Entire home

Hudson Valley and The Berkshires getaway

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Interior
4 bedrooms, iron/ironing board, WiFi, bed sheets
TV
Outdoor dining
TV

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms6 bathroomsSleeps 9

Popular amenities

  • Parking available
  • Dryer
  • Pet friendly
  • Washer
  • Barbecue grill
  • Outdoor Space

Explore the area

View in a map
Hillsdale, NY
  • Catamount Aerial Adventure Park
    ‪20 min drive‬
  • Catamount Ski Area
    ‪21 min drive‬
  • Ski Butternut
    ‪28 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪41 min drive‬

Room options

About the neighborhood

Hillsdale

In Hillsdale .Stay at this Hillsdale vacation home and you'll be within 9 miles (15 km) of W.E.B. Du Bois Boyhood Homesite and Monument Mountain. Also within 9 miles (15 km) are Great Barrington Historical Society & Museum and Hillsdale Town Hall.

What's nearby

  • Catamount Aerial Adventure Park - 20 min drive - 13.3 miles
  • Catamount Ski Area - 21 min drive - 13.9 miles
  • Norman Rockwell Museum - 27 min drive - 19.6 miles
  • National Shrine of the Divine Mercy - 28 min drive - 21.0 miles
  • Ski Butternut - 28 min drive - 15.7 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 35 min drive
  • Hudson, NY (HCC-Columbia County) - 34 min drive

Restaurants

  • ‪Pleasant and Main - ‬21 min drive
  • ‪Berkshire Mountain Bakery - ‬22 min drive
  • ‪Four Brothers Pizza Inn - ‬13 min drive
  • ‪Roe Jan Brewing Co. - ‬13 min drive
  • ‪Heirloom Lodge - ‬24 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Hudson Valley and The Berkshires getaway

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 every corner. 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.

Property manager

Ben Lockspeiser and Andrew D’Agostino

Languages

English

Similar properties

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Area rugs in public areas
  • Gravel flooring in public areas
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Garden
  • Recycling

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees
  • Note from host: Charge may apply

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

65a69987d257bd0019d52596

Frequently asked questions

How close is Hudson Valley and The Berkshires getaway to the airport?

This vacation home is 22 mi (34-min drive) away from the Hudson, NY (HCC-Columbia County) airport, the closest popular airport to the property.

Does Hudson Valley and The Berkshires getaway have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Hudson Valley and The Berkshires getaway offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Hudson Valley and The Berkshires getaway?

No, there is no casino at this vacation home.

What time is check-in at Hudson Valley and The Berkshires getaway?

Check-in begins at 3:00 PM.

Is there free parking at Hudson Valley and The Berkshires getaway?

Free parking is not available at this vacation home.

Does Hudson Valley and The Berkshires getaway have a pool?

This vacation home does not have a pool.

Does Hudson Valley and The Berkshires getaway have a spa?

There are no spa services available at this vacation home.

How close is Hudson Valley and The Berkshires getaway to downtown Hillsdale?

This vacation home is 5.8 mi away from Hillsdale.

Hudson Valley and The Berkshires getaway Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Amanda J.

Liked: Cleanliness

Peaceful stay in the woods

Place was decorated very nicely and it was very quiet and peaceful.
Stayed 2 nights in May 2025

10/10 Excellent

Lori S., Brooklyn

Liked: Cleanliness

Great little hideaway

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!
Stayed 2 nights in Feb 2025

10/10 Excellent

Derek N., Cambridge, Massachusetts

Liked: Cleanliness

Beautiful Location in Hillsdale

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.
Stayed 5 nights in Dec 2024

10/10 Excellent

Jessica W., Hillsdale, NY USA

Liked: Cleanliness

Cozy, quiet, and close to attractions!

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!
Stayed 2 nights in Nov 2024

10/10 Excellent

Jennifer H.

Liked: Cleanliness

Lovely Stay

We very much enjoyed our stay at this lovely home. The hosts were wonderful communicators!
Stayed 4 nights in Jul 2024

10/10 Excellent

Joe F., Woodside

Liked: Cleanliness

Great Weekend

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!
Stayed 1 night in Jun 2024

10/10 Excellent

John C.

Liked: Cleanliness

Golf trip

Overnight golf trip with cousins and father. Perfect accommodations not far from the copake country club. Great time
Stayed 1 night in Apr 2024