- Entire Home
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
- Room Type
- Social Connections
- Employee host
- Instant Book
- Property Type
- Host Language
300+ Home Rentals · Olivebridge
300+ Home Rentals · Olivebridge
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...
Charming studio cottage in the woods, walking distance to the center of Woodstock, NY. Light-filled cottage is privately set up a tree-lined drive with a stone pathway leading to the front door. Cook in your own kitchen or use the charcoal grill. Learn More
The Woodstock Cottage was built by a Woodstock artist 75 years ago, and has been thoughtfully renovated by a local architect. This is the perfect retreat setting for a writer, musician, artist, or other creative type who is looking for privacy, yet not total seclusion. Sleeps 1 to 2 people, or a couple or single parent with a child. Cottage has sleeping loft and a brand new (Dec 2014), extremely comfortable sofa-bed. Year round rates: $150/night .. $700/week .. $2000/month Please note t...
Quaint and cozy. This Woodstock cottage is tucked away in the woods, with all the essential amenities. 2.5 miles and an 8 minute drive to Woodstock center. Comfortably sleeps four. Learn More
Designed by a local architect, this quant cottage is the perfect getaway yet close enough to experience this charming town. A 5 minutes drive to the Woodstock Village Green and a 30 minute drive to local skiing. Wood burning oven. No AC. Available to make sure you have everything that you need.
Private room in a lovely, elegant Woodstock home. Secluded and surrounded by woods, yet only a 10 minute walk to the center of town. The "Blue and White" room is an oversized light filled room with Queen sized bed, antique furnishings, ceiling fan and sliding glass doors that open onto the 50' deck. This room shares a bath with one other room. Full Breakfast served on weekends and we provide breakfast staples for making your own breakfast during the week. Feel free to use the Dining...
Escape to this Charming 4BD Catskill Mtn. home. Nestled against 80 Acres of State Forest - Privacy! Sleeps 8 Comfortably, Indr Fireplace, Outdr Fire Pit, Large Deck, Floating Yoga Stage, Vaulted Ceilings, Bocce Court, Open Layout, Stocked Kitchen. Learn More
Our property sits atop a large hill and is well removed from the street by a long driveway, making it very private and serene. Further, our property butts up against 80 acres of protected state forest. You can walk out of the back of the property and explore streams, and the mountain behind our house that offers spectacular views at the top. The pine trees on the property are truly magical. The back deck is equipped with 4 chaise lounges and a picnic table for outdoor dining. The floating ...
Renovated. Sauna, Jacuzzi, Old Swim Hole. The Lewis House of Lewis Hollow - Old Woodstock, Pre-Columbian Indian Kairns. Deed reads, "This property starts at the ancient stone heap between Gradus Lewis and Peter Livingston's farm." (DESC Robert) Learn More
The newly renovated Lewis House (of Lewis Hollow) was built in 1822 and pushed up McGee Hill in the 1850s. The house is next to State Preserve and hiking trails that lead for miles through old bluestone quarries, streams and waterfalls. There is a sauna and a Jacuzzi on the property as well as a natural 5 foot deep swim hole.
This tastefully,newly renovated studio has its own street level private entrance, kitchenette, bathroom/shower and queen bed. All conveniently located one block from the Village Green. Learn More
We are walking distance to town and yet located on a quiet side street This newly renovated studio is on ground level. with separate entrance. Wool rug covers floor space. Down comforter and pillows on bed. The very comfortable mattress is natural latex. Washer/dryer outdoor sitting area with table Off street parking when available Only when needed My home office is on premises but has a separate entrance its quiet and safe Yet a minute to town The bus stops in town a short walk from th...
New! Large room for 1 or 2 in a home of Woodstock artists. 2 blocks from bus stop, galleries, swimming & shops. Free wifi, parking, breakfast,kitchen & washer/dryer access. 2 night min. stay weekends & holidays unless still vacant by Thurs. 4:00 p.m Learn More
Brand new listing! This is a spacious private room for one or 2 people on the 2nd floor of an old-style artist's home that is filled with paintings and sculptures. The bed has a memory foam mattress and the bathroom is just outside in the hall, shared with 1 -3 other guests. Please note** This room does not have air conditioning, but it does have a ceiling fan which keeps most people comfortable if the summer temperature is not above 80 degrees. Conveniently located we are a five-minute w...
Beautiful Woodstock cottage, perfect for a solo, couple or three close friends. Roughcut wood beams and sweet custom touches. Modern, stylish country living. On NYC bus route, 5 miles from Village Green. Mountain views & serene ambiance. 5 minute walk to Cooper Lake & Trail Head. Peace, Love and Wifi. Learn More
A cozy place for a country getaway. Beautiful views in a quiet setting. Our house is small, with sublime design and heartfelt craftsmanship at every turn. Walk to picturesque Cooper Lake and trails in minutes. One bedroom with a super comfy queen-size bed. Modern, well-equipped kitchen with great appliances. Living room has Smart TV/Internet/WiFi. Full bathroom with vintage accents, tub and delicious shower. An acre & a half of open field with mountain views on one side and deep woods on...
