Hudson Valley and The Berkshires getaway

Hillsdale, New York
$467 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 2 nights

Min Stay

Summary:
Welcome to the Hudson Valley getaway. Located in the heart of the Hudson Valley in Hillsdale NY, sits our 4 bedroom oasis.

The Space:
Completely renovated, the space has 2 beautifully decorated open concept living areas with a modern kitchen stocked with amenities, 3 large bedrooms, an office with pullout couch, and 3 bathrooms.

What sets this villa apart are the floor-to ceiling windows surrounding the home, bringing warm natural light and tranquility to everycorner. Additionally, the primary bedroom is truly stunning, boasting a high ceiling with natural wooden beams, a gorgeous en suite bathroom, and access to the wrap-around deck.

High-speed WiFi is available throughout the property and the office setup is available when inspiration (or those pesky emails) hits.

Take in the picturesque landscape and fresh air from the enormous wrap-around deck, furnished with a large outdoor dining table with seating for 13. Serene views and access to the stream provides a total sense of calm and relaxation, perfect for those looking to be in nature, while still enjoying luxury.

Parking is in the driveway with stone steps leading directly to the entrance.

Guest Access:
Guests will receive an entry code 12 hours prior to their arrival

The Neighborhood:
Explore the Hudson Valley by starting in Hillsdale, NY. With plenty of things to do within a short drive, you can find everything you'll need to getaway across Upstate New York and the Berkshires:

Restaurants/Breweries - All Within 15 minutes
1) Roe Jan Brewing Co
2) Barrington Brewery & Restaurant
3) Chatham Brewing
4) Four Brothers Pizza Inn
5) Hillsdale House
6) Sweet Peas Country Diner
7) Little Cat Lodge


Attractions/Things To Do:
1) Ski Resorts:
- Catamount Mountain Resort - 15 minutes
- Jiminy Peak Ski Resort - 35 minutes

3) Chatham, NY - 15 minutes
- Idyllic Hudson Valley town with charming storefronts, restaurants, breweries, and galleries

4) Great Barrington, MA - 15 minutes
- Great Barrington is the hub of Southern Berkshire County with a vibrant Main Street and side streets packed with shops, theaters, and restaurants. While tourism is its biggest draw, its hidden open spaces and vistas has made this beautiful southern town ideal for vacation- and second-home owners.

5) Hudson, NY - 30 minutes
- Hudson has a historical richness and contemporary vibrancy far bigger than its size would suggest. Hudson’s compact urban core makes it an eminently walkable city. You'll find history, art galleries, culture, and restaurants, making Hudson an extraordinary city to visit, offering sights, sounds, curiosities and great food around every corner.

6) Lenox, MA

7)Tanglewood - 25 minutes
- A World-Class Outdoor Performing Arts Venue! The famous performing arts venue of Tanglewood is nestled away in the Berkshire Hills of western Massachusetts and sets high standards for musical festivals, especially in the warmer months. Home to the famous Boston Symphony Orchestra, and the site of one of the world’s best-known music festivals, Tanglewood hosts the Festival of Contemporary Music, along with many other events including concerts of various genres from jazz to pop and frequent visits from James Taylor, John Williams, and the Boston Pops.

8) Taconic State Park
- Bish Bash Falls - 60 foot waterfall and highest waterfall in Massachusetts.
- Copake Iron Works Historic Site
- Hiking, Simming, cross-coutry skiing, and snow shoeing

9) Art OMI - 25 minutes
- Situated on one-hundred and twenty acres in the Hudson Valley, Art Omi presents the works of contemporary artists and architects, and offers a range of large-scale works in nature, plus a 1,500 square foot gallery. The Sculpture & Architecture Park currently offers more than 60 works by artists and architects on view, with pieces added or exchanged each year.

10) Mass MoCA - 60 minutes
- The Massachusetts Museum of Contemporary Art (MASS MoCA) is one of the world’s liveliest centers for making and enjoying today’s most evocative art. With vast galleries and a stunning collection of indoor and outdoor performing arts venues, MASS MoCA is able to embrace all forms of art: music, sculpture, dance, film, painting, photography, theater, and new, boundary-crossing works of art that defy easy classification.

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

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Cats And Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Recycling Uses Some LED Lighting
  • KITCHEN

    Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Outdoor Furniture
  • BATHROOMS

    3 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Gravel Flooring In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 9

Map Map

School District Availability

Review Review

  • Mary F.

    Submitted Feb 16, 2026

    Stayed Feb 13, 2026

    Wonderful stay. Very responsive host. Clean, spacious home that is in a great location with easy access to many activities.

  • Karen V.

    Submitted Dec 21, 2025

    Stayed Dec 18, 2025

    Very comfortable home in a great area!

  • Amy K.

    Submitted Oct 1, 2025

    Stayed Aug 2, 2025

    Ben and Andrew's communication was outstanding. Whenever I reached out they responded immediately. We stayed at the their property for 2 months this summer. The home was clean when we arrived.We had everything we needed for cooking. It as a great stay,

  • Amanda J.

    Submitted May 5, 2025

    Stayed May 2, 2025

    Place was decorated very nicely and it was very quiet and peaceful.

  • Lori S.

    Submitted Mar 14, 2025

    Stayed Feb 7, 2025

    The house was clean, well-maintained and easy to navigate. Communication with the owners was seamless, and they kindly extended our check-out due to inclement weather. Highly recommend this rental!

  • Derek N.

    Submitted Jan 1, 2025

    Stayed Dec 26, 2024

    We loved our stay on Stone Ledge Rd in Hillsdale. We have stayed at Vrbo properties in Hillsdale two prior holiday weeks leading up to the New Year and this was by far the best set-up for us—gorgeous views through the wrap-around windows, easy and comfortable sleeping arrangements for the 6 of us, plenty of sofa space for reading, watching movies, just hanging out. Ben was very responsive when a mixture of drizzle and freezing temperatures made the driveway slippery and we were able to park in an alternative spot just below the house. The road is a dead end and so very quiet, great for walking our dogs, and also not far from three or four trails that we’ve discovered over the years. We will keep coming back, and hope when we’re ready to book for next year that this house is available.

  • Jessica W.

    Submitted Nov 18, 2024

    Stayed Nov 15, 2024

    This property is close to many Berkshires and Hudson Valley attractions. In addition to its great location, it is clean, has new appliances, and is on such a peaceful street! There is a lot of space, but it's still incredibly cozy. The beds were extra comfy, as well! I will stay here again if the opportunity presents itself. Thanks for a great stay and the easy check-in/check-out process!

  • Jennifer H.

    Submitted Jul 8, 2024

    Stayed Jul 2, 2024

    We very much enjoyed our stay at this lovely home. The hosts were wonderful communicators!

  • Joe F.

    Submitted Jul 1, 2024

    Stayed Jun 29, 2024

    Took a trip upstate to see a concert at Tanglewood, not far from the property. The area was quiet, peaceful and overall beautiful. All the features in the home seem to be brand new and it was extremely clean. Benjamin, the owner, is very easy to get a hold of and extremely accessible. Would recommend to anyone thinking about staying here!

  • John C.

    Submitted Apr 27, 2024

    Stayed Apr 25, 2024

    Overnight golf trip with cousins and father. Perfect accommodations not far from the copake country club. Great time

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Total

Includes taxes and fees
$467+
View details