Family-friendly vacation rentals in Germantown

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!

Family · Kitchen · Backyard

Livingston Farmhouse Escape with hot tub and sauna

Perfect 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. Generous 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. Extensively renovated in 2026.

Indoor spaces · Kitchen · Wifi

Newly Renovated - Modern - 2 Bdrms - Near Hudson

Relax with the whole family at this peaceful place to stay. Our house was completely redone in 2020, so everything works, and we're excited to share it with you! Our two bedrooms/1 bathroom house is perfect for your family. Cook a family dinner around the kitchen-island or head to the nearby towns for brunch or dinner. Hudson, Rhinebeck, and the Catskills are only a short drive away. Enjoy our fenced in backyard, turn on the grill and fire-pit as you enjoy the sunset behind the Catskills.

Family · Kitchen · Condition

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!

Indoor spaces · Family · Cleanliness

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.

Family · Kitchen · Air conditioning

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.

Indoor spaces · Kitchen · Nearby

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.

Indoor spaces · Family · Outdoor spaces

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 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

Indoor spaces · Family · Getting around

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.

Indoor spaces · Family · Cleanliness

Secluded hilltop retreat, Catskill mountain views.

Wind up the private drive through woods and meadows to the hill top where the property opens up in all directions. Our modern farmhouse offers breathtaking views of the Catskill Mountains to the west and the Milan hills to the east: a secluded, restful house on ten acres of natural land. Located in the heart of the Hudson Valley and close to shops and restaurants, Cedar Hill provides easy access to Hudson (20 min), Rhinebeck (15 min) and Bard College (10 min).

Indoor spaces · Kitchen · Checkout

Firefly Upstate Glamping at Gatherwild Ranch

Welcome to Gatherwild Ranch, an upscale, design-forward farm stay home to 8 beautiful and unique accommodations spread out on the rolling hills of a former apple orchard. Inspired by life upstate, Gatherwild offers guests everything from a pick-your-own veggie garden to artist-led workshops to luxury amenities – including a new to-this-year sunset deck, bathhouse, cold plunge tubs, and sauna – for a unique glamping experience in the Hudson Valley.

Indoor spaces · Kitchen · Accuracy

Upstate Getaway btw Rhinebeck+Hudson

Our home is located on an unpaved, private road in a quiet area and features an in-ground, heated, saltwater pool open between Memorial Day and Late September. In 2026, the pool will be available for bookings 5/22 - 9/18. A quiet and private getaway in the Hudson Valley and convenient to many popular activities. NOTE: For bookings during pool season, guests will be asked to review and agree to the safety rules relating to the pool.

Family · Kitchen · Location