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Search results; Over 1,000 homes in Stephentown

Guest favourite
Flat in Stephentown
2 Bed Berkshire Getaway @ Stephentown Hotel
2 bedrooms, 4 beds, 1 bathroom
10–15 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Flat in Stephentown
Berkshires Apartment @ the Stephentown Hotel
3 beds, 1 bathroom
10–15 Sept
4.84 out of 5 average rating, 32 reviews
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Stephentown
Cozy 2-Bedroom Vacation Apartment
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 110 reviews
Guest favourite
Flat in Stephentown
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
5 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Guest house in Stephentown
Dog Friendly Studio
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 490 reviews
Superhost
Home in Stephentown
The entire Stephentown Hotel! 28 person occupancy
10 bedrooms, 10 beds, 6 bathrooms
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Home in Stephentown
Ioka's Little Farm House
3 bedrooms, 4 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Holiday home in Stephentown
Quiet, peaceful wooded setting.
1 bedroom, 1 queen bed, 1 bathroom
20–25 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 216 reviews
Top guest favourite
Chalet in Averill Park
A Hidden Sparrow
4 bedrooms, 4 beds, 1.5 bathrooms
10–15 Sept
4.93 out of 5 average rating, 103 reviews
Guest favourite
Home in East Nassau
Four season mountain retreat with hot tub!
4 bedrooms, 5 beds, 2.5 bathrooms
17–22 Sept
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in New Lebanon
Spring Hill Cottage in New Lebanon
2 bedrooms, 3 beds, 1.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Hancock
Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub
2 bedrooms, 2 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
25–30 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Stephentown
Fam-Friendly Berkshire Views and Private Swim Pond
3 bedrooms, 4 beds, 1.5 bathrooms
11–16 Sept
4.89 out of 5 average rating, 36 reviews