
Holiday rentals in Germantown
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Top-rated holiday rentals in Germantown
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Charlotte’s Run Farm: Tiny Living, Big Views
Restored historic dairy barn (1910) on Charlotte’s Run, a retired Hudson Valley farm affectionately known as the (foster) Puppy Farm, whose use includes rehabilitating dogs via Mr. Bones & Co., a 501(c)3 nonprofit. This 400 sq ft studio cottage and deck offer Catskill Mountain sunsets and seclusion, one mile from Main Street, featuring Otto’s market, Universal Cafe, a wine shop, laundromat and more. Your farm stay helps us maintain the land so the dogs we foster here thrive! Permit GER-2025-014

Nordic modern getaway on an Alpaca Farm
The Alpaca House was recently renovated with modern amenities & our guests' comfort in mind. Cook delicious meals in an open plan kitchen, sit & watch the Alpacas (it is hard not to smile watching them) from your private deck with views of the Catskills, or spend time unwinding in either of our comfortable living rooms. A family-friendly escape, a 5-minute drive to our quaint town of Germantown, & 15 minutes to the hip town of Hudson. Just a little further & you are in Red Hook or Rhinebeck!

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.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted #3 Most Romantic AirBnB Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Hudson River Sunset Getaway
With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

The Orchard at Hover Farms
Come escape to the beautiful Hudson Valley countryside at The Orchard at Hover Farms. Take in views of both the Catskill and Berkshire mountain ranges from atop our rolling pastures. Our beautiful 1880 farmhouse will make you feel right at home with her authentic charm and calming atmosphere. This is a working farm where you can enjoy the sights and sounds of cattle grazing. During colder months enjoy the area's best ski resorts, most within 35 miles of the farm.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Upstate Riverfront Getaway with Hot tub
Welcome to our riverside retreat in the picturesque Hudson Valley! Nestled along the banks of the Hudson River, our charming 2-bedroom, 2-bathroom home offers the perfect escape from the hustle and bustle of everyday life. Book your stay with us today and experience the magic of the Hudson Valley firsthand! 5 min to HITS horse show grounds 10 min to Village of Saugerties 13 min to village of Catskill 24 min to Restaurants and shops in Hudson

Riverside Retreat on the Hudson - Modern Cottage
Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Scandinavian Cottage/Mountain Views/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Owl's Nest (Rip's Retreat)
Privately nested single-story on a sloping riverfront view. Preserved charms of a mid-century modern design. Spacious, cozy, scenic, and rustic. Large fireplace. Screened in porch. 5 minute drive to Hudson. Co-host lives in the basement level of the house, accessed by a separate entrance, and may access that area during your stay. Feel free to say hi and ask any questions about the house or area.
Popular amenities for Germantown holiday rentals
Other great holiday rentals in Germantown

Farmette Roquette Upstate Retreat

Pondside Escape 12 Min to Hudson &Catskill Main St

Modern Glass House

Charming Hudson Farmhouse

Hudson Valley Barn Getaway - Germantown

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Curated Country Comfort, a Stone's Throw from Town

Hudson Valley Cabin
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Benmarl Winery




