Apartment holiday rentals in Town of Shandaken

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.

Family · Location · Layout

D & D’s Place

The home is located in "CATSKILL PARK", only five mile away from the #1 most visited state park in New York, "NORTH SOUTH LAKE" where you can camp, picnic, hike, swim, sail, canoe, kayak or just experience the beautiful view of the "CATSKILL MOUNTAINS". The apartment is very spacious, secluded and safe with plenty of room for children to play. We have enjoyed this area most of our life's and have raised our kids up here, so I am sure you will too! We have 2 lovable pups that live on site.

Location · Value · View

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

Location · Family · Parks

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.

Family · Location · Outdoor spaces

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!

Value · Location · View

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.

Family · Value · Walkability

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.

Value · Location · Kitchen

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.

Family · Value · Layout

Historic Loft in Stone Ridge near the Gunks

Stay in the upper level of a historic 1920 Hudson Valley farmhouse at the crossroads of Stone Ridge. This cozy second-floor retreat offers a peaceful base for exploring the Rondout Valley, with nearby hiking, historic hamlets, and scenic country drives. Perfect for guests who want a quiet Hudson Valley stay with authentic character and easy access to the region’s outdoor adventures.

Family · Location · Outdoor spaces

Binnekill Views Apt.1 in the Catskill Mountains

Great location right in the Binnekill Square complex in the heart of Margaretville Village. We are walking distance to everything the village has to offer, accessible by bus for those that want a getaway without a car, we are in walking distance from Trailways bus stop in Margaretville. Close to skiing, golf, hiking, fishing, hunting, and wedding venues. Great for all seasons!

Family · Location · Check-in

Historic Strand House - Unit 4 Joyce Suite

Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.

Family · Value · TV

Peter’s Space

Beautiful quiet clean studio w full kitchen & bathroom w shower. Private entrance w parking right next to entrance. Lovely mountains view with nice walking on property. Centrally located to Katterskill Falls, Hunter Mountain, towns of Catskill, Hudson, Woodstock, Kingston...all booming with the arts, music, great restaurants & bars.

Family · Location · Layout