Hotel vacation rentals in Bennington County

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Top-rated hotel rentals in Bennington County

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Hotel room in Manchester

New place to stay

Spa, Indoor Pool, & Golf Weekend in VT

This listing is for a room within a hotel. ✦ Your room is 270 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay. ✦ Daily cleaning services are not included in the nightly price. The charge of $150.00 will be collected upon arrival. There are a few additional details to know before you book: ✦ The minimum age required for check-in is 21 years old. ✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.

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

5 out of 5 average rating, 4 reviews

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!

A spacious living area is highlighted by large windows allowing natural light. A rustic wooden dining table sits in the center, accompanied by a comfortable seating arrangement featuring a couch and leather chair. A stone fireplace adds a cozy touch to the room.

Hotel room in Wilmington

4.75 out of 5 average rating, 4 reviews

Brook Bound Inn-Main Lodge-Two Bedroom Suite 102

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

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.

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.

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.

Guest favorite

A cozy bedroom features a queen bed with soft bedding and an inviting throw blanket. A framed art piece of a tree hangs above the bed. Two chairs and a small table are situated nearby, with natural light filtering through a window covered by light curtains.

Hotel room in Manchester

4.94 out of 5 average rating, 34 reviews

Zen 10, relax and retreat in the heart of Vermont

Zen 10 is your relaxing retreat in the heart of Vermont, with a cozy queen bed. The room decor is Vermont vintage, sourced locally with a story to tell. The room features a small kitchenette area with a coffee maker, mini-fridge, and a workspace. It's the perfect spot to unwind and find inner peace on your next Green Mountain State adventure! Zen 10 is located at our solar-powered property, just 15 minutes to Bromley, 30 minutes to Magic Mountain and 45 minutes to Stratton Mountain.

Superhost

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 spacious bedroom features a large bed with a green upholstered headboard. Bedside tables with lamps are positioned on either side. A flat-screen television is placed opposite the bed, and the room is filled with soft, natural light from a nearby window.

Hotel room in Dover

Ski-In Mountain Suite | Cozy Escape

Wake up to the beauty of Mount Snow in this charming 1 Bedroom Suite at Grand Summit Resort. Enjoy slopeside convenience with ski-in/ski-out access and unwind in cozy Vermont-inspired comfort. Whether in a loft-style layout or a private-bedroom setup, you’ll have a comfy king or queen bed, a pull-out sofa, and a fully equipped kitchenette. After an adventure-filled day, relax in the heated outdoor pool, hot tubs, or the full-service spa.

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

4.75 out of 5 average rating, 4 reviews

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.