Farmstay vacation rentals in Berkshire County
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Top-rated farmstay rentals in Berkshire County
Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Berkshire County farmstay rentals
Family-friendly farm stay rentals
Home in Canaan
4.91 out of 5 average rating, 141 reviewsOrchard House-HudsonValley
Nov 24 – Dec 1
Cabin in Monterey
4.93 out of 5 average rating, 186 reviewsExotic Mountain Retreat in the Berkshires
May 6 – 13
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
May 31 – Jun 7
Home in Cummington
4.89 out of 5 average rating, 99 reviewsBeautiful Secluded Country House
Feb 28 – Mar 7
Home in Pittsfield
4.82 out of 5 average rating, 163 reviewsBeautiful House By The Lake W/Jetted Hot Tub
Nov 9 – 16
Cottage in Becket
4.76 out of 5 average rating, 139 reviewsPrivate Lake Cottage on 3 acres w/350 sq. ft. deck
Feb 5 – 12
Home in Lanesborough
4.9 out of 5 average rating, 98 reviewsElmwood Farmhouse
Apr 18 – 25
Home in Hillsdale
4.99 out of 5 average rating, 79 reviewsSprawling Farmhouse Perfect for Large Groups
Nov 8 – 15
Farm stay rentals with a patio
Home in Egremont
4.93 out of 5 average rating, 55 reviewsModern and Stylish Country Lakeside Cottage
Jun 20 – 27
Home in Pittsfield
4.96 out of 5 average rating, 25 reviewsFamily-Centric Berkshire Getaway by Evergreen Home
Oct 26 – Nov 2
Home in Lee
4.97 out of 5 average rating, 70 reviewsStylish Mid-century Modern Berkshires Cape
Sep 2 – 9
Home in New Marlborough
4.95 out of 5 average rating, 21 reviewsBerkshires Colonial Farmhouse
Dec 11 – 18
Home in Adams
4.9 out of 5 average rating, 39 reviewsMount Greylock View Retreat,3 bedroom,2 1/2 bath
Apr 16 – 23
Home in Salisbury
4.93 out of 5 average rating, 28 reviewsScenic 3BDRM Farmhouse with Modern Updates
Dec 12 – 19
Home in Otis
5.0 out of 5 average rating, 23 reviews4 Bedroom Farmhouse close enough/far enough
Nov 27 – Dec 4
Home in Hancock
4.94 out of 5 average rating, 16 reviewsBeautiful Hancock Home near Jiminy Peak
Jan 28 – Feb 4
Farmstay rentals with a washer and dryer
Guest suite in Richmond
4.92 out of 5 average rating, 170 reviewsSki/Private Ranch/Kid friendly/Pet Friendly/Horses
Sep 4 – 11
Home in Sandisfield
4.9 out of 5 average rating, 21 reviewsDesign Cottage on a Trout River. Fly Fishing Spot!
Jun 7 – 14
Farm stay in Peru
4.97 out of 5 average rating, 39 reviewsBerkshire Farm Sanctuary-A home of love & kindness
Jun 17 – 24
Home in Pittsfield
4.96 out of 5 average rating, 55 reviewsBerkshires Lake fun at Family Friendly Hygge House
Dec 16 – 23
Home in Richmond
5.0 out of 5 average rating, 50 reviewsMAGIC FARMHOUSE Berkshire Retreat VIEWS! 3bd/2.5ba
Mar 22 – 29
Home in Williamstown
5.0 out of 5 average rating, 5 reviewsThe Brookman: Renovated 6000 SF Estate On 40 Acres
Dec 13 – 20
Home in New Lebanon
4.98 out of 5 average rating, 49 reviewsBerkshire Mountain retreat gorgeous views and pool
Sep 9 – 16
Home in Austerlitz
4.88 out of 5 average rating, 76 reviewsOpen Plan 3 Bed w yard -Great Barrington - Hudson
Jun 6 – 13
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