Country charm, and close to it all. Beautifully renovated house with large fenced backyard. Easy walk to shopping, restaurants, swimming holes, and trails. 2 bedrooms, 1.5 baths, woodstove, master bedroom has a .5 bath and a private deck. Learn More
I love that my house is so close to everything, but you feel at peace listening to the waterfall from the deck and back yard, or sitting on the front porch. It is a short walk to great restaurants, or walk the other way to 70 acres of public land with trails and swimming holes. The entire house, back yard, and room for 2 cars off street. I enjoy greeting people when they arrive to give them the key, then I will only be around if I am needed. I love my neighborhood and enjoy all my neighb...
This stunning Catskill Mountain property is located on the lower slope of Mount Tremper overlooking the Esopus River valley on a +100 acre compound surrounded by State Land. This private and beautiful 3 bedroom colonial has spectacular mountain views, arts & crafts style furnishings with a dramatic stone fireplace, a wrap around porch with outdoor stone fireplace, and an excellent kitchen. Learn More
This stunning Catskill Mountain property is located on the lower slope of Mount Tremper overlooking the Esopus River valley on a +100 acre compound surrounded by State Land. This private and beautiful 3 bedroom colonial has spectacular mountain views, arts & crafts style furnishings with a dramatic stone fireplace, a wrap around porch with outdoor stone fireplace, and an excellent kitchen. The house contains one large master bedroom with a small private porch, a 2nd smaller bedroom upstair...
The Blue Heaven is a peaceful little room for one person in an artist's home, located on the NYC bus route, and a five-minute walk to the Woodstock town center & bus. Enjoy country living with quick access to cultural activities. Breakfast included! Learn More
THE BLUE HEAVEN is a comfortable room for one person in an elegant old style Woodstock artist's home located in a safe neighborhood, on the NYC bus route five minutes on foot to the center of town. The bathroom is right next door in the hall and is shared with 2 - 4 other guests. (Not comfortable sharing a bathroom? Check out our another listing "The Artist's Room" for one person which has its own private bathroom). There is free parking, wi-fi, a washer/dryer available as well as TV downst...
Sweet cottage on a babbling brook will be your home base while you explore Woodstock, Saugerties, Kingston, New Paltz, and Beacon. 2 bedrooms/ 1 bath home within 10 minutes or less of some of the finest dining, antiquing, hiking, and biking that the beautiful Hudson Valley has to offer. So close to HITS, Rhinebeck, and Saratoga as well. Enjoy the galleries, live music, and history of the area. It's just a perfect, easy place to be. Two bedrooms, one bath, open kitchen, large deck with gri...
This is our home away from home in the city. We've taken great care to make it comfortable and have everything one may need to relax and enjoy themselves. Outfitted with memory foam mattresses, an oversized couch, a hammock on the backyard deck, and a hot tub jacuzzi! Learn More
It's a log cabin in the woods! Open floor plan, skylights and plenty of character. Situated on 3 acres of owned land and a hiking trail practically in the backyard. This property is beautiful year round, it's always hard to come back to reality after a relaxing visit up here. The whole house has wifi. All the necessities are provided. A detailed owners letter to guests is presented upon arrival and is both important and helpful. As often as needed, this is our home and we want you to enjo...
Beautifully appointed home in Magical Woodstock. Walk into town, enjoy dining at it's best, art, music and a majestic landscape all yours. Hiking, skiing, biking, picture taking. Perfect for a romantic getaway or a family retreat to the mountains. Learn More
Enjoy the peace of the Catskill Mountains and the Hudson Valley. This two-bedroom cedar-sided cottage is located privately in a beautiful country setting and is walking distance to the village center. The home is light filled with cathedral ceilings enhanced by the craftsman style of architecture light woods that enhance and warm the space. Bright skylights and large windows allow the outside in. Gleaming oak floors, newly renovated and recently furnished with great comfort, is tastefull...
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...
Wake up to the sound of birds in our tastefully decorated contemporary house. Private, clean and unique. Set on 1.6 acres, we've got trees, deer, chipmunks and more. 5-minute drive to the center of Woodstock where you will find great shopping, restaurants, theater, movies, art galleries and live music. Close distance to hiking trails, swimming in the summer and skiing in the winter, as well as quaint towns and historic sites. Perfect for 1 or 2 couples seeking adventure, romance or a laid b...
Up on Woodstock's Overlook Mountain (yet only 3 miles from the center of town) sits "Byrdland," Woodstock's first LEED-certified home. Trails from the property lead to 500,000 acres of state land. Private room has full bath, queen bed, and views. Learn More
High up on Woodstock's Overlook Mountain (yet only 3 miles from the center of town) in a rustic and historic hollow, sits "Byrdland," Woodstock's first LEED-certified home, a standard in 'green' building and design. Owner/builder/host Rob Saffer helped design and build the house and can explain all that went into it, from its innovative woodstove heating system to eco-coatings made from cheese whey. An organic garden provides seasonal food for breakfasts, which include home made yogurt, g...
Book without waiting for your reservation to be accepted