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Search results; 764 countryside homes within map area

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Home in Springfield
4000 Square Ft Spanish Inspired Colonial Revival
6 bedrooms, 6 beds
Jul 29 – Aug 3
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Barn in Hampton
Little Rest Studio
1 bedroom, 2 beds
Aug 2 – 7
5.0 out of 5 average rating, 62 reviews
Top guest favorite
Cabin in North Stonington
Come to the woods and snuggle in front of the fire
1 bedroom, 2 beds
Aug 25 – 30
4.96 out of 5 average rating, 254 reviews
Guest favorite
Cabin in Cornwall
Spa Cabin with Sauna, Hot Tub and Cold Plunge
2 bedrooms, 2 queen beds
Jul 19 – 24
4.97 out of 5 average rating, 76 reviews
Top guest favorite
Farm stay in Thompson
Wizard's Roost and Underhill Hollow
2 bedrooms, 3 beds
Jul 19 – 24
4.94 out of 5 average rating, 322 reviews
Top guest favorite
Apartment in North Adams
The MoCA-Cabana: 2 bd + Sauna
2 bedrooms, 3 beds
Aug 23 – 28
4.99 out of 5 average rating, 127 reviews
Guest favorite
Home in Agawam
Home near Six Flags/ hot tub
3 bedrooms, 2 queen beds
Oct 10 – 15
4.85 out of 5 average rating, 82 reviews
Top guest favorite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
Aug 2 – 7
4.98 out of 5 average rating, 82 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds
Aug 10 – 15
4.87 out of 5 average rating, 255 reviews
Top guest favorite
Guesthouse in Southbury
The Perch in the Purchase
1 bedroom, 2 beds
Jul 26 – 31
5.0 out of 5 average rating, 68 reviews
Top guest favorite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
3 bedrooms, 4 beds
Sep 16 – 21
4.99 out of 5 average rating, 246 reviews
Top guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed
Sep 6 – 11
4.99 out of 5 average rating, 315 reviews
Top guest favorite
Guesthouse in Granby
Windy Top Cottage ~ A Romantic "European" Getaway
2 bedrooms, 2 beds
Nov 8 – 13
4.98 out of 5 average rating, 919 reviews
Guest favorite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 bedroom, 1 queen bed
Jul 16 – 21
4.9 out of 5 average rating, 532 reviews
Top guest favorite
Home in Killingly
"The Getaway" at Alexanders Lake
2 bedrooms, 3 beds
Sep 6 – 11
4.93 out of 5 average rating, 54 reviews
Top guest favorite
Cottage in Canaan
The Cottage at Great Falls Luxury Getaway.
2 bedrooms, 2 beds
Jul 19 – 24
4.97 out of 5 average rating, 118 reviews
Top guest favorite
Home in Becket
Cozy lakehouse
3 bedrooms, 3 beds
Sep 6 – 11
5.0 out of 5 average rating, 108 reviews
Superhost
Cabin in Enfield
Vintage Riverview Cottage
1 bedroom, 1 bed
Jul 26 – 31
4.9 out of 5 average rating, 99 reviews