
Pet-friendly vacation rentals in Bennington County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Bennington County
Guests agree: these pet-friendly homes 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.

7 Min Stratton Mtn/15 Min Mt Snow /Wood Fireplace!
Cozy chalet awaits your stay. This home sits on just under 4 acres. Sit back & enjoy the heated sunroom and stare out at the woods that surround you. You may be lucky enough to spot one of the moose or bear that visit the property. Kitchen remodeled 2023! Open floor plan w/wood burning fireplace. Main bedroom has new King Bed & twin bunks. Finished basement with new Queen size bed & twin bunk above. Kid friendly home! Mins to Stratton Mtn & Mt Snow for skiing & golf! Free Disc golf on property.

Chic Cabin with Fireplace at Stratton Mountain
Originally built as a corn crib in the 1800s, this 2 bedroom, two bath cabin has been lovingly maintained and features many original details from wide pine floors to a brick fireplace. This beautiful post and beam cabin is nestled in the Green Mountains of Central Vermont with convenient access to some of the best skiing, hiking, & sightseeing: 10 min to Stratton Mountain and Bromley, 15 min to Manchester, 20 min to Magic Mountain, 30 min to Mount Snow, 40 min to Okemo, and 1 hour to Killington

Romantic Barn Guesthouse in Village Center
Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

Warm Brook Farm+Entertainers Dream+Hot Tub+Ski VT
Step into the timeless charm of Warm Brook Farm, a beautifully restored 18th-century farmhouse nestled in Southern Vermont. Once a lively inn and stagecoach stop in the early 1800s, this elegant retreat seamlessly combines historic character with modern luxury. Surrounded by the stunning Green Mountains, enjoy upscale amenities, a stunning chef's kitchen, and award-winning gardens. Warm Brook Farm offers an inviting getaway to relax, explore, and create lasting memories with family & friends.

The Mountain A-Frame at Mount Snow
Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

The Farm cottage
Take a break and unwind at this little peaceful oasis. A little bit of the country is right beside you with the neighing of horses and the clucking of chickens who roam our property. We are close to Bennington College and great restaurants and Robert Frost house. We are 35 minutes from Manchester that has some great restaurants and shopping. Bromley ski resort is just beyond Manchester in Peru Vermont . It is a year around resort with water slides in summer and skiing in winter .

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!

The Equinox Cottage
The Equinox Cottage is a quick 3 minute drive to the Equinox Hotel and the heart of Historic Manchester Village. Enjoy the shops, outlets, restaurants, cafes, golfing, and relaxed summer vibe. The Cottage is also an easy walk to the trails in the Equinox Pond preserve. Enjoy this pristine wilderness oasis, plus hiking up Equinox Mountain and surrounding trail system without having to step into your car. This peaceful, spacious, serene spot is ideal for summer relaxation.

Cabin - 7 min to Ski Stratton - Woodstove - Views - Dog OK
Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. TV with VCR & videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.

Dog Friendly A-Frame Retreat near Hiking, Skiing
The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our fast WiFi + enjoy nature while doing so! Whether your plan is to ski, shop, hike or just relax, the Vermont A-Frame is the ideal place to experience it all. With room for 4 and plenty of amenities, our charming A-Frame is sure to provide you with the perfect home for your Vermont vacation. Find us on social media! @thevermontaframe
Popular amenities for Bennington County pet-friendly home rentals
Pet-friendly house rentals

Keys to Vermont

Modern meets Country Cottage in Manchester Village

Quaint One-Story Vermont House with Mountain View

Quiet Vermont Home with Amazing View

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Winter Fun Enjoy Southern Vt

Ski and Play in Manchester Center!

MOUNTAIN NEST, views, Manchester, hot tub,
Pet-friendly home rentals with a pool

Rustic Sunny Vermont Home near Mount Snow

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

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

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Goose Crossing

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

The Vermont Barn (Mount Snow)
Private, pet-friendly home rentals

La Cabañita - The Little Cabin

400+ Airbnb Visits: Incredible Mountain Cabin

Guest Cottage with Mountain View - Close to skiing

River view cottage

White Doe Farm•Lovingly restored Antique Farm Home

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

Vermont Historic Farmhouse Ski/Hike/River

White Rock Farm
Destinations to explore
- Rentals with an EV charger Bennington County
- Rentals with a washer and dryer Bennington County
- Rentals with a fireplace Bennington County
- Farmstay rentals Bennington County
- Rentals with a hot tub Bennington County
- Apartment rentals Bennington County
- Boutique hotels Bennington County
- Chalet rentals Bennington County
- Rentals with a patio Bennington County
- Rentals with breakfast Bennington County
- Rentals with an accessible height toilet Bennington County
- Bed and breakfasts Bennington County
- Townhouse rentals Bennington County
- Private suite rentals Bennington County
- Rentals with outdoor seating Bennington County
- Guesthouse rentals Bennington County
- Rentals with a sauna Bennington County
- Fitness-friendly rentals Bennington County
- Waterfront rentals Bennington County
- Rentals with lake access Bennington County
- Cabin rentals Bennington County
- Ski-in/ski-out rentals Bennington County
- Hotel rooms Bennington County
- Rentals with pools Bennington County
- House rentals Bennington County
- Rentals with a kayak Bennington County
- Family-friendly rentals Bennington County
- Rentals with a fire pit Bennington County
- Condo rentals Bennington County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- New York State Museum
- The Egg
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Willard Mountain
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Rensselaer Polytechnic Institute




