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Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style

Photo gallery for Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style

front of house with lilacs
blueberry patch
grape arbor, early spring
side view of the house
Dining room and kitchen

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6111.5 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Rooms & beds

2 bedrooms (sleeps 6)

queen

1 Queen Bed

twin bedroom

2 Single Beds

1 bathroom

Bathroom

Bathtub or shower · Toilet

Spaces

Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style

Located in the heart of the Berkshires, equidistant from NYC and Boston, this newly equipped and renovated carriage house is located in the historic town center of Hillsdale, NY. The carriage house is a completely separate and private structure from the main house. You'll have a Swiss chalet-style, warm spacious living room, a cozy dining room with a wooden table fit for 6, a fully equipped quaint kitchen with modern conveniences (with pots/pans, dishes and silverware, coffee maker, dishwasher, toaster oven and microwave), bathroom with washer/dryer, balcony with beautiful view of Catamount, 2 spacious bedrooms downstairs with built-in closets (one with a queen bed, the other with 2 twins). Additional sleeping space for two is located in the living room (queen pull-out sofa). There are exposed beams from the original barn throughout the house. The entrance has a solarium/mudroom for skis, boots, shoes, hiking boots, golf clubs, and bikes (bring your own). There is a lovely decorative Vermont Castings stove in the living room. There is internet and Roku TV. Our driveway can hold up to 2 guest cars. Perfect for year-round getaways. Our guest house has easy access to all that the Berkshires, Western Massachusetts, and the Hudson Valley has to offer. You will have access to the 2.7 acres of land which are partially wooded and partially grass and include a blueberry patch, Macintosh and Golden Delicious apple tree, and blackberries which you can enjoy depending on the season.

You’ll be five minutes walking distance from the Hillsdale supermarket, a wine and spirit store, Hillsdale House Restaurant, O’s Country Diner, Mount Washington House Grill, Hillsdale General Store, Home Chef, playground for the kids, Cobble Pond Farms Gulf station, Crossroads Restaurant, Stewart’s shop, Village Scoop Ice Cream, post office, Passiflora gift store, Taconic Valley Bicycle and Hiking Rail Trail and the Roe Jan Brewing Company. Further, you are within five minutes car ride to Catamount Ski area/Catamount Adventure park, the local library, Roeliff Jansen Park (nature preserve walk, home of the Copake/Hillsdale farmer’s market) and Four Brothers Pizza Inn Restaurant. You are within a 10 minutes’ drive to Bash Bish waterfall, Copake Lake Country Club and Egremont Country Club (gulf) and Taconic State Park (swimming). Hudson and Great Barrington are within 25- and 20-minutes drive respectively. Butternut Ski area is within a 25 minutes’ drive. Tanglewood is 30 minutes away. Norman Rockwell Museum is 30 minutes away as well. Millerton Cascade Mountain Vinery is 30 minutes away. Mac-Haydn Theatre is 25 minutes away. Hancock Shaker Village is 35 minutes away. Jacob’s Pillow Dance Center is within 46 minutes away.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Mountain view

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
1) The key must be returned to the lockbox each time you leave the property 2) Shoes must be left in the solarium 3) Problems text 917-648-3657

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Hillsdale

Hillsdale is home to this chalet. The area's natural beauty can be seen at Taconic State Park and Bash Bish Falls State Park, while Great Barrington Historical Society & Museum and Ancram Opera House are cultural highlights. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with cycling and hiking/biking trails.
View more Chalets in HillsdaleOpens in a new window
Map
Hillsdale, NY

What's nearby

  • Hillsdale Town Hall - 5 min walk - 0.5 km
  • Community Library - 16 min walk - 1.4 km
  • Catamount Aerial Adventure Park - 4 min drive - 5.4 km
  • National Shrine of the Divine Mercy - 28 min drive - 45.4 km
  • Tanglewood Music Center - 32 min drive - 51.8 km

Getting around

  • Hudson Station - 24 min drive
  • Hudson, NY (HCC-Columbia County) - 24 min drive

Restaurants

  • ‪Stewart's Shops - ‬3 min walk
  • ‪Martindale Chief Diner - ‬9 min drive
  • ‪Taconic Wayside Inn - ‬6 min drive
  • ‪Mom's Country Cafe - ‬10 min drive
  • ‪Little Cat Lodge - ‬5 min drive

Frequently asked questions

Is Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style?

As of 4 April 2026, prices found for a 1-night stay for 2 adults at Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style on 26 May 2026 start from NZ$350, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style?

On-site parking is available at the property.

What time is check-in at Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style?

Check-in begins at 4:00 PM.

What time is check-out at Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style?

Checkout is at 11:00 AM.

Where is Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style located?

