Apartment holiday rentals in Town of Shandaken

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Top-rated apartment rentals in Town of Shandaken

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Top Guest favourite

The historical Centennial Cottage is depicted, showcasing a two-story wooden structure surrounded by trees. A horse-drawn carriage is positioned at the front, while a person is seated nearby, suggesting a serene environment typical of the region's past.

Apartment in Palenville

Lovely Centennial Cottage Apartment

The Centennial Cottage Est. 1840 is one of the oldest boarding homes located in the historic hamlet of Palenville, where travelers would stay on their way up to the Mountain House(now North & South Lake). The newly renovated apt is located on the first floor of this charming three unit building located at the base of the Kaaterskill Clove. Its where neighbors still sit on their front porch to visit & take nightly walks to see the glorious views of the mountains, with a short walk to the creek.

4.99 out of 5 average rating, 102 reviews

Top Guest favourite

A spacious bedroom features a wrought iron bed dressed in neutral linens, accompanied by decorative pillows. Exposed brick and stone walls add character, while wooden beams and a warm area rug enhance the inviting atmosphere. Soft lighting from bedside lamps casts a gentle glow.

Apartment in Kingston

Garden apt with river views in downtown Kingston

Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

5.0 out of 5 average rating, 123 reviews

Top Guest favourite

A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.

Apartment in Marlboro

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

4.97 out of 5 average rating, 456 reviews

Top Guest favourite

A cozy living area is furnished with a gray sofa adorned with patterned pillows. A glass coffee table sits in front, displaying a remote and decorative items. Natural light enters through the window, which features a wooden blind, creating a calm and inviting space.

Apartment in Phoenicia

Cozy Phoenicia Apartment

Surrounded by mountains, our Phoenicia apartment is an ideal spot to relax and enjoy the Catskills. We’re a short stroll from the shops and restaurants of Main Street, across the street from the creek for cooling off, around the corner from a lovely playground and three hiking trails. Weekends are filled with shows at the playhouse and the best Farmer’s Market around. Come see why Phoenicia is one of the coolest small towns in the country. And, we're dog friendly! @greenwood_inn

4.96 out of 5 average rating, 137 reviews

Top Guest favourite

A spacious roof deck is featured, adorned with wooden decking and surrounded by greenery. Red lounge chairs and blue chairs provide seating areas, while a large red umbrella offers shade. The entry door to the apartment is visible, enhancing the outdoor setting.

Apartment in Woodstock

Jewel above the Pub with a view. Walk everywhere!

Spacious 2 bedroom apartment, above the historic Woodstock Pub! Roof deck with beautiful views of the Catskill mountains. Off street parking, on the bus route for Trailways Buses, as well, the local UCAT buses. $10 Off any food purchase with each booking, courtesy of your hosts. Join us for a pleasant stay in a beautiful town with so much to offer! Music, hiking, kayaking, biking, theatre, skiing, etc. Noise from pub fluctuates Friday/Saturday. Bar/restaurant closes 9pm.

4.95 out of 5 average rating, 353 reviews

Top Guest favourite

A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.

Apartment in Freehold

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

5.0 out of 5 average rating, 371 reviews

Guest favourite

Apartment in Kingston

Tangerine Dream~king suite/ perfect for two

You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

4.92 out of 5 average rating, 154 reviews

Top Guest favourite

Apartment in Kingston

Airy Two-Bedroom in a 1735 Stone Landmark

This two-story apartment is part of the Colonel Abraham Hasbrouck House, a registered landmark built in 1735 in Kingston's walkable Stockade District. Tall colonial Dutch windows light the hand-restored wide-board floors in the living room, and the renovated kitchen and dining nook look out on the backyard through a split Dutch door. Upstairs are two queen bedrooms and a modern bath with a heated towel rack. Dual-zone climate control and keyless entry.

4.98 out of 5 average rating, 780 reviews

Superhost

A spacious living area is illuminated by natural light from large windows. A comfortable sofa is positioned beside a wooden coffee table. A raised dining area is visible, furnished with two chairs and a small table. The kitchenette features open shelving and rustic accents.

Apartment in Catskill

Catskill Village House - Mountain View Studio

Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

4.9 out of 5 average rating, 322 reviews

Top Guest favourite

The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.

Apartment in Roxbury

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

4.94 out of 5 average rating, 374 reviews

Guest favourite

A spacious studio features wooden paneling and a vaulted ceiling. A king size bed is positioned against a brick wall. A seating area includes a comfortable couch. A dining table with chairs is situated nearby, and large windows provide ample natural light.

Apartment in Arkville

Catskills Hideaway - East

Enjoy the Catskill Mountains in a private setting minutes from restaurants, galleries, and shops. Spacious studio with private exterior access in a unique 1965 Brick House—the original Guest House on a spectacular estate—with magnificent views. Features king bed, en suite bath, full kitchen, wood-burning fireplace, large TV, and generous living space. Well-equipped, self-service retreat for guests who value privacy and independence.

4.94 out of 5 average rating, 253 reviews

Guest favourite

A bright bedroom features a spacious bed with a colorful striped blanket. Two bedside tables with lamps provide soft lighting. Natural light filters through large windows, framed by sheer curtains and lavender drapes, creating a serene and inviting atmosphere.

Apartment in Town of Shandaken

Catskills • 10 Min to Belleayre • 3 Queen Beds

Tucked into preserved Catskills forest just 10 minutes from Belleayre, this first-floor retreat sleeps 6 with three queen beds and mountain calm in every direction. ❄️ Winter — quiet snowfalls & ski days 🌸 Spring — fresh air & wild blooms ☀️ Summer — shaded hikes & golden evenings 🍂 Autumn — fiery foliage & misty mornings Wildlife wanders, trees whisper, and the mountain air restores. No parties or events.

4.81 out of 5 average rating, 202 reviews