Family-friendly vacation 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 favorite

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, 115 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!

Indoor spacesFamilyCheckout

Guest favorite

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

4.91 out of 5 average rating, 104 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.

FamilyIndoor spacesHospitality

Top guest favorite

The exterior of the house features a modern design with a white facade and a dark metal roof. A gravel driveway leads up to the entrance, surrounded by open fields and distant mountains under a clear blue sky.

Home in Hudson

4.99 out of 5 average rating, 117 reviews

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.

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Top guest favorite

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, 254 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!

KitchenIndoor spacesNearby

Top guest favorite

Cottage in Germantown

4.97 out of 5 average rating, 198 reviews

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.

Indoor spacesFamilyView

Top guest favorite

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, 373 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.

FamilyKitchenBreakfast

Guest favorite

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, 123 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

KitchenFamilyNearby

Top guest favorite

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, 497 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.

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Top guest favorite

A serene outdoor space features two classic Adirondack chairs facing a sweeping view of the countryside and mountains. A slate table is set with a platter of cheese and a glass of red wine, inviting relaxation amidst the natural landscape.

Home in Germantown

4.97 out of 5 average rating, 102 reviews

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 spacesKitchenGetting around

Top guest favorite

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, 194 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!

FamilyIndoor spacesWalkability

Guest favorite

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.

Guesthouse in Tivoli

4.91 out of 5 average rating, 207 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.

Indoor spacesKitchenCheckout

Top guest favorite

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, 397 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!

Indoor spacesFamilyHot tub