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Vacation rentals with a patio in Bennington County

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Top-rated patio rentals in Bennington County

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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, 152 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.

A chalet-style home is surrounded by lush greenery, featuring a large three-sided wrap-around deck. Tall windows dominate the front, allowing ample natural light. To the side, a wooden garage complements the main structure, set against a backdrop of trees and an expansive lawn.

Chalet in Stamford

4.93 out of 5 average rating, 109 reviews

Peaceful VT Chalet w/ Mountain View’s

My peaceful 3-bedroom chalet has everything you need for your VT trip. The house comes with a washer, dryer, Roku TV’s, pullout queen couch. 2.5 bathrooms, indoor elec. fireplace, outdoor fire pit and fully equipped kitchen.Short driving distance to several popular golf courses, shops, restaurants, breweries, fishing, white water rafting, hiking, kayaking, ATV/snowmobile trails, & mountain slopes. An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

Top guest favorite

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, 106 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!

A stone fire pit is surrounded by several wooden chairs, situated on a grassy area with views of the Battenkill River and distant mountains. Lush trees frame the scenery, with hints of autumn colors visible in the foliage. A covered deck extends to the right.

Home in Manchester

4.98 out of 5 average rating, 108 reviews

Private Riverfront Getaway with Mountain Views

Be close to everything Manchester has to offer while enjoying gorgeous views and total privacy in a comfortable home you will have all to yourself! The perfect getaway any time of year. Feels like you are away from it all, but just minutes from amazing hiking, skiing, shopping, dining, and entertainment! 5 minutes to town and Bromley is less than 10 min away. Stratton and Magic Mt are both less than 25 min drives. Hiking trails, kayaking, fly fishing, and more are all right in your backyard.

Top guest favorite

A spacious chalet is nestled among colorful autumn foliage, showcasing a large yard. Outdoor seating is arranged near a fire pit, while multiple decks extend from the home, providing inviting spaces to enjoy the natural surroundings.

Chalet in Winhall

4.98 out of 5 average rating, 110 reviews

Mountain view chalet with hot tub & fire pit!

Welcome to the Vermont View Chalet! 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 favorite

A charming red cottage is framed by colorful autumn leaves, showcasing a sloped roof and multiple windows that allow natural light. A well-maintained lawn surrounds the building, with shrubbery adding to the inviting exterior. A grill is situated on the patio area to the left.

Guesthouse in Wilmington

5 out of 5 average rating, 44 reviews

Cozy, charming cottage 7 mins from Mt Snow & Lake

Take a deep breath & relax at this cozy, design-forward mountain cottage. Less than 10-minute drive from both Mt. Snow and two lakes, it's an idyllic getaway all year round. You'll stay in the guest cottage next to the main house. -Bunk bed handmade locally -Three outdoor fire pits -Nespresso w/ lots of coffee options -Aesop products -65in 4K TV w/ Sonos surround sound system -Fiber WiFi -Peloton -Weber grill with side burner -Sustainably sourced furniture -Local art & handmade goods

Top guest favorite

Cabin in Sunderland

4.98 out of 5 average rating, 115 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 favorite

Chalet in Stratton

4.96 out of 5 average rating, 147 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

Welcome to HYGGE HOUSE, a luxurious modern retreat on 4 wooded acres in Stratton. Inspired by the Danish concept of hygge, this home embodies warmth, coziness, and well-being. Unwind year-round in a private HOT TUB, SAUNA, and even a TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton and Mount Snow resorts, this architectural gem is a haven for relaxation and adventure, with an open floor plan, cozy fireplace, and large windows connecting you to nature.

Top guest favorite

A modern cabin is showcased amidst a snowy landscape, featuring large windows that illuminate the exterior. An inviting fire pit is surrounded by eight adirondack chairs, creating a warm gathering space. Nearby, a sauna adds to the outdoor retreat environment.

Cabin in Sunderland

5 out of 5 average rating, 45 reviews

Boulder Run Cabin/Mountain Views/Sauna/Hot Tub/EV

Welcome to Boulder Run Cabin, one of Vermonts newest modern/rustic retreats in the amazing Green Mountains. Built in 2024, Boulder Run is just minutes from historic Manchester with shopping and fine dining. Three ski resorts within a 35 minute drive, and the nearby Appalachian Trail make for endless outdoor adventures year round. Get away from it all and enjoy peaceful mountain views from the sauna, hot tub, fire pit, and in every room.

Top guest favorite

A spacious wooden deck features seating arrangements with a table and chairs, overlooking rolling hills and a forested mountain range. A unique megalithic sculpture can be seen in the distance, surrounded by natural landscapes dotted with trees.

Cottage in Williamstown

4.98 out of 5 average rating, 118 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!

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, 124 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!

Top guest favorite

Chalet in Wilmington

5 out of 5 average rating, 103 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

Vacation rentals for every style

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Adventure-ready homes with après-ski style

Popular amenities for Bennington County patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Bennington

4.96 out of 5 average rating, 98 reviews

Suite Sunset 311 Rice Lane Bennington VT

Apartment in Stratton

New place to stay

Stratton ski on/off, King bed, FP, Walk to village

A view from a balcony showcases a lush green yard surrounded by trees. Softly glowing string lights illuminate the space, highlighting a seating area with several chairs positioned near a fire pit, creating a serene outdoor environment.

Apartment in Wilmington

5 out of 5 average rating, 10 reviews

Modern river apartment near lake, hiking, golf #3

Top guest favorite

A spacious living area features a comfortable sofa, a decorative lamp, and a large mirror reflecting natural light. A spiral staircase leads to the loft above. The kitchen is visible in the background, with modern cabinetry and an open layout that connects to outdoor views.

