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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 61200 sq ft

Popular amenities

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

Explore the area

Map
Hillsdale, NY
  • Catamount Aerial Adventure Park
    ‪4 min drive‬
  • Catamount Ski Area
    ‪5 min drive‬
  • Taconic State Park
    ‪6 min drive‬
  • Great Barrington, MA (GBR-Walter J. Koladza)
    ‪15 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
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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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

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 Mahaiwe Performing Arts Center 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.
Map
Hillsdale, NY

What's nearby

  • Catamount Aerial Adventure Park - 4 min drive - 4.0 km
  • Catamount Ski Area - 5 min drive - 5.0 km
  • Taconic State Park - 6 min drive - 7.0 km
  • Bash Bish Falls State Park - 8 min drive - 9.7 km
  • Copake Lake - 9 min drive - 10.0 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

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

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

Chris D.

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

Coldwater Street House in Hillsdale

We stayed in this house in the summer of 2023 and again in the summer of 2024- actually for two different stays in 2024. The house has a great location - you can walk to a couple of restaurants, the grocery store and the wine shop. By “walk” I mean a block or two. But being in Hillsdale, it is located on a large lot, with plenty of privacy and parking. It is close to several State parks: Copake, Taghkanic, Rudd Pond and Guilder Pond. Plus golf, biking and hiking trails. The Berkshires are close. The house has good Wi-Fi, a second-floor porch, a nice electric grill. Two bedrooms. The host is super-responsive by text and very accommodating. Very clean and everything works.
Stayed 15 nights in Aug 2024

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

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

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

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

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

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

10/10 Excellent

Sarah M.

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

Cozy getaway

Our family of 4 (two teens) had a great stay at Dan and Anita's Hillsdale carriage house. The property was immaculate, cozy, and the bedrooms were quite roomy. Less than 10 min from Catamount for skiing and 15 min to Great Barrington. We enjoyed relaxing in the rustic style living area with exposed beams at the end of the day. The kitchen is small but worked fine for us as we did not plan to do much involved cooking. The beds are quite firm, almost like a futon, which can be a plus depending on your preference. It was a bit firm for me but my husband loved it. Very quiet and peaceful, and communicating with Dan was a breeze. A lovely stay!
Stayed 3 nights in Dec 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

Verified traveller

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

Ladies Holiday 2023

My sister, cousin and I stayed here for a kid/husband free weekend. The house was clean, private, and within short walking distance of 2 restaurants and one cafe, as well as a grocery store, and a cute selection of small shops. The cidery and a distillery, as well as several hiking trails, were nearby. The house had spacious bedrooms, with firm, solid beds and linens. The upstairs was large and airy with a small full kitchen and comfy sofa. There was a washer, dryer. Our favorite spaces were the second floor deck that felt like a treehouse, and a secluded first floor covered back porch.
Stayed 3 nights in Oct 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

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

Anne F.

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

Charming Converted Barn

A lovely historic barn conversion that included many thoughtful touches, such as bottled water, coffee, tea and spices in the kitchen, plenty of towels, house slippers, and plenty of pillows. We stayed for two weeks and the only hitch we had was occasional hiccups with the Wi-Fi. Dan and Anita were very attentive and helpful when we brought the issue to their attention and helped us to resolve it. The location is great- you can drive to Tanglewood, Great Barrington, Millerton, Hudson and other towns for entertainment and relaxation. Would recommend.
Stayed 14 nights in Jul 2023

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

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

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

Alissa S.

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

Perfect location for skiing catamount

This was our second time staying at Anita’s and dans farm house. Both times were great. Everything was as expected and conveniently located near the town of hillsdale which contain bars. Restaurants and a supermarket. The proximity to the skiing was the main reason for both our stays. Additionally, great Barrington is located 15 mins away with tons of cool shops and fine dining. And butternut ski mountain. We will def be back again!
Stayed 2 nights in Mar 2023

10/10 Excellent

Juan R.

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

Relaxing weekend away

We and our toddler met up with friends for a long weekend away. It was an easy, scenic drive from NYC. Some people skied mornings at Butternut and Catamount, and very much enjoyed it. My toddler loved the local library, the toy store in Great Barrington, and tramping around in the yard and wooded area on the property. Even though the kitchen is small, it had everything we needed to make dinner both nights. The house itself is charming and extremely well maintained. We couldn't be happier, and would definitely return.
Stayed 3 nights in Feb 2023

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

Marissa L.

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

A lovely place for family bonding!

We enjoyed our stay very much. It was very clean, warm and comfortable after a day of skiing with young kids! It had all the amenities we needed. Beds were firm yet comfortable. The carriage house had tons of character and was very well maintained. Location was quiet and close to a grocery store and great pizza place! Kids loved it. We will be back! Thanks Dan and Anita :)
Stayed 3 nights in Dec 2022

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

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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