At this holiday home, you'll be 11.8 km (7.3 mi) from W.E.B. Du Bois Boyhood Homesite and 14.1 km (8.8 mi) from Monument Mountain. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3 bathrooms, a balcony and a sofa bed. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a dining area and a Smart TV are also available. .In proximity to this Hillsdale holiday home you'll find Tanglewood Music Center.
W.E.B. Du Bois Boyhood Homesite - 16 min drive - 15.6 km
Catamount Aerial Adventure Park - 16 min drive - 22.0 km
Catamount Ski Area - 17 min drive - 23.1 km
Taconic State Park - 18 min drive - 25.5 km
Mahaiwe Performing Arts Center - 21 min drive - 19.5 km
Getting around
Pittsfield Intermodal Transportation Center - 35 min drive
Hudson, NY (HCC-Columbia County) - 34 min drive
Restaurants
Berkshire Mountain Bakery - 22 min drive
Stewart's Shops - 13 min drive
Four Brothers Pizza Inn - 13 min drive
Little Cat Lodge - 17 min drive
Common Or Garden Pub - 22 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 forest 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, 3 bathrooms, and an office with convertible sofa for an additional bedroom.
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
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.
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
Smoke-free property
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
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
Information provided by the property may be translated using automated translation tools
Pets
Pets are welcome
Only dogs and cats are allowed
Maximum 1 (weight limit: 50 lb 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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
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.
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site 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 all accommodation.
Property is also known as
65a69987d257bd0019d52596
Frequently asked questions
Does Hudson Valley and The Berkshires getaway have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Hudson Valley and The Berkshires getaway?
No, Hudson Valley and The Berkshires getaway does not offer an airport shuttle service.
What time are check-in & check-out at Hudson Valley and The Berkshires getaway?
Check-in begins at 3:00 PM. Check-out time is 10:00 AM.
Hudson Valley and The Berkshires getaway Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 11 out of 12 reviews
10 - Excellent
11
Rating 8 - Good. 1 out of 12 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 12 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
8/10 Good
Ira W.
26 Apr 2026
Ira W.
Stayed 5 nights in Mar 2026
10/10 Excellent
Kat D.
20 Feb 2026
Liked: Cleanliness
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.
Kat D.
Stayed 3 nights in Feb 2026
10/10 Excellent
Mary F.
16 Feb 2026
Liked: Cleanliness
Wonderful stay. Very responsive host. Clean, spacious home that is in a great location with easy access to many activities.
Mary F.
Stayed 3 nights in Feb 2026
10/10 Excellent
Karen V.
21 Dec 2025
Liked: Cleanliness
Very comfortable home in a great area!
Karen V.
Stayed 3 nights in Dec 2025
10/10 Excellent
Amy K.
1 Oct 2025
Liked: Cleanliness
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,
Amy K.
Stayed 59 nights in Aug 2025
10/10 Excellent
Amanda J.
5 May 2025
Liked: Cleanliness
Peaceful stay in the woods
Place was decorated very nicely and it was very quiet and peaceful.
Amanda J.
Stayed 2 nights in May 2025
10/10 Excellent
Lori S., Brooklyn
14 Mar 2025
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!
Lori S.
Stayed 2 nights in Feb 2025
10/10 Excellent
Derek N., Cambridge, Massachusetts
1 Jan 2025
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.
Derek N.
Stayed 5 nights in Dec 2024
10/10 Excellent
Jessica W., Hillsdale, NY USA
18 Nov 2024
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!
Jessica W.
Stayed 2 nights in Nov 2024
10/10 Excellent
Jennifer H.
8 July 2024
Liked: Cleanliness
Lovely Stay
We very much enjoyed our stay at this lovely home. The hosts were wonderful communicators!
Jennifer H.
Stayed 4 nights in Jul 2024
10/10 Excellent
Joe F., Woodside
1 July 2024
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!
Joe F.
Stayed 1 night in Jun 2024
10/10 Excellent
John C.
27 Apr 2024
Liked: Cleanliness
Golf trip
Overnight golf trip with cousins and father. Perfect accommodations not far from the copake country club. Great time