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Sugar Mountain Cabin: close to Hudson and a lake

Sugar Mountain Cabin offers modern, upscale renovations alongside a cozy cabin aesthetic. You'll have complete privacy on 4 acres, yet remain within a 15-20 minute drive to Hudson, Germantown, & Rhinebeck. Relax in the great room with games, a TV & Sonos soundbar, or in front of a cozy fire. Enjoy easy access to the best farmstands, restaurants, breweries, & hikes in the Hudson Valley, just 2 hours from NYC. Recent upgrades: High-speed WiFi, deck, kitchen, smart lock. IG: @sugarmountaincabin

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Named one of "The 10 Best Remote AirBnBs for an Escape From Reality" according to the author of 'Leave the World Behind' Rumaan Alam First floor open space includes a fully equipped Kitchen (Viking Range, Dishwasher, WasherDryer, FridgeFreezer, Caesartone Counters), a Dining Room for 8 and a Living Room with Gas Fireplace, Smart TV & Cable Second floor has 2 Bedrooms: One with a King bed overlooking the paddocks One with 2 Queen beds and a Desk overlooking the pool One bathroom with shower.

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Private Hudson Valley Loft on 200 Acre Horse Farm

Escape to Germantown, explore the farm’s 200-acres and visit the horses. they love carrots and visitors! Bright and airy open floor plan loft in Germantown, NY. Once an apple storage barn, this recently remodeled loft features two bedrooms, each with its own private bathroom, beautiful original pine floors, gas fireplace, central air, cook’s kitchen, and a large outdoor deck overlooking open fields and a pond. We are dog friendly up to 2 dogs. There is a $50.00 fee per dog. NO CATS.

Livingston Farmhouse Escape with hot tub and sauna

Perfect rustic country getaway conveniently located near Hudson, Red Hook, Tivoli and Germantown; in the heart of a sweet hamlet. Farm stands and swimming holes abound! Our home is an open and airy 3 bedrooms; space to spread out, and a large kitchen equipped with all a cook could want. Generously sized living room with cozy fireplace and Roku TV. Sonos throughout first floor. Huge property with fire pit for s'mores and late night fun; grill, patio dining, sauna and hot tub.

Intimate Cottage on Private Estate

Bulls Head Cottage is a thoughtfully-designed retreat nestled within a 2.5 acre estate 5 minutes from Omega Institute and 10 minutes from the charming Village of Rhinebeck. The 720 square foot guest cottage is a relaxing place for up to 2 guests, offering cozy indoor and outdoor space including an office overlooking the property's pond. Enjoy quick access to hiking, shopping, fine dining and more. Under 2 hours from New York City by car or train. Pets not typically allowed.

bright serene + spacious barn @barn and bike

a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking • we look forward to having you here!

Stylish, Secluded Getaway with Pool & Fireplace

Enjoy complete privacy in our sunny 2800 sq. ft. home, surrounded by nature! 2 hours from NYC, 5 minutes to the town of Pine Plains, and 25-30 minutes to Hudson, Rhinebeck, Millbrook, and Red Hook. A perfect place to gather with friends and family, and enjoy all the Hudson Valley has to offer. This is our vacation home and we hope that you love it as much as we do!

The Nook - An Adorable Secret Get Away

The Nook (Silo barn apartment) This adorable cozy get away, is a self-contained efficiency apartment set in the midst of Hudson Valley majesty. Over the garage of a property called The Silo (see listing for details as well as information about the setting), The Nook can be rented alone for one or two people or can be included with The Silo for large gatherings.