filters

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
,
5.0 out of 5 average rating, 470 reviews
Guest favourite
Flat in Stephentown
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
4.85 out of 5 average rating, 75 reviews
Top 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
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, 26 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
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
8–13 Jul
Guest favourite
Flat in Stephentown
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
5 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.88 out of 5 average rating, 17 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
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cabin in East Chatham
The Cabin at Whispering Pines - on 34 acres
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 47 reviews
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 11 reviews
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
6–11 Jul
New place to stay
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 24 reviews
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 4 reviews
Tiny home in Stephentown
Tiny House Glamping on Peaceful Farm
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 68 reviews
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Stephentown
Berkshire Cabin
1 bedroom, 1 bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 30 reviews