Beautifully decorated & immaculate log chalet on 3 acres, winter views.

Hillsdale, New York
$288 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Chalet

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Private and secluded log cabin chalet is situated on three picturesque acres overlooking tall pines and forests with heartwarming winter mountain views. The chalet has gorgeous stone countertops in the kitchen. Our home is beautifully decorated and immaculately clean because we take pride in knowing that all our guests will be happy and remember their stay with us. We are located under one mile from Catamount ski area and 20 minutes to Butternut ski area. Biking, fishing, swimming, hikingand horseback riding, golfing and antique auctions are just some of the many activities in the area. Close to several attractions such as Norman Rockwell Museum and Red Lion Inn in Stockbridge, MA, Shaker Museums and many superb restaurants. Bish Bash Falls is minutes away and Great Barrington, MA is within ten minutes for great window shopping. See the breathtaking views from the top of Mt. Washington.


Scenic Surroundings and Nearby Attractions: This
property is conveniently located between routes 22 and 23 in Hillsdale, New York, within one mile of Catamount ski area in NY and within 20 minutes of Butternut ski area in MA. The property is an easy two hour drive from New York City. Great Barrington, Massachusetts, with all its trendy shops and restaurants is only ten minutes away, and Stockbridge, Massachusetts is only a 30 minute drive away; there you can explore Norman Rockwell paintings and various other museums and attractions. Lenox, MA and the shopping outlets in Lee, MA are also 30 minutes away. Jimeny Peak ski area is a 35 minute drive. Take a scenic drive down the Mohawk Trail and visit the shops while taking in breathtaking views of the mountain region, or just take a relaxing walk through the woods and explore the beautiful fall foliage. Bring your skis and cocoa and enjoy the beautiful views of the season.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1200 Sq Ft (112 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Bicycle Rentals On Site Birdwatching Nearby Cycling Nearby Fishing Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Swimming Nearby
  • ENTERTAINMENT

    DVD Player TV With Cable/satellite Service
  • LIVING SPACES

    Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains Near A Hospital Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Karl R.

    Submitted Jun 15, 2026

    Stayed Jun 12, 2026

    The property is lovely. We were there in June, but I can imagine how this place really shines as a winter getaway - especially so close to a ski mountain. Ample parking and comfortable rooms. The kitchen and pantry are very well stocked, and we appreciated that we did not have to bring in basics like aluminum foil, plastic wrap, etc. The gas grill worked beautifully. The front deck is a great place to enjoy coffee in the early mornings. We just wish we had more time to spend in the beautiful firepit area.

  • deborah p.

    Submitted May 31, 2026

    Stayed May 29, 2026

    Great place with wonderful host Great location

  • Fiona R.

    Submitted May 27, 2026

    Stayed May 23, 2026

    We stayed at this wonderful chalet style house in Hillsdale for a few days whilst visiting family in the area. It was very comfortable with everything we needed, nestled in a very quiet area surrounded by trees and nature. The beautiful patio and fire pit was a real bonus. We will definitely come back if we got the chance at some point!

  • Karen M.

    Submitted May 3, 2026

    Stayed May 1, 2026

    Wonderful just wonderful. Everything was as stated. Clean and perfect! The host was so easy to talk with and answered my questions immediately.We would stay again when we are in the Berkshires

  • Mary Q.

    Submitted Apr 26, 2026

    Stayed Apr 24, 2026

    Everything was exactly as advertised. Morning coffee on the deck and late night listening to the tree frogs were highlights. We didn’t have time, so we’d love to come back in the fall to enjoy the leaves and the firepit. Nearby Millerton is a quaint town. Great house and hosts.

  • Jose O.

    Submitted Apr 11, 2026

    Stayed Apr 4, 2026

    This chalet was amazing. We enjoyed our stay there as expected. Thank you so much for the great hospitality and generosity, family loved the cookies!

  • Kenan K.

    Submitted Mar 30, 2026

    Stayed Mar 20, 2026

    Great host

  • Victoria R.

    Submitted Mar 16, 2026

    Stayed Mar 13, 2026

    Perfect cozy stay for a girls weekend in. Kitchen was very well appointed and stocked with everything we could possibly need. The beds were very comfy. We hope to make this a yearly tradition at this cozy cottage!

  • Kate G.

