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Farmstay vacation rentals in Windham County

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Windham County

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

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Farm stay in Marlboro

4.89 out of 5 average rating, 576 reviews

Carriage Barn - Marlboro

Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

Nov 25 – Dec 2

G$32,019 GYD per night

Home in Putney

4.94 out of 5 average rating, 338 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Apr 12 – 19

G$23,124 GYD per night

Cabin in Putney

4.98 out of 5 average rating, 355 reviews

Vermont Retreat Cottage| Paradise in Nature

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Cabins of the East Coast ☽ Elevated, considered design; thoughtful lighting; deeply romantic ☽ A beautiful, Vermont-y drive to Stratton, Okemo, Mt. Snow, Magic & Bromley ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with all the special things ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

Dec 3 – 10

G$43,344 GYD per night

Apartment 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

Oct 12 – 19

G$27,398 GYD per night

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.

Sep 18 – 25

G$32,188 GYD per night

Guesthouse in Jamaica

4.95 out of 5 average rating, 133 reviews

The Chick Inn

This is a two-story, renovated barn adjacent to the chicken coop in rural Vermont with views of the forests. It has brand new floors, a new kitchenette, and fresh look. (Some renovation is still taking place.) The chicken coop is just next door but the birds are free-range and range they will. Enjoy a private, hot shower in the garden, just outside. This listing is only suitable for people comfortable with dogs, cats, and chickens which will undoubtedly greet you outside during your stay.

Jun 1 – 8

G$20,310 GYD per night

Guesthouse in Brattleboro

4.93 out of 5 average rating, 430 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Jul 7 – 14

G$21,343 GYD per night

Cottage in Newfane

4.99 out of 5 average rating, 176 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Aug 17 – 24

G$32,403 GYD per night

Apartment in Marlboro

4.94 out of 5 average rating, 223 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly goats and dogs, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

Jan 22 – 29

G$30,182 GYD per night

Cottage in Dover

4.95 out of 5 average rating, 216 reviews

Cozy summer cottage in the woods of southern VT

-The Ice Pond Camp, East Dover, VT. Small well equipped country cottage, surrounded by nature & quaint beauty. Enjoy the lovely Southern Vermont seasons as you relax, disconnect, recharge & spend your days living a slower pace - surrounded by authentic rural beauty. Close to Wilmington and West Dover, (home of Mount Snow) and towns such as Putney and Brattleboro. Just minutes away are scenic villages, green farms, brooks,ponds and lakes, walking trails & country roads.

Jul 19 – 26

G$25,965 GYD per night

Guest suite in Newfane

4.93 out of 5 average rating, 177 reviews

Cute studio apt on lovely historic VT farm

Enjoy a break surrounded by trees, nature, and wildlife. You need snow tires or 4x4/AWD to get up the road in the winter. Everything you need in this self-contained little studio on a small farm with separate entrance. There's a kitchen, bath, queen bed plus a roll-out twin. Excellent heater. Beautiful, quiet country setting on a small farm. Wifi is enough for basic tasks, but not for 8 hours of daily zoom. 45 minutes drive to Stratton, Mt Snow and Magic Mountain

Aug 21 – 28

G$21,461 GYD per night

Apartment in West Townshend

4.91 out of 5 average rating, 313 reviews

Private Apt on Farm, Magnificent views, Hot tub

Taft Hill Farm stay in a private 2-bedroom apartment plus sleeping loft, open-plan kitchen, living space; separate entrance; best views in Vermont! A great retreat for a family, a couple or a group of friends. Apartment is attached to main farmhouse on a historic 38-acre hillside farm. Extensive gardens & orchard, heritage breed cows, chickens and sheep. Pls note pricing is based on up to four guests; add'l $25/person/night up to max 5 guests added automatically.

