
Pet-friendly vacation rentals in Bennington
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Top-rated pet-friendly home rentals in Bennington
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike
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!

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.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

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 .

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

5BR Rustic Mountain Sanctuary Dome Home
Find connection in this secluded mountainous retreat. Enmeshed in the natural landscape, this space is only accessible via unpaved roads. Even the journey here is part of the adventure. *4WD & Snowtires are needed during winter & early spring due to the possibility of snow or mud* This property requires a lot of upkeep and the steward will likely be onsite during your stay, however the whole house will be exclusively reserved for your booking. This space will rejuvenate & inspire

The Hideaway Camp
The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can WFH or stream favorite shows.

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

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.

Guest Cottage Battenkill BnB- A Peaceful Getaway
This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.

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.

The King's Cottage
Full view atop this 2.5 Acre paradise. 25 min. to Mt Snow and other skiing gems! 20 minutes to shops and restaurants. Come be secluded in this completely remodeled home. You have access to the best boating, fishing, swimming water just minutes away. Have a fire indoors or out.
Popular amenities for Bennington pet-friendly home rentals
Pet-friendly house rentals

Quiet Vermont Home with Amazing View

The Post Haus: one-of-a-kind modern VT experience

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

MOUNTAIN NEST, views, Manchester, hot tub,

Relax in Vermont! (Pet Friendly)

Central Haus (Cozy Group Getaway)

Modern Spacious Home with Mountain Views

One of kind VT Renovated Barn-Cozy Winter Retreat
Pet-friendly home rentals with a pool

Restored 1735 Granary I King Bed + Views & Pool

Moon Valley Country Retreat no clean fee pets yes

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Cozy cottage with pool, walking distance to lake

Beautiful rustic woods and fields retreat.

Cozy Cottage near lake

Near Saratoga – King Bed, Tub, Fire Pit & Movies

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Private, pet-friendly home rentals

Vermont Retreat Cabin, Romantic, Nature Immersion

Dog Friendly Studio

Off Grid Yurt Right By The Best of The Berkshires

Peaceful Cabin in the Woods

Vermont Chalet

Snug Chalet - Wi-Fi + Close to Mount Snow

Home with a spring fed Koi pond and mountain view

Cozy rustic cabin in the hamlet of Shushan. N.Y.
Quick stats about vacation rentals that are pet-friendly in Bennington

Total vacation rentals
Explore 10 vacation rentals in Bennington

Nightly prices starting at
Bennington vacation rentals start at R695 ZAR per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Bennington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bennington rentals

4.8 Average rating
Bennington stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- West Mountain Ski Resort
- Norman Rockwell Museum
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Beartown State Forest
- Hildene, The Lincoln Family Home
- Lake George Expedition Park
- Albany Center Gallery
- Peebles Island State Park
- Berkshire Botanical Garden
- Dorset Field Club
- Hooper Golf Course




