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1000+ Rentals · Shady
1000+ Rentals · Shady
Please come to visit our lovely country home, built around the 1800's, set in beautiful upstate NY in the Catskills. We have several room options. This room is referred to as the Lynn Room. It is a modest sized room, with 2 twin beds. It is simple and quiet, on the back of the house, 2nd floor, and looks out on the garden. It doesn't have its own bathroom, but there are 2 bathrooms located on the second floor as well the ground floor bathroom can be used. Our house is just a few miles away f...
This is a truly peaceful location. The cottage is located just a short stroll down a wooded path and overlooks a lovely stream. Nestled in a sea of green it is a charming rustic home. Learn More
The cottage includes a newly installed wood burning stove located in the main living area where there is a twin bed that serves as a couch and a sofa that serves as a bed. There is a queen sized bed located in a semi-private bedroom just off the main living area. The bathroom tub and shower have been newly tiled and fixtured. The kitchen contains a new stove and a vintage sink, nestled in a windowed corner is a charming table for two to three. There is a larger dining table located in the m...
Our cozy home, set in a magical garden in Bearsville, 2.5 miles from Woodstock, includes a small private bedroom with queen bed, sitting room, shared? bathroom & separate entrance. Nespresso lattes & tea included. Welcome to our bit of heaven. Learn More
Our home was the first Bearsville Schoolhouse, long ago converted to this cozy home. The house reverberates with 170 years of laughter and love! Part of the fun of being in this 1845 home is trying to figure out which part of it is the oldest. You are invited to join the discussionl Picture hand-hewn beams and boards, pine floors, low doors! We are situated on a County Road with some traffic, but it is quiet at night. Your private space includes a small bedroom with a queen bed, an...
This is a space for artists, couples and city refugees to touch down. It is 10 minutes from the center of Woodstock, 5 minutes from the Bearsville Theater, and remarkably close to everything the area has to offer- including skiing! Learn More
A classic A-frame cabin with a Swiss Chalet feel, this little house draws on its natural environment to inspire comfort. Bluestone, wood, rock fireplace and mantel- these elements feature prominently and combine to create a unique energy. A standing loft bedroom and desk area overlooks the living and dining space. The guest bedroom downstairs is the perfect place for a youngster or extra guest. In the winter, the wood burning stove and fireplace add warmth and coziness. In warmer weath...
This cozy country cottage in Shady NY has 2 bedrooms, complete kitchen, one bathroom, living room and dining area. In one bedroom (east side) are 2 full size beds and 3 twin size beds and a large picture window that looks out at the mountain. The other bedroom (west) has a queen size bed. It is possible to move a twin bed out of the east room and put it into the west room or otherwise re-arrange the bed(s). Airconditioned in summer and electric heat (you set the thermostats!) in the winte...
This Woodstock cottage is tucked away at the end of one of our most beautiful roads. Surrounded by woods and solitude, minutes to the majestic Cooper Lake where you can stroll/bike and to town center. Jotul stove,clawfoot tub, fire pit. Dogs welcome Learn More
Woodstock cottage walking distance to Cooper Lake Minutes to center of Woodstock/ Bearsville Theater. Surrounded by private estates, renovated by local artist/builder. Modern/Scandinavian feel yet cozy country. Jotul stove,claw foot tub and antiques.French doors to private deck. Queen bed/ down bedding. Pullout couch. TV w DVD First time offered. Has been a family compound for the last 4 decades only changing hands once. Completely renovated by local artist with a fusion of simplicity, ...
We remodeled this house with great care and love its open feeling. The land is lovely, with a stream and large yard to play in, a refreshing pool in summer, and lovely trees and nature sounds. Learn More
The main living area is open to the outside and cozy to hang out in. The bedrooms are down the hallway and quiet. The downstairs family room is in a finished basement and has a pull out couch. The guests have use of our home and 3 acres of property. We are living overseas, but we have a wonderful caretaker who is available to help answer questions when we are not available. We are on a private road. Our closest neighbor is at the end of our driveway and is very quiet. You will need a ca...
Please come visit our country home, built around the 1800's. We have several rooms available to rent for a weekend getaway or longer. The location is the beautiful Catskill area of upstate NY. The graceful Catskill Mountains offer hiking trails and beautiful scenery. This bedroom is spacious. It is on the second floor on the front of the house. We call it the QB Room. There is a queen size bed and plenty of room to add (for additional $30) a futon or air mattress to accommodate a total of 3 p...
Please come visit our house, referred to as "Brock's House," originally built in the early 1800's, located in upstate NY. We have many rooms available for a country upstate Catskill getaway, and this room is named the Nicole Room. It has a queen size bed and futon. Reserve the room with use of the queen size bed for only $140 per night, or use the futon too for a third person for an additional $30 per night. This room is located on the second floor of the house, facing east. The location is S...
Rent this large bedroom, called the Lois room, in our house. Its has a queen size bed and its own bathroom. Private entry is through the front door. We are located near the town of Woodstock (3 miles), in the hamlet of Shady. It is country cozy and cool, with use of the pool and hot tub. We will accommodate up to three people in this room with the addition of a futon or air mattress (additional $30 per night.) Wifi is available and we use only the finest sheets! We are near winter ski sights,...
