Boutique hotels in Town of Shandaken

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Top-rated boutique hotels in Town of Shandaken

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Guest favorite
An outdoor area is illuminated by string lights, creating a warm ambiance. Several wooden Adirondack chairs are arranged around a central fire pit. The grassy space is bordered by a low building, featuring large windows and a welcoming exterior.
Hotel room in Copake
4.92 out of 5 average rating, 123 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Superhost
A serene bedroom is equipped with two beds featuring woven headboards and crisp white linens. Soft accent pillows in pastel colors add a touch of comfort. Natural light filters through the windows, illuminating the light gray walls and the simple decor, which includes a chair and stacked books.
Hotel room in Kent
5 out of 5 average rating, 3 reviews

Kent Collection | The Firefly Inn | Room 4

The Edmund Morris Room This cozy, comfortable room is perfect for a relaxing afternoon read, which is why we named it after a local author. Edmund Morris (1940-2019) lived in Kent with his wife and fellow biographer, Sylvia Jukes Morris. Edmund was an American-South African writer, known for his biographies of U.S. Presidents. King-size bed that can be converted into two twins Ensuite bathroom with combined tub and shower Second floor adjacent to The Kate Hopson Fireplace Suite Smart TV WiFi

Guest favorite
The building presents a two-story structure with a classic facade, featuring white siding and red trim. Several windows are visible along the front, with a covered porch area providing shade. Outdoor space includes gravel, and greenery is seen surrounding the base.
Hotel room in Davenport
4.74 out of 5 average rating, 200 reviews

The Davemport Inn Room number 5

A nice room with a private bath.. I am posting this a room for 1 person... It has a very nice posturepedic single bed most of the time but I can put in a full size bed as well so 2 persons can stay for 10 bucks more... If you like old historical houses this is interesting because this room is one of the oldest operating hotel rooms in America.... The building is most likely late 18 century but was built as an Inn, not a house so this is a historical hotel room easy to keep distance

Superhost
An outdoor seating area features two wooden chairs positioned near a metal fire pit, where flames flicker above a bed of stones. In the background, a heated pool surrounded by lounge chairs is visible, set against a backdrop of trees and a serene landscape.
Hotel room in Kenoza Lake
4.86 out of 5 average rating, 35 reviews

Heated Pool, Steam Sauna, Fire Pit, Dog Friendly

Welcome to The Rest Coop 2! We are a charming boutique hotel where rustic charm meets elegant comfort. As you step inside this single room, you're greeted by warm wooden accents, soft lighting, and cozy furnishings that create a welcoming atmosphere. This room features a plush queen-size bed adorned with soft organic cotton linens, promising a restful night's sleep. Adjacent to the sleeping area is the bathroom with a walk-in shower. This room has an HDTV, a Mini fridge, and a sitting area.

Superhost
A cozy corner of a guest room features a four-poster bed adorned with a colorful quilt. Textured wallpaper in warm tones complements the inviting atmosphere. A small side table, draped with a checkered cloth, holds a vase of fresh flowers, while soft lighting is provided by a wall-mounted lamp.
Hotel room in Rosendale

Gable’s Hollow, an Elegant King Hideaway

The Six Bells is a country inn in the Hudson Valley, inspired by English and American countryside. Featured in Architectural Digest and honored as a 2025 Great Design Hotel Winner, it’s a storybook you can sleep in—a historic three-story with eleven guest rooms, riverside restaurant, and shop. In shades of burnt sienna, Gable’s Hollow brims with autumn warmth. Tucked on the third floor, it features a four-poster king bed, hand-painted wardrobe, and wingback chair lit by an antique lamp.

Guest favorite
A king-sized bed is framed by a decorative canopy and adorned with vibrant orange and blue bedding. Two nightstands with lamps are positioned on either side. Natural light enters through a window, complementing the pale blue walls and a nearby armchair.
Hotel room in Rhinebeck
4.85 out of 5 average rating, 72 reviews

The Gables of Rhinebeck Inn: Blue Ridge Suite

Welcome to The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This historic Inn is a fifteen-gable 1860 Gothic Revival Victorian in the heart of Rhinebeck Village. Guests have full access to our half-acre fenced-in yard with perennial and ornamental gardens, + plenty of indoor space. This room, "Blue Ridge" is a 1 BR King Suite About Your Suite: -King Bed on the 1st floor -Full standing shower and jacuzzi tub https://www.TheGablesRhinebeck.com/

Superhost
A cozy sleeping area is furnished with a spacious bed adorned with white linens and a decorative yellow pillow. A wooden desk with a green chair is positioned against a wall, complementing the light-colored shiplap and soft green paint. A few framed artworks are displayed.
Hotel room in Mount Tremper
4.88 out of 5 average rating, 8 reviews

Farmhouse Inn in the Heart of the Catskills (Rm 8)

Howland House is a ten-room inn in a restored 1870's farmhouse in Mount Tremper, NY. We're nestled in the mountains but just minutes to incredible farm-to-table dining, hiking, skiing, antique-ing, and many local wedding venues. With unique touches throughout the inn like lime wash walls and custom-built furniture, you will feel both inspired and at-home the minute you walk in. Please note that this room has an in-room sink and uses a shared bathroom down the hall.

