Holiday rentals in Shokan

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Top-rated holiday rentals in Shokan

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Top guest favourite
A bright living area features large colonial-style windows allowing natural light to fill the space. The decorative fireplace is paired with a compact coffee table, a comfortable gray sofa, and simple wooden dining seating, enhancing the welcoming ambiance.
Flat in Kingston
4.98 out of 5 average rating, 730 reviews

Colonel Hasbrouck’s 1735 Stone House, Street Level

Step through the red door into a designated landmark dating from 1735. Light from tall colonial Dutch windows reflects off the hand-restored wide-board floors and the decorative fireplace. There’s a backyard view through the split Dutch door. The apartment is cleaned according to Airbnb's enhanced cleaning protocol. It has a small Roku TV, and an infant pack and play, high chair, and bouncer seat. Internet is powered by the fastest tier available. Downstairs you'll find a bright and airy living room in the front, the light from the tall colonial dutch windows reflected off of the hand-restored original wide-board floors. Past the large decorative fireplace is a newly renovated full kitchen and dining nook, with a backyard view through the split dutch door. Upstairs is a modest but modern bathroom with a heated towel rack, and two bedrooms, each with a 12" queen-sized memory foam mattress on a solid steel frame. For your comfort, the apartment has its own heating and cooling controls, with separate programmable thermostats for upstairs and downstairs. Check-in is done automatically via keypad (your personal code is sent via email when you book), but we’re right next door to answer your questions or point you to a good restaurant. The Colonel Abraham Hasbrouck House is in the historical Stockade district. At the center of Kingston, the first capital of New York State, the neighborhood is charming and walkable with some great restaurants, bars, cafes, and shops. Here's how most folks get here. By bus: 5 minutes on foot from the Trailways bus terminal, about 2 hours from the Port Authority By car: 3 minutes from exit 19 of I-87, about a 90-minute drive from the GW bridge. By train: 20 minutes by car from the Rhinecliff Amtrak station, about 2 hours by train from Penn Station If you're coming by car, parking is free on our street, and finding a spot is usually pretty easy on weekends and weekdays after 5pm. Otherwise, there are 3 paid municipal lots you can use, all within two blocks. We've taken a lot of care to preserve the original wide-board floors, but since they came from trees that started growing before Henry Hudson came up the river, they're crooked and creaky. Take care when walking on them and the stairs to the bedrooms upstairs, and feel free to use the slippers we've provided.

Guest favourite
An open living area is highlighted by a wood-burning stove, providing warmth to the space. A dining table with chairs is positioned adjacent to large windows, allowing natural light to fill the room. A globe and a cozy blanket add decorative touches.
Cottage in West Shokan
4.95 out of 5 average rating, 191 reviews

Catskills Getaway w/AC on 3 Acres near Woodstock

You have the whole house and three acres to enjoy. The two bedrooms are upstairs, with skylights and a bright, airy feel to them. The wood burning stove is an awesome way to make things cozy. There's also a firepit and grill you're welcome to use. Guests have complete access to the home and three-acre property. The garage on the property is inaccessible by guests. We're available to contact anytime. Hike, ski, swim, bike, do yoga, or whatever comes to mind— all is possible in the Catskills. The Ashokan reservoir bike/walk path is a few miles down the road. Not far the other way is Marty's Mercantile for coffee, lunch, and basic supplies. There's plenty of parking in the driveway. Don't expect to Uber while up here. Walk, bike, or ride a horse instead. :) There's plenty of parking in the driveway.

Top guest favourite
A charming 1950s cottage exterior features a rustic wooden facade with a welcoming front door highlighted by a window and shutters. Lush greenery surrounds the entrance, with flowerbeds and decorative stones adding character. A gravel path leads to the main door, creating a cozy appeal.
Guest house in Olive
4.99 out of 5 average rating, 153 reviews

The Lily Cottage Guesthouse

Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or a couples Catskill getaway! Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan Reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. A 20 minute drive takes you to Rosendale, Kingston, or Woodstock for shops, breweries and excellent dining. Town of Olive Registration # STR-22-23

Top guest favourite
A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.
Flat in Kingston
4.97 out of 5 average rating, 337 reviews

The Ivy on the Stone

The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Guest favourite
A cozy living area features a leather sofa adorned with colorful throw pillows and a wooden coffee table. A black armchair complements the seating arrangement, while vibrant artwork hangs above the sofa. Natural light enters through two windows with light-filtering shades.
Guest house in Mount Tremper
4.97 out of 5 average rating, 367 reviews

Artful and Serene Woodstock Getaway

Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.

Top guest favourite
A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Flat in Stone Ridge
4.92 out of 5 average rating, 567 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Top guest favourite
A cozy living area features a stone fireplace with a wood fire burning inside. A colorful couch adorned with various patterns is complemented by a stylish chair. Natural light enters through large windows, and a rustic table is visible in the background.
Guest house in Woodstock
4.97 out of 5 average rating, 376 reviews

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Snuggle by a roaring fire. Eat in a corner nook or at a rustic wooden counter by a window. This quaint, whimsical home has a private deck w/bbq, a garden with a hammock and fire pit. A full size Murphy bed with a full kitchen (except for an oven). You will have access to the entire guest house. A short drive to the beautiful, eclectic, funky town of Woodstock. Art & culture, restaurants, hiking & biking all nearby. Electric heat, ceiling fan, a standing ac unit and single person shower.

Top guest favourite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.95 out of 5 average rating, 201 reviews

Stylish and Cozy Mountain Retreat

Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Top guest favourite
A spacious studio area features wooden beams above, with a large artwork displayed on the back wall. The floor is adorned with various rugs, and a kitchenette is visible, equipped with essential appliances. A chair is situated near a curtain-draped area, enhancing the room's functionality.
Home in Shokan
4.97 out of 5 average rating, 152 reviews

West Wing - a unique private space w/deck

This unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir. Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.

Guest favourite
A serene bedroom features a spacious bed adorned with decorative pillows and a soft throw. Nightstands with lamps are situated on either side. Natural light filters through two windows, complemented by light-colored curtains, creating a calm and inviting atmosphere.
Guest house in Olivebridge
4.95 out of 5 average rating, 184 reviews

The Ashokan Guest House

This newly renovated guest house is attached to a 120 year-old farmhouse which originally housed the workers building the Ashokan Reservoir. This quiet refuge sits on a lovely 3-acre lot in Catskill Park within .5 mile of Ashokan Reservoir. An outdoor adventure in our beautiful Catskill Mountains awaits any direction you go. This is the perfect location for couples or individuals looking for a retreat (it is not child-proofed). Near Kingston, Woodstock and Stone Ridge.

Top guest favourite
Guest suite in Woodstock
4.99 out of 5 average rating, 195 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
A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.
Flat in Tillson
4.96 out of 5 average rating, 188 reviews

Woodland Neighborhood Retreat

Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Popular amenities for Shokan holiday rentals

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  4. Ulster County
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