized bed, gas fireplace, and a large bathroom with a bath/shower. This corner room is on the ground floor facing the back woods of the property (very quiet and secluded). All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.