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Search results; Over 1,000 homes in Stephentown

Superhost
Cabin in Stephentown
Rustic Cabin | Barrel Sauna | Private Pond
2 bedrooms, 2 beds, 1 shared bathroom
19–24 Aug
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4.86 out of 5 average rating, 312 reviews
Guest favourite
Flat in Stephentown
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
4.86 out of 5 average rating, 76 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Guest house in Stephentown
Dog Friendly Studio
5.0 out of 5 average rating, 479 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Stephentown
Berkshires Apartment @ the Stephentown Hotel
4.83 out of 5 average rating, 29 reviews, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Flat in Stephentown
Cozy 2-Bedroom Vacation Apartment
4.99 out of 5 average rating, 107 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Home in Stephentown
Ioka Valley Farm's Little Farm House
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
1–6 Aug
Tiny home in Stephentown
Tiny House Glamping on Peaceful Farm
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Holiday home in Stephentown
Quiet, peaceful wooded setting.
4.97 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Camper van/Motorhome in Stephentown
Your Glamping Getaway
4.91 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Flat in Stephentown
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
4.89 out of 5 average rating, 18 reviews, 5 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
Guest favourite
Cottage in Williamstown
Cute Cozy Comfy Cottage in the Berkshires
4.89 out of 5 average rating, 207 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Aug
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 607 reviews, 1 king bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Stephentown
Berkshire Cabin
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
4.9 out of 5 average rating, 174 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Apartment in Hancock
Jiminy Peak Country Inn - ski in/out condo MT view
4.92 out of 5 average rating, 84 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Poestenkill
Upstate Homestead Cottage
4.99 out of 5 average rating, 79 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
Top guest favourite
Room in Lenox
Heart of the Shire! ~ Private room w/shared bath
4.97 out of 5 average rating, 63 reviews, 1 double bed, 1 bathroom
1–6 Aug
Top guest favourite
Cabin in Stephentown
Stylish Mountain Cabin Close To Cherry Plain Park
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug