Entire home
Hilltop: Panoramic Views w/ Pool near Catamount
Photo gallery for Hilltop: Panoramic Views w/ Pool near Catamount





Reviews
9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8
Popular amenities
Explore the area

Hillsdale, New York
- Catamount Aerial Adventure Park15 min drive
- Catamount Ski Area16 min drive
- Ski Butternut33 min drive
- Great Barrington, MA (GBR-Walter J. Koladza)22 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Queen Bed
3 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Office
Balcony
Garden
About this property
Hilltop: Panoramic Views w/ Pool near Catamount
Summary:
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.
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.
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.
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.
Property manager
Red Cottage
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Adults only
.
Events
No events allowed
Pets
No pets 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 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/biking trails and cycling.

Hillsdale, New York
What's nearby
- Catamount Aerial Adventure Park - 15 min drive - 7.8 km
- Catamount Ski Area - 16 min drive - 8.9 km
- Housatonic River Walk - 28 min drive - 18.5 km
- Ski Butternut - 33 min drive - 23.0 km
- National Shrine of the Divine Mercy - 40 min drive - 37.1 km
Getting around
Restaurants
- Pleasant and Main - 33 min drive
- Berkshire Mountain Bakery - 34 min drive
- SoCo Creamery - 27 min drive
- Fuel Coffee Shop - 27 min drive
- GB eats - 27 min drive
Frequently asked questions
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About the host
Hosted by Red Cottage

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