Situated in Hillsdale, this chalet is within 1 mile (2 km) of Hillsdale Town Hall and Community Library. Catamount Aerial Adventure Park and Catamount Ski Area are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 98 out of 103 reviews
Rating 8 - Good. 4 out of 103 reviews
Rating 6 - Okay. 1 out of 103 reviews
Rating 4 - Poor. 0 out of 103 reviews
Rating 2 - Terrible. 0 out of 103 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Paul L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a wonderful stay. The house was warm and cozy. The hosts were super friendly and accommodating. Location is perfect for a stay in Hillsdale.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Armando T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful carriage house, very warm with a nice common space on the second floor. Very walkable to anything in the Hillsdale proper. Check in and out was smooth. We stayed early January and it was great. Thank you, would book again!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Randy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
4th time there It’s always great
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Leah V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfectly clean and beautiful. We enjoyed everything about our stay. While enjoying privacy we were still a short walking distance to the charming town.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Jonathan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great trip
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and well supplied with essentials. Hosts Daniel and Anita were very friendly and helpful. We would stay here again.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Gail M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location.

Great house & location. Host is a great communicator. Our second stay.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Aurora C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a beautiful stay at this historic, converted barn home on a super quiet street very centrally located just off the center of town. It was a great size for our family of 5 (children aged 2-7), well furnished and comfortable, clean and ample space to run outside. We had very pleasant breakfasts on the balcony overlooking a mountain shaded by big oaks and maples. Had great fast communication with the owners who were generous to allow an early check-in and provide us with some items we requested. And 10-15min drives to nearby kid-appropriate hikes! Highly recommend
Stayed 4 nights in Aug 2025
Verified

8/10 Good

Gilda G.

Liked: Cleanliness, check-in, communication, listing accuracy

Easygoing little house

Clean, comfortable, welcoming. We enjoyed our stay.
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Randy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Third stay

Very good location for us
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Scott T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great long weekend

The carriage house in Hillsdale was a perfect spot to stay. My wife and I and our adult son stayed for a few days. We came to do some hiking in the Berkshires. The location was great. We planned to do cook dinners. The kitchen would have been more than adequate for this but we ended up eating out most meals as the local restaurant was quite tasty. We had a very minor issue with the house and Dan and Anita were very responsive.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Shonni E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

Great house and beautiful property in a terrific location! Owners were gracious and easy. Would definitely stay again.
Stayed 4 nights in Jul 2021
Verified

10/10 Excellent

Gail M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Converted barn

Great location near everything. Host was always available for any questions. We enjoyed our stay.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Karen Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Weekend Getaway!

We had a wonderful stay in Daniel and Anita's home. The cottage was spacious, clean, and had everything we needed for our stay. We're looking forward to visiting again.
Stayed 3 nights in Aug 2021
Verified

10/10 Excellent

David C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good spot close to Hillsdale

Great location in Hillsdale and stones throw away from restaurants and pubs. House was as described, clean, and communication with host was good. Would stay again.
Stayed 3 nights in Feb 2024
Verified

8/10 Good

Myranda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay!

We loved this converted barn. The owners are extremely nice and helpful. Location is fantastic. Only reason for 4 stars instead of 5 is just that the rooms had a tendency to be very humid.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Randy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall stay in Hillsdale

We had a great experience and it exceeded my expectations. We make a yearly trip to this area and have already planned on staying here if it is available. Would highly recommend this location
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Ed T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

The place was very clean and ready for us when we arrived. It was one of the nicest places we have every rented. For our weekend getaway with the family it as perfect. Definitely will consider a return visit!
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Sandy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall in Hillsdale

This converted barn was great for our needs because it was spacious for our get together with nearby family. The outdoor space was great for the kids. There was ample cooking supplies and linens
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Julie Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

The home was very comfortable and had everything we needed. It was also a very quiet neighborhood but within walking distance of everything in the town. We were able to meet our hosts and they were lovely. Would definitely recommend this place
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Liubov J. J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderfull

Very nice, clean, stylish place. I would come back again.
Stayed 5 nights in Jan 2024
Verified

10/10 Excellent

Dean G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely place to enjoy town and nature together

We very much enjoyed our stay here, including seeing from the 2nd floor deck all the deer and birds that elude us at home, the cozy feel of the converted barn, the kind invitation to partake from the kitchen garden, being steps away from a well-stocked small supermarket and local shops, and being welcomed to share in all that the property offers.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Erika D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ms

Great stay for parent’s weekend
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Liz H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

We truly loved put visit. The space was perfect for us and had so many lovely elements like the walkable grocery to scooting to the playground to all the state parks nearby have to offer. We loved it and definitely will be back.
Stayed 4 nights in Aug 2022
Verified

10/10 Excellent

Randy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend auction

This is our second time at this location and it works very well for us
Stayed 3 nights in Oct 2023

About the host

Hosted by Daniel Bodzin

Host profile image
We have been lucky to enjoy this property for the past 35 years.

Why they chose this property

This property is part of the historic district of Hillsdale. Our main house was built in 1827 and we tried to keep as much of the original look and charm of the barn as possible with exposed beams for instance. The property is in the center of town within walking distance of many amenities, yet it is private with 2.7 acres of land; a huge piece of land in the center of town.

What makes this property unique

Centrally located yet private. Cozy and historic.

Languages:

English, French, German

Premier Host

They consistently provide great experiences for their guests
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