Bed and breakfast holiday rentals in Shandaken

Unique Converted Carriage House and Barn Compound

The house is set on five private acres surrounded by hundreds more and accessed by a long private gated driveway. Guests will have the experience of being on a secluded private estate, yet be just minutes to the center of the village- truly the best of both worlds! The House: This is a charming and rambling home that combines modern comforts with the texture and character of the 19th century. The ground floor of this three story house has a large open plan living/dining room with a fireplace and two doors out to the patio and grounds on one side, and the porch, gardens and guesthouse on the other. This space flows into a large open country kitchen, with a vintage garland stove, dishwasher and microwave, and has a powder room and laundry off of it as well as a door leading out to the patio. On the second floor is the large king sized master bedroom suite with its vaulted beamed ceilings, fireplace, private bathroom with a separate shower and bubble tub built for two and access to the grounds via a charming bridge. Also on this floor is a media room/library, two smaller sunny corner bedrooms and a third transitional room and a bathroom. The third floor has another king sized suite with vaulted ceilings and a large bathroom with tub and hand shower. There is Direct TV and a number of DVD players throughout the house. The guesthouse: Soaring cathedral ceilings , rustic exposed beams and loads of light set the tone for this dramatic and unique space. Each of the two bedroom suites, which occupy the top floor of the barn, has it's own bathroom with jacuzzi tub and skylight, decorative fireplace, seating area and french doors to a private deck with table and chairs. In the hallway between the two bedrooms there is a breakfast "mini bar" with a refrigerator, Keurig coffee machine, electric kettle and microwave oven and is stocked with coffees, teas, treats, hot cocoa and bottled water. The space is comfortably furnished with an eclectic mix of new and antique furniture, original artwork and prints with luxurious bedding and towels. This historic house and the barn once had a life as a true Bed & Breakfast and a few remnants of that period remain, namely the kitchy names for the guest rooms. The "Fox Den" looks out over gardens and main house and the "Huntsman's Hideaway" overlooks woods. There is air conditioning in both of the king suites in the main house as well as in both of the guesthouse suites. Guests will have full use of the house and grounds plus there is plenty of parking space. The grounds are spacious and varied and feature a koi pond, vegetable garden, cutting garden, herb garden, perennial beds, and a hammock with sculptures throughout to discover and room to stroll or run around I will personally greet guests whenever possible and give them the overview...after that you will be left to enjoy the privacy of the space and grounds. I will have books and suggestions for you if you want input on your stay. Rhinebeck sits at the crossroads of the historic Hudson Valley and there is a great deal to do. The town is full of charming shops, galleries, day spas and quality restaurants and hosts the finest farmers market in the county on Sundays. Guests will enjoy the house and grounds with plenty of parking space. The property is private, spacious and varied and features a koi pond, vegetable garden, cutting garden, herb garden, perennial beds, and a hammock with sculptures throughout to discover The Amtrak stops right in Rhinecliff Station if you want to take the train up but you really will need a car once you are here in order to thoroughly explore. Town is a 20 minute walk from the house or a quick bike ride if you bring one to tour the area on two wheels. Kayaks can be launched near Rhinecliff if you want to explore the mighty Hudson at water level which is great fun. The house is located just outside of the Village, and is set far from the road, accessed through a long gated private driveway. We share the driveway with our two neighbors and multitudes of deer, wild turkeys, foxes and other critters so drive with caution as you approach. Well behaved and house trained dogs are welcome but sadly we have a cat allergy in the house.

Unwind at a Stunning Catskills Cabin

There are sweeping views from every room. Tall trees surround the cabin in every direction. Total privacy. The cabin has many different rooms, nooks and crannies that you can enjoy, all with a view of the woods and the Delaware River. Outdoor hot tub for perfect winter starry nights and a hammock for naps in shaded summer days. You will enjoy the sounds of nature all day and night. The cabin is extremely well ventilated, bright and sunny. It’s cozy and very warm in the winter. You will enjoy a good quality gas fireplace and perfect heating in every room. Floors have radiant heating. Robust showers with great water pressure and a deep soaking bathtub for a luxurious and relaxing you-time. Bedrooms are fitted with high-end designer beds and mattresses and high quality all-cotton linens. Kitchen is equipped with all utensils, pots and pans and everything you need to make meals and stay in. We provide you with a Nespresso machine (BRING YOUR OWN CAPSULES) We hope you enjoy your stay in our cabin! We are just a text away should you need anything. One bedroom with a Queen bed One bedroom with a Full bed Study with Queen Sofa Bed Guests can use the hot tub As much as needed but we are off premises Try the local farmers' market on Saturdays, then head across to The Stickett Inn for excellent espresso, tacos, juices, and more. There are several local ice cream shacks around Barryville. In winter, ski at Big Bear ski mountain 15 minutes away. There is plenty of parking at the house

