Hotel vacation rentals in Bennington County

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Top-rated hotel rentals in Bennington County

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A compact kitchen area is equipped with modern appliances, including a gas stove, microwave, and refrigerator. A small table with four black chairs is positioned near a window, allowing natural light to brighten the space. Light cabinetry contrasts with the granite countertops.

Hotel room in Woodford

Welcome to Woodford Rest!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

Superhost

The spacious sleeping area is highlighted by a king bed with a rustic wooden headboard. A bench is positioned at the foot of the bed, and warm light is provided by a nearby lamp. Natural light illuminates the room, which features wooden flooring and a large area rug.

Hotel room in Dover

5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

Deluxe King Suite with balcony and living room inside of our newly renovated historic Inn. King bed and a queen pullout sofa. This unit has 1 full bath with double sinks and 1 half bath. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The expansive balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and Keurig coffee maker. We provide K-cups, tea, sugars and various snacks. Inn room 1 is not pet friendly.

Guest favorite

A spacious room features a large king bed with neutral bedding, complemented by two bedside lamps. An armchair and desk area are present, while natural light filters through two windows. A flat-screen TV is mounted on the wall, adding modern convenience to the cozy setting.

Hotel room in Wilmington

5 out of 5 average rating, 8 reviews

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

Now Under New Ownership! Just down the road from Dover Vermont and the historic town of Wilmington Vermont, the Brook Bound Inn is 32 acres located along the Cold Brook Stream. The Inn consists of the Main Lodge, Rustic Cabin, and Carriage House. Our accommodations include a number of large rooms and suites. Located minutes from Downtown Dover, the Hermitage Ski resort, Haystack Golf club, and Mt. Snow ski resort. The property offers a pool, sports court, outdoor fire pit, and propane grilles.

Superhost

A stylish king room features a tufted brown headboard and a spacious bed with white linens. Natural light enters through a large glass door leading to a private outdoor deck. A mini-fridge and workspace are visible, complemented by contemporary light fixtures.

Hotel room in Dover

4.7 out of 5 average rating, 20 reviews

King Suite w/Deck near Mt Snow

Welcome to our King Room, where comfort meets luxury. The room features a cozy king-size bed with plush pillows and fine linens for a restful sleep. Step outside to your own private deck, perfect for enjoying fresh air and relaxation. The bathroom offers a custom-tiled shower for a soothing experience, complemented by premium bath amenities. Whether for business or leisure, our King Room provides a comfortable retreat with modern amenities and a touch of outdoor serenity for a memorable stay.

Top guest favorite

The exterior of a two-story farmhouse is framed by lush greenery, showcasing a light-colored facade adorned with whimsical artwork. A gravel path leads to the entrance, while flower pots are placed on either side of the porch, enhancing the inviting landscape.

Hotel room in Bennington

4.97 out of 5 average rating, 34 reviews

Harwood Hill Motel - Farmhouse Suite Down

Our downstairs Farmhouse Suite combines elegance and whimsy. This private, two-bedroom suite has one queen bedroom, a second twin bedroom, a spacious living room with a pull-out queen sofabed, and a full-size kitchen and bath. In addition to the unique artwork and custom design features throughout, the suite has its own private porch. The farmhouse is on the grounds of a small, boutique motel with a large lawn, a gazebo, picnic tables, fire ring, and grill that our guests are welcome to use.

A spacious lounge area features a wood-burning fireplace at the center, surrounded by comfortable green couches adorned with decorative pillows. The bar area is visible in the background, complemented by wooden stools and shelves showcasing glassware.

Hotel room in Winhall

4.92 out of 5 average rating, 13 reviews

Bromley View Inn Suite #4

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 fire place, 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.

Guest favorite

A spacious bedroom features a large bed adorned with a light green quilt and decorative pillows. Bedside tables with lamps provide soft lighting. A tasteful artwork hangs above the bed, while a patterned area rug complements the hardwood flooring.

Hotel room in Whitingham

4.93 out of 5 average rating, 169 reviews

The Engel House Room 3: Mt Snow/Wilmington VT Area

Escape to Vermont in this historical house located near Mount Snow, Wilmington, Brattleboro and Bennington. In Spring and Summer enjoy Harriman Reservoir or take in local historical sights, in Fall admire the breathtaking foliage, and in Winter ski Mount Snow or Stratton Mountain. And along with your private room and connected private bathroom are several guest common areas (not part of the hosts' living area). Our charming old house will perfect your trip to the green mountains of Vermont.

Top guest favorite

The entrance reveals a cozy room featuring a king-sized bed with a decorative quilt. A warm hue emanates from a pendant light above, illuminating a wooden table and a comfortable armchair. Natural light filters through the window, enhancing the inviting ambiance of the space.

Hotel room in Manchester

4.95 out of 5 average rating, 40 reviews

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

A hotel room is bathed in warm orange walls, featuring a spacious bed with textured bedding. A small round table with two chairs is positioned near the window, which allows natural light to enter. Decorative lamps provide additional lighting.

Hotel room in Stratton

Black Bear Lodge Standard 1 Queen

Enjoy the convenience of a classic Stratton lodge located just a quick walk or shuttle (winter only) to the Village, Base Lodge and lifts. Table 43.1 is open for breakfast and dinner throughout the winter season with a family-friendly dinner menu and full bar featuring Vermont craft beer and spirits. Free WiFi, complimentary continental breakfast (year-round), coffee and tea in the lobby, indoor hot tub and sauna for hotel guests.

A well-maintained, single-story motel layout is shown, featuring multiple entrances under gabled roofs. Neatly trimmed shrubs and flower beds enhance the landscape, while seating areas outside each door offer a welcoming space. Tall trees frame the background, contributing to a serene atmosphere.

Hotel room in Shaftsbury

4.67 out of 5 average rating, 3 reviews

Dog friendly Queen Room

You won’t want to leave this charming, one-of-a-kind place. Beautifully located in the Village of Shaftsbury, in Southwestern Vermont’s expansive Green Mountain region. Our motel offers a serene and quiet rural setting with impressive mountain views. This room is dog-friendly with hardwood floors. Relax on the queen bed, or enjoy your own private microwave, refrigerator, and coffee maker.

A well-lit bedroom displays a spacious bed with crisp white linens. Flanked by two bedside lamps, a dark wood nightstand complements the soft striped wallpaper. A seating area features two chairs and a table, with large windows dressed in elegant curtains offering views of the outdoors.

Hotel room in Manchester

Elevated Escape | Cupola Suite + Local Favorites

Immerse yourself in the heart of Equinox Resort's luxuries and charm, where every detail speaks to the resort's history of elegance. From grand architecture to refined interiors, enjoy spacious accommodations, world-class amenities, and the quintessential New England ambiance. In the resort's main area, this bi-level suite offers you plenty of room to relax, ideal for groups of up to 4.