Farmstay holiday rentals in Western Massachusetts
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Top-rated farm stay rentals in Western 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 Western Massachusetts
Family-friendly farm stay rentals
Guest house in Clarksburg
4.9 out of 5 average rating, 240 reviewsMountain Cottage Spectacular Views
15–22 Mar
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
26 May – 2 Jun
Cabin in Bradford
4.98 out of 5 average rating, 333 reviewsDeer Valley Retreat, Lovely Log Cabin
4–11 Nov
Home in Feeding Hills
4.89 out of 5 average rating, 885 reviewsFarm Fresh Feeding Hills
11–18 Oct
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
13–20 Sep
Cottage in New Lebanon
4.94 out of 5 average rating, 176 reviewsThe Writer's Cottage
8–15 Apr
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
12–19 Nov
Farm stay in West Simsbury
4.95 out of 5 average rating, 432 reviewsFlamig Farm Staycation
16–23 Nov
Farm stay rentals with a patio
Farm stay in Thompson
4.94 out of 5 average rating, 164 reviewsWizard's Roost at Underhill Hollow
10–17 Nov
Guest suite in Uxbridge
5.0 out of 5 average rating, 126 reviewsZen Inspired Private Suite with 2-mile Trail Loop
22–29 Mar
Bungalow in Cairo
4.99 out of 5 average rating, 310 reviewsSwim just feet from your door, 20 min to Hudson
19–26 Aug
Cottage in Newfane
4.99 out of 5 average rating, 177 reviewsCozy Vermont Antique Sugar House with Fireplace
4–11 Apr
Farm stay in Thompson
4.99 out of 5 average rating, 133 reviewsRustic Farmette Studio w/ Hot Tub & seasonal pool
12–19 Sep
Cabin in Accord
5.0 out of 5 average rating, 105 reviewsModern Cabin with Stunning Pastoral+Mountain Views
20–27 Apr
Farm stay in North Stonington
4.99 out of 5 average rating, 137 reviewsMystic Country Farm Stay
21–28 Feb
Guest suite in Uxbridge
4.99 out of 5 average rating, 137 reviewsThe 1780 Suite
14–21 Oct
Farmstay rentals with a washing machine and dryer
Cottage in Granby
4.87 out of 5 average rating, 138 reviewsThe Little Red Schoolhouse ~ Circa 1877
11–18 Sep
Tiny home in Chatham
4.99 out of 5 average rating, 310 reviewsHunnyHAUS: Deluxe TINY*private spa*walk to town
4–11 Jul
Guest suite in Florence, Massachusetts
5.0 out of 5 average rating, 107 reviewsHistoric NE Homestead Guest Suite
10–17 Jul
Guest house in Wallingford
4.98 out of 5 average rating, 590 reviewsVermont Home Central to Ski Areas-No Cleaning Fees
12–19 Apr
Home in Dalton
4.99 out of 5 average rating, 121 reviewsCleveland House - renovated Berkshires' gem.
19–26 Mar
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
30 Sep – 7 Oct
Cabin in Preston-Potter Hollow
4.98 out of 5 average rating, 288 reviewsCasa Bella Vista with Great Views!
21–28 Jun
Farm stay in New Lebanon
4.95 out of 5 average rating, 184 reviewsBarn Stay at Shadowbrook Farm
11–18 Oct
Destinations to explore
- Cambridge Holiday rentals
- New Haven Holiday rentals
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- Providence Holiday rentals
- Catskill Holiday rentals
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- Philadelphia Holiday rentals
- Jersey City Holiday rentals
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