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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
Home in Stephentown
Ioka Valley Farm's Little Farm House
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
1–6 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
Guest favourite
Flat in Stephentown
2 Bed Berkshire Getaway @ Stephentown Hotel
4.96 out of 5 average rating, 50 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, 481 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
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
13–18 Aug
Guest favourite
Home in Stephentown
Fam-Friendly Berkshire Views and Private Swim Pond
4.89 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
23–28 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
16–21 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
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
20–25 Oct
Top guest favourite
Chalet in Averill Park
A Hidden Sparrow
4.94 out of 5 average rating, 99 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Home in New Lebanon
Unplug in the Berkshires | Your Summer Escape
4.93 out of 5 average rating, 67 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Stephentown
The entire Stephentown Hotel! 28 person occupancy
5.0 out of 5 average rating, 3 reviews, 10 bedrooms, 10 beds, 6 bathrooms
16–21 Aug
Top guest favourite
Cottage in Nassau
Lemongrass Cottage!
4.96 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
4.99 out of 5 average rating, 383 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Guest house in Averill Park
Cozy Weekend Getaway Averill Park/Crooked Lake
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
4.95 out of 5 average rating, 222 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Petersburgh
Beautiful Rustic A-Frame
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug