Guest house holiday rentals in The Berkshires
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Top-rated guest house rentals in The Berkshires
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
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Popular amenities for guest house rentals in The Berkshires
Family-friendly guest house rentals
Guest house in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Guest house in Clarksburg
4.9 out of 5 average rating, 240 reviewsMountain Cottage Spectacular Views
Guest house in Tivoli
4.94 out of 5 average rating, 213 reviewsLight-filled guest cottage
Guest house in Woodstock
4.86 out of 5 average rating, 835 reviewsRocket Room - Rock Stars Only
Guest house in Northampton
4.93 out of 5 average rating, 241 reviewsLarge Studio – Walk to Town
Guest house in Brattleboro
5.0 out of 5 average rating, 200 reviewsLight Filled Loft in the Vermont Countryside
Guest house in Belchertown
4.94 out of 5 average rating, 137 reviewsAmherst Area Studio Apartment
Guest house in Woodstock
4.96 out of 5 average rating, 185 reviewsTop of the Hill
Guest house rentals with a patio
Guest house in Mahopac
4.93 out of 5 average rating, 118 reviewsSunny Lakeview Guesthouse
Guest house in Gardiner
4.99 out of 5 average rating, 140 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
Guest house in Montgomery
4.94 out of 5 average rating, 124 reviewsLuxury mins from angry orchard and city winery
Guest house in Brewster
4.94 out of 5 average rating, 102 reviewsSherwood Barn - close to ski mountain
Guest house in Saratoga Springs
4.98 out of 5 average rating, 126 reviewsWake up at the Track on Historic Union Ave!!!
Guest house in Sharon
5.0 out of 5 average rating, 66 reviewsCottage with a Waterfall View
Guest house in Pittsfield
4.98 out of 5 average rating, 47 reviewsThe Nest at Birdland
Guest house in New Milford
5.0 out of 5 average rating, 44 reviewsLuxury in the Litchfield Hills
Guest house rentals with a washing machine and dryer
Guest house in North Adams
5.0 out of 5 average rating, 211 reviewsNetherwood - North Adams Guest House with Views
Guest house in Glastonbury
4.96 out of 5 average rating, 134 reviewsUnique luxurious private building in historic area
Guest house in Fort Plain
4.98 out of 5 average rating, 448 reviewsStarhaven: Baseball HoF, Mineral Mining & More
Guest house in Brewster
5.0 out of 5 average rating, 291 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Guest house in Marlboro
4.99 out of 5 average rating, 142 reviewsRefined, serene and like no other, Marlboro, VT.
Guest house in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Guest house in Stanfordville
4.92 out of 5 average rating, 165 reviewsEco Cottage in the Woods
Guest house in Woodstock
5.0 out of 5 average rating, 303 reviewsSteps toTown/Bus Pet Ok/No Extra Fees! &Five Star
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