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Superhost
Apartment in Stephentown
Berkshires Apartment @ the Stephentown Hotel
4 guestsStudio3 beds1 bath
Jun 15 – 20
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Jun 15 – 20
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R13,840 ZAR for 5 nights
for 5 nights

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Top guest favorite
Apartment in Stephentown
Cozy 2-Bedroom Vacation Apartment
Free cancellation
Jul 7 – 12
R15,530 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 79 reviews
Cabin in Stephentown
Cabin Nestled in the Pines (New Arcade Machine!)
2 beds
Jul 6 – 11
R13,260 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 19 reviews
Guest favorite
Farm stay in Stephentown
*Jericho Hollow Farm* 5 Minutes to Jiminy Peak
8 beds
Jun 23 – 28
R59,903 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 8 reviews
Superhost
Cabin in Stephentown
Cabin in the woods w cedar Hot Tub + private pond
2 queen beds
Jun 15 – 20
R26,306 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 290 reviews
Superhost
Yurt in Stephentown
Off Grid Yurt Right By The Best of The Berkshires
2 beds
Jun 10 – 15
R12,255 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 125 reviews
Top guest favorite
Guesthouse in Stephentown
Dog Friendly Studio
1 queen bed
Jul 5 – 10
R20,708 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 415 reviews
Top guest favorite
Camper/RV in East Nassau
The Hawk's Nest
1 bed
Jun 9 – 14
R11,854 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 30 reviews
Top guest favorite
Cabin in Stephentown
Stylish Mountain Cabin Close To Jiminy Peak
Free cancellation
Sep 2 – 7
R26,280 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Apartment in Petersburgh
The Beer Diviner Brewery Apartment
Free cancellation
Jun 22 – 27
R9,613 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 183 reviews
Apartment in East Nassau
1 Bdrm Apt. on Tayer Waterfalls
2 beds
Jun 10 – 15
R14,748 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Farm stay in Averill Park
Modern Country Farmhouse, Walking Distance to Lake
Free cancellation
Jun 22 – 27
R22,714 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 68 reviews
Guest favorite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
Free cancellation
Aug 17 – 22
R11,409 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 67 reviews
Guest favorite
Home in Stephentown
Stunning Berkshire MTN View 4BR Oasis, Near All.
4 beds
Jun 10 – 15
R35,498 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 16 reviews
Guest favorite
Condo in Hancock
Jiminy Peak Country Inn - ski in/out condo MT view
Free cancellation
Jun 16 – 21
R16,088 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 65 reviews
Room in Pittsfield
Stay with Julia
No Clean Fee! Upper North St Lodge Room
Jun 14 – 19
R6,561 ZAR for 5 nights
for 5 nights
4.68 out of 5 average rating, 85 reviews
Top guest favorite
Apartment in East Chatham
Bennett Abode
Free cancellation
Jun 22 – 27
R9,656 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 120 reviews
Guest favorite
Home in Stephentown
The Home and The Forest
8 beds
Jun 10 – 15
R31,461 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Stephentown
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
4 beds
Jun 15 – 20
R15,340 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 66 reviews