Vacation rentals in West Shokan

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Top-rated vacation rentals in West Shokan

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Guest favorite

The image displays a bright, airy bedroom entrance featuring light wooden flooring. A white armchair with a soft throw is positioned beside a small round side table. A doorway leads to the second bedroom, which is visible in the background through a partially open door.

Cottage in West Shokan

4.96 out of 5 average rating, 173 reviews

Cozy Catskills Getaway 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 favorite

A charming cottage exterior is highlighted, featuring dark wooden siding and pink shutters. A welcoming orange door is framed by flower beds and snow-covered ground. An outdoor seating area with a small table is visible, nestled among gravel and greenery.

Guesthouse in Olive

4.99 out of 5 average rating, 120 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 favorite

A wooden deck is shown featuring a seating area with two woven chairs and blue cushions. A small table supports a potted plant, while a patio umbrella provides shade. A grill is positioned nearby, surrounded by a serene woodland view with hanging string lights adding ambiance.

Cabin in Rochester

4.99 out of 5 average rating, 160 reviews

The Black Dymond A Private Streamside Cabin

A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

Guest favorite

Apartment in Stone Ridge

4.91 out of 5 average rating, 534 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.

Guest favorite

A serene stream flows through a wooded area, surrounded by lush green foliage and large rocks. Gentle ripples are visible on the water's surface, reflecting the surrounding landscape. Sunlight filters through the trees, casting soft shadows on the rocks and water.

Home in West Shokan

4.87 out of 5 average rating, 127 reviews

Stream-side Home, Quiet, Peaceful & Secluded

Stream side, Historic 3 Bedroom Home near Woodstock, Phoenicia, Hunter and Belleayre Ski Centers. Available for seasonal, week & weekend rental with 2 Baths, Living Room, Dining Room, Eat in Kitchen, Woods, Fire Place, Burn Pit, 51" TV, 15' x 30' Deck, High Speed Internet, Great Cell Service, large yard, large hill, nicely secluded. We have Adirondack Reclining Chairs on 3 acres of property. The home is quiet & Peaceful next to Dry Brook surrounded by The Catskill Mountains. Cert. STR-23-24

Top guest favorite

A spacious window frames a serene view of rolling fields and distant mountains, illuminated by natural light. Bare trees stand both outside and along the horizon, creating a peaceful connection to the landscape beyond. The foreground features a wooden table with simple furnishings, inviting relaxation.

Home in Woodstock

4.99 out of 5 average rating, 104 reviews

Woodstock Catskill Escape: Bright Views & Private

❤️A beauty in scenic nature with scenic rides to charming historic towns, Woodstock, Kingston, and Phoenicia, Saugerties, ski resorts and many outdoor adventures & various dining options nearby. 🥾 😊 PinkyHouse, where friends and family gather for a lovely time and fond memories, welcomes you to its bright, sweet, peaceful, and private setting on 3.5 acres of green & forest with a brook and view of mountains. Enjoy your relaxing getaway here! 😊 🥾🚙⛰️ * No Pets & No-smoking xoxox anne 😊

Guest favorite

Home in Mount Tremper

4.93 out of 5 average rating, 225 reviews

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and View

Welcome to the most splendid view in the Catskills. With a private outdoor spa. And just 10 min to Woodstock. This secluded cabin sits on 18 acres w/ private creek access & forest. Seeking a vacation w friends or a romantic escape? This is the place. Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub, sauna & cold plunge Amenities galore incl the spa, BBQ, firepit, games, wood stove & stocked kitchen. Peruse our books, be in nature or enjoy hikes & towns. This is the one.

Guest favorite

A simple bedroom is presented, featuring a single bed with a striped blanket. A large mirror adorns the wall opposite the bed. Natural light enters through two windows, illuminating a small pink table and a chair positioned beside it. An area rug adds warmth to the wooden floor.

