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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

Relax 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, 100 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, 123 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, 287 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, 234 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, 144 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 .

Home in Shaftsbury

4.85 out of 5 average rating, 118 reviews

Quaint One-Story Vermont House with Mountain View

From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.

Cabin in Stratton

4.99 out of 5 average rating, 160 reviews

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

This cozy retreat is the perfect location to enjoy nature all year round. Nestled on a secluded wooded lot with a babbling brook, this picturesque cabin offers modern amenities, technology, and easy access to outdoor activities. Soak in the hot tub and admire the night sky, sit by the fire pit, or lounge on the sofa after a day of outdoor fun. Grout Pond - 7 min Stratton Mountain Resort - 9 min Mount Snow - 14 min Create lasting memories in Stratton with me & learn more below!

Cabin in Shaftsbury

4.9 out of 5 average rating, 400 reviews

The LoveNest -Charming private cabin on 65 acres

The Love Nest has returned! We’re high up on the hill yet close to art and culture, great views, restaurants and dining, family-friendly activities, skiing, Bennington, Manchester VT close by. Williamstown Mass not far. A huge yard. You’ll love my place because of the coziness, the light, the comfy bed, the well equipped kitchen, privacy and views, the extreme quiet and relaxation. Waterfalls! My place is good for couples, solo adventurers, and dog guests. 420 friendly!

Cabin in Woodford

4.84 out of 5 average rating, 361 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Cabins

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 Dover

4.96 out of 5 average rating, 49 reviews

Good Vibes & Comforts of Home @Ellis Brook Retreat

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, 35 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, 25 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, 14 reviews

Bright airy cottage w/ lake view

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, 191 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

Cabin in Wilmington

5 out of 5 average rating, 28 reviews

Trending Family Fall Cabin HotTub, Pool, Arcade

Vacation home in Dover

4.81 out of 5 average rating, 31 reviews

Walk to Mount Snow, Cozy, Clean and Comfortable

Chalet in Wilmington

5 out of 5 average rating, 78 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Private, pet-friendly home rentals

Cabin in Sunderland

5 out of 5 average rating, 59 reviews

The Birchwood Cabin - Stunning Mountain Views

Cottage in Eagle Bridge

5 out of 5 average rating, 25 reviews

The Crik House: modern digs, American farm country

Cottage in North Bennington

4.88 out of 5 average rating, 311 reviews

Romantic Private Vermont Cottage - Waterfront

Guesthouse in Jamaica

4.85 out of 5 average rating, 60 reviews

5 min to Stratton, pet friendly, fire pit

Home in Arlington

5 out of 5 average rating, 21 reviews

New Charming Waterfront Cottage Retreat

Guesthouse in Londonderry

4.93 out of 5 average rating, 188 reviews

Beautiful Guest House near Bromley, Magic, Okemo

Cabin in Winhall

4.9 out of 5 average rating, 164 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Cabin in Winhall

4.91 out of 5 average rating, 140 reviews

Snow Valley Cabin-Cozy Escape Near Skiing & Nature

Destinations to explore