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Search results; Over 1,000 places

Guest favorite
Camper/RV in Westhampton
AirbytheStream waterfront, private, clean and cozy
2 beds
Apr 21 – 26
4.87 out of 5 average rating, 84 reviews
Guest favorite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
2 beds
May 19 – 24
4.94 out of 5 average rating, 347 reviews
Guest favorite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 queen bed
Apr 28 – May 3
4.9 out of 5 average rating, 377 reviews
Superhost
Treehouse in New Marlborough
Double 3 Bedroom Tree House in the Berkshires
4 beds
May 5 – 10
4.92 out of 5 average rating, 84 reviews
Guest favorite
Cabin in North Adams
Mahican Cabin - A Private Nature's Reserve For 2
1 queen bed
Apr 28 – May 3
4.95 out of 5 average rating, 182 reviews
Guest favorite
Home in Falmouth
Cozy Pet Friendly Falmouth Beach House
5 queen beds
Apr 21 – 26
4.96 out of 5 average rating, 25 reviews
Guest favorite
Cottage in Bourne
Beach Cottage, without going over bridges to Cape!
1 queen bed
Apr 25 – 30
4.96 out of 5 average rating, 193 reviews
Guest favorite
Tiny home in Orange
The Photographer's Hut: A Sweetwater Stay
1 queen bed
May 12 – 17
4.93 out of 5 average rating, 299 reviews
Guest favorite
Cottage in Bourne
Upper Cape Cozy Cottage
1 queen bed
Apr 23 – 28
4.98 out of 5 average rating, 223 reviews
Guest favorite
Guesthouse in Framingham
Private guest house on beautiful country road
1 queen bed
May 12 – 17
4.97 out of 5 average rating, 199 reviews
Guest favorite
Cottage in Becket
Cozy lakeside cottage
3 beds
May 27 – Jun 1
4.95 out of 5 average rating, 124 reviews
Guest favorite
Home in Agawam
Sunrise on the Water's Edge - Riverside Bungalow
3 beds
May 19 – 24
4.99 out of 5 average rating, 88 reviews
Guest favorite
Tiny home in Orange
The Writer's Retreat: A Sweetwater Stay
1 queen bed
Apr 28 – May 3
4.92 out of 5 average rating, 310 reviews
Superhost
Cottage in Sandwich
Gold Anchor Cottage - private hot tub getaway!
3 beds
Apr 28 – May 3
4.93 out of 5 average rating, 122 reviews
Guest favorite
Cottage in Wareham
Cottage on Sunset Cove
1 queen bed
Apr 21 – 26
4.97 out of 5 average rating, 261 reviews
Guest favorite
Apartment in Woburn
Your Cozy 1 BR Apt & Relaxing Retreat
1 queen bed
Apr 28 – May 3
4.94 out of 5 average rating, 66 reviews
Guest favorite
Apartment in Plymouth
Remodeled Studio Apartment in Downtown Plymouth
1 bed
Apr 20 – 25
4.92 out of 5 average rating, 59 reviews
Guest favorite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 beds
May 5 – 10
5.0 out of 5 average rating, 225 reviews