Home in Boiceville

4.91 out of 5 average rating, 156 reviews

Charming and Secluded 1840 Farmhouse

Charming, historic home on 5 wooded acres. Peace, tranquility, mtn. views, American antiques, wood-burning F/P. 3 BRs, 2 full baths, fully-equip. kitchen, wash/dryer, living rm, dining rm, library. IGA & Bread Alone mns away. WiFi/noTV. A/C in Master BR only. New patio with new outdoor grill and string lights. Toddlers not recom. All guests aged 2+ must be included in initial reservation #; more than two guests, add $35 per person per day. Use of piano+$75. Recyl vital. No smoking/no pets.

Top guest favorite

The exterior of the home is illuminated by soft ground lighting, highlighting the landscaped path leading to the entrance. Large windows on the front showcase warm interior lighting, and decorative planters with greenery line the walkway, enhancing the cozy ambiance of the setting.

Guest suite in West Shokan

4.94 out of 5 average rating, 136 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 favorite

A wooden folding chair is placed on a private patio deck, facing a serene wooded area. Tall trees surround the space, creating a sense of privacy. Natural light filters through the leaves, casting gentle shadows on the deck.

Home in Shokan

4.97 out of 5 average rating, 124 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.

Top guest favorite

An open living space features vaulted wooden ceilings and large sliding glass doors that provide natural light. A cozy seating area includes a sofa and wooden coffee table. A wood-burning stove is positioned nearby, surrounded by warm wooden elements and a view of the deck outside.

Cottage in West Shokan

4.92 out of 5 average rating, 178 reviews

Relaxing Cottage in the Catskill Mountains

1000 sq ft. cottage located on a 7 acre partially wooded property in the Catskills. Two bedrooms (one queen, one full), one bath, open floor plan with vaulted ceilings and sliding glass doors opening to a deck in the back yard. Cook and eat on the deck with both gas and charcoal grills, plus large dining table with umbrella. Fire pit outside and wood burning stove inside for extra warmth and ambience. Dogs considered, just ask.

Guest favorite

A snow-covered landscape is displayed, featuring a broad ski trail lined with frosted trees. The clear blue sky contrasts with the white surroundings, creating a serene winter scene. In the background, small figures can be seen enjoying the snow-covered slopes.

Guesthouse in Mount Tremper

4.92 out of 5 average rating, 356 reviews

Cozy Catskill Cottage Perfect Getaway for Two

NEWLY RENOVATED, COZY, CLEAN, PRIVATE AND SECURE Cottage in scenic and peaceful locale. Convenient and easy to find near the town of Phonecia, NY. 100 PACES to the ESOPUS RIVER and its trout fishing, trail heads and scenic hikes less than a mile away. Close to numerous sophisticated dining and shopping options. Less than 30 minutes to BelleAyre and Hunter Summer Happenings. Perfect for couples who need a weekend country getaway.

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Other great vacation rentals in West Shokan

Superhost

The exterior of a black A-frame cabin is set against a backdrop of lush greenery. A spacious deck features two white chairs and ambient string lights, creating a cozy outdoor space. The surrounding trees enhance the natural, tranquil atmosphere.

Cabin in Kerhonkson

4.87 out of 5 average rating, 46 reviews

Black A-Frame: Catskills Cabin

AnatolyRating, 5 stars3 weeks ago

Amazing place in a very peaceful area! Very cozy and charming. Erica was very friendly and provided us with everything we could possibly need, as well as a very detailed guide for the local experience.

Top guest favorite

A modern kitchen features sleek green cabinetry and dark marbled countertops. The stainless steel stove is positioned centrally, with a wooden cutting board nearby. Large windows provide natural light, overlooking a wooded view, while stylish light fixtures complement the contemporary design.

