Farmstay holiday rentals in Massachusetts
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Top-rated farm stay rentals in Massachusetts
Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for farm stay rentals in Massachusetts
Family-friendly farm stay rentals
Barn in Carlisle
4.84 out of 5 average rating, 513 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
10–17 Feb
Guest suite in Yarmouth
4.85 out of 5 average rating, 249 reviewsOld Cape Cottage
30 Nov – 7 Dec
Home in Feeding Hills
4.89 out of 5 average rating, 884 reviewsFarm Fresh Feeding Hills
8–15 Sept
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
21–28 Nov
Barn in Holden
4.9 out of 5 average rating, 380 reviewsFarm stay in a Historic Ski Lodge turned Barn
10–17 Jul
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
23–30 May
Cabin in Rockport
4.97 out of 5 average rating, 406 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm
13–20 Sept
Townhouse in Concord
4.93 out of 5 average rating, 330 reviewsCottage Suite-Walk to Shops, Train. Town approved.
1–8 Aug
Farm stay rentals with a patio
Tiny home in Leicester
4.97 out of 5 average rating, 37 reviewsEntire Rustic Tiny House @ Barred Owl Retreat
1–8 Aug
Flat in Groton
5.0 out of 5 average rating, 50 reviewsFarmhouse Guest Apartment
8–15 Jun
Cottage in Warwick
5.0 out of 5 average rating, 19 reviewsBy Still Waters Cottage
27 Feb – 6 Mar
Campervan/Motorhome in Millis
4.94 out of 5 average rating, 18 reviewsWindy Knob Farm Camper/RV - stay on working farm
6–13 Nov
Farm stay in Blandford
5.0 out of 5 average rating, 9 reviewsFreeland Brook Farm - stunning Berkshires view
26 Sept – 3 Oct
Home in Egremont
4.93 out of 5 average rating, 55 reviewsModern and Stylish Country Lakeside Cottage
20–27 Jun
Home in Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
1–8 May
Flat in Oak Bluffs
5.0 out of 5 average rating, 23 reviewsDown island woodsy retreat.
14–21 May
Farmstay rentals with a washing machine and dryer
Farm stay in Southbridge
4.98 out of 5 average rating, 164 reviewsHigh Grass Farm
10–17 Oct
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
11–18 Mar
Farm stay in Hadley
4.98 out of 5 average rating, 121 reviewsHadley Farm Apartment
9–16 May
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
23–30 Oct
Home in Dalton
4.99 out of 5 average rating, 120 reviewsCleveland House - renovated Berkshires' gem.
11–18 Jun
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
7–14 Mar
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
26 Feb – 5 Mar
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
12–19 Nov
Destinations to explore
- Farm stay rentals United States
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