Highlights:
If your dream getaway includes soaring sunlit interiors, a sleek container pool, a year-round hot tub, easy access to the Catskills’ most charming towns, and long soaks in a freestanding tub with garden views—Highpoint is calling your name.
Perfectly positioned between Woodstock and Kingston, this beautifully designed home blends thoughtful modern architecture with laid-back comfort. Whether you're planning a weekend of adventure or relaxation, this home offers everything you need for an unforgettable stay upstate.
Step inside to discover expansive double-height living spaces flooded with natural light and framed by views of both the front and back gardens. The open-plan living area is anchored by a modern wood-burning fireplace and cozy seating—perfect for movie nights, conversation, or simply watching the trees sway through oversized windows.
The fully equipped chef’s kitchen features a large peninsula island with bar seating, and is thoughtfully stocked with all the trays, bowls, and tools you’ll need to create memorable meals. A nearby dining table comfortably seats 8 for group dinners or lazy breakfasts before the day’s adventures.
All three bedrooms are located on the lower terrace level for added privacy and quiet. Two have direct access to the pool deck, making morning dips or evening swims especially easy. The bathrooms are sleek and spa-like, including a gorgeous soaking tub with views of the garden—ideal for winding down.
Outside, the heated container pool is the centerpiece of the terraced deck, surrounded by sun loungers and a fire pit with Adirondack chairs. Just steps away, the hot tub invites you to soak under the stars—open and inviting all year round.
As with all Upstate Place homes, Highpoint is equipped with family-friendly amenities, including a pack ’n play, highchair, baby bath, and children's dishware to make even the smallest guests feel at home.
This is a house that works beautifully for a couple’s retreat, a group of friends, or a family with children looking for a stylish but welcoming base to explore the Hudson Valley and Catskills.
FEATURES AND AMENITIES
• Full kitchen
• Wood-stove (wood provided)
• Dining area with seating for 8
• Washer /dryer
• Wi-Fi - excellent
OUTDOOR FEATURES
• Pool (July to September)
• Hot-tub (all year)
• Double tiered deck with loungers
• BBQ (propane provided)
• Firepit (wood provided)
• Electric charger
• Driveway parking for 6 vehicles
COFFEE SET-UP
• Breville Barista Touch Espresso Machine
• Cuisinart Grind & Brew Coffee Maker
• Electric kettle
• Grinder
• Frother / aerator (hand held)
FAMILY FRIENDLY
• Pack n play and bedding
• Highchair
• Childrens plates, bowls, and cups
• Infant Baby Bath
• Child / baby gates
PET FRIENDLY
This is a V.I.Pooch Pawperty and your furry friend can expect the following:
• Dog bed
• Bowls
• Toys
• Shampoo
• First aid kit
LAYOUT
Two Level Home, often called an upside down house as all bedrooms are on the lower terrace level.
Main entry floor level has the living room, dining area, kitchen, half bathroom / powder room.
Lower terrace level has 3 bedrooms and 2 bathrooms, a king primary with en-suite with separate tub and shower, queen bedroom with walk-out to pool, twin with trundle with desk, hallway bathroom, and laundry room.
BEDROOMS & BATHROOMS
Lower Terrace Level
• Bedroom 3 - King bed
• Bedroom 3 - Queen bed
• Bedroom 3 - Twin bed plus trundle
• Bathroom 1 - En-suite to primary bedroom, w/ soaking tub and separate shower
• Bathroom 2 - Hallway access with tub / shower combo
Main Ground Floor Level
• Bathroom 3 - Powder room with WC and sink
• The bathrooms are supplied with Public Goods products (shampoo, body wash, cotton balls, q-tips).
STAFF & SERVICES
Extra cost (advance notice required):
• Pantry / wine pre-stocking
• Mid-stay Housekeeping
• Babysitting
LOCATION
Points of Interest
• 1 mile to Ashokan Reservoir
• 11 miles to The Widow Jane Mine
• 11 miles to Woodstock
• 12 miles to Kingston
• 13 miles to Opus 40
• 14 miles to Rail Explorers Catskill
• 17 miles to Overlook Mtn and Fire-tower
• 19 miles to The Peekamoose Blue Hole
SKI ACCESS
• 28 miles to Hunter Mountain
• 29 miles to Belleayre Mountain
• 41 miles to Windham Resort
AIRPORTS
• 50 miles to Stewart International (SWF)
• 72 miles to Albany International (ALB)
• 92 miles to Teterboro (TEB)
• 100 miles to Westchester (HPN)
• 112 miles to Newark Liberty (EWR)
• 123 miles to John F. Kennedy (JFK)
PLEASE NOTE -
Cancellation and Insurance: We encourage all our guests to purchase travel insurance, whether through the OTA when offered at the time of booking, or through a third party. We cannot make any exceptions to our cancellation policy.
Utility Outages: As Upstate New York can see its’ fair share of inclement weather and is primarily a tree rich area with overhead power lines, please know we do not assume responsibility for utility outages during your stay. If electric, water or Wi-Fi service is impacted, we do not refund. Of course, if an outage were to persists for longer than 8 hours we would allow a cancellation without penalty.
Weather: During the winter months, there may be ice, snow, and hazardous conditions. We recommend driving a vehicle with AWD or 4WD. Please ask about the plowing schedule for the house. Most driveways are plowed at or before 3” of accumulation.
Animals and Pests: The house is in a rural environment and surrounded by countryside, farms and wildlife. Although it’s wonderful to observe the eagles, deer, bears, and adorable chipmunks, it can also mean you will hear coyotes and foxes at night, and encounter the less cute mice, flies, snakes, ants, bees and ticks. There is very little to be done about it, but by keeping doors closed or screened and food in its appropriate storage, unwelcome guests will stay outside where they belong. All our properties benefit from scheduled pest control, but we are in a natural environment and we can not fortify the houses completely.
Cleaning Guarantee: We are very proud of our housekeeping team who go beyond both Airbnbs General Cleaning Guidelines and Airbnb’s Enhanced Cleaning Process recommendations. Because of their hard work and high professional standards, we are able to guarantee our cleaning to our guests. We take time stamped video and photos of the cleaned property and do not refund for any small issues found during a stay. Should a guest feel that something is amiss or needs additional attention, we will have a housekeeper attend the home to take care of it within 12 hours of an issue being reported.
Rental Agreement: Please know that we require all guests to sign a rental lease agreement.
This house has two levels and may not be suitable for guests who don’t wish to use stairs. However, it does have ground level bedrooms and a bathroom.
Additional Fees: Depending on their requirements, guests will be subject to the following additional fees
Pool Heat - $75 per day or $450 per week
Pet Fee - $75 per pet
Hot Tub - no fee
We look forward to welcoming you to Highpoint!
Please respect all house rules listed in the guidebook provided, as well as the privacy of this quiet community.
