
Holiday rentals with a patio in Bennington
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Top-rated Holiday Accommodation with Outdoor Verandahs in Bennington
Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this lovingly restored 1860s Vermont farmhouse, where historic charm blends seamlessly with modern living. Set on 1 acre with 1700 sq ft of thoughtfully designed space, enjoy 2 cozy bedrooms, 2.5 baths, and sun-filled common areas made for unwinding. Sip coffee in Adirondack rockers on the expansive front deck, explore 280 acres of woodland trails steps away, stroll into the village, then gather at the fire pit for s'mores under the stars. Welcome to The Vermont Farmhouse

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.

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).

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!

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

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.

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!

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).
Popular amenities for Bennington Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio

Berkshire Mountain Top Chalet

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

Historic Victorian - Entire 3rd floor

Suite 23 - Spacious Sunny 2-BR with Mountain view

River View apartment

Minimal organic hideaway inspired by nature

Hudson River Beach House

Cozy Adirondack apartment
Holiday House Rentals with a Verandah

Charming 2 BR home in Albany

Red Country Escape | Mountain Views

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

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

VT Ski Retreat-Hot Tub-Sauna-Wood stove large Home

Vermont Historic Farmhouse Ski/Hike/River

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

Downtown Arts District House
Holiday condos with a patio

Main St Escape | Explore Downtown Ludlow

Walk to Dining, Arcade & Bar- 5 Min to Mt. Snow

Ski in-out Seasons Condo on mtn-sports center-pool

Ski Condo 5 Min from Mt Snow

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

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Mtn. view, easy access to village

Lovely 1-Bedroom condo with indoor fireplace!
When is the best time to visit Bennington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 NZD | $226 NZD | $219 NZD | $190 NZD | $198 NZD | $249 NZD | $239 NZD | $242 NZD | $279 NZD | $223 NZD | $229 NZD | $209 NZD |
| 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 holiday rentals with a patio in Bennington

Total holiday rentals
Explore 10 holiday rentals in Bennington

Nightly prices starting at
Bennington holiday rentals start at $165 NZD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Bennington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- West Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- Naumkeag
- Hancock Shaker Village
- Hudson Chatham Winery
- New York State Museum




