With 360-degree views of the Catskill and Berkshire Mountains from the highest point in Hillsdale, Hilltop is a contemporary home with complete privacy and everything you need, including a pool, hot tub, fireplaces in the living room, screened porch and guest house that is included on your rental! the charming guest house offers a private haven with a kitchenette, living area, wood-burning stove, full bath, and bedroom, along with a private deck, perfect for unwinding amidst the natural beauty. The bedroom has a queen bed and a full size sofa bed.
Hilltop is between the towns of Great Barrington and Hudson, Catamount Ski Resort is within 10 min, and there are many options for hikes, biking and leaf peeping.
The Space:
As you approach Hilltop, panoramic views of rolling hills and lush greenery greet you from every angle, setting the stage for an unforgettable retreat.
Step inside and discover a light-filled sanctuary where tall ceilings and thoughtful design elements create an atmosphere of effortless elegance and comfort. The main house welcomes you with an open floor plan seamlessly connecting the modern kitchen, dining, and living areas. Relax and unwind in the living room by the fireplace with direct access to the pool deck, where endless summer days await. Whip up gourmet meals in the fully equipped kitchen and dine in style indoors, where another set of large doors opens onto the deck, providing seamless transitions between indoor and outdoor living. Just off the living room, there is a music room, with an ensuite office space.
Two guest bedrooms offer full-sized beds, and there is a full guest bathroom for everyone's convenience. Ascend to the second floor, where the entire level is dedicated to the primary suite—the epitome of comfort boasting awe-inspiring views with a king bed, a spacious bathroom with soaking tub and separate shower, and a walk-in closet.
Step outside to Hilltop's sprawling grounds, where endless outdoor enjoyment awaits amidst spectacular views and breathtaking sunsets. The courtyard oasis features a pool, a hot tub, outdoor dining and lounging and an outdoor shower. Off of the patio, a screened in porch complete with its own fireplace is perfect for cozy evenings. With Catamount Ski Resort just minutes away and a variety of hiking, biking, and leaf-peeping options nearby, Hilltop is the perfect destination for outdoor enthusiasts and nature lovers alike.
South of the main house, the charming guest house offers a private haven with a kitchenette, living area, wood-burning stove, full bath, and bedroom, along with a private deck, perfect for unwinding amidst the natural beauty. The bedroom has a queen bed and a full size sofa bed.
Escape to Hilltop and experience the epitome of comfortable country living, where every amenity and comfort awaits amidst breathtaking natural beauty. This is more than just a home; it's a lifestyle of unparalleled comfort and tranquility.
Guest Access:
We provide electronic access to the house with a personal guest code. You'll receive the code 24 hours prior to checkin, though your code will only activate at check-in.
The Neighborhood:
Hilltop, the perfect respite from the outside world in it’s tranquil solitude. However, not far off is the charming town of Hillsdale NY, Great Barrington MA and Hudson NY. These towns all have great restaurants, shopping, yoga, breweries/distilleries and cultural and historical sites. Visit the house guide for more recommendations!
Getting Around:
To enjoy the expansive beauty of the region, you'll need a car to get here and get around and the drive will be stunning! Since cell service can be inconsistent in the country, we recommend that you download the region's online maps to your phone before your trip. We strongly advise using or renting a car that has all wheel or 4 wheel drive to access the property in winter.
Other Things to Note:
A/C: There are two thermostats that control the air conditioning—one in the master bedroom, which cools that room and the bedroom below it, and another in the music room/bedroom, which cools that space. The living room, dining room, and kitchen are not separately air conditioned; to help cool these areas, you can use a fan to circulate air from the adjacent cooled rooms.
* Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.
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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 and a first aid kit
About the area
Hillsdale
Located in Hillsdale, this holiday home is in the mountains. W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are local landmarks, and some of the area's attractions include Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Charles H. Baldwin & Sons and Hoffman's Pottery are also worth visiting. Make sure you don't miss outdoor adventures like hiking and cycling.
Catamount Aerial Adventure Park - 12 min drive - 8.2 km
Catamount Ski Area - 13 min drive - 9.2 km
Hillsdale Town Hall - 14 min drive - 12.4 km
Taconic State Park - 14 min drive - 11.0 km
Jug End State Reservation - 17 min drive - 13.4 km
Getting around
Hudson Station - 39 min drive
Hudson, NY (HCC-Columbia County) - 38 min drive
Restaurants
Cumberland Farms - 28 min drive
Café Holli - 28 min drive
Berkshire Mountain Bakery - 34 min drive
Stewart's Shops - 15 min drive
Little Cat Lodge - 16 min drive
Frequently asked questions
Does Hilltop: Panoramic Views w/ Pool near Catamount have a pool?
Yes, this property has a pool.
How much does it cost to stay at Hilltop: Panoramic Views w/ Pool near Catamount?
As of 17 April 2026, prices found for a 1-night stay for 2 adults at Hilltop: Panoramic Views w/ Pool near Catamount on 3 May 2026 start from NZ$798, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Hilltop: Panoramic Views w/ Pool near Catamount pet-friendly?
No, pets are not allowed at this property.
How much is parking at Hilltop: Panoramic Views w/ Pool near Catamount?
On-site parking is available at the property.
What time is check-in at Hilltop: Panoramic Views w/ Pool near Catamount?
Check-in begins at 4:00 PM.
What time is check-out at Hilltop: Panoramic Views w/ Pool near Catamount?
Checkout is at 11:00 AM.
Where is Hilltop: Panoramic Views w/ Pool near Catamount located?
Situated in the mountains, this holiday home is within 9 miles (15 km) of Catamount Aerial Adventure Park, Catamount Ski Area and Hillsdale Town Hall. Taconic State Park and Community Library are also within 9 miles (15 km).