Vacation rentals with a patio in Bennington

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Top-rated accommodations with an outdoor patio in Bennington

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Superhost
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, 157 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.

Guest favourite
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, 113 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 favourite
A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.
Cabin in Sunderland
4.98 out of 5 average rating, 119 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!

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, 109 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 welcoming porch features a decorative swing with two cushions and a small table, creating a serene space. Natural light filters through large windows, and colorful banners hang above, while a wooden structure nestles comfortably in the surrounding greenery.
Cabin in Guilford
4.99 out of 5 average rating, 151 reviews

Rustically Romantic Cabin Near Sweet Pond

COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Superhost
The exterior of a charming yellow cottage is visible, featuring dark green shutters and a welcoming porch with decorative elements. A well-kept garden with colorful flowers and greenery surrounds the cottage, while a gravel pathway leads to the entrance under a partly cloudy blue sky.
Cottage in Monroe
4.88 out of 5 average rating, 155 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Top guest favourite
The spacious bedroom features a king bed adorned with a dark blue throw and neatly arranged towels. Soft lighting is provided by bedside lamps on each side of the bed, while a plant adds a touch of greenery. Two landscape artwork pieces hang above the bed.
Townhouse in Clifton Park
5 out of 5 average rating, 207 reviews

Near Saratoga – King Bed, Tub, Fire Pit & Movies

Escape to this family-friendly Clifton Park retreat—just 20 mins to Saratoga Springs and 25 to Albany. Perfect for fall getaways with a fire pit, outdoor movie screen, private playground, basketball court, and garden. Features a king bedroom, home office, full kitchen, fast Wi-Fi, soaking tub, and 20' x 55' parking for RVs or boats. Relax in the crisp autumn air, enjoy backyard movie nights, and stay productive or cozy in a quiet, peaceful neighborhood.

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, 122 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!

Top guest favourite
A charming red cabin is positioned amidst lush greenery, with a wraparound deck accessible from the front. Bright yellow flowers bloom in abundance in the foreground, enhancing the natural beauty of the serene setting.
Cabin in Newfane
4.95 out of 5 average rating, 194 reviews

Cozy Cabin in Southern VT

Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed.

Superhost
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, 127 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!

Guest favourite
A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.
Cabin in Plainfield
4.92 out of 5 average rating, 206 reviews

Peaceful Cabin in the Woods

Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).

Top guest favourite
A balcony deck is depicted with two blue Adirondack chairs facing a small round table. A floral centerpiece is placed on the table, which is accompanied by two glasses. The area is surrounded by lush green trees, creating a serene atmosphere.
Apartment in North Adams
4.99 out of 5 average rating, 122 reviews

Historic Victorian - Entire 3rd floor

Welcome to our historic home in the heart of North Adams. You will have the entire 3rd floor apartment to yourself, which includes a large balcony deck with great views, full kitchen, bathroom, living room with TV, and bedroom. The third floor is separate from the main house and has two private entrances. Three driveway parking spots available.

Popular amenities for Bennington accommodations with an outdoor patio

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Avg. price$161 CAD$192 CAD$186 CAD$161 CAD$168 CAD$211 CAD$182 CAD$196 CAD$189 CAD$189 CAD$195 CAD$178 CAD
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Quick stats about vacation rentals with a patio in Bennington

  • Total vacation rentals

    Explore 10 vacation rentals in Bennington

  • Nightly prices starting at

    Bennington vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Pet-friendly vacation rentals

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  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Bennington vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bennington rentals

  • 4.9 Average rating

    Bennington stays are highly rated by guests—averaging 4.9 out of 5!