3 Br Private Vacation Home Vacation Rental In Pine Plains, New York

Stissing Mountain Cottage is a newly built, voluminous barn style retreat minutes from Upstate’s most iconic restaurant and the weekend polo scene. Perfectly positioned in a scenic wooded area but close to the boutique town of Rhinebeck, everything is on hand for a charming and easy Upstate escape.

Blending modern space with squishy sofas and an easy to use “press and de-stress” gas fireplace, comfort is everywhere. The open layout, warm natural materials, and luxurious elements offer a restorative but still exciting space.

The home features three serene bedrooms, two on the main level and the primary situated privately upstairs. Both bathrooms are well stocked with toiletries, super soft towels, and hairdryers. (Both are shower-only; baby and toddler bath options are provided.)

For dining, you’re a short drive from the standout Stissing House (please book in advance), as well as the vibrant scenes in Rhinebeck and Sharon, Connecticut. Or stay in and enjoy the home’s spacious, well-equipped kitchen with coffee bar and casual seating.

Outside, a large patio and a flat, play-friendly garden offer family and gathering options. With a BBQ, fire pit, lounge seating, and soft lighting, it’s an ideal setting for relaxed evenings under the stars.

As with all Upstate Place homes, Stissing Mountain Cottage is thoughtfully equipped for families, with essentials like a pack ’n play and highchair—making stays with little ones easy and comfortable.

Perfect for families or groups of friends, Stissing Mountain Cottage is a warm, stylish base for enjoying the best of the Hudson Valley!

FEATURES AND AMENITIES
• Large spacious living area
• Dining area with seating for 6
• TV in LR and main bedroom
• Fireplace (gas)
• Wi-Fi - very good

OUTDOOR FEATURES
• Stone patio with seating
• Lawn for play and children
• Firepit and seating
• Barbecue grill (propane provided)
• Driveway parking for 4 vehicles

FAMILY FRIENDLY
• Pack n play and bedding
• Highchair
• Childrens plates, bowls, and cups
• Toys and games
• Infant Baby Bath / Toddler Spa Bath

PET FRIENDLY
This home is a proud member of our HosPAWtality Collection - designed so your furry companion enjoys a PUPgraded vacation experience too, with these amenities just for them:
• Dog bed
• Bowls
• Toys
• Shampoo
• Floofie first-aid kit

STAFF, SERVICES & ADDITIONAL FEES
Available at an additional cost with advance notice:
Pet fee (dogs only) $100 per pet per stay
Cold plunge & wellness accessories $20-$200
Firewood pre-order $25 (12 logs)
Mid-stay housekeeping $180
Pantry and wine pre-stocking $65
Guaranteed early check-in 12pm $125 or late check-out 3pm $125, or combined $225

LAYOUT
Two Level Home
Main / ground floor level has the living room, dining area, kitchen, 2 bedrooms, and a hallway bathroom.
Upper second level has the primary bedroom and en-suite bathroom with laundry.

BEDROOMS & BATHROOMS
Main level
• Bedroom 1 - Queen bed
• Bathroom 1 - Hallway with shower
• Bedroom 2 - Queen bed
Upper 2nd level
• Bedroom 3 - King bed
• Bathroom 2 - En-suite with shower
• All bathrooms supplied with Public Goods products (shampoo, body wash, cotton balls, q-tips).

LOCATION
Points of Interest
• 2 miles to the The Stissing House
• 3 miles to Mashomack Polo Grounds
• 5 miles to Chaseholm Farm
• 13 miles to Rhinebeck
• 13 miles to Camp Rising Sun
• 15 miles to Copake Lake
• 17 miles to Sharon CT
• 19 miles to Bard College
• 24 miles to Vanderbilt Mansion
• 24 miles to Hudson

SKI ACCESS
• 46 miles to Hunter Mountain
• 49 miles to Windham Resort
• 59 miles to Belleayre Mountain

AIRPORTS
• 59 miles to Stewart International (SWF)
• 69 miles to Albany International (ALB)
• 76 miles to Westchester (HPN)
• 103 miles to Teterboro (TEB)
• 105 miles to John F. Kennedy (JFK)
• 113 miles to Newark Liberty (EWR)

PLEASE NOTE:
RENTAL AGREEMENT:
Our insurance, local permitting, and licensing require all guests to sign a rental lease agreement. This will request your full name, email, and contact phone number and must be completed within 48 hours of booking (or immediately for same-day reservations).

