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

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6111.5 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Parking available
  • Outdoor space
  • Air conditioning

Explore the area

Map
Hillsdale, NY
  • Catamount Aerial Adventure Park
    ‪5 min drive‬
  • Catamount Ski Area
    ‪6 min drive‬
  • Taconic State Park
    ‪6 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪31 min drive‬

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.

Property manager

Daniel Bodzin
Premier Host

Languages

English, French, German

Add dates for prices

Amenities

Kitchen
Washer
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

We should mention

A car is required for transport to and from this property

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 Mahaiwe Performing Arts Center are cultural highlights. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with cycling and hiking.
Map
Hillsdale, NY

What's nearby

  • Hillsdale Town Hall - 5 min walk - 0.5 km
  • Catamount Aerial Adventure Park - 5 min drive - 5.4 km
  • Catamount Ski Area - 6 min drive - 6.4 km
  • Taconic State Park - 6 min drive - 7.8 km
  • Copake Lake - 11 min drive - 12.8 km

Getting around

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

Restaurants

  • ‪Martindale Chief Diner - ‬9 min drive
  • ‪Depot Deli - ‬6 min drive
  • ‪The Barn at The Egremont Village Inn - ‬11 min drive
  • ‪Roe Jan Brewing - ‬5 min walk
  • ‪Dad's Copake Diner - ‬8 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.

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. 86 out of 91 reviews
Rating 8 - Good. 4 out of 91 reviews
Rating 6 - Okay. 1 out of 91 reviews
Rating 4 - Poor. 0 out of 91 reviews
Rating 2 - Terrible. 0 out of 91 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

10/10 Excellent

Barbara Z.

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

Hillsdale Carriage House

We stayed in this converted carriage house and overall had a nice time. The space was mostly clean, though we did notice some dust in a few areas and quite a few bug traps around the house, which could be concerning. Being in an older home, it’s important to note that there were settling noises at night, which is to be expected. On the positive side, the hosts were very kind and responsive, especially when our daughter wasn’t feeling well. They went out of their way to help us get a thermometer, which was tricky to find locally since Hillsdale doesn’t have a nearby pharmacy. Despite the few concerns, the hospitality made our stay memorable.
Stayed 3 nights in Jan 2025

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

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

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

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

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

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

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

8/10 Good

Ricardo B.

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

Definitely would stay again.

My family loved the this place. Definitely more than I expected. Spacious and gave us eveything we needed. The host was very responsive and worked with me on check out. We were there for a regional track meet and they allowed a later checkout to attend the last day of events.
Stayed 3 nights in Jul 2023

10/10 Excellent

INGRID C., Orlando

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

5 stars

Cozy home that was about 30 minutes to all we wanted to see and visit. The chalet had lots of character and well appointed. Owners were close by but not intrusive. This was a great location for a friend’s get-away.
Stayed 3 nights in May 2022

10/10 Excellent

Samantha D.

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

Great weekend getaway

A perfect last-minute weekend escape from the city with our 5 year old daughter and 4 month old son. We stayed 3 nights and enjoyed our time immensely. The house was charming, super clean and the owners were friendly and extremely responsive. We enjoyed the Hillsdale restaurants nearby (breakfast 3 days in a row at Crossroads!), the rail trail, Saturday Farmers’ market and we watched the sunset each night on the beautiful deck. Would definitely recommend and would love to go back.
Stayed 3 nights in Nov 2020

10/10 Excellent

Karole S.

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

End of Year Quick Visit to Hillsdale

Everything was great with our stay. Nice cozy place and owners were great to work with. My very small thing to point out are the mattresses are a bit on the hard side for our comfort . Personal preference will be different for someone else I am sure.
Stayed 3 nights in Dec 2022

10/10 Excellent

Alissa S.

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

Perfect for a quick family getaway

The house was exactly what we needed for a ski weekend in the berkshires. It was clean, comfortable and spacious enough for our family of 4. Its 5min from Catamount, 20 min from Great Barrington and we found 2 good resturants that were easily walkable at night. Anita and Daniel were responsive and accomodating. We will definitely rent this property again.
Stayed 3 nights in Feb 2023

10/10 Excellent

Lisa D., Jackson Heights

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

We call it

Near enough to walk to the center of Hillsdale (which has some fun stores to browse and shop in), this lofty house has enough room for the family to be together but still have a sense of space! Clean, affordable, and easy to travel in the area from. We will stay again.
Stayed 2 nights in Nov 2022

10/10 Excellent

Lynn L., New York

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

Wonderful house, excellent location

Not only was the house spacious, well designed, and very comfortable, but the owners, Dan and Anita, were super hospitable and available for questions, etc. The house is well situated, being very close to supermarkets, restaurants, and hiking trails. We want to return to this house as soon as we can.
Stayed 3 nights in Jul 2020

10/10 Excellent

Elliott B.

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

Cute converted barn. Perfect for a ski weekend.

We stayed here Presidents Weekend and skied at Catamount, which is less than 10 min away. House is 5 min walking distance to IGA and local restaurants. Inside it everything needed in the kitchen. Spotlessly clean and tastefully decorated.
Stayed 3 nights in Feb 2020

10/10 Excellent

Flora S.

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

Loved the location

The house was clean and quaint and the property is on a nice quiet street. The owners were super quick responding to our texts and answered the phone a couple of times the first day for questions on the tv/internet. We appreciated that they notified us when they came up to stay in their main house over the weekend. The location is exceptional, close to the Berkshires, Kripalu, Hudson and state parks. It's an easy walk to the town, which has a good supermarket, a liquor store, coffee shop, gift shops and a bar/restaurant (Hillsdale house). We cooked dinner in the house most nights with no issues. We met Dan, the owner, who is nice and laid back. A fabulous getaway for the week and will likely look to book again.
Stayed 6 nights in Jul 2024

10/10 Excellent

Alissa S.

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

3rd time here: Great place to stay for skiing and nature activities

So, this is 3rd time staying here. First 2 were for skiing catamount and butternut (they are very close). This time we did hiking, shopping and eating. This is a great centralized location between all the nice towns in NY and MA. There are tons of places to eat, hike and see within 10-30 mins any direction. The house itself is nice and clean, perfect for a family of 4. The owners are great, welcoming and friendly. We will def try to go back before next winter. Thanks again Dan!
Stayed 2 nights in Mar 2024

10/10 Excellent

Catherine W., Ossining NY

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

Quiet & Calm

This was our second stay at the chalet, and hopefully we will return soon. The house is clean and tidy and comfortable. The living quarters upstairs make it feel like a treehouse - perfect for reading, playing a game, drawing, having a cup of coffee, etc. We enjoyed the wildlife and quiet as well as the convenience of walking to dinner and the brewery. An ideal getaway spot!
Stayed 3 nights in Apr 2023

10/10 Excellent

Katharine L.

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

Wonderful

We loved this house! The house was impeccable. The owners gave a lot of thought to preparing the house to make it cozy, well-appointed and easy to settle right in. The location was perfect - we spent two days skiing at Butternut and exploring the area. We would definitely stay here again. Thank you!
Stayed 3 nights in Dec 2021

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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