Pet-friendly vacation rentals in Bennington County

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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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Guest favorite

Tiny home in Jamaica

4.88 out of 5 average rating, 345 reviews

Forest Cabin ~ 7min to Stratton, Cozy, Private

Authentic Vermont post and beam cabin is 3 miles from Stratton's Sun Bowl, a short 7 minute drive away. Swimming at the brook on the property. Dogs are welcome, $30 fee per dog. Sorry, no cats due to allergies. Vinyl record player & records, VHS & videos. Full kitchen. Satellite Internet/WiFi 20-100 mbps. The bathroom has a composting toilet - it is odorless and easy to use. Heat options: 2 gas wall furnaces, wood-stove & pellet stove. Front porch, picnic table, fire pit & propane BBQ grill.

May 7 – 14

R1,618 ZAR per night

Guest favorite

Cabin in Wardsboro

4.96 out of 5 average rating, 104 reviews

Cabin w/ Hot tub, Sauna near Mt.Snow & Stratton

Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mountains. Featuring 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Main floor has a huge open concept layout perfect for entertaining. Natural light is beaming in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch with easy access from driveway. Coffee , Nespresso and Firewood included.

Nov 20 – 27

R8,987 ZAR per night

Guest favorite

Cabin in Woodford

4.91 out of 5 average rating, 132 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.

Jan 9 – 16

R3,460 ZAR per night

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 265 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.

Dec 4 – 11

R2,958 ZAR per night

Guest favorite

Cabin in Shaftsbury

5.0 out of 5 average rating, 110 reviews

Renovated Log Cabin Lodge-EV & Pets-Hike-Hot Tub

Reunite with nature at the newly renovated log cabin Lodge at Taconic Ridge. Hundreds of acres of Taconic mountain wilderness and hiking are accessible from the backyard of this home located as the last house on a quiet dead-end road. Fresh, clean, spacious, and open concept, the lodge has all of the amenities that we enjoy most when traveling, and pet friendly too. Head out to explore all that the southern Vermont tri-state area has to offer, or bring groceries and never have to go out!

Jan 13 – 20

R9,655 ZAR per night

Guest favorite

Home in Sunderland

4.97 out of 5 average rating, 213 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!

Feb 21 – 28

R8,735 ZAR per night

Superhost

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

Aug 19 – 26

R3,077 ZAR per night

Guest favorite

Apartment in Dover

4.97 out of 5 average rating, 104 reviews

West Dover Village River View

Beautiful loft-style apartment with Incredible West Dover Historic District Route 100 location on the Valley Trail, on the Moover route, walk to restaurants and shops, river view, 3 m. to Mount Snow, 15 m. to Stratton Mountain, 6 m. to Wilmington with its quaint shops and restaurants. In the summer, the trail can take you to free concerts in the park, three restaurants, two pizza parlors, bakery, church, post office, 7-11 and the movie theatre- all within one mile. Near Golf.

May 13 – 20

R3,081 ZAR per night

Guest favorite

Cabin in Stratton

4.99 out of 5 average rating, 140 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 - 5 min Stratton Mountain Resort - 9 min Mount Snow - 14 min Create lasting memories in Stratton with me & learn more below!

Jun 8 – 15

R4,153 ZAR per night

Superhost

Cabin in Shaftsbury

4.9 out of 5 average rating, 381 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!

Nov 18 – 25

R3,015 ZAR per night

Superhost

Cottage in Sunderland

4.88 out of 5 average rating, 152 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.

May 12 – 19

R2,693 ZAR per night

Superhost

Cabin in Sandgate

4.92 out of 5 average rating, 127 reviews

Vermont Mountainside Cabin- Nature + Epic Views

PLEASE READ THE FULL DESCRIPTION, & FEEL FREE TO GET IN TOUCH WITH ANY QUESTIONS - THANKS This cozy, mountainside cabin is the perfect place to relax and reconnect with friends, family, and nature. The house is nestled in the heart of the Green Mountains, and feels a world away from the hustle and bustle of everyday life. And if you feel like driving to town, our corner of southern Vermont offers a host of outdoor recreation, dining, arts, and more.

Mar 8 – 15

R3,012 ZAR per night