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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, 474 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
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
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
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds, 1 bathroom
8–13 Jul
New place to stay
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
9–14 Jul
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
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
Lovely Secluded Berkshire MTN View 3BR Near Skiing
3 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 22 reviews
Home in Lanesborough
Casa Demeo, Private Berkshire Retreat
3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 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
Top guest favourite
Flat in Petersburg
The Beer Diviner Brewery Apartment
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 223 reviews
Guest favourite
Cottage in Williamstown
Cute Cozy Comfy Cottage in the Berkshires
1 bedroom, 2 beds, 1 bathroom
11–16 Jul
4.89 out of 5 average rating, 206 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
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 258 reviews
Cabin in Johnsonville
The Mountain Cabin at One Trick Pony Ranch
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
New place to stay
Top guest favourite
Camper van/Motorhome in East Nassau
The Hawk's Nest
1 bedroom, 1 bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed, 1 bathroom
12–17 Jul
4.94 out of 5 average rating, 395 reviews