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 living room features a spacious gray sofa adorned with a striped throw, complemented by a wooden table and an elegant chandelier overhead. Natural light enters through large windows, highlighting the decorative fireplace and vintage ceiling details. A desk and plant can be seen in the adjacent area.
Apartment in Kingston
4.97 out of 5 average rating, 689 reviews

Explore Historic Uptown Kingston from the Bau Guesthaus, C

Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

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.
Apartment in Kingston
4.97 out of 5 average rating, 404 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
Apartment in Margaretville
4.96 out of 5 average rating, 146 reviews

Margaretville Village Views, Apt 3

Bright Cozy Apt in the heart of Margaretville Village features a queen-sized bed in the cozy sleeping loft, the couch opens to a twin size as well. The vaulted ceilings give the space a roomy feel, you can cook in and watch your favorite streaming channels on wifi, or go for a stroll out to dinner. We are within walking distance of all the amenities, hiking, fishing, antiques, shopping, cafes and more. We are close to Skiing, Fishing, Hiking, Wedding Venues, and all the Catskills have to offer.

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
4.97 out of 5 average rating, 454 reviews

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.

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
4.96 out of 5 average rating, 137 reviews

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

Top Guest favourite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Apartment in Coxsackie
4.99 out of 5 average rating, 164 reviews

Hudson River Beach House

Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

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
4.95 out of 5 average rating, 348 reviews

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.

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
5.0 out of 5 average rating, 367 reviews

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!

Guest favourite
A cozy bedroom is presented with a spacious bed featuring a dark coverlet and white decorative pillows. Natural light enters through glass doors adorned with curtains. A textured stone wall adds character, complemented by a contemporary ceiling fan and soft lighting from nearby lamps.
Apartment in Town of Shandaken
4.8 out of 5 average rating, 191 reviews

Catskills Duplex • 1st Floor • Near Belleayre

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The lodge is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

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
4.94 out of 5 average rating, 253 reviews

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.

Guest favourite
Apartment in Stone Ridge
4.89 out of 5 average rating, 663 reviews

Stone Ridge Farmhouse Apt w Sauna & Patio

Wood-fired sauna just steps outside, with a stone patio and backyard you can move in and out of throughout the day. Set at the gateway to Stone Ridge’s historic hamlet corridor, you’re minutes from local restaurants, heritage buildings, and hiking in the Gunks. A private, easy setup makes it a practical base for exploring High Falls, the Rondout Valley, and nearby towns.

Top Guest favourite
The exterior of the Strand House is depicted, showcasing the historic brick façade with a classic sign. Large black-framed windows are evenly spaced along the front, and a set of steps leads to the main entrance. Flowers add a touch of color near the entrance.
Apartment in Kingston
4.95 out of 5 average rating, 331 reviews

Historic Strand House - Unit 3 Forst 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.

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