Private Acreage | Family Friendly | Backyard Bonfire Space
Enjoy a cozy Hudson Valley retreat at this Pine Plains vacation rental. Picture windows showcase snowy views, while the sledding hill, walking paths, and fire pit create a perfect cold-weather getaway. Spend the day at a nearby ski area, browse village shops, then unwind with hot cocoa by the fire. With 3 bedrooms and 3.5 baths, this inviting home offers ample space for families and friends to reconnect.
-- THE PROPERTY --
SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed, 1 bunk bed (twin/full), 1 crib
INDOOR LIVING - Smart TV, board games & books - Electric fireplace - Dining table - Loft w/ work desk - 2 stereos - 4,207 sq ft
OUTDOOR LIVING - Outdoor dining set, wood pellet grill - Outdoor pool (unheated) - 2 wood-burning fire pits (wood provided) - Trampoline, horseshoes - Basil, mint & lavender plants
ACCESSIBILITY - 2-story home, stairs to enter - Bedroom & full bathroom on 1st floor
PARKING - Driveway (8 vehicles)
-- THE LOCATION --
- Hiking areas within 10 miles: Harlem Valley Rail Trail, Thompson Pond Preserve, Milan Recreation Area, Taconic State Park - 4 miles to Stissing House (historic tavern dining), Pine Plains – 9 miles to Willa, Millerton - 15 miles to Hidden Hollow Farms Riding Center - 14 miles to Lake Taghkanic State Park - 17 miles to Bash Bish Falls State Park – 18 miles to Rhinebeck restaurants – 61 miles to New York Stewart International Airport – 75 miles to Albany International Airport – 110 miles to Newark Liberty International Airport – 115 miles to John F. Kennedy International Airport
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking or vaping - Pet friendly w/ $75 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in
ADDITIONAL INFORMATION - This 2-story home requires stairs to enter. It features a bedroom and a full bathroom on the 1st floor - Your safety matters. This property features 6 exterior security cameras. Camera 1 is a doorbell device facing the front entry. Cameras 2, 3, 4, 5, and 6 are on the outside corners of the house facing the property's perimeter. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion
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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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Pine Plains
Pine Plains is home to this holiday home. The Stissing Center and Ancram Opera House are cultural highlights, and some of the area's attractions include Harney and Sons Tea Tasting Room and Trevor Zoo.
Does On-Site Sledding! Hudson Valley Winter Escape have a pool?
Yes, this property has a pool.
How much does it cost to stay at On-Site Sledding! Hudson Valley Winter Escape?
As of 13 Apr 2026, prices found for a 1-night stay for 2 adults at On-Site Sledding! Hudson Valley Winter Escape on 2 Aug 2026 start from AU$881, 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 On-Site Sledding! Hudson Valley Winter Escape pet-friendly?
Yes, pets are allowed at this property.
How much is parking at On-Site Sledding! Hudson Valley Winter Escape?
On-site parking is available at the property.
What time is check-in at On-Site Sledding! Hudson Valley Winter Escape?
Check-in begins at 3:00 PM.
What time is check-out at On-Site Sledding! Hudson Valley Winter Escape?
Checkout is at 11:00 AM.
Where is On-Site Sledding! Hudson Valley Winter Escape located?
Situated in Pine Plains, this holiday home is within 6 miles (10 km) of The Stissing Center, Pine Plains Library and Millerton Village Hall. Taconic State Park and Thompson Pond are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The home looks better than expected, we absolutely love our 2 nights getaway. The house is fully stocked, perhaps it would need a kettle and a more detail description of the two coffe machine so we could have been prepared. Unfortunately, the stores were closed fir Thanksgiving and didn't allowed us to resolve it till day 2 but i will certainly go back in the summer time.