We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Holiday rentals in Barrytown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Barrytown

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Rental unit in Red Hook

4.85 out of 5 average rating, 224 reviews

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice for your visit.

Guest favourite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 427 reviews

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized.Huge bedroom,CalKing bed.(twin bed avail.upon request,$30/day xtra for 2 people,$55 for 3 people w/extra bed)bathroom,(NO Kitchen)has coffeemaker, fridge,TV,Wifi,A/C, private patio & garden. No pets.PLEASE NOTE:Pic shows front of house so guests can find it,quarters on lower level to private entrance,*See Pics.Close to hiking, shops,26 restaurants,Omega, Bard College, Dutchess Fairgrounds *babies ok. No toddlers or kids under 7. June/July,Aug/Oct-wknds 2 day minimum

Guest favourite

Cottage in Rhinebeck

4.99 out of 5 average rating, 138 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

Guest favourite

Home in Kingston

4.97 out of 5 average rating, 259 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Guest favourite

Rental unit in Saugerties

4.96 out of 5 average rating, 126 reviews

UPSTATE OF MIND ~ The ❤️ of the Catskills.

This newly renovated, open concept, one bedroom apt. w/queen bed, additional sofa sleeper, bathroom with w/d and full kitchen is located 2 miles off Exit 20. Only a few minutes from the Village of Saugerties (voted one of the top 10 coolest towns in America), Woodstock & 3 miles to HITS, 1 car garage, and outdoor patio w/ fire table, make this apartment perfect for both a relaxing weekend getaway or long-term stay. Due to stairs, this space is NOT suitable for children.

Guest favourite

Guest suite in Kingston

4.98 out of 5 average rating, 247 reviews

Peaceful large Hudson Valley private guest suite

The health and safety of my guests is my top priority! I want to reassure you that the suite is cleaned and sanitized by myself and I am vigilant in upholding these practices. Mid-century home with private entrance guest suite on 5 acres. Queen bed, full kitchen, modern amenities, luxury dishware, flatware and quality linens. Decorated with vintage and modern furnishings contribute to a peaceful retreat. 5 min drive to Kingston, 15 min to Woodstock and Saugerties..

Guest favourite

Guest suite in Woodstock

4.98 out of 5 average rating, 126 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Guest favourite

Cottage in Rhinebeck

4.87 out of 5 average rating, 167 reviews

Secluded peaceful loft in barn by woods

La Barn Bleue sits on top of a hill by a forest, in a secluded and peaceful property. The main house, where we live is 150 feet down the hill. The apartment sleeps up to 4 people. The bedroom/lounge loft has one king bed and 2 twin beds. Ideal for families and kids above 5 years old. Because we used a rope railing, we cannot host kids under 5 years old for security reasons. We offer Wifi, AC/heat split unit, outdoor Picnic table, bbq, petanque court and pool!

Guest favourite

Rental unit in Rhinebeck

4.94 out of 5 average rating, 102 reviews

Private Studio Close to Downtown Rhinebeck

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Guest favourite

Tiny home in Saugerties

4.94 out of 5 average rating, 100 reviews

Tiny Cabin Outdoor Getaway Experience - Saugerties

The newest addition to our unique & eclectic collection of getaways! This cozy, unique and romantic tiny cabin provides you all the comforts that will help you unwind and reconnect. The outdoor kitchen helps you feel like one with nature. The outdoor shower under the stars will surely make your heart skip a beat. Stargazing by the fire pit will make you long for the nights to never end. Come back to nature...come back to yourself!

Guest favourite

Tiny home in Saugerties

4.95 out of 5 average rating, 260 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! “The Haven” at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Guest favourite

Guest suite in Rhinebeck

4.97 out of 5 average rating, 142 reviews

Merlin and Matilda’s Loft

I would like to introduce you to my newly renovated guest suite. We turned our second floor great room into a generous sized rental space with a private outside entrance. I am located 2 miles from the charming village of Rhinebeck where you can shop for local arts and antiques, enjoy farm to table dining or wander the banks of the majestic Hudson River. No smoking. No pets. Plenty of parking.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Barrytown holiday rentals

Free parking on premises

Air conditioning

Stay near Barrytown's top sights

Poets' Walk Park165 locals recommend

Montgomery Place Orchards35 locals recommend

Montgomery Place Historic Estate29 locals recommend

Zabriskie's Waterfall7 locals recommend

Ro-Lin Lanes Inc5 locals recommend

Ulster Landing County Park5 locals recommend

Other great holiday rentals in Barrytown

Cottage in Rhinebeck

4.77 out of 5 average rating, 84 reviews

Blue Cottage in Rhinebeck

Guest favourite

Loft in Kingston

4.97 out of 5 average rating, 93 reviews

Villa Costello,

Guest favourite

Guest suite in Rhinebeck

4.96 out of 5 average rating, 78 reviews

The Rhinebeck Hideaway

Guest favourite

Cottage in Ulster Park

4.95 out of 5 average rating, 212 reviews

Hidden Gem Cottage — cozy escape to play or WFH

Guest favourite

Chalet in Hurley

4.98 out of 5 average rating, 210 reviews

Exquisite Chalet near to Woodstock's best scenery

Guest favourite

Rental unit in Rhinebeck

4.99 out of 5 average rating, 184 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Guest favourite

Guest suite in Rhinebeck

4.97 out of 5 average rating, 125 reviews

Charming 2BR Apt in Rhinebeck Village

Guest favourite

Rental unit in Hudson

4.96 out of 5 average rating, 114 reviews

Restored 19th century farm house apartment

Destinations to explore