Farmstay holiday rentals in Massachusetts
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Top-rated farm-stay accommodation 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 Massachusetts farm-stay accommodation
Family-Friendly farm stay rentals
Barn in Carlisle
4.84 out of 5 average rating, 513 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
29 Nov – 6 Dec
Guest suite in Yarmouth
4.85 out of 5 average rating, 249 reviewsOld Cape Cottage
15–22 Jan
Home in Feeding Hills
4.89 out of 5 average rating, 884 reviewsFarm Fresh Feeding Hills
8–15 Sep
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
21–28 Nov
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
13–20 May
Cabin in Rockport
4.97 out of 5 average rating, 406 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm
13–20 Sep
Townhouse in Concord
4.93 out of 5 average rating, 330 reviewsCottage Suite-Walk to Shops, Train. Town approved.
1–8 Aug
Guest suite in Sherborn
4.98 out of 5 average rating, 240 reviewsEntire Historic Carriage House with Fireplace & AC
17–24 Jul
Farm-stay accommodation 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
Apartment 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
3–10 Jun
Campervan/RV in Millis
4.94 out of 5 average rating, 18 reviewsWindy Knob Farm Camper/RV - stay on working farm
27 Aug – 3 Sep
Farm stay in Blandford
5.0 out of 5 average rating, 9 reviewsFreeland Brook Farm - stunning Berkshires view
21–28 Sep
Home in Egremont
4.93 out of 5 average rating, 55 reviewsModern and Stylish Country Lakeside Cottage
16–23 Jun
Home in Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
5–12 Sep
Home in New Marlborough
4.95 out of 5 average rating, 21 reviewsBerkshires Colonial Farmhouse
11–18 Dec
Farmstay rentals with a washing machine and dryer
Farm stay in Southbridge
4.98 out of 5 average rating, 164 reviewsHigh Grass Farm
27 Dec – 3 Jan
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
22–29 Oct
Farm stay in Hadley
4.98 out of 5 average rating, 122 reviewsHadley Farm Apartment
9–16 May
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
15–22 Feb
Home in Dalton
4.99 out of 5 average rating, 120 reviewsCleveland House - renovated Berkshires' gem.
3–10 Nov
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
9–16 Mar
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
31 Mar – 7 Apr
Guest suite in Richmond
4.92 out of 5 average rating, 170 reviewsSki/Private Ranch/Kid friendly/Pet Friendly/Horses
7–14 May
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