$0
for 3 nights

Home in Hillsdale, New York

Hillsdale Valley

4 bedrooms

6 beds

4 bathrooms

10 guests

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Wander Hillsdale Valley is a majestic retreat nestled in the picturesque landscape of the Catskill Mountains and the Berkshires, offering unparalleled luxury and breathtaking views. One of the highlights of this property is its unique layout: two beautifully designed homes—a spacious Main House and a charming Cottage—are included with every reservation. That means more room to relax, more privacy, and the perfect setup for families or groups traveling together. Wake up to sweeping views of rolling hills and lush forests, all visible right from your bedroom window. Step outside to your private outdoor dining area and enjoy unforgettable meals surrounded by the beauty of the mountains.

Property License: License: N/A

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

2 twin bunk beds, 1 twin trundle bed

Bedroom 4

1 queen bed

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

2 twin bunk beds, 1 twin trundle bed

Bedroom 4

1 queen bed

Amenities

Guest house

Mountain view

BBQ Area

Balcony

Forest view

Free parking

Wifi

Hot water

4.9 · 61 reviews

B

Benjamin

September 2026

Our host Ben was outstanding! He went above and beyond every step of the way for to make our stay enjoyable. The property is extremely peaceful and clean. The master suite is perfection. I would highly recommend staying here. Hillsdale is such a cute town with plenty to do. A standout for us in town was The Little Apple Cidery, so fun. And honestly we could not ask for a better host. Thank you for sharing your beautiful home with us.
J

Jodie

June 2026

We had a great family get-together at Ben’s home. It is in a good location for access to both the Berkshires (and Tanglewood) along with the Hudson River Valley. Beautiful property on a quiet private road, perfect for walks. It’s great to have separate bathrooms for each of the bedrooms, along with a few different areas for gathering and relaxation. Property is a bit hilly with stone stairs, for those that may have mobility challenges.
T

Theresa

May 2026

We had a wonderful stay at Ben and Andrew’s home in Hillsdale during a wedding weekend. The property is spectacularly beautiful, both inside and out. The décor and furnishings are exceptional, and the entire home was spotlessly clean. Ben and Andrew were outstanding hosts. Communication was excellent, and they responded to our questions almost immediately, making our stay smooth and enjoyable. The only minor drawback was the limited closet space. There are two closets available, but only one has a hanging rod. Adding a wardrobe to the spacious master bedroom would provide more convenient storage for guests. We had an excellent experience and would highly recommend this beautiful home to others.

Where you’ll be

Hillsdale, New York 12529, United States

Nestled in the heart of the Hudson Valley, this location offers easy access to a wide range of outdoor and cultural activities. Enjoy scenic hikes and nature walks at Taconic State Park or Bash Bish Falls, just a short drive away.

Things to know

Cancellation policy

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

10 guests maximum