
Vacation rentals with a patio in Bennington
Find and book unique accommodations with an outdoor patio on Airbnb
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.

Peaceful VT Chalet w/ Mountain View’s
Our Peaceful chalet has everything you need. A fully equipped kitchen, 3 bedrooms, 2.5 baths, 2 living rooms, elec heat fireplace, outdoor fire pit, washer, dryer, Roku TV’s, great fiber optic internet. Accessible ATV/ snowmobile trails from property. 20 miles to Mt. Snow. Short driving distance to popular golf courses, shops, restaurants,breweries, kayaking, fishing, hiking, white water rafting ect An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

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.

Minutes from Saratoga Springs!
Located in the village of Ballston Spa & just minutes from everything Saratoga Springs offers, this efficient two-bedroom, one-bathroom apartment provides a perfect accommodation for 1-2 couples. Custom updates accentuate original exposed brick and bamboo hardwood floors, giving the modern feel you desire when embarking on your memorable adventure in Saratoga Springs. 10 minute drive to SPAC, restaurants & shopping on Broadway, walks in the beautiful surrounding parks and exciting horse races!

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Serene & Stylet Chalet w/ HOT TUB near 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!!

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.

Cozy Stay – King Bed, Soaking Tub & Fire Pit
Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

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!

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.

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 Cottage Battenkill BnB- A Peaceful Getaway
This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.

Dover Green Den | Cozy Cabin Feel, Fireplace, Loft
The Dover Green Den is a warm and inviting 2 bedroom (+ loft), 2 bathroom townhome designed for mountain memories. In Dover Green at Mount Snow, a 5-min shuttle gets you to the slopes, or enjoy nights in by the fire with unlimited wood, board games, and movies. Completely re-furnished in 2022 and upgraded with a new gas range and dishwasher in 2023, the DG Den is ready for your next family or friends’ escape.
Popular amenities for Bennington accommodations with an outdoor patio
Apartment rentals with a patio

Amherst Get-a-way retreat

Berkshire Mountain Top Chalet

Cozy two bedroom near Manchester

Vermont Ski / Okemo / Killington / Pico / Stratton / Bromley

Historic Victorian - Entire 3rd floor

NEW walking distance to track 2 bedroom

Suite 23 - Spacious Sunny 2-BR with Mountain view

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT
House rentals with an outdoor patio

Red Country Escape | Mountain Views

Net Zero home with rustic Berkshire charm

Charming Brookside Artisan Home

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Ski Ready! Play Area, Crib, 11 Acre Farmhouse

Cute 1 story <1 mi to DT, 2 mi to Track & SPAC

Central Haus (Cozy Group Getaway)

Birdie's Nest Guesthouse
Condo rentals with a patio

Main St Escape | Explore Downtown Ludlow

Slopes N Seasons | Trailside Condo at Mount Snow

Walk to Food/Entertainment, 5 Min Drive to Mt Snow

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Ski Condo 5 Min from Mt Snow

Ground Floor, Okemo True Ski-in/Ski-Out

Lovely 1-Bedroom condo with indoor fireplace!

Saratoga Getaway
When is the best time to visit Bennington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $157 CAD | $187 CAD | $182 CAD | $157 CAD | $164 CAD | $206 CAD | $198 CAD | $201 CAD | $231 CAD | $230 CAD | $235 CAD | $228 CAD |
| Avg. temp | -5 °C | -4 °C | 1 °C | 8 °C | 14 °C | 18 °C | 21 °C | 20 °C | 16 °C | 9 °C | 4 °C | -2 °C |
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 $137 CAD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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!
Destinations to explore
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Thacher State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Norman Rockwell Museum
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- Naumkeag
- Hancock Shaker Village
- June Farms
- Congress Park




