Holiday rentals with a patio in Bennington County

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Top-rated rentals with patio in Bennington County

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Guest favourite
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.85 out of 5 average rating, 161 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Top guest favourite
A fire pit surrounded by several Adirondack chairs is positioned on a grassy area. In the background, a warmly lit cabin is visible among the trees, with a winding gravel driveway leading up to it. The scene is set in a peaceful, wooded environment.
Cabin in Rupert
4.99 out of 5 average rating, 111 reviews

Elegant & Rustic VT Cabin - A Peaceful Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Guest favourite
A cozy cabin is presented, featuring a wraparound deck and surrounded by lush greenery. Trees with autumn foliage add splashes of color to the landscape. The structure is elevated, inviting guests to enjoy the view from the deck.
Home in Dover
4.93 out of 5 average rating, 99 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

The Riverhouse at Mount Snow is 1 mile from the mountain (2 min car ride) or take the FREE MOOver. NEW AC. This cozy cabin has open main floor plan and sleeps 6 comfortably with 3 bedrooms, 2 baths, den, living room with wood fireplace. Washer/dryer, gametable, yard games, gas grill, deck overlooking a river with a swimming hole, private firepit area, privacy fence. Easy in/out right off Rt 100 - Walk to restaurants/brewery. Mt. Views from the front porch/yard. 15 Mins from Lake Whittingham.

Top guest favourite
An outdoor space is shown with a fire pit surrounded by black Adirondack chairs, set against a snowy landscape. The two-story chalet features large windows and a balcony above. String lights illuminate the exterior, enhancing the inviting winter atmosphere.
Chalet in Winhall
4.98 out of 5 average rating, 116 reviews

Mountain view chalet with hot tub & fire pit!

Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

Top guest favourite
A cozy living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by an area rug. A stone fireplace with a fire is visible, enhancing the space's comfort, and a staircase leads to the upper level.
Home in Winhall
4.98 out of 5 average rating, 131 reviews

3BR 2BA Stratton Condo w/ Fireplace & Forest Views

Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.

Top guest favourite
Cabin in Sunderland
4.98 out of 5 average rating, 129 reviews

The Birchwood Cabin - Stunning Mountain Views

Welcome to the Birchwood Cabin - a beautiful log cabin with stunning mountain views! Relax in the hot tub overlooking the mountains or enjoy hot chocolate by the fire. Play a game of pool or shuffleboard downstairs. The Birchwood Cabin is in a peaceful, quiet location but is only a 10-minute drive to Manchester, if you'd like to go shopping or grab a bite to eat! Hit the slopes at Bromley Mountain or Stratton Mountain or in the warmer weather head to The Equinox for a round of golf!

Top guest favourite
Chalet in Dover
4.96 out of 5 average rating, 142 reviews

Private Brook Chalet: Hot Tub - Fire pit - Ski

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

Guest favourite
A hot tub is positioned on a covered deck, featuring bubbling water. In the background, a serene winter landscape reveals snow-covered trees, enhancing the tranquil atmosphere. The scene invites relaxation amid the natural surroundings.
Chalet in Sunderland
4.96 out of 5 average rating, 102 reviews

Serene & Stylet Chalet•HOT TUB•Skiing•Manchester

Hey there, relaxation enthusiasts and adventure seekers alike! Shady Pines Chalet is your spot: a groovy 4-bed/2-bath cabin tucked away in the lush, serene embrace of the Green Mountains! It's just 15mins from Manchester, where you can shop and dine like a pro. Plus, you're in prime adventure territory: hiking, kayaking, & fly-fishing are all on the menu. And if you're a winter warrior, Bromley (25min) and Stratton & Magic Mountains (40min) are ready for your skiing prowess!

Guest favourite
A white two-story house sits at the intersection of a quiet street, surrounded by vibrant autumn foliage. A well-maintained yard features a mix of mature trees, with golden and orange leaves contrasting against the blue sky. A leaf-covered path leads toward the entrance.
Loft in Bennington
4.82 out of 5 average rating, 116 reviews

1 bedroom guest house on dead-end rd

Enjoy a peaceful and private space with 1 bedroom, 1 bath, full kitchen and on site parking. Last house on a dead end rd. 5 min from Southwestern VT Medical Center. 40 min from Mount Snow. 25 min from MassMoca. 15 min walk to Main St where you can enjoy great food and shops. No smoking on premises. Please note there is stairs separating the bedroom (downstairs) and living area, bathroom, and kitchen (upstairs). The stairs are steep and may be difficult for some people.

Top guest favourite
A bright living area is highlighted by large windows offering expansive mountain views. A colorful abstract artwork hangs against a brick wall, framed by a green houseplant. A wooden coffee table sits atop a patterned rug, complemented by a cozy sofa and a wall-mounted TV.
Cottage in Williamstown
4.98 out of 5 average rating, 126 reviews

Artistic Nature Cottage

Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home in this quiet, private and peaceful location. The cottage is overlooking a beautiful forested mountain range, with easy access to hiking, biking, and cross-country ski trails right out the door. Kalarama is bright and sunny with stunning views. Come to unwind, enjoy nature, read, meditate or just work remotely from our 23 acre property!

Guest favourite
The exterior of the cabin showcases a rustic wooden façade with a stone chimney. An American flag is displayed proudly next to a round sign featuring a tree. A spacious deck with seating is accessible from the front entrance, surrounded by lush greenery.
Cabin in Shaftsbury
4.9 out of 5 average rating, 130 reviews

Private Tree Farm Cabin

Newly renovated cabin located privately on 100 acre tree farm. Located within 20 miles from three ski resorts, a short drive to Battenkill River, Manchester Outlets and just a 10 minute drive to VAST trails/ National Forrest. Come and stay for a ski trip, hiking, foliage viewing or to relax on the property with access to walk or snow shoe through our trails of Christmas Trees. We hope you enjoy this property as much as we do!

Superhost
The historic farmhouse is presented under a clear blue sky, surrounded by a blanket of snow. The white exterior features large windows, a porch with seating, and a red door on the side. Shadows from nearby trees stretch across the snowy landscape.
Home in Whitingham
4.95 out of 5 average rating, 106 reviews

Ski Ready! Play Area, Crib, 11 Acre Farmhouse

Welcome to our beloved family home away from home. We call it Carley Farmhouse after the Vermonters who built it 200 years ago. The home is nestled on a quiet country road above Lake Sadawga. It's a retreat for families, young children, loved ones and friends, and pets. Every season is special here, from blazing fires during ski season to the twinkling fireflies in June.

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