Holiday rentals with outdoor seating in Germantown

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Germantown

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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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 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

Top Guest favourite
A serene outdoor scene captures four individuals seated in Adirondack chairs facing a vibrant sunset over the Hudson River. The expansive lawn features gentle rolling hills and a backdrop of trees, enhancing the peaceful ambiance of the setting.
Guest suite in Hudson
4.99 out of 5 average rating, 127 reviews

Welcome to Casa Bartolo, Your Oasis on the Hudson!

It's now wildflowers 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.

Top Guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 131 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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!

Top Guest favourite
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.

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, 366 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.

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, 487 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.

Top Guest favourite
Home in Hudson
4.92 out of 5 average rating, 106 reviews

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!

Top Guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 164 reviews

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.

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, 134 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

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, 182 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!

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.
Guesthouse 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.

Popular amenities for Germantown outdoor seating rentals