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.

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.

Palazzo Hudson: Luxury Home w/Pool, Hot tub, Sauna

Welcome to Palazzo Hudson! The only private vacation home in Hudson proper with a deluxe sauna, cedar hot tub, seasonal in-ground pool, chef's kitchen, & a pool-side lounge with a fireplace & art library! A home for all seasons, you'll experience inspiration and relaxation from the warm, light-filled rooms, curated art, books, music, luxury spa features, and outdoor deck, patios, and gardens. A quick stroll to the restaurants, bars, cafes, and shops of Warren Street & the Upper Depot District.

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.

Hudson, NY, 1br - 2 queen - rooms

FREE private parking. - Late Check-in: Until 12am / Winter: Breakfast is not included - We currently do NOT provide transportation - Same Day: Allow 2 hour prep. Private staircase - FREE WIFI - Built in 1848, HISTORIC - Be good with winding stairs (have no mobility issues) - Work remote! Private back porch doors. 2 double mattress queen beds. Smoking on porch. No pets. Kitchen not included. Wares provided. Full bathroom. Microwave & Fridge & Ice Compartment Check-in starts: 4PM

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.

Highlanders View - The Suite, Hot Breakfast incl.

This is 1 of 4 rooms we offer (If this room is full, check the URLs below of the other rooms we offer). As with our rooms, we offer the most spectacular view of the Catskills. This, coupled with our famous hot farm-fresh breakfast and modern amenities provides our guests with an extraordinary stay that the best memories are made of. We border on the Plattekill State Forest, so enjoy hiking, biking, skiing, or hunting right off the property, & then unwind in the hot tub

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.

Hudson Pond · Hideaway King Suite

Escape to the tranquility of Hudson Pond, where history meets modern comfort in our enchanting 1860's farmhouse. Thoughtfully updated private ensuite accommodations blend modern amenities with timeless charm to ensure a luxurious stay. Indulge in a truly unforgettable getaway, where every moment promises to be as magical as the next. Once you experience the unique charm of our one-of-a-kind bed and breakfast, you'll find it hard to say goodbye.