Entire home

Hudson Valley and The Berkshires Getaway

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Photo gallery for Hudson Valley and The Berkshires Getaway

A modern building with a balcony, large windows, and a metal railing.
A modern living room with a blue sofa, a wooden coffee table, and large windows offering a view of trees.
A modern kitchen with a central island, bar stools, and a dining table.
Room
A modern two-story cabin with a stone foundation, surrounded by a snowy forest.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 9

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Hillsdale, NY
  • Place, Catamount Aerial Adventure Park
    ‪16 min drive‬
  • Place, Catamount Ski Area
    ‪17 min drive‬
  • Place, Taconic State Park
    ‪18 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪36 min drive‬

Room options

About the neighborhood

Hillsdale

This vacation home is located within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall. The vacation home includes a kitchen, a balcony, and a sofa bed.

What's nearby

  • Hillsdale Town Hall - 15 min drive - 12.4 miles
  • W.E.B. Du Bois Boyhood Homesite - 16 min drive - 9.7 miles
  • Catamount Aerial Adventure Park - 16 min drive - 13.7 miles
  • Catamount Ski Area - 17 min drive - 14.3 miles
  • Taconic State Park - 18 min drive - 15.5 miles

Getting around

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

Restaurants

  • ‪Four Brothers Pizza Inn - ‬13 min drive
  • ‪Stewart's Shops - ‬13 min drive
  • ‪Berkshire Mountain Bakery - ‬22 min drive
  • ‪Common Or Garden Pub - ‬22 min drive
  • ‪The Cliff House - ‬9 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 a sofabed, and 3 pristine full 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 up to 13 and an outdoor grill. Serene views of the forested hillside and nearby stream provide a total sense of calm and relaxation, perfect for those looking to be in nature, while still enjoying luxury.

A private driveway is available with regal stone steps leading directly to the entrance.

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

The Neighborhood:
Explore the Berkshires and 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.

Places to Eat:
- Roe Jan Brewing Co (Great pub food)
- Sweet Peas Country Diner (Great breakfast/lunch)
- Barrington Brewery & Restaurant
- Chatham Brewing
- Four Brothers Pizza Inn
- Hillsdale House

Markets:
- Freshtown (Hillsdale Market IGA)
- Market 32 (Price chopper)
- Random Harvest
- Copake General Store

Things To Do:
- Catamount Mountain Ski Resort ~15 mins
- Ski Butternut ~15 mins
- Jiminy Peak Ski Resort ~35 mins

Klocke Estate (Winery) - 20-30 mins
- A Hudson Valley legacy. Perched high atop a hill overlooking 182 acres of orchards and vineyards lies a distillery crafting exceptional brandy, vermouth, and cocktails.

Chatham, NY (Town) - 15 mins
- Idyllic Hudson Valley town with charming storefronts, restaurants, breweries, and galleries.

Great Barrington, MA (Town) - 15 mins
- 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.

Hudson, NY (Town) - 30 mins
- 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.

Lenox, MA (Town) - 20 mins
- Nestled in the picturesque Berkshire Hills of Western Massachusetts, Lenox offers a captivating blend of cultural richness, historic charm, and natural beauty, making it an ideal destination for visitors seeking a sophisticated yet tranquil escape. The charming downtown area invites leisurely strolls, offering unique shops, world-class dining, and a welcoming atmosphere that draws visitors back season after season.

Tanglewood (Music Venue) - 25 mins
- 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. 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.

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

Art OMI (Outdoor Art Installation) - 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.

Mass MoCA (Art Museum) - 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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 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
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains

Things to do

  • Mountain climbing nearby
  • Rock climbing nearby

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

  • Garden
  • Recycling
  • Some LED lighting used

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
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs and cats only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees
  • Note from host: Charge may apply

Children and extra beds

Children allowed: ages 0-17

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

65a69987d257bd0019d52596

Frequently asked questions

What is there to do around this vacation home?

This vacation home is located in Hillsdale, close to Catamount Aerial Adventure Park, Catamount Ski Area, and Lake Mansfield Park. You'll also find Art et Industrie and Roe Jan Brewing Co. nearby.

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

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Hudson Valley and The Berkshires getaway?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a garden.

Are there hot tubs at Hudson Valley and The Berkshires getaway?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although cats and dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Hudson Valley and The Berkshires getaway?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Hudson, NY (HCC-Columbia County), which is 22 mi away (34 minutes by car). Another top airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 19.4 mi away (35-minute drive).

Are there rooms with balconies at Hudson Valley and The Berkshires getaway?

Yes, every house at Hudson Valley and The Berkshires getaway comes with a balcony.

Hudson Valley and The Berkshires getaway Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable home in a great area!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay. Very responsive host. Clean, spacious home that is in a great location with easy access to many activities.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

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

Peaceful stay in the woods

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

10/10 Excellent

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

Lovely Stay

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

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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,
Stayed 59 nights in Aug 2025
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great house. Perfect for our group. Kids stayed downstairs and watched movies. We played games every night around the dinning room table. The sectionals were comfy, allowing us all to relax. Also the throw blankets were a nice homey touch. Kitchen was easy to navigate. Nice open concept layout. The master bedroom and bathroom are so nice. The bed was delightful the blankets dreamy. For real didn’t want to get out of bed. We went out one night. Went to Barrington for dinner one night. FYI a lot of restaurants in Hillsdale are closed on Mondays and Tuesday. Which is why we went to Barrington. But it was really close and supper cute town. Some of us relaxed and did a puzzle others went skiing at catamountOverall a great stay for skiing, hiking or just relaxing. Thanks again for the wonderful stay.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was so lovely--tucked away in rolling hills and surrounded by greenery. A great place to escape from Washington, DC, and explore the Hudson Valley. Ben is very responsive. Highly recommend it!
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Stayed 5 nights in Mar 2026