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Search results; Over 1,000 homes in Stephentown

Top guest favourite
Guest house in Stephentown
Dog Friendly Studio
Studio, 1 bed, 1 private bathroom
26–31 Jul
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5.0 out of 5 average rating, 475 reviews
Guest favourite
Flat in Stephentown
2 Bed Berkshire Getaway @ Stephentown Hotel
2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 50 reviews
Guest favourite
Flat in Stephentown
Cozy 2-Bedroom Vacation Apartment
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 104 reviews
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
10–15 Jul
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds, 1 bathroom
9–14 Jul
New place to stay
Guest favourite
Flat in Stephentown
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
5 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
4.88 out of 5 average rating, 17 reviews
Guest favourite
Flat in Stephentown
Berkshires Apartment @ the Stephentown Hotel
3 beds, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 29 reviews
Guest favourite
Home in Stephentown
Fam-Friendly Berkshire Views and Private Swim Pond
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.89 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Stephentown
Stylish Mountain Cabin Close To Cherry Plain Park
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Stephentown
The entire Stephentown Hotel! 28 person occupancy
10 bedrooms, 10 beds, 6 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Stephentown
Lovely Secluded Berkshire MTN View 3BR Near Skiing
3 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hancock
Grand 6BR Home by Jiminy | Hike • Hot Tub • Games
6 bedrooms, 14 beds, 5.5 bathrooms
12–17 Jul
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Holiday home in Stephentown
Quiet, peaceful wooded setting.
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in New Lebanon
Unplug in the Berkshires | Your Summer Escape
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 66 reviews
Top guest favourite
Home in Hancock
Comfortable Berkshires retreat on mtn resort, SISO
4 bedrooms, 12 beds, 3 bathrooms
12–17 Jul
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Cottage in Averill Park
Cozy cottage with pool, walking distance to lake
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 166 reviews
Top guest favourite
Townhouse in Hancock
Serene+Stylish Mountain Retreat
4 bedrooms, 5 beds, 3 bathrooms
24–29 Jul
5.0 out of 5 average rating, 39 reviews
Home in Lanesborough
Casa Demeo, Private Berkshire Retreat
3 bedrooms, 3 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Sand Lake
"The Cabin" - Cozy & Rustic Home (Averill Park)
3 bedrooms, 4 beds, 2 bathrooms
9–14 Jul
4.98 out of 5 average rating, 50 reviews