CANCELLATION & TRAVEL INSURANCE:
For added peace of mind, we strongly recommend purchasing travel insurance, either through the OTA at checkout or via a third party. Travel insurance may provide reimbursement for covered events such as illness, delays, work conflicts, or weather-related disruptions. Please confirm coverage details directly with your provider. We are unable to offer cancellations, trip changes, or refunds outside of our stated cancellation policy and will refer guests to their travel insurance if plans change. Our goal is for you to enjoy a smooth, stress-free stay.

UTILITY OUTAGES:
Upstate New York’s weather and tree-lined landscape (with primarily overhead power lines) can occasionally lead to outages. We do not assume responsibility for interruptions to electric, water, or Wi-Fi service and do not issue refunds for outages. Emergency supplies are provided, and this home has a generator. If an outage exceeds 8 hours, we will allow a cancellation without penalty.

WEATHER & WINTER CONDITIONS:
Winter may bring snow, ice, and hazardous driving conditions. AWD or 4WD vehicles are strongly recommended, and tire chains may be advisable during storms. Driveways are typically plowed at 3”+ accumulation, though exact timing cannot be guaranteed due to weather and limited crew accessibility.
Snow shovels and pet-safe salt are provided. This driveway is relatively flat and generally easy to navigate.

TRAVEL INFO:
As we do not provide weather-related refunds, we recommend monitoring conditions through 511NY, New York State’s official real-time system for traffic, road closures, and weather updates via phone, web, or app.

FIRE PIT:
The outdoor fire pit is available spring through fall. In winter, it may be inaccessible due to snow coverage. For safety reasons, fire pits are positioned a distance from the house, and safe winter access cannot be guaranteed.

ANIMALS, PESTS & BUGS:
This is a rural property surrounded by farms, woods, and wildlife. You may see deer, eagles, bears, chipmunks—or hear coyotes and foxes at night. As with any countryside setting, insects and small wildlife (including mice, flies, ants, bees, snakes, and ticks) may be present. Keeping doors closed and food properly stored helps prevent unwanted visitors. Tick repellents (Tick Wise, Repel, or OFF) are provided, and all homes receive routine pest control. However, complete prevention in a natural environment is not possible.

PRIVACY & MAINTENANCE:
Guests have full access to the property except for any locked closets, basements, or garages (if applicable). Seasonal maintenance staff may occasionally access exterior areas for essential services such as lawn care, pool maintenance, pest control, trash collection, or snow plowing. While we aim to schedule these visits between stays, this is not always feasible and they may need to work during your stay. Staff will never enter the home without authorization.

CLEANING GUARANTEE:
Our professional housekeeping team exceeds Airbnb’s cleaning standards, and we stand behind their work. A time-stamped video is recorded after each cleaning. We do not issue refunds for minor concerns reported during a stay; instead, we will gladly send housekeeping within 12 hours of notification to address any issue.

EASY BREEZY CHECK-OUT:
We keep check-out simple and appreciate your help with the following:
• Please take out trash to prevent odors and pests.
• Load and start the dishwasher if used.
• Extinguish all fires and fuels; cover the BBQ once cooled.
• Winter: set heat to 60°F.
• Summer: set AC to 70°F.
• Turn off lights and ensure all windows and doors are closed and locked.
Please respect all house rules listed in the guidebook provided, as well as the privacy of this quiet community.

Located in Pine Plains, this vacation home is in a rural area and in the mountains. Wing's Castle and Montgomery Place are local landmarks, and the area's natural beauty can be seen at Lake Taghkanic State Park and Taconic State Park. Traveling with kids? Consider The Stissing Center and Northern Dutchess Botanical Gardens. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails, horse riding, and ecotours nearby.