
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

Design-Forward Riverfront Cabin on 120 Acres
Far from the road, a tranquil modern cabin sits directly above a state-stocked fly-fishing and tubing river - an intimate, private escape under two hours from NYC. Set on a 120-acre property, with access to trails, river swimming, and a private cabin beach, you’ll feel completely secluded while still being 10–30 minutes from Red Hook, Rhinebeck, Hudson, and Kingston. Radiant floors, a Swedish composting toilet, Tesla Powered, w/ 500 Mbps fiber internet make it easy to unplug without sacrificing.

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!

Scenic Hudson River Getaway!
Welcome to El Refugio (The Refuge) Re-energize in this one bedroom apartment with queen size bed, living room, dining area, bath, and kitchen. Relax on your private deck overlooking a beautiful landscaped garden and magnificent year-round views of the Hudson River. Kayaking is allowed in the Hudson but not swimming. There is access to the river from the Malden Mini Park a short distance away. The apartment is part of a two family home but both units are very private and have separate entrances.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's 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!

Loblolly Cottage
Loblolly Cottage is a peaceful retreat set among towering pines in the Hamlet of Germantown NY. A short stroll leads you to the heart of town where you will find an array of shops and restaurants, including the famed Otto's Market. Just minutes away you'll discover towns like Hudson, Rhinebeck, Tivoli, and Catskill that offer galleries, hiking trails, historic homes and landmarks and river views. Loblolly Cottage is one of the best one-of-a-kind vacation experiences in the Hudson Valley.

Welcome to Casa Bartolo, Your Oasis on the Hudson!
It's now Lilac season! Why book a hotel when you can enjoy a charming, private 2-bedroom suite with breathtaking views of the Catskill Mountains, Hudson River, and stunning sunset! This tranquil retreat offers: Private Entrance, Private shared Bathroom, Kitchenette, cedar soaking tub & easy parking. Wake up to the sunrise and enjoy a cup of Nespresso or tea. Whether you want to relax, walk, jog, bike, meditate, smell the lilacs & pick eggs or simply unwind, this is the perfect escape.

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.

Private Cottage, Walk to Restaurants and Shops
Beautifully renovated modern cottage in the village of Red Hook has modern amenities, hardwood floors, and an open floor plan. The cooks kitchen has an island and high-end appliances. Walls of windows and doors bring in lots of light and there's a private patio out back. Bathroom has large walk-in shower. Bedroom has a king bed (or two twins) and a recliner for reading. A 3 minute walk from center of Red Hook and Bard Shuttle. 10 minute drive to both Bard College and Rhinebeck.

Luxury Tent at Gatherwild Ranch
Welcome to Gatherwild Ranch, an upscale, design-forward farm stay as featured in the New York Times. Home to 8 beautiful and unique accommodations spread over 15 rolling acres of a former apple orchard. Inspired by life upstate, Gatherwild offers guests a luxurious yet nature-forward experience, from a pick-your-own veggie garden to luxury amenities—including a new sunset deck, bathhouse, cold plunge tubs, and sauna—for a unique glamping experience in the Hudson Valley.

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.
Popular amenities for Germantown holiday rentals
Other great holiday rentals in Germantown

Riverview Retreat

COZY Gambrel Cottage

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Columbia County Farmhouse with Pool

Secluded Magic Treehouse Escape

Charming and spacious home in the heart of Hudson.

Decorator Styled 1890s Farmhouse with a View!

Luxurious, high-design 25-acre estate with pond
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Plattekill Mountain
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Bousquet Mountain Ski Area
- June Farms
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park





