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Vacation rentals in Barrytown

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Top-rated vacation rentals in Barrytown

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Top guest favorite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 126 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Top guest favorite
A comfortable living area features a beige sofa with decorative pillows, accompanied by two side tables and lamps. A floral artwork hangs above the sofa, while a cozy armchair is positioned nearby on a light area rug.
Guest suite in Red Hook
4.99 out of 5 average rating, 110 reviews

A perfect Hudson Valley getaway.

Spacious, comfortable and relaxing environment for adults, ready to make you feel right at home. It is not suitable for children, no childproofing.. Just 1 mile from the center of Red Hook, with off street parking & private entrance. Big livingroom w/ TV hidden in the armoire. Wifi ready. Full kitchen & large bathroom w/roomy shower. Large bedroom / closet space. Washer & dryer available. 4 miles from Dutchess County Fairgrounds. Minutes to Bard College , Taconic Pkwy, NYS Thruway

Top guest favorite
A spacious corner of the room features two large windows draped with dark curtains, allowing ample natural light. A simple wooden desk sits beside a plush chair, while a vintage armchair invites relaxation. A small piece of artwork adorns the wall, adding a personal touch.
Guest suite in Saugerties
4.99 out of 5 average rating, 105 reviews

Spacious with en suite bathroom

Forget your worries in this spacious and serene space. Whether you want to read, write or just kick back this is a sweet spot both inside and out. It’s close to hiking trails, the Hudson River, Esopus, the Catskills, Windham skiing. If you want, or need, there’s an abundance of shopping within a 15 mile radius - from thrift stores to big stores. Great food abounds in this beautiful area. There’s no kitchen, yet there’s a mini fridge and freezer as well as a coffee maker and electric kettle.

Guest favorite
A functional kitchen area features gray cabinetry and a white countertop, complemented by a window allowing natural light. A small dining table with chairs is set nearby, adorned with a vase of flowers. A coffee maker and kitchenware are also visible on the counter.
Cottage in Rhinebeck
4.82 out of 5 average rating, 107 reviews

Blue Cottage in Rhinebeck

* private and quit with few minutes walk to a lake ( unfortunately not for swimming). * walking trails around the property. * 5 minutes drive to the Dutchess County fairground. * 5 minutes drive to Kingston-Rhinecliff bridge. * Seven minutes drive to the village of Rhinebeck. * twenty to twenty five minutes drive to Woodstock * Twenty minutes drive to the Omega institute. * twenty to twenty five minutes drive to the Culinary Institute of America. * ten minutes drive to Bard College.

Guest favorite
An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.
Cottage in Saugerties
4.94 out of 5 average rating, 360 reviews

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

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, 357 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.

Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. An island with black countertops is centered in the space, complemented by three black stools. Large windows provide natural light, enhancing the bright and airy atmosphere.
Guesthouse in Red Hook
4.94 out of 5 average rating, 103 reviews

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.

Top guest favorite
A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.
Home in Saugerties
4.97 out of 5 average rating, 324 reviews

Creekside Cottage

Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

Top guest favorite
Place to stay in Germantown
4.94 out of 5 average rating, 413 reviews

Artist's Studio, Catskills Views

Top rated large studio with gorgeous light and Catskill Mountain Sunsets. Formally an artist studio, the space features a luxurious bathroom with a glass walled shower. The modern well equipped kitchen has a full sized refrigerator, microwave, toaster, cooktop, outdoor grill Private deck for outdoor lounging and dining Set on a private park like 65 acres, directly on the Hudson River with walking trails Germantown 5 minutes. 10 minutes to Tivoli, Hudson or Bard College.

Top guest favorite
Cottage in Red Hook
4.98 out of 5 average rating, 725 reviews

bright serene + spacious barn @barn and bike

a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

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, 197 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.

Guest favorite
A bright living area is featured, showcasing a comfortable green sofa facing a modern TV stand. A circular coffee table, holding books, is situated in the center. Large glass doors allow for abundant natural light, complemented by warm wooden beams and a staircase in the background.
Loft in Kingston
4.98 out of 5 average rating, 165 reviews

Villa Costello,

Welcome to our stunning loft apartment in East Kingston, a hidden gem nestled between the captivating Catskill Mountains and the glistening Hudson River. This location offers more than just a stylish place to stay. With historic attractions, a plethora of fun activities, and delectable dining options. your weekend getaway will be nothing short of memorable. Book your stay now and experience the beauty of East Kingston for yourself!

Popular amenities for Barrytown vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Barrytown