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Private Contemporary Country Chalet

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Exterior
Exterior
Miscellaneous
Exterior
Miscellaneous

Reviews

9.0 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Gym
  • Washer
  • Barbecue grill

Explore the area

Map
557 Co Rd 21, Hillsdale, NY, 12529
  • Catamount Aerial Adventure Park
    ‪15 min drive‬
  • Catamount Ski Area
    ‪16 min drive‬
  • Tanglewood Music Center
    ‪39 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪29 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Guest Room

1 Queen Bed

Office 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Soap · Bathtub · Toilet · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Kitchen

About this property

Private Contemporary Country Chalet

Charming chalet situated on the top of a wooded mountainside, with a long, private driveway and 11 acres of woods with a pond a nature trails. A short drive from great Barrington, MA and Hudson, NY. Open plan living area has large sectional, stunning morning light, Hue lighting & hip decor. Kitchen has new stainless steel appliances. Two bedrooms upstairs & TV room/office lead to expansive, private deck with hot tub and furnture for dining, relaxing, grilling and sitting around propane fire pit. Downstairs has lounge, bar, large screen TV and gym with treadmill and exercise equipment.

Property manager

Garrin & Jason
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Amenities

Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 2:00 PM
Minimum age to rent: 18
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
Pets are $50 per stay per dog. Not allowed on beds
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Smoking

Smoking is not permitted
Pets are $50 per stay per dog, not permitted on any furniture, must be on flea and tick prevention meds.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Hillsdale

Hillsdale is home to this holiday home. Taconic State Park and Jug End State Reservatio reflect the area's natural beauty and area attractions include Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Charles H. Baldwin & Sons and Hoffman's Pottery are also worth visiting.
Map
557 Co Rd 21, Hillsdale, NY, 12529

What's nearby

  • Catamount Aerial Adventure Park - 15 min drive - 15.6 km
  • Catamount Ski Area - 16 min drive - 16.7 km
  • Norman Rockwell Museum - 32 min drive - 39.0 km
  • National Shrine of the Divine Mercy - 33 min drive - 41.2 km
  • Tanglewood Music Center - 39 min drive - 45.8 km

Getting around

  • Hudson Station - 28 min drive
  • Hudson, NY (HCC-Columbia County) - 26 min drive

Restaurants

  • ‪Vanderbilt Lakeside Bar Room & Guesthouse - ‬11 min drive
  • ‪Gabriel's Pizza and Grill - ‬12 min drive
  • ‪High Falls Pizzeria - ‬12 min drive
  • ‪Martindale Chief Diner - ‬14 min drive
  • ‪Local 111 - ‬12 min drive

Frequently asked questions

Is Private Contemporary Country Chalet pet-friendly?

Yes, this property allows dogs (limit 1 total).

What time is check-in at Private Contemporary Country Chalet?

Check-in begins at 2:00 PM.

What time is check-out at Private Contemporary Country Chalet?

Checkout is at 12:00 PM.

Where is Private Contemporary Country Chalet located?

Situated in Hillsdale, this holiday home is within 9 miles (15 km) of Hillsdale Town Hall, Community Library and High Falls Trail. Catamount Aerial Adventure Park and Hudson Chatham Winery are also within 9 miles (15 km).

Reviews

9.0

Wonderful

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. 10 out of 14 reviews
Rating 8 - Good. 2 out of 14 reviews
Rating 6 - Okay. 1 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 1 out of 14 reviews

9.0/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

Carol E.

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

Tanglewood Fam Weekend

Enjoyed the beautiful properly , good location , came with family and had family from Great Barrington over for brunch . Saw James Taylor at Tanglewood, shopped in Lenox and Stockbridge .
Stayed 3 nights in Jul 2025

10/10 Excellent

Emma S.

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

Short getaway

My boyfriend and I stayed here for a few days to get away on a mini vacation and we had a wonderful time! The property is beautiful and there was so much to do in the towns nearby!
Stayed 4 nights in Jan 2025

8/10 Good

Rebecca P.

