Cabin vacation rentals in Woodstock

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Top-rated cabin rentals in Woodstock

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Guest favorite

The cabin is set among lush greenery, featuring a dark exterior and a covered entryway. A well-maintained path leads to the entrance, with a manicured lawn displaying varied shrubbery and stones. Visible above is a satellite dish, indicating modern amenities in a natural environment.

Cabin in Woodstock

4.9 out of 5 average rating, 586 reviews

The Pike Lane Cabin & Nature Preserve

The Pike Lane Cabin is nestled in the woods on 7 acres but walking distance to the center of Woodstock. This private retreat offers 2 sleeping areas. The oversized master has a queen bed and its own living area with a queen size sofa bed. The other sleeping area is a full pullout sleeper in the main room. Fully equiped kitchen, full bath, linens, TV, wifi, AC. Four adults allowed plus children 12 or under. Arriving in town early? Come enjoy the grounds or lay in a hammock while you wait until 3.

Top guest favorite

A charming cottage is surrounded by lush greenery under a bright blue sky. The structure features a wrap-around porch partially draped in wisteria vines, inviting relaxation. The path leading to the entrance is bordered by dense shrubbery and trees, enhancing the serene, nature-filled setting.

Cabin in Boiceville

4.95 out of 5 average rating, 254 reviews

Catskills Mountain River Dream House

*Art-filled c. 1910 Cottage w/ wrap-around porch *Self-contained natural wonderland for grownups, kids, & dogs *Riverfront w/ amazing swimming hole: trout fishing, swimming, tubing on site *Huge back yard w/ meandering brook, seasonal cascade, classic tree swing, & surrounding woods *Speedminton court *Mature perennial butterfly gardens *Fire pit *Weber Gas Grill *Cedar hot outdoor rain shower nestled in side garden *Minutes walk to Ashokan Reservoir Rail Trail (run/bike/stroll); 2 adult bikes

Top guest favorite

A black wood stove serves as a focal point, with a warm fire visible inside. Rich wooden paneling adorns the walls, and a handmade spiral staircase leads to the loft above. A small desk with a chair is positioned nearby, and firewood is stacked beside the stove.

Cabin in Margaretville

4.99 out of 5 average rating, 191 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Superhost

The cabin's exterior is characterized by natural wood siding and large glass panels that integrate the structure with its wooded surroundings. A private courtyard with outdoor seating is visible, along with lush greenery and carefully placed stones that enhance the natural landscape.

Cabin in Woodstock

4.85 out of 5 average rating, 220 reviews

Brand New Modern Cabin walk to town

This brand new cabin was built using green construction and features a living green roof. It is an open concept 1 bedroom with all new fixtures and a soaking tub. You can walk to town in approximately 10-12 minutes. This is in a neighborhood so there are visible neighbors but the architect utilized the natural surroundings to make it feel like you are in the woods. The beauty of this house is it’s access to town. If you look at my past reviews it’s the same location but a new house in front.

Top guest favorite

The exterior of the timber cabin is surrounded by lush greenery, featuring a stone pathway leading to the entrance. Large windows are incorporated into the design, allowing for ample natural light. Mature trees and shrubs enhance the tranquil atmosphere of the yard.

Cabin in Saugerties

4.99 out of 5 average rating, 153 reviews

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

Guest favorite

A charming wooden cabin is nestled among lush green trees, with a front porch that invites relaxation. The cabin's large windows reflect the surrounding nature, while a path leads up to the entrance, blending seamlessly with the tranquil outdoor setting.

Cabin in Maplecrest

4.95 out of 5 average rating, 242 reviews

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Top guest favorite

The A-Frame cabin features a distinctive triangular structure framed by large windows. Surrounding greenery enhances its secluded appearance. A wooden deck and steps lead to the entrance, welcoming guests to the inviting outdoor space. Warm light peeks through, highlighting the cabin's charm.

Cabin in Saugerties

4.99 out of 5 average rating, 141 reviews

Sweet Saugerties A-Frame - 10 mins from Woodstock

This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

Superhost

Cabin in Bearsville

4.8 out of 5 average rating, 182 reviews

The CubHouse NEW Barrel Sauna at foot of Mountain

WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman in the early 1900s. This home has charm(s) of an enchanted past and it has been renovated to provide a modern, cozy experience. -Wood burning fireplace -Projector w/screens inside & in screenhouse -Full kitchen -River and Mountain access -Propane grill -500 sq ft screen house (closed during winter months) Dog friendly but must be approved before booking. $25 per night fee

Top guest favorite

The exterior of a rustic red cottage is framed by greenery, featuring a welcoming front door and large window adorned with shutters. Hanging flower pots add color to the entrance, and a stone pathway leads to a private fenced area surrounded by plants.

Cabin in Woodstock

4.92 out of 5 average rating, 288 reviews

Margaret's Cottage-WoodstockVillage

Margaret's Cottage (In compliance with the new New York law on short term rentals) Located in the village of Woodstock, stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau property trail past the stream through the woods to the meadow with the best mountain vista in town. The cottage is named after my Mother, Margaret, she worked in "Deanies Restaurant" for more than 30 years & like so many Woodstockers was a colorful, beloved character.

Top guest favorite

A cozy fire pit sits at the center, surrounded by sturdy Polywood chairs. Twinkling string lights illuminate the yard, enhancing the warm ambiance. In the background, the cabin glows softly, providing a welcoming sight amidst the trees under the evening sky.

Cabin in Saugerties

4.99 out of 5 average rating, 111 reviews

Cozy Catskills Cabin

SISTER PROPERTY OF 5-STAR RATED, MODERN CATSKILLS CABIN (ALSO IN SAUGERTIES): Just 10 minutes from the towns of Saugerties and Woodstock, this perfectly-located, super-cozy, tiny house/cabin has every modern convenience, overflows with style, and comfortably sleeps two. “Kona” feels a million miles away, yet is close to area restaurants, stores, music venues, ski resorts, and other attractions. Think of it as the perfect getaway with plenty of privacy, nature, and peace and quiet.

Guest favorite

A charming cottage is set against a backdrop of autumn foliage. The wooden exterior features a welcoming front door, illuminated by a warm light. Large windows on either side offer glimpses of the cozy interior, framed by natural landscaping.

Cabin in Phoenicia

4.97 out of 5 average rating, 641 reviews

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Top guest favorite

A covered back porch features two Adirondack chairs on a patterned rug, providing a comfortable seating area. Large windows bring in natural light and offer views of the surrounding greenery. A gazebo is visible in the background, enhancing the outdoor ambiance.

Cabin in Chichester

4.99 out of 5 average rating, 263 reviews

Catskill Mtn Streamside Getaway

Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains, or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.”