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Search results; Over 1,000 homes in Stephentown

Guest favourite
Flat in Stephentown
Cozy 2-Bedroom Vacation Apartment
2 bedrooms, 3 beds, 1 shared bathroom
24–29 Aug
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4.99 out of 5 average rating, 107 reviews
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, 478 reviews, 1 bed, 1 bathroom
26–31 Jul
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
19–24 Jul
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
19–24 Jul
Top guest favourite
Cabin in Stephentown
Stylish Mountain Cabin Close To Cherry Plain Park
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
Guest favourite
Flat in Stephentown
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
4.88 out of 5 average rating, 17 reviews, 5 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Home in Stephentown
Ioka Valley Farm's Little Farm House
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
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
Home in Stephentown
Lovely Secluded Berkshire MTN View 3BR Near Skiing
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Home in New Lebanon
Unplug in the Berkshires | Your Summer Escape
4.92 out of 5 average rating, 66 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Hancock
Grand 6BR Home by Jiminy | Hike • Hot Tub • Games
4.96 out of 5 average rating, 55 reviews, 6 bedrooms, 14 beds, 5.5 bathrooms
2–7 Aug
Top guest favourite
Chalet in Averill Park
A Hidden Sparrow
4.94 out of 5 average rating, 97 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Cabin in Sand Lake
"The Cabin" - Cozy & Rustic Home (Averill Park)
4.98 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Cottage in Nassau
Lemongrass Cottage!
4.96 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 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
29 Jul – 3 Aug