12min to Del River & Callicoon/Inn at Tyler Hill 3

Just a 2 hr drive from NYC, Inn at Tyler Hill is a country escape where guests can embrace the simple pleasures that come with being surrounded by nature and only 10 min from the Delaware River. Guest enjoy complimentary daily farm to table breakfasts year round. We provide a seasonal (5/15-9/15) weekend dinner shuttle to/ from Callicoon (12min) & weekend happy hour round of drinks on our patio. We can arrange local activities & reservations. Our goal is for guests to feel cared for like family!

Rocky Ledges

Our house was a historic cottage, built in the 1880s. We built a new house around the cottage. We are Artists and our guest bedrooms are in a sense galleries. Guests have the entire second floor, 2 bedrooms, perfect for couples who are traveling together & families with teenagers. The back is the private entrance to the stairs. We live on a quiet and pleasant dead end street. The views of the Catskills & gardens are awesome. Located near Hunter Mountain Festivals, Woodstock & Katterskill Falls.

Upstate Daydreamers Guest Suite

A spacious 3-room private suite for 1-2 guests. The vibe is cozy, quiet, safe, peaceful, comfy — unwind and make yourself at home! Explore our 14 acres of lush forest and creeks, take a bubble bath in the clawfoot tub, soak in the jacuzzi, play mini pool, and collect fresh organic eggs from the chickens. Free on-site parking, excellent cell reception & wifi. Please note, we're no longer serving breakfast - visit our restaurant Ace of Cups (inside Tubby’s) & receive free dumplings instead!

Brick Row House in the Woods, private 2nd floor

Looking for the best price to stay in a historic Hudson Valley townhouse? Just 15 minutes from Hudson, NY is a private second-floor suite above an artist’s studio—bedroom, living room and bathroom all to yourself. Hosted by a top-rated Superhost known for her glowing reviews and exceptional hospitality, you'll enjoy a continental breakfast, easy self-check-in, and spotlessly cleaned rooms. The sunlit space and garden is perfect for meditation, journaling, studying, or simply unwinding.

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Mountain home with views

Spacious home with sunset-facing views, surrounded by woods, creek, wildlife. Listed as 2BR (queen & king BRs) but has 2 addt'l rooms with beds - twins & bunk beds (see photos). Rental includes the whole house - sleeps 10. 5 mi to Phoenicia, 10 mi to Woodstock. Hiking, restaurants, activities nearby. Private, peaceful, and woodsy, with easy access to town. Wifi. Fire pit. Hottub. For long term rentals for this property, go to airbnb.com /rooms/51687679 (del the space after com)

Scandinavian Designed Dutchess County Room

This room is located on the lower level walk out of my home and private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have 2 goldens , Louisa 7, Greta is 3. No kitchen access. However, a 3 course Nordic breakfast is served at 9am with your stay. The home has multiple spaces both in and out for use. Please bring slippers or socks to wear inside my home. Highly recommend a car. Uber is expensive. Please check in prior to 9pm. Prefer 5 star guests.

One charming suite

Cooperstown All Star Village baseball park is just 3 minutes drive from our home. Welcome to ,,One Charming Suite” A second floor private entrance invites you to a cozy, clean and comfortable queen sized bedroom with en-suite bathroom. On the lower level there is a stationary bike for a quick work out if desired. In this unit we provide tea kettle ,small refrigerator ,coffee maker and washer/dryer. Please check all the photos Parking on premises.

Lake Front Catskills Lodge

Beautiful Lake Front Lodge! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all the action with the feeling of a nature preserve! Enjoy the lake views from the deck while cozying up by the gas fire pit or from the dock on the lake!

Innisfree

If you are looking for a secluded place to escape, you've found it. This Private Log Cabin is on 47 Acres with a spectacular view down the valley in the Catskill Mountains. Just outside my home town of Delhi, 18 minutes to Maple Shade Farm (it's a great place to get ready fo a wedding), 25 minutes to Cooperstown All Star Village and 42 minutes to Cooperstown's Dreams Park. I hope you find it as relaxing as I do.