Apartment in Dover

5 out of 5 average rating, 23 reviews

Large 2BR/2BA with loft in village. Walk to dining

The exterior of the Snow Tree Condo is depicted, featuring a two-level building nestled among trees. A sign for 'Snow Tree' is visible, along with a gravel parking area accommodating several vehicles. The backdrop showcases a mountainous landscape under a partly cloudy sky.

Apartment in Dover

4.88 out of 5 average rating, 16 reviews

SnowTree Chalet- Walk to lifts!

An open living area is depicted, featuring a high ceiling with exposed beams. The kitchen includes modern appliances and a granite countertop. A cozy seating arrangement consists of a red sofa and an armchair, with a television mounted on the wall, while a dining table for four is placed near the window.

Apartment in Manchester

4.94 out of 5 average rating, 53 reviews

The Inn at McCooey Drive, Manchester Vermont

A cozy living area features a wood-burning fireplace with a modern mantel, complemented by a wall-mounted television. A low table holds a lit candle and a bottle of wine flanked by two glasses. Logs are neatly stacked nearby, adding a warm touch to the space.

Apartment in Dover

4.93 out of 5 average rating, 70 reviews

Walk to main lift! The Handle Studio @ Mt. Snow!

A spacious living area includes a large sectional sofa, a wooden dining table with chairs, and a flat-screen TV mounted above a fireplace. Natural light filters in through a large window, illuminating the soft beige walls and neutral carpeting.

Apartment in Stratton

4.91 out of 5 average rating, 23 reviews

Summit’s Stratton Sneak Away II

House rentals with a patio

An open-concept living area showcases a dining table surrounded by wooden chairs. Bright orange stools are positioned at the kitchen counter. Natural light fills the space through skylights, highlighting the wooden floors and subtle décor elements.

Home in Manchester

4.75 out of 5 average rating, 8 reviews

Rivers Edge

Top guest favorite

A cabin is situated on a rocky bank, overlooking a calm river. Lush green trees line the water's edge, providing a natural backdrop. A spacious deck extends from the cabin, with sunlight reflecting off the water, creating a serene outdoor environment.

4.94 out of 5 average rating, 96 reviews

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

Top guest favorite

The spacious outdoor patio features a comfortable seating area with a sectioned sofa, complemented by a coffee table. A dining table for multiple guests is visible, alongside a grill. Soft lighting from hanging lanterns creates a cozy ambiance amidst lush greenery.

Home in Wilmington

4.96 out of 5 average rating, 57 reviews

Vermont Village Retreat Near Mount Snow

Top guest favorite

Home in Wardsboro

5 out of 5 average rating, 19 reviews

Mountain house w/ large hot tub

A spacious backyard is depicted, featuring a gas grill and outdoor dining area set among potted plants and greenery. The charming historic house is partially visible in the background, showcasing a combination of dark siding and large windows. A stone pathway leads through the inviting outdoor space.

Home in Manchester

5 out of 5 average rating, 5 reviews

In Town Delight

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, 104 reviews

Foliage Ready! Play Area, Crib, 11 Acre Farmhouse

Top guest favorite

The kitchen features light green cabinetry and a spacious island with a wooden herringbone countertop. Equipped with stainless steel appliances, a skylight allows natural light to brighten the area. Open shelves display plants and dishware, enhancing the kitchen's functionality.

Home in Manchester

4.95 out of 5 average rating, 63 reviews

Gather and Relax with Friends & Family

Top guest favorite

Home in Stratton

5 out of 5 average rating, 18 reviews

Beautiful 3-4 BR, 2 Ba, Sleeps 9

Condo rentals with a patio

A cozy living area features two comfortable gray sofas and a wooden coffee table placed on a light carpet. A stone fireplace serves as a focal point, with a piece of wall art above. Natural light enters through a window, illuminating the space.

4.78 out of 5 average rating, 18 reviews

Trailside Tranquility, new renovations 2025 | Slop

A cozy living area is highlighted by a stone fireplace, featuring firewood neatly stacked beside it. A flat-screen TV is mounted above the mantel, with built-in cabinets on either side. A sectional sofa and wooden coffee table provide comfortable seating for relaxation.

5 out of 5 average rating, 24 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

A cozy living area features a large sectional sofa and a wooden coffee table, set on a spacious area rug. Natural light filters through a large window, with a stone fireplace and a mounted television providing warmth and entertainment.

4.96 out of 5 average rating, 46 reviews

Cozy Fall Retreat: 2BR w/Pool, Fireplace & Arcade

The exterior of the lodge features a blend of stone and wood elements, with multiple balconies and large windows reflecting the surrounding landscape. The entrance is framed by a welcoming staircase, leading to the main doorway marked with a sign that reads 'Hardwood Lodge'.

Condo in Stratton

4.92 out of 5 average rating, 38 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Top guest favorite

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.95 out of 5 average rating, 73 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

Condo in Stratton

5 out of 5 average rating, 13 reviews

Luxury Condo * 3BD/3BA * Fall Foliage

A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.

4.91 out of 5 average rating, 55 reviews

Ski Condo 5 Min from Mt Snow

Top guest favorite

A snow-covered landscape reveals nearby mountains and ski slopes under a clear blue sky. Trees with bare branches frame the scene, while quaint buildings and a parking area are visible in the foreground, suggesting a vibrant ski village atmosphere.

Condo in Stratton

5 out of 5 average rating, 45 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Destinations to explore