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Our top choices for Stephentown holiday homes
1. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ DeckStephentown
9.2 out of 10, Wonderful, (10 reviews)
"Great property and the host was extremely responsive and helpful."
Robbie S.
The price is AU$829
includes taxes & fees
15 Nov - 16 Nov
2. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
Leslie H.
The price is AU$319
includes taxes & fees
16 Nov - 17 Nov
3. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.8 out of 10, Excellent, (8 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
Joanna P.
The price is AU$295
includes taxes & fees
16 Nov - 17 Nov
4. 1789 Shaker Farmhouse in Berkshires/Hudson Valley
1789 Shaker Farmhouse in Berkshires/Hudson ValleyCanaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
Christine C.
The price is AU$594
includes taxes & fees
16 Nov - 17 Nov
5. Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISOHancock
8.8 out of 10, Excellent, (12 reviews)
"Host was proactive in communication and answer each and every question."
Amit
The price is AU$998
includes taxes & fees
15 Nov - 16 Nov
6. Hancock Village Inn Near Jiminy Peak
Hancock Village Inn Near Jiminy PeakHancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
Price F.
The price is AU$1,601
includes taxes & fees
17 Nov - 18 Nov
7. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
Jeri R.
The price is AU$290
includes taxes & fees
15 Nov - 16 Nov
8. Lakefront Retreat Hot Tub, Dock, Kayaks, & Firepit
Lakefront Retreat Hot Tub, Dock, Kayaks, & FirepitAverill Park
10.0 out of 10, Exceptional, (1 review)
""Love it! I've booked a lot of houses over the years, and this one is at the top of the list. Everything in the description and photos was spot on. The owner communicated well and responded promptly to any questions. It was the perfect fall getaway, and we look forward to coming back in the summer!""
Mark R.
The price is AU$894
includes taxes & fees
15 Nov - 16 Nov
9. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!Pittsfield
8.6 out of 10, Excellent, (11 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
Stephen L.
The price is AU$687
includes taxes & fees
18 Nov - 19 Nov
10. Treat yourself at the stunning June Farms Wellness Huts!
Treat yourself at the stunning June Farms Wellness Huts!West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"Loved the wellness hut. Our sauna didnt work however the room was spacious and comfy. The staff is very attentive and we also enjoyed the soup stroll. Would def recommend."
Lauren C.
The price is AU$709
includes taxes & fees
17 Nov - 18 Nov
11. NEW RENO Historic Creamery in Berkshires w/hot tub
NEW RENO Historic Creamery in Berkshires w/hot tubNew Lebanon
10.0 out of 10, Exceptional, (8 reviews)
"It was a great stay! Centrally located in the Berkshire, very comfortable beds, amazing amenities!"
Molly K.
The price is AU$808
includes taxes & fees
9 Dec - 10 Dec
12. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton BedWilliamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
Michelle B.
The price is AU$790
includes taxes & fees
30 Nov - 1 Dec
13. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
Terri E.
The price is AU$834
includes taxes & fees
30 Nov - 1 Dec
14. Luxury Barn Near Hudson With New Private Sauna
Luxury Barn Near Hudson With New Private SaunaEast Chatham
10.0 out of 10, Exceptional, (4 reviews)
"Peaceful weekend spot"
Michael T.
The price is AU$951
includes taxes & fees
18 Nov - 19 Nov
15. Riverfront Rustic 1824 Mansion
Riverfront Rustic 1824 MansionTroy
8.2 out of 10, Very good, (16 reviews)
"We loved our stay in this beautiful home! The hosts were easy to communicate with and very friendly! This is a must see historic home in Troy!"
Tracey S.
The price is AU$321
includes taxes & fees
15 Nov - 16 Nov
16. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.Chatham
10.0 out of 10, Exceptional, (18 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
Jess S.
The price is AU$475
includes taxes & fees
15 Nov - 16 Nov
17. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT RetreatBennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
Malika R.
The price is AU$417
includes taxes & fees
15 Nov - 16 Nov
18. June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite often
June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite oftenWest Sand Lake
9.8 out of 10, Exceptional, (9 reviews)
"We loved our stay here - it was beautiful, well appointed, and relaxing!"
LauraS
The price is AU$727
includes taxes & fees
17 Nov - 18 Nov
19. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to WilliamstownPownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
Claudette R.
The price is AU$861
includes taxes & fees
19 Nov - 20 Nov
20. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
Diane
The price is AU$702
includes taxes & fees
4 Dec - 5 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top reviews in Stephentown
Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
10/10 Excellent
Immaculately clean and very comfortable. Loved it!
Alicia
