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

New place to stay

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

4.68 out of 5 average rating, 19 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.

Guest favorite

A spacious lounge area is centered around a circular fireplace with a glass enclosure. Comfortable, green cushioned seating surrounds the fireplace, adorned with patterned throw pillows. A wooden table sits nearby, while a bar area with high stools is visible in the background.

Hotel room in Winhall

4.8 out of 5 average rating, 10 reviews

Bromley View Inn Suite #5

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.

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, 39 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!

Guest favorite

A compact room showcases a wooden single bed covered with a white quilt. A bedside lamp and a small white dresser are present. A coffee maker is positioned on a table near the window, which allows natural light to fill the space.

Hotel room in Bennington

5 out of 5 average rating, 15 reviews

Harwood Hill Motel - Economy Full plus Single

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are quaint and comfortable, with local art inside and out. Relax on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

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 spacious suite features a large king bed dressed in light linens and a cozy seating area with two armchairs. A modern entertainment system is mounted on the wall, while large windows offer mountain views. A fireplace adds warmth to the welcoming environment.

Hotel room in Dover

Mount Snow Boutique Hotel - Mountain Suite

⛰️ Spacious King Suite – Views, Comfort & Elegance 🛏️ Sleeping – 1 bedroom with a plush king bed 🔥 Comforts – Cozy fireplace – Inviting seating area – Dedicated work desk 🌄 Ambiance – Sweeping mountain views – Thoughtfully curated décor – Elegant, serene atmosphere Perfect for peaceful mornings, relaxing evenings, and an unforgettable stay.

A bright and airy bedroom features a spacious bed with a light green quilt. Two nightstands flank the bed, and a dresser sits against the wall. Air conditioning units are visible, and large windows provide views of the surrounding greenery.

Hotel room in Dover

4.7 out of 5 average rating, 20 reviews

Standard King at Boutique Hotel in Vermont

Indulge in extra space and comfort with our Standard King accommodation. Fitted with all modern necessities, you’ll find all you need to make the most of your stay, like sound-deadening for extra quiet rooms and energy-efficient A/C & heating. Relish in the scenery and fresh mountain air with meadow views or balcony access.