May 5 – 12

G$27,101 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Windham County farmstay rentals

Free parking on premises

Air conditioning

Family-friendly farm stay rentals

Home in Guilford

4.94 out of 5 average rating, 173 reviews

Peaceful Country Home

Feb 11 – 18

G$31,890 GYD per night

Home in Winhall

4.99 out of 5 average rating, 349 reviews

Stunning mid-century house on 2.5 private acres

Sep 14 – 21

G$64,802 GYD per night

Apartment in Londonderry

4.97 out of 5 average rating, 554 reviews

Vermont Getaway Apartment

Oct 8 – 15

G$32,294 GYD per night

Cabin in Londonderry

4.82 out of 5 average rating, 421 reviews

The Honeymoon Barn - hot tub/sauna #1 Airbb S. VT

Jan 24 – 31

G$66,123 GYD per night

Home in Dummerston

4.96 out of 5 average rating, 125 reviews

The Sugar House

Feb 20 – 27

G$50,778 GYD per night

Home in Peru

4.98 out of 5 average rating, 147 reviews

Serene & Pristine Vermont Home

Jun 12 – 19

G$61,184 GYD per night

Home in Londonderry

4.95 out of 5 average rating, 162 reviews

Clean, Captivating VT Farmhouse near Stratton!

Oct 16 – 23

G$51,174 GYD per night

Home in Newfane

4.96 out of 5 average rating, 76 reviews

Clark Farm-2 Master-Suites, Great kitchen, views!

Jul 11 – 18

G$92,308 GYD per night

Farm stay rentals with a patio

Guest suite in Westminster

4.95 out of 5 average rating, 38 reviews

COZY FARMHOUSE SUITE

Sep 7 – 14

G$22,277 GYD per night

Place to stay in Newfane

4.89 out of 5 average rating, 18 reviews

Stables Getaway (pet friendly)

Oct 11 – 18

G$28,408 GYD per night

Cabin in Dover

4.97 out of 5 average rating, 100 reviews

Cozy Cedar Cabin 8 Min to Mt Snow

May 13 – 20

G$41,208 GYD per night

Home in Whitingham

5.0 out of 5 average rating, 65 reviews

Play Area, Crib, 11 Acre Farmhouse

Jan 6 – 13

G$69,784 GYD per night

Home in Whitingham

5.0 out of 5 average rating, 29 reviews

2.5mi From The Lake! Arcade, Fire Pit, Yard Games!

Mar 6 – 13

G$66,603 GYD per night

Apartment in Townshend

5.0 out of 5 average rating, 14 reviews

Robin Hill Guest House

Jul 10 – 17

G$71,350 GYD per night

Home in Dover

4.95 out of 5 average rating, 20 reviews

RedChalet 5min to Mt Snow Hottub Firepit Fireplace

May 20 – 27

G$108,783 GYD per night

Home in West Brattleboro

5.0 out of 5 average rating, 3 reviews

Gorgeous 5 bed+/Fireplace/Stratton/Mt.Snow/Ski VT

May 14 – 21

G$160,074 GYD per night

Farmstay rentals with a washer and dryer

Guesthouse in Marlboro

4.99 out of 5 average rating, 140 reviews

Refined, serene and like no other, Marlboro, VT.

Jun 30 – Jul 7

G$52,777 GYD per night

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Sep 16 – 23

G$35,338 GYD per night

Home in Wilmington

4.88 out of 5 average rating, 150 reviews

Adams Farm-"The Little Farmhouse"

Aug 20 – 27

G$53,690 GYD per night

Home in West Brattleboro

4.95 out of 5 average rating, 66 reviews

Private Brookside Farmhouse

Apr 16 – 23

G$36,268 GYD per night

Chalet in Wilmington

5.0 out of 5 average rating, 39 reviews

Beautiful Home on 22 Acres w/Ponds Near Mt. Snow

Sep 8 – 15

G$144,073 GYD per night

Home in Putney

4.91 out of 5 average rating, 98 reviews

Peaceful Beautiful Mountain Home Spectacular Views

Feb 3 – 10

G$59,424 GYD per night

Home in Wilmington

4.94 out of 5 average rating, 32 reviews

Historic Home, Centrally Located w/ Mtn Views!

Sep 4 – 11

G$59,138 GYD per night

Home in Wilmington

4.96 out of 5 average rating, 97 reviews

VT Family Escape: King Beds, Air Hockey, NERF

Dec 17 – 24

G$150,431 GYD per night

Destinations to explore