    Submitted Mar 8, 2026

    Stayed Mar 6, 2026

    Stayed with my sisters for my sisters birthday and it was amazing. The house is perfectly sized and laid out. It was super clean and everything was nice. Close to food and the mountain and everything. Can’t recommend enough!

  • Jerry S.

    Submitted Dec 29, 2025

    Stayed Dec 26, 2025

    We had a wonderful experience with our family at this log chalet. Everything was so clean and cozy and we immediately felt right at home. We are SO INCREDIBLY grateful to the hosts who communicated well from the start and made sure we were very happy.

  • Renee F.

    Submitted Dec 28, 2025

    Stayed Dec 22, 2025

    Yes. Everything worked out well. We enjoyed the property and the house.

  • Ila S.

    Submitted Dec 22, 2025

    Stayed Dec 19, 2025

    Bill and Eileen are so kind and responsive and their home is clean, cozy, and perfectly located in a beautiful country setting close to Great Barrington, Ma and Hudson NY. We come back every year.

  • James S.

    Submitted Dec 7, 2025

    Stayed Dec 5, 2025

    The home is beautiful and very clean! It fit our needs perfectly! The homeowners could not have been more accommodating and easy to work with. We hope to be able to stay again!

  • Bennett B.

    Submitted Nov 30, 2025

    Stayed Nov 27, 2025

    Bill was just amazing. He responded immediately to any questions and did so in a warm and ingratiating manner. I felt like we were just at home.Have a damp towel and need a new one? Just open the linen closet and it was waiting for you!

  • Rich R.

    Submitted Nov 24, 2025

    Stayed Nov 21, 2025

    Lovely home. Private & quiet. Charming log home very close to Catamount ski area. Beautiful neighborhood. Host couldn't be nicer. Engaged and helpful. Recommend without reservation.

  • Andrew H.

    Submitted Nov 23, 2025

    Stayed Nov 14, 2025

    Been staying here almost 10 years now. Always perfect

  • Timothy B.

    Submitted Nov 11, 2025

    Stayed Nov 9, 2025

    House was great hist was in touch and helpful!

  • Nicholas P.

    Submitted Nov 9, 2025

    Stayed Nov 7, 2025

    Hosts were excellent. Everything needed for a 2 night stay was available to us. Would absolutely rent again!

  • Diane B.

    Submitted Nov 2, 2025

    Stayed Oct 31, 2025

    One of my best stays through VRBO. The hosts had gone out of their way to make their special home comfortable. All of the furnishings were lovely and clean. Any questions that I had were answered promptly. I would certainly return again.

  • Hubert P.

    Submitted Oct 27, 2025

    Stayed Oct 24, 2025

    Went in October, not for skiing. Great, clean, attractive house. Well appointed kitchen. Beautiful surroundings. Great hosts, very responsive to questions. We have no complaints. Strongly recommend the property.

  • Brian R.

    Submitted Oct 22, 2025

    Stayed Oct 11, 2025

    An absolute stunning place to stay with the family or even by yourselves it’s a home away from home right in the middle of nature peaceful quiet and everything you need and while right within six minutes Of the home. We were able to hit all the places necessary for our family stay, NYC, Mass, CT, and other parts of New England. What’s a beautiful time of the year to stay, the smells of fall all around you, apple cider donuts, delicious homemade cream, amazing coffee in the town of Hillsdale. Can’t wait to book again. Tools were clean, whole home was immaculate upon arrival, and the owners would respond immediately if I had any questions, I wish I could give them and this home more than 5 stars! Thank you so much for allowing us to create so many memories.

  • Susan C.

    Submitted Oct 6, 2025

    Stayed Oct 3, 2025

    Such a cozy and warm place to stay: we drove around Western Mass. and Hudson. Alley and this was the perfect home base. Bill and Elaine were easy and prompt with communication. Unfortunately the autumn leaves were not cooperating in any because of the warm weather, it it is a beautiful area, nevertheless.

  • Laurie L.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    Lovely home, location and property! The best vrbo we have stayed in. Kitchen was very well stocked.

  • Bob G.

    Submitted Sep 29, 2025

    Stayed Sep 26, 2025

    Stayed in the fall three days for a wedding. 3 minutes to the venue, 3 minutes to the Little Cat Lodge and 12 minutes to Great Barrington. Super airy, spacious chalet and clean! Great kitchen amenities, knives, pots, dishes etc. Friendly and attentive host.

  • James I.

