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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.

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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Cabin in Wardsboro

4.86 out of 5 average rating, 103 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.

Cabin in Stratton

5 out of 5 average rating, 124 reviews

Log Cabin w/King Beds 7 min from Stratton Sunbowl

Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

Cabin in Woodford

4.91 out of 5 average rating, 141 reviews

Lakeview Cabin in the Mountains - beautiful

Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Chalet in Dover

4.92 out of 5 average rating, 288 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Home in Sunderland

4.97 out of 5 average rating, 236 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Convenient to downtown Manchester's outlet stores and restaurants,golf (equinox golf course 3 miles away) hiking, kayaking and fishing (battenkill river)skiing-Stratton or Bromley, hot tub on full deck with close-up views of Mount Equinox, these mountain views will either make you weep or sing for joy, dines 8 easy, master on main (king bed). This home was intended to bring INSIDE the natural beauty you see OUTSIDE. Complete with vaulted living area and exposed timber beams throughout!

Farm stay in Bennington

4.97 out of 5 average rating, 145 reviews

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 .

Cottage in Sunderland

4.88 out of 5 average rating, 166 reviews

Green Mountain Retreat

This is a modern three bedroom, two bath in one of the most beautiful places in New England - nestled in the Green Mountain National Forest, across the road from the Roaring Branch River. About 12 minutes from Manchester and 20 minutes from Bennington. It is close to all of the best trails in Southern Vermont, several beautiful mountain lakes, and Stratton and Bromley ski resorts. If you enjoy outdoor activities, this is the most ideal location in Southern Vermont.

Cabin in Wardsboro

4.89 out of 5 average rating, 176 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Private AFrame cabin on 7 acres w/hot tub! 7.5 Miles to Mt Snow, 12 Miles to Stratton. Gorgeous modern kitchen fully stocked and open to the living/dining room with a cozy wood burning fireplace. 2 bdrms on 1st floor (1 kid friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Home in Wardsboro

4.95 out of 5 average rating, 100 reviews

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

Welcome to Three Bears Mountain House - your Southern Vermont getaway! We're located 10 minutes from Mount Snow and 15 minutes from Stratton. We designed our cabin to be inviting and cozy, a place you'll never want to leave. Come for a fun-filled weekend on the mountains skiing or a relaxing getaway in nature. End your day with a relaxing soak in our 7-person hot tub. Visit the local breweries and farms for an authentic Vermont experience!

Farm stay in Bennington

4.97 out of 5 average rating, 108 reviews

White Rock Farm

White Rock Farm is a working sheep farm in Bennington VT, part of the scenic and historic Valley of Vermont and surrounded by the Green and Taconic Mountains. The farm is a place where successive generations have been stewards of its 295 acres. First established in 1828, today it remains a working farm that includes livestock, maple syrup, and timber production.

Loft in Wilmington

4.93 out of 5 average rating, 187 reviews

Walk to Village/Lake Whitingham

The garage apartment is comfortable, clean and pet-friendly. Great for weekend getaways; we are just a stroll away from the lake or the village and a short drive to Mount Snow. The Moover is a local free bus to Mount Snow ski resort, Brattleboro and Bennington and is easily accessible at the traffic light.

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Bennington County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Manchester

4.97 out of 5 average rating, 105 reviews

Modern meets Country Cottage in Manchester Village

Home in Bennington

5 out of 5 average rating, 36 reviews

The Vermont Farmhouse+Holidays+Skiing+Dog Friendly

Home in Mt Tabor

4.92 out of 5 average rating, 179 reviews

Now thru Dec 15th 140.00

Home in Manchester

4.95 out of 5 average rating, 113 reviews

Ski and Play in Manchester Center!

Home in Woodford

4.92 out of 5 average rating, 26 reviews

Green Mountains Lake Retreat - Hidden Gem

Home in Wardsboro

4.94 out of 5 average rating, 148 reviews

Sawmill Road - between Stratton and Mount Snow

Home in Woodford

5 out of 5 average rating, 15 reviews

Bright airy cottage w/ lake view

Home in Dover

4.81 out of 5 average rating, 102 reviews

The Upper Handle Road House

Pet-friendly home rentals with a pool

Townhouse in Dover

4.98 out of 5 average rating, 51 reviews

Enjoy a whimsical escape only minutes from Mt Snow

Cabin in Wardsboro

5 out of 5 average rating, 61 reviews

VT Cabin | AC | Firepit | Hike | Swim | Ski

Chalet in Wilmington

4.85 out of 5 average rating, 59 reviews

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access

Cabin in Wardsboro

4.93 out of 5 average rating, 192 reviews

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

Cabin in Wilmington

4.93 out of 5 average rating, 45 reviews

Bear Tracks Cabin - VT Escape

Home in Wilmington

4.77 out of 5 average rating, 52 reviews

Chimney Hill Home w/ New Hot Tub & Amenity Center!

Cabin in Wilmington

5 out of 5 average rating, 28 reviews

Trending Family Fall Cabin HotTub, Pool, Arcade

Chalet in Wilmington

5 out of 5 average rating, 79 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Private, pet-friendly home rentals

Chalet in Dover

4.86 out of 5 average rating, 164 reviews

Mount Snow cabin with Jacuzzi.

Chalet in Readsboro

4.85 out of 5 average rating, 307 reviews

The King's Cottage

Cabin in Sunderland

5 out of 5 average rating, 60 reviews

The Birchwood Cabin - Stunning Mountain Views

Cabin in Winhall

4.96 out of 5 average rating, 27 reviews

PROMO: 3rd Night 25% off. Inquire before booking!

Chalet in Dover

4.98 out of 5 average rating, 94 reviews

Mountain Chalet: brook-hot tub-firepit-mins to ski

Cottage in Eagle Bridge

5 out of 5 average rating, 26 reviews

The Crik House: modern digs, American farm country

Home in Shaftsbury

4.99 out of 5 average rating, 67 reviews

VT Mountain House Epic Views 350 Acre Farm Hot Tub

Chalet in Dover

5 out of 5 average rating, 11 reviews

1Mi To MtSnow, HotTub, FirePit, Game&Theater Rooms

Destinations to explore