Farmstay vacation rentals in Windham County

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Top-rated farmstay rentals in Windham County

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

Guest favorite
Home in Putney
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.
Nov 8 – 15
$90 per night
4.94 out of 5 average rating, 329 reviews
Guest favorite
Guesthouse in Brattleboro
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.
Mar 10 – 17
$93 per night
4.93 out of 5 average rating, 413 reviews
Guest favorite
Cottage in Newfane
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”.
Oct 27 – Nov 3
$135 per night
4.99 out of 5 average rating, 168 reviews

Popular amenities for Windham County farmstay rentals

Family-friendly farm stay rentals

Guest favorite
Chalet in Dover
A charming VT chalet
Nov 11 – 18
$134 per night
4.93 out of 5 average rating, 254 reviews
Guest favorite
Apartment in Townshend
Private Apt. on Farm, great views and Hot tub,
May 10 – 17
$131 per night
4.93 out of 5 average rating, 197 reviews
Guest favorite
Guesthouse in Putney
A Vermont Carriage House
Jul 27 – Aug 3
$143 per night
4.95 out of 5 average rating, 317 reviews
Superhost
Farm stay in Marlboro
Carriage Barn - Marlboro
Nov 20 – 27
$136 per night
4.89 out of 5 average rating, 567 reviews
Guest favorite
Cottage in Dover
Open again 5/1/24 Summer cottage in the woods
Aug 4 – 11
$103 per night
4.95 out of 5 average rating, 216 reviews
Guest favorite
Apartment in Londonderry
Vermont Getaway Apartment
Jun 14 – 21
$121 per night
4.97 out of 5 average rating, 546 reviews
Guest favorite
Home in Winhall
Stunning mid-century house on 2.5 private acres
May 18 – 25
$269 per night
4.99 out of 5 average rating, 340 reviews
Guest favorite
Farm stay in West Brattleboro
Lilac Ridge Farm House
Apr 11 – 18
$191 per night
4.94 out of 5 average rating, 120 reviews
Superhost
Cabin in Londonderry
The Barn private hot tub/sauna #1 Airbb S. VT
Dec 10 – 17
$274 per night
4.82 out of 5 average rating, 414 reviews
Guest favorite
Home in Dummerston
The Sugar House
Sep 24 – Oct 1
$213 per night
4.96 out of 5 average rating, 123 reviews
Guest favorite
Home in Guilford
Peaceful Country Home
Jan 17 – 24
$132 per night
4.94 out of 5 average rating, 173 reviews
Guest favorite
Home in Londonderry
Clean, Captivating VT Farmhouse near Stratton!
Oct 7 – 14
$251 per night
4.96 out of 5 average rating, 160 reviews

Farm stay rentals with a patio

Guest favorite
Guest suite in Westminster
COZY FARMHOUSE SUITE
Nov 24 – Dec 1
$93 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Place to stay in Newfane
Stables Getaway (pet friendly)
Jul 4 – 11
$106 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Marlboro
Shakespeare’s Apple Tree Cottage Apartment, LLC
Oct 25 – Nov 1
$148 per night
4.95 out of 5 average rating, 40 reviews
Guest favorite
Home in Whitingham
Play Area, Crib, 11 Acre Farmhouse
Oct 15 – 22
$298 per night
5.0 out of 5 average rating, 54 reviews
Guest favorite
Cabin in Dover
Cozy Cedar Cabin 8 Min to Mt Snow
Nov 28 – Dec 5
$272 per night
4.97 out of 5 average rating, 97 reviews
Guest favorite
Home in Whitingham
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Jun 24 – Jul 1
$288 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Apartment in Townshend
Robin Hill Guest House
Nov 2 – 9
$297 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Farm stay in Guilford
Gorgeous, modern, new 3-bedroom home on pond.
Dec 30 – Jan 6
$350 per night
5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Whitingham
Vermont Mt. Snow Ski and Lake Home
May 20 – 27
$524 per night
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Wilmington
Riverside Retreat near Mount Snow
Oct 27 – Nov 3
$258 per night
4.76 out of 5 average rating, 29 reviews
Superhost
Home in West Brattleboro
Gorgeous 5 bed+/Fireplace/Stratton/Mt.Snow/Ski VT
Mar 17 – 24
$667 per night
5.0 out of 5 average rating, 3 reviews
Superhost
Farm stay in Guilford
Weatherhead Hollow Farmstead
May 17 – 24
$553 per night
New place to stay

Farmstay rentals with a washer and dryer

Guest favorite
Cabin in Putney
Vermont Retreat Cottage| Cozy & Romantic Escape
May 12 – 19
$233 per night
4.99 out of 5 average rating, 342 reviews
Guest favorite
Guesthouse in Marlboro
Refined, serene and like no other, Marlboro, VT.
Jul 9 – 16
$220 per night
4.99 out of 5 average rating, 140 reviews
Guest favorite
Home in Wilmington
Adams Farm-"The Little Farmhouse"
Jul 14 – 21
$298 per night
4.89 out of 5 average rating, 148 reviews
Guest favorite
Apartment in Wilmington
The Loft @ Adams Farm-a great stay near Mt. Snow
Aug 3 – 10
$213 per night
4.97 out of 5 average rating, 125 reviews
Guest favorite
Condo in Dover
Winter Dream! The Handle Lodge at Snowtree Condos
Aug 10 – 17
$146 per night
4.99 out of 5 average rating, 94 reviews
Guest favorite
Home in West Brattleboro
Private Brookside Farmhouse
Feb 16 – 23
$167 per night
4.95 out of 5 average rating, 65 reviews
Guest favorite
Home in Putney
Peaceful Beautiful Mountain Home Spectacular Views
Aug 27 – Sep 3
$247 per night
4.91 out of 5 average rating, 97 reviews
Guest favorite
Chalet in Wilmington
Beautiful Home on 22 Acres w/Ponds Near Mt. Snow
Nov 28 – Dec 5
$782 per night
5.0 out of 5 average rating, 36 reviews
Guest favorite
Home in Wilmington
Historic Home, Centrally Located w/ Mtn Views!
May 2 – 9
$195 per night
4.94 out of 5 average rating, 32 reviews
Guest favorite
Home in Wilmington
VT Family Escape: King Beds, Mt Snow, Air Hockey
Jun 8 – 15
$390 per night
4.96 out of 5 average rating, 96 reviews
Guest favorite
Home in Dover
Peaceful Getaway
Oct 3 – 10
$405 per night
5.0 out of 5 average rating, 60 reviews
Guest favorite
Home in Newfane
*New* Lovely Vermont Hamlet Home near Rock River.
Apr 1 – 8
$703 per night
5.0 out of 5 average rating, 7 reviews

Destinations to explore