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

Great Grounds

Thank you.
Stayed 4 nights in Dec 2024

10/10 Excellent

Verified traveller

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

Beautiful Mountain House

We had a great time at this beautiful very well maintained property in the mountains.
Stayed 2 nights in Jul 2023

10/10 Excellent

Mary L.

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

A Great Place to Get Away

We thoroughly enjoyed the property for our child-free trip! Wonderful amenities in a secluded atmosphere made for a relaxing trip. We loved exploring the hiking trails on property with our dog and the local businesses of the nearby towns (including a dog friendly brewery in Great Barrington!) Thank you to our hosts for making our stay comfortable and enjoyable!
Stayed 2 nights in Apr 2024

6/10 Okay

Chris L.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Peaceful cottage in the trees

Located out of the way but yet close to everything in the area.
Stayed 5 nights in Jun 2023

10/10 Excellent

beth t.

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

A wonderful escape!

Just a lovely property nestled in a woodsy private perfect getaway! Owners answered questions promptly. It was a great home!! Definitely would revisit the area;) loved the lighting and privacy!
Stayed 2 nights in Mar 2024

2/10 Terrible

Eric M.

Liked: Cleanliness, check-in, location
Disliked: Listing accuracy

Nice place, inaccurate description

We actually didn’t end up staying, as the cabin did not have air conditioning, only one bedroom had a small window unit mounted through the wall, which was unable to cool anything beyond that room. It was roughly 90 degrees outside, and the upstairs (main level) felt warmer than outside. So we packed back up and had to find and pay for hotel rooms. Cute place, nice setting, etc., but we definitely feel like the listing is misleading saying that it has air conditioning/is air conditioned. We visit family in the area each summer and know how hot and humid this area gets June-August, which is why we selected a cabin “with air conditioning”. Still waiting on whether or not VRBO will help make this right with a refund. If not, I don’t think we will be using them again out of principle.
Stayed 3 nights in Jun 2025

10/10 Excellent

Angel S.

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

Comfortable Space and Great Location

Jason and Garrin's place is a great space to relax and reset. The house is comfortable and well appointed, and the property itself is what you want for an upstate escape. Jason was super responsive and overall we would highly recommend!
Stayed 3 nights in Nov 2023

8/10 Good

kim h.

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

Fun with friends

We spent 90% of the time on the decks. Meals on the front deck, games and fun on the back deck. Restaurant recommendation was excellent. Catamount zip line down the road. Nice getaway
Stayed 3 nights in Aug 2024

10/10 Excellent

Dani C.

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

I’d literally move here

So many wonderful “moments”- places to sit, and talk (and drink!) with friends. We felt like we won the lottery finding a place so close to Tanglewood that fit our group’s vibe so well. If you want a spot you’ll be talking about for years, from the awesome hot tub, gas fire, sitting areas in the woods, downstairs bar and generally awesome decor, book this spot!
Stayed 2 nights in Jun 2024

10/10 Excellent

Shih C.

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

Great getaway spot!!

Definitely an awesome place for peace and quiet. The house includes many amenities to relax or have a little family party. A great mountain backyard with a pond and short trails to enjoy the silence. Could use a guest storage to put belongings and supply refresh, but its ok.
Stayed 3 nights in Feb 2024

10/10 Excellent

Mark W.

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

Great Locy

We enjoyed having a place to stay near Tanglewood. It was very convenient for us to see the Boston Symphony Orchestra at Tanglewood and the surrounding towns such as Lenox and Lee. The Norman Rockwell Museum was also fairly close. We enjoyed hiking on the beautiful property which has a pond and several areas to sit down and enjoy nature. Thanks for letting us share your home.
Stayed 3 nights in Jul 2024

10/10 Excellent

Norma H.

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

Home away from Home

Loved everything about your place, The location, beautiful grounds, and the home warmth feeling the place has. Let’s not forget the colorful lighting. A nice getaway not to far from home. My dog and I enjoyed walking the trails( a very nice touch to the property).
Stayed 2 nights in Jul 2023

About the host

Hosted by Garrin & Jason

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