Tucked into a lovely landscape and nestled up against a dramatic outcropping of bedrock, this charming mountain home offers country living at it's best. Situated minutes from downtown Woodstock in the hamlet of Bearsville where you can truly escape! Learn More
This 2,500 sf spacious 3 bedrooms, 2 bath house includes a sun-filled 700 sf studio great for entertaining and watching movies on the 50" flat screen tv. It comfortably sleeps six and with a few air matresses in tow, can sleep 4 more in the studio. It has three decks surrounding the property with one of them perched up at the base of Wittenberg Mountain ideal for a morning meditation or yoga session. For those who love to cook, you can pick your own fresh herbs out of the herb garden just o...
In our large country house, built around 1800, we have several large bedrooms for rent. This is a good place to come for a weekend getaway or a vacation in upstate NY. This bedroom is called the piano room. It has a large queen size bed with good quality sheets. The windows in the room are the original glass. We have lovely gardens on the grounds, and a swimming pool and hot tub... all yours to use. You can gain private entry to the piano room. We can bring in a futon or air mattress to allow...
Our private 3 bedroom home is nestled on 3 wooded acres with pond and hot tub. You will enjoy total privacy, huge patio, and private nature trail. Yet our home is only 7 minutes away from Woodstock with restaurants, art and shopping. Boats available. Learn More
Our house has everything you need for a relaxing and comfortable stay. The large master bedroom has a comfy king size pillow top bed, sitting area, and air conditioning; the second bedroom has a queen size pillow top bed and ceiling fan and the third bedroom has 2 twin beds and a ceiling fan. The cozy eat in kitchen provides seating for six, plenty of cooking utensils and pots, a ceiling fan and updated appliances. There is a full bathroom and living room with gas fireplace. We also have...
This sunny home has arts and crafts exterior as with an eclectic modern interior. The house was fully renovated in 2014. Learn More
Area designer and builder just renovated his two-bedroom home in 2014. The exterior is Arts and crafts with an interior of eclectic blend of Mid-century styles. It is our full time residence so our personal effects will be around. We have a 2-year old so if you happen to have a child close in age there are plenty of toys. We cook so there is a well stocked kitchen with plenty of pots and pans, food processor juicer, etc. The bathroom as a large soaking tub, walk-in shower and a bidget. The...
The Bearsville Cottage, nestled in the woods but only 10 minutes to the center of Woodstock. 2 Bdr, 1 Bath, hand-built stone fireplace. Access to a Pool & Tennis Court. Sleeps 4 adults + toddler bed. Children & dogs are welcome. Pet fee $50 per stay. Learn More
Your own private road takes you to this friendly two-bedroom cottage, located in the Woodstock hamlet of Bearsville. Situated on a 25-acre estate, it once was the summer home of a famous sculptor whose summer art school is tucked away down the hill, now functioning as the family’s home. The cottage is casual, comfortable, and very private. There are two bedrooms, both newly furnished with Queen-size beds. The larger bedroom has a child's bed, useful for a toddler. The views from the bedro...
Our Luxurious yet extremely cozy log home has everything you need to make for a memorable stay! It envelops you with warmth surrounded by the tranquilty that nature offers. Enjoy a beautiful setting offering wooded fall/winter mountain views! Learn More
Please note that we have a minimum age requirement of 28. Accommodations: Cedar Log Home, 3 Bedrooms + Loft w/Queen Sleeper Sofa and Daybed w/trundle (2 twin mattresses), Great Room has an additional Daybed w/trundle, 3 Full Bathrooms (Sleeps 10-16) Description: Our very upscale, newly-built, cedar log home is located in the Bearsville area (home of the renowned Bearsville Theater and The Bear Cafe Restaurant), along one of Woodstock's most coveted picturesque roads (Coldbrook Road). Set o...
Welcome to our beautiful home set on the bank of the Sawkill stream, amongst the trees. Swing in the forest, trampoline, barbecue, roast s'mores on the campfire, or just hang out by the fires, cook, chill, read and enjoy this kid/dog friendly house! Learn More
We are right next to a beautiful stream in the sheltered valley of Shady. The house is very private and has an amazing pool. The outside deck area is beautiful all day, as is the outside fire pit in the evening. The house is a eclectic mix of our travels around the world, and is our family home on the weekends. Every season is enjoyable! Summer swimming, fall leaves, winter skiing, spring hiking and much, much more. *** minimum stay only applies to weekend (Fri/Sat night) rentals PERFECTLY...
View the stars from our artist 30’ YURT in queen airbeds &/or a Civil War Officer’s bed in the delicious energy of this creative space. There are couches for relaxing & plenty of space to practice yoga + gardens outside. 2.5 miles to Woodstock. Learn More
Have a glamping adventure! This is a 30' yurt--American-made from the original Mongolian plan. You are in a tent in Mother Nature but in a modern way with electricity, wifi and heat. Look up into the stars through the plexi dome, watch a deer nibble some delicate morsels or listen and watch a Red Tail hawk swoop by. Bring a book and make yourself a cup of tea and enjoy the amazing energy this structure has to offer. There are TWO QUEEN AIRBEDS, ONE SINGLE BED & also THREE 3" thick ...
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