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
A dining area features large windows bringing natural light, complemented by wooden benches and a table made of rustic wood. Shelves hold various plants and decorative items, adding a touch of greenery to the space. A vintage cabinet is placed against the wall.
Flat in Kingston
4.97 out of 5 average rating, 806 reviews

Vintage-Inspired Revitalized Historical Bau Guesthaus, A

Re-capture the allure of the past while indulging in modern luxury in this home originally built in the 1890s. The residence showcases original detailed ceilings, a mid-century design aesthetic, repointed original brick, and bright splashes of color. 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 property is centrally located in the heart of historical uptown Kingston. Explore the weekend farmers market just steps from the front porch, as well as local cafes, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible. 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 - Friday 9am to 5pm. Also free street parking is available just around corner from us.

Top guest favourite
A single-story red house is set amidst lush greenery, featuring a well-maintained lawn. Large windows provide views of the surrounding trees. The property includes a deck and is situated in a quiet, spacious area.
Flat in Woodstock
4.99 out of 5 average rating, 183 reviews

Redbird 1926

A charming one 1 BR apartment attached to our home with a private deck. Entrance to deck and apt. is up eight stairs. Located in a quiet country setting 5 min. from the center of Woodstock and 15 min. from Kingston. This lovely apt. includes central A/C, WiFi, Roku, refrig., outdoor gas grill, microwave, toaster, coffee maker, sink, counter top electric burners, no oven. The bedroom has queen size bed. LR has a day bed for added sleeping space. Come spend time in a tranquil setting.

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.
Flat in Marlboro Township
4.97 out of 5 average rating, 447 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.
Flat in Phoenicia
4.96 out of 5 average rating, 132 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
Flat in Woodstock
4.98 out of 5 average rating, 223 reviews

Chic Country Apt in Woodstock, NY

This private apartment, with its own entrance, is attached to one end of our house. The apt door and our front door are separated by a long patio. Please be advised: We do not give discounts or refunds for issues related to inclement weather. If there are issues with your reservation, or last minute cancellations, that will be reviewed on a case by case basis with Airbnb. While we love kids and pets, we cannot accommodate them here. Our operating permit number is #20H-100

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.
Flat in Coxsackie
4.99 out of 5 average rating, 160 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.
Flat in Woodstock
4.95 out of 5 average rating, 340 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.

Guest favourite
A spacious studio is illuminated by natural light from large windows. The wood-paneled walls and ceiling enhance the rustic charm. A queen-size bed is centered in the room, complemented by a cozy couch and a wooden table. Decorative rugs add warmth and texture to the space.
Flat in Arkville
4.93 out of 5 average rating, 264 reviews

Catskills Hideaway - West

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. A queen size bed, en suite bath, kitchen, fireplace, & luxurious amenities await in your perfect Hideaway.

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.
Flat in Freehold
5 out of 5 average rating, 358 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 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.
Flat in Shandaken
4.81 out of 5 average rating, 201 reviews

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.

Top guest favourite
A serene view is presented from a window, showcasing the calm water of a river bordered by grassy banks. In the background, gentle hills are visible under a clear blue sky. Nearby buildings feature charming architectural details, enhancing the quaint village setting.
Flat in Margaretville
4.96 out of 5 average rating, 200 reviews

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!

Guest favourite
Flat in Stone Ridge
4.89 out of 5 average rating, 654 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.

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