    Submitted Sep 21, 2025

    Stayed Sep 19, 2025

    Had such a comfortable and relaxing stay. Enjoyed the fire pit with family and the house was exceptionally clean and ready for enjoy. So many activities close by to enjoy as well.

  • Trey & Nick R.

    Submitted Sep 7, 2025

    Stayed Sep 5, 2025

    This home was perfect for we five friends to share for the weekend! It was comfortable, clean, and the perfect size for our getaway to see our other friends get married! We loved the fire pit and rocking chairs out back on our first night! We enjoyed the deck for our family meals. Thank you so much!

  • Chris F.

    Submitted Sep 2, 2025

    Stayed Aug 30, 2025

    Property was immaculate and equipped with everything we needed and more.Hosts were very accommodating to our needs as we had special requests.We'll definitely book in the future.

  • Michael K.

    Submitted Aug 27, 2025

    Stayed Aug 20, 2025

    Stay was stellar. House immaculate and very well equipped . Love the location. Host’s were welcoming and very responsive. We have been renting houses in either Hillsdale or Great Barrington for the last number of years and this house was the best! Plan to come back next year!

  • Shelah F.

    Submitted Aug 14, 2025

    Stayed Aug 12, 2025

    The house was very clean, comfortable and well stocked. The area was wonderfully quiet and beautiful. The hosts were responsive and friendly. There's a great grocery nearby, and the Harlem Valley rail trail is close. I highly reccoythis house.

  • Connie S.

    Submitted Aug 11, 2025

    Stayed Aug 8, 2025

    Great location as we were there for a Tanglewood music weekend. It was perfect for the 4 of us. The host is reliable and answers any question you have in a timely fashion. It is clean, kitchen is well stocked with anything you would need. We will definently consider this property again.

  • Molly N.

    Submitted Jul 4, 2025

    Stayed Jun 28, 2025

    Our stay was perfect. Very clean, had all the essentials, A/C in each room and the surroundings were gorgeous! Bill was very responsive and check in/check out was a breeze. Would definitely book again!

  • Edwin P.

    Submitted Jun 14, 2025

    Stayed Jun 6, 2025

    Had a very wonderful stay!

  • Hoonheui L.

    Submitted May 13, 2025

    Stayed May 9, 2025

    Our family had a wonderful 3-night stay at this beautiful log cabin in Hillsdale, NY. The home was spotless and thoughtfully prepared — every amenity we could have needed was available and easy to use.The bedrooms and bathrooms were clean and well-maintained, and the entire space made us feel comfortable and welcome. It was truly the perfect setting for a relaxing and memorable family getaway.We’re so grateful for the care and attention the host put into this place. Thank you for making our stay so enjoyable — we would love to return in the future!

  • Aaron W.

    Submitted Apr 17, 2025

    Stayed Apr 12, 2025

    We've stayed here a few times. Always great. Cozy, woody and beautiful. Great fire pit. Awesome quiet location. Recommend

  • Antoine L.

    Submitted Jan 6, 2025

    Stayed Jan 3, 2025

    Lovely house. Lovely hosts. Great location. Well furnished house. Great board games selection!

  • Christa F.

    Submitted Jan 1, 2025

    Stayed Dec 27, 2024

    Possibly the best vacation property we've ever rented. Spotlessly cleaned, well stocked, and a perfect set-up. Gas fireplace stove was wonderful. Patio/fire pit area in the backyard was beautiful. We were in the area for skiing and basement entry was perfect to keep our gear. Short 5 min drive to Catamount Ski area. Toured nearby Stockbrige & Lenox as well. The pictures in the listing truly do not do this cabin justice...even better in person!

  • Debra K.

    Submitted Dec 27, 2024

    Stayed Dec 23, 2024

    Truly immaculate and perfect getaway for us and our family to go skiing, Beautifully decorated real log cabin. We loved warming up around gas ‘fireplace’ and the peace and tranquility of the neighboorhood. Roads were plowed soon after snow fall and kids loved playing in the snow. Highly recommend. Great hosts.

  • Andrew H.

    Submitted Nov 19, 2024

    Stayed Nov 15, 2024

    5 stars!Our yearly stay was excellent as always.Cabin is in immaculate condition.Hosts are as nice a people as you will ever meet.This cabin stay has never disappointed in the 7 years we have been staying there.Highly recommended

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Total

Includes taxes and fees
$288+
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