Family-friendly holiday rentals in Germantown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Germantown

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

The modern cabin is illuminated by string lights, creating a warm ambiance against the dark backdrop of surrounding trees at night. The deck extends outward, providing a welcoming entrance, while large windows hint at the interior’s cozy atmosphere.

Cabin in Red Hook

4.98 out of 5 average rating, 123 reviews

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.

FamilyKitchenLong stay

Top guest favourite

A spacious living area is framed by rustic wooden pillars, featuring a large tan sofa and two green armchairs. A wooden coffee table rests on a light rug, with natural light streaming through a wide window adorned with sheer curtains.

Farm stay in Germantown

5 out of 5 average rating, 114 reviews

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!

FamilyIndoor spacesBack garden

Guest favourite

A treehouse-style home is nestled among lush greenery, with multiple large windows and screens providing a connection to nature. The residence features a rustic design with wooden accents, surrounded by towering trees for a secluded feel.

Treehouse in Hudson

4.92 out of 5 average rating, 100 reviews

Secluded Magic Treehouse Escape

Poetic. Unique. Romantic. 25ft high. The sounds, smells, and fresh air of nature are all yours. 10mins to town. Surrounded by old oaks, maples, and pine trees. Details abound. Simple and minimal yet elegant. Rustic Luxe. Windows all around bring in nature, screens keep it outside. All the modern conveniences, and then some. Hot and cold running water, equipped kitchen, full bath, 2 bedrooms with queen beds, nice linens and details, plus outside shower, 2 decks, BBQ, fast WIFI, TV, etc.

KitchenIndoor spacesView

Top guest favourite

A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.

Home in Catskill

4.95 out of 5 average rating, 248 reviews

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 spacesFamilyOutdoor spaces

Top guest favourite

A cozy living area is highlighted by two wooden chairs positioned around a central rug. A gas fireplace provides warmth, with shelves filled with books flanking the fireplace. Soft light filters in through large windows, illuminating the space.

Home in Germantown

4.99 out of 5 average rating, 367 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.

FamilyKitchenAmenities

Guest favourite

A spacious sleeping area features a queen bed with a textured green coverlet. A wooden accent wall and vaulted ceiling create a cozy ambiance. Natural light streams in through large glass doors that open to a private deck, complementing the warm wooden flooring.

Tiny home in Germantown

4.95 out of 5 average rating, 121 reviews

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 spacesFamilyDecor

Top guest favourite

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

4.95 out of 5 average rating, 488 reviews

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 spacesKitchenAccuracy

Top guest favourite

The exterior of a large farmhouse features a welcoming porch with a wooden bench and decorative elements. Lush greenery surrounds the pathway leading to the entrance, enhancing the inviting appearance of the dark wood siding and multiple windows reflecting natural light.

Home in Hudson

4.95 out of 5 average rating, 293 reviews

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.

FamilyKitchenBack garden

Superhost

The exterior view highlights a modern two-story home surrounded by lush landscaping. A spacious deck is visible on the upper level, complemented by outdoor seating below. A hot tub and dining area with a patio umbrella can be seen on the stone patio, creating inviting spaces for relaxation.

Home in Cementon

4.88 out of 5 average rating, 135 reviews

Catskills River House Hot tub & Views

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

Indoor spacesFamilyView

Top guest favourite

An aerial view captures the serene expanse of the Hudson River, with gently rolling hills and trees framing the water's edge. The property is positioned near the shore, showcasing a mix of gravel and grassy areas leading to the river, inviting a sense of tranquility.

Cabin in Catskill

4.99 out of 5 average rating, 183 reviews

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!

Indoor spacesFamilyCleanliness

Guest favourite

A modern cabin is nestled among lush greenery, featuring a wooden exterior and a wrap-around porch. Large windows provide views of the surrounding trees, while the gentle slope of the land leads to a grassy area in the foreground.

Guest house in Tivoli

4.91 out of 5 average rating, 202 reviews

Tivoli Star Gazing Cabin

Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.

FamilyIndoor spacesDecor

Top guest favourite

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

Home in Germantown

4.96 out of 5 average rating, 391 reviews

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!

FamilyKitchenHospitality