Home in Olivebridge

5 out of 5 average rating, 18 reviews

Olive Outpost: Catskills 1BR Meadow House For 2

SarahRating, 5 stars1 month ago

Michael and Nick's Meadow House was one of the absolute best Airbnb stays we have ever enjoyed! It's truly a dream home with everything you will need for your stay. Standout details included a comfy bed, a dream kitchen with everything you'll need to cook your meals, spa-like bathroom, and a cozy fireplace that you can light with the push of a button. The views from every room are stunning and peaceful. We enjoyed coffee and birdsong on the porch every morning. We saw lots of birds, deer, chipmunks and woodchucks. And it's a short drive to lots of trails and charming towns. We had a welcome note and snacks waiting for us on our arrival. Michael was so friendly, responsive, and gave lots of fantastic recommendations. He was also so helpful with all our questions and a work emergency that came up for me. We were dreaming of returning for a longer stay before we had even left.

Guest favorite

Home in Olive

4.94 out of 5 average rating, 31 reviews

Perch Eagle House: Creek access + Sauna + Mt views

JoshRating, 5 stars1 week ago

Had a great time again in Olive. Nice little house close to the river. Would definitely come back again!

Top guest favorite

Cottage in Accord

4.99 out of 5 average rating, 94 reviews

Peaceful Cottage-in Private 5-acre field

AndrewRating, 5 stars4 days ago

An absolutely exceptional place to stay! Hosts are extremely responsive, go the extra mile, and have thought of so many smart details to make it an incredibly relaxing place to stay. I will absolutely be back!

Top guest favorite

The A-frame cabin is surrounded by lush greenery, featuring a striking black exterior and large windows that allow natural light to fill the interior. A rustic wooden hot tub stands nearby, complemented by a stack of firewood. Steps lead up to a spacious deck.

Cabin in Saugerties

5 out of 5 average rating, 39 reviews

Luxury A-Frame Cabin w/ Hot Tub

AmandaRating, 5 starstoday

We had a serene and luxurious stay at Fil and Ellie’s. The inside of the home is comfortable and they seem to have thought of every detail. We so enjoyed the peace and quiet, the views of the beautiful trees, and our soaks in the tub. This felt like a private oasis- a true slice of heaven.

Guest favorite

An entrance is framed by glass doors, leading into a stone-floored area with a staircase made of wood. Grey cabinetry and modern appliances are visible in the kitchen space, while natural light floods in from overhead skylights.

Home in Kingston

4.96 out of 5 average rating, 23 reviews

NEW: Luxe Historical Style in Stone Ridge.

JesseRating, 5 stars1 week ago

Beautifully designed home with really high end furniture. Aesthetically pleasing. It is right next to a main road, so there is a lot of noise from the cars. But once we got used to it, it was ok. Loved the house though.

Guest favorite

Two adirondack chairs, one blue and one black, are positioned on a colorful striped rug outside the architect-designed home. The deck extends towards the surrounding wooded area, with large windows showcasing the interior space in a natural setting.

Cottage in West Shokan

4.96 out of 5 average rating, 26 reviews

Ashokan ArtHaus, Private Hot Tub, Wags Welcome!

OliviaRating, 5 stars1 month ago

The cottage is an absolute gem! It is in a beautiful location and the space is nurturing and comfortable. The star room and outdoor area add a special element as well. I look forward to staying again in the future.

Top guest favorite

A wooden picnic table and bench are set on a wooden deck, surrounded by tall trees in a forested area. The table and bench showcase natural wood finishes and a simple design, blending seamlessly with the outdoor environment.

Home in Olivebridge

5 out of 5 average rating, 63 reviews

Catskills Hudson Valley Family Hideaway

KelseyRating, 5 stars2 months ago

I enjoyed staying at Robert's place immensely and would recommend it for anyone looking to stay. It is a beautiful home in a lovely wooded area. The house is very peaceful and beautifully decorated inside. I really enjoyed the local hiking spots and places to eat nearby, and really appreciated how responsive Robert was and his recommendations. Looking forward to going back!

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Vacation rentals in West Shokan

Top-rated vacation rentals in West Shokan

Vacation rentals for every style

Popular amenities for West Shokan vacation rentals

Other great vacation rentals in West Shokan

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