Guest favorite
An outdoor patio area is enclosed by a wooden pergola, providing shade. Below, outdoor furniture, including lounge chairs and a table, is arranged for relaxation. Potted plants add greenery, and a staircase leads to the second floor, blending the outdoor space with the building.
Hotel room in Saugerties
4.94 out of 5 average rating, 52 reviews

Village Inn - Chelsea suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Both of our accommodations include Cable TV, WiFi, and A/C. The Chelsea suite features a private bedroom with a king sized bed. A kitchenette, with breakfast area and a living area with a twin pullout. Spa soaking tub to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances.

Superhost
The living area is furnished with a modern blue sofa and a glass coffee table, complemented by an orange accent table. Natural light enters through two windows, and a wall-mounted television is positioned on a sleek black console, alongside decorative items and a glass display cabinet.
Hotel room in Hudson
4.73 out of 5 average rating, 11 reviews

The Howard Hotel Hudson - Room 203

The Howard Hotel - RM: 203: One bedroom suite, full kitchen open to living dining area, marble & tiled bath. The Howard Hotel is the most recent addition to the CaMea groups’ boutique properties. Located in the heart of Hudson in the burgeoning BeLo 3rd historic district on Hudson’s famed Warren Street. After an extensive renovation and restoration this historic property has transformed into a modern elegant seven room & suites boutique hotel.

Superhost
The room features warm wood paneling, creating a rustic ambiance. A queen bed with white linens is positioned centrally, complemented by two decorative pillows. A round mirror hangs above a side table, with two accent chairs on the left, contributing to the cozy atmosphere.
Hotel room in Phoenicia
4.91 out of 5 average rating, 55 reviews

Inn Room Queen

Comfortable, rustic Catskills 1940s queen bed motel room, a quick walk from the Esopus Creek and Main Street Phoenicia. Miles of amazing hikes nearby, 10 minutes to skiing. This Inn Room features a queen bed, private bathroom with shower, mini fridge, Cable TV with DVD player (and access to our popular DVD library), and shared outdoor common areas with picnic tables, charcoal grill and seasonal firepit. Pets are not permitted in Inn Rooms

Guest favorite
A cozy sleeping area features a queen brass bed adorned with a floral patterned quilt. Antique furniture, including a side table and a trunk, complements the oak paneling. Plush seating is arranged around a small antique table, all illuminated by warm lighting from vintage lamps.
Hotel room in Saugerties
5 out of 5 average rating, 6 reviews

Catskills Getaway - Spacious Comfortable Room

This room will delight your senses with oak surround and forest mural, this third floor gem offers tranquility and peace. Queen brass bed, 47" LED Cable TV, WiFi, antique oak table, plush chairs, cozy arm chair and private one and a half bathrooms (shower) both fully tiled and with skylights. Note:there is also an optional add-on room for up to two additional guests, ask about this option if interested.

Superhost
A sleek living area features a comfortable sectional sofa arranged around a central coffee table. A modern fireplace and wall-mounted television are visible, with light streaming from large windows. The open layout connects to a dining area and kitchen in the background, enhancing the spacious feel.
Hotel room in Hudson
4.91 out of 5 average rating, 57 reviews

Hudson Mariner Suite 5

Located downtown Hudson on Warren Street and just steps from a park overlooking the Hudson River, enjoy the finest shopping and restaurants. We offer five unique, large and beautiful suites all with ensuite bathrooms. Plenty of street parking available. All guests have use to the backyard. This room can not accommodate pets or children under 12 years of age.

Popular amenities for Town of Shandaken boutique hotels

Quick stats about boutique hotels in Town of Shandaken

  • Total vacation rentals

    Explore 20 vacation rentals in Town of Shandaken

  • Nightly prices starting at

    Town of Shandaken vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Wi-Fi availability

    20 of Town of Shandaken vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Town of Shandaken rentals

  • 4.9 Average rating

    Town of Shandaken stays are highly rated by guests—averaging 4.9 out of 5!

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