Farmstay holiday rentals in Bennington County

Find and book unique farmstay rentals on Airbnb

Top-rated farm stay rentals in Bennington County

Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Shaftsbury

5.0 out of 5 average rating, 372 reviews

The Vermont Dream Cabin on 70 Acres

*4 WHEEL/AWD a MUST for WINTER BOOKINGS* Authentic log cabin on 70 acres+ of pristine Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or a book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire

7–14 Apr

$349 SGD per night

Guest favourite

Dome in Sandgate

4.99 out of 5 average rating, 303 reviews

“Whimsical Stone Abode” - Boston Magazine

“The best possible combination between the postcard-perfect cliffside suites of Santorini (Greece) and a hobbit house...The white stone cottage flows around 900 sf, which contains a nice bathroom, full kitchen, and plenty of nature-inspired furnishings.” Boston Magazine - Travel. You are the only guests in the domes which are attached to our home, a stone cottage with eye brow architecture. Enjoy gardens, meadow, woods and mountain views. We are 25 minutes from Manchester and Bennington VT.

17–24 Jan

$306 SGD per night

Guest favourite

Apartment in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a charming and modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with family and friends. Make a meal in the new and beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge

18–25 Sep

$235 SGD per night

Guest favourite

Flat in Wilmington

4.97 out of 5 average rating, 126 reviews

The Loft @ Adams Farm-a great stay near Mt. Snow

Spacious & clean in Historic Duplex Farmhouse located minutes from MT Snow Ski Area & Stratton for Skiing, Snowboarding & Tubing. VAST trails just across the road. Shop & eat in the quaint villages of Wilmington & Dover. Private entrance and 3-stories of space with farmstyle decor & lovely views. 0ver 100-acres for you to Snowshoe , X-Country ski or just hike & explore. Plenty of parking for snowmobile trailers. Walking distance to Local Farm Store. Our pool is available July 1-Labor Day

3–10 May

$171 SGD per night

Guest favourite

Home in Wilmington

4.88 out of 5 average rating, 150 reviews

Adams Farm-"The Little Farmhouse"

A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

2–9 May

$298 SGD per night

Guest favourite

Flat in Dorset

4.99 out of 5 average rating, 178 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 5 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

9–16 Jun

$248 SGD per night

Guest favourite

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.

14–21 Oct

$214 SGD per night

Guest favourite

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!

30 May – 6 Jun

$698 SGD per night

Superhost

Home in Londonderry

4.95 out of 5 average rating, 162 reviews

Clean, Captivating VT Farmhouse near Stratton!

Let us welcome you to our beautifully appointed, circa 1901 Vermont farmhouse resting on four acres of lush, rolling pastures--the quintessential Vermont experience! The house exudes warmth, coziness and tranquility with no detail left untouched. 4 BR 2 bath with huge family room. Minutes to 3 of the best ski-mountains on the east coast - Stratton, Bromley, Magic Mtn and close to Manchester shopping. A few miles from renowned Solo Farm & Table, HoneyPie and West River Farmer's market.

23–30 Oct

$340 SGD per night

Guest favourite

Guest suite in Shaftsbury

4.98 out of 5 average rating, 133 reviews

Country Getaway with a Spa/Birds of a Feather Farm

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. A spa is available and infrared sauna.

7–14 Dec

$171 SGD per night

Guest favourite

Cottage in Shaftsbury

4.99 out of 5 average rating, 599 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

23–30 Jan

$603 SGD per night

Guest favourite

Barn in Manchester

4.99 out of 5 average rating, 249 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

30 Nov – 7 Dec

$373 SGD per night