- 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
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.
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...
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...
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.
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...
* Art-filled c. 1910 Cottage w/ wrap-around porch *River w/ private swimming hole: trout fishing, swimming, tubing right in front of house *Huge back yard w/ meandering brook, forest, & badminton court *Hot outdoor shower overlooking Gardens
Charming mountain house on the Esopus Creek, a world-class trout stream. Enjoy fly-fishing, tubing, sunbathing and our perfect swimming hole, right in front of the house. A quaint cracker house (c. 1903) filled with art and little treasures situated on a quiet, dead-end lane, with woods on two sides, a seasonal brook that cascades down the back of property and meanders alongside the large wrap-around porch. A perfect retreat for the writer, musician, or artist looking for nature and seclusi...
Our stunning freshly renovated house set hidden in 6.5 acres of private forest in charming Woodstock is now available complete with oversized saline pool (from mid-May to late September), deck, chef's kitchen, and beautiful grounds. A perfect escape!
*** minimum stay only applies to weekend (Fri/Sat night) rentals. This gorgeously unique property benefits from its resort style layout, hidden away in its entirety from the world by the Catskills' finest forest land. With a beautiful heated, in-ground saline-pool (summer only), koi pond, creek and stream there is plenty to do in the grounds of the house, and for anyone wanting to venture further afield its proximity to Woodstock and the surrounding Catskills is perfect. 25 minutes from H...
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of th...
Look for the lightning bolt for faster booking
Nestled on the slope of Overlook Mountain surrounded by pristine state forest. Come stay in our beautiful, newly renovated cottage. Explore what our local town has to offer and enjoy a relaxing getaway.
Welcome to the Woodstock Mountain Cottage. This home was originally a barn, built by my grandfather. It has now been renovated into a beautiful, cozy and completely up to date home. Set in the woods three miles from Woodstock, the most famous small town in the world, you'll be completely in the country but still close enough to town that a short trip will get you to a number of delicious restaurants, interesting shops, small local movie theatre etc. If you desire more than that, you will b...
This small barn was for many years the studio of artist Judson Smith. It is now renovated and preserved as a sweet one room cottage with a sleeping loft. It is on an estate 1/2 mile from Woodstock village overlooking the Sawkill Creek.
Originally built in the 1870's as a small barn on the estate. The cottage was fully renovated, new bath, new kitchen, refinished hardwood floors, new pillow top mattress in the sleeping loft, and a full size Murphy bed if you prefer not to use the sleeping loft. This is a petite one room studio cottage with ladder to the sleeping loft which has a queen size pillow top mattress. It is about 400 square feet, plus the sleeping loft, with a cathedral ceiling. It has wifi and a TV with DVD ...
Look for the lightning bolt for faster booking
Montoma is a wonderfully cozy and private cottage atop beautiful Ohayo Mountain, located only 5 minutes away from Woodstock’s vibrant town center and thriving art scene.
Montoma Cottage is located atop the magestic and scenic Ohayo Mountain, the principal mountain just outside the Woodstock Town center. Only a 5 minute drive from the historic town, it provides you the best of both worlds: access to the legendary Woodstock arts scene, along with the privacy of a gorgeous, cozy mountaintop cottage, surrounded by the stunning natural beauty of upstate New York. The entire cottage is yours to accommodate. With one master bedroom, and one guest room complet...
Located in Historic Byrd Cliff with spectacular views and lots of trails to walk. Very close to Town! Two private rooms plus bathroom. shared kitchen and pool. Bittles Lane off upper Byrdcliffe Google map to see location and proximity to "the Green" (center of Woodstock).
We have 2 cats
Everyone who has ever vacationed here has been charmed by the tasteful design of this national and internationally renowned artist's home with each detail built by the artist, features solar pool. 14 day min. Monthly preferred. 7 day advance booking.
This unique Woodstock home was built by the artist/owner in 1969. People ask if he went to the famous Woodstock Festival. No, because it was to rain that weekend, and he was installing his roof. That kind of dedication is why this home is a jewel. The home sleeps four, has two full baths with cast iron tub and two showers, and is furnished with fine antique family built pieces, objects d'art and paintings, drawings, and prints by the owner and other famous Woodstock artists of every era. T...
This is a sanctuary for the ones who search for inner peace. It's right in the center of Woodstock but hiding seclusively on the end of Fitzsimmons Lane by Comeau Property.
An Japanese zen garden with bamboo water fountain at the front yard and a yoga plate right by the crystal stream. Only 8 minutes walk from the Trailways bus stop at the Village Green Circle. Yet across the Tannery Brook from the backyard, the 77 ace Comeau Property with 4,500 foot trail and the beautiful Sawkill Creek will be all yours. Many years ago, I watched a documentary of 1969 Woodstock in China. It has opened my eyes as China was a closed country. Ever since then I had always wante...
Newly built 2-BD home, designed by legendary local architect Lester Walker, featuring 3.5 undulating acres, a stream, wood-burning sauna and beautiful deck connecting the house to a historic Woodstock Handmade House that serves as an artist studio or writer's retreat.
Brand new construction (2012) with high-end finishes throughout; Beautiful Norman-Style Writer's Cottage/Artist Studio with desk, seating area and loft; Stand-alone sauna house with separate relaxation room and authentic wood-fired sauna; Beautiful sloping land with trails throughout and 4 foot-bridges over two streams; Small waterfall and bathing area in stream near sauna; Gorgeous, working hand-pump stone well with cedar shake roof; Large picture windows in living room; Many other windows...
History + charm w/antiques+wood-burning FP. 2 full baths, 3 BRs, fully-equipped kitchen, washer/dryer, livng rm, dining rm, library. Great views (Catskill Mtns in winter). IGA, Farmers mkt,+Bread Alone mns away. WiFi/noTV. Toddlers not recommended.
The wood-burning fireplace has been cleaned and chimney restored. Enjoy winter's natural beauty in comfort through large windows on all 4 sides of the farmhouse. This spacious historic home is ideal for relaxing and renewing your appreciation for the beauty of the natural world. Surrounded by majestic trees in the rolling countryside where the Hudson Valley meets the Catskill Mountains, this house is close to civilization, yet feels private and secluded. Restored in 2004, this histori...
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...
You have a private entrance, private 3 season screened in porch, private bath and a brand new double bed, 600 count sheets, designer towels, WIFI. We are a 3 minute drive to Woodstock and a five minute walk to the bus from NYC Port Authority.
This sweet bedroom has a brand NEW double bed & new 600 count sheets. The writing desk is perfect for your computer or use the WIFI on your private screened in porch. Plenty of blankets, empty closet and drawers. You have a private entrance through your own private backyard patio onto your private screened in-porch. Enter into the sunny bedroom with en suite bathroom with massage shower and designer towels. WIFI. The screened-in 3 season porch has a chaise lounge and oversized Cape Cod...
Look for the lightning bolt for faster booking
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.
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 rental has been recommended by: HGTV Front Door: 11 Summer Rentals in Upstate NY PureWow NY Travel: Plan a Catskills Summer Getaway at The Rustic Catskills Barn of Your Dreams Time Out New York: Weekend Getaways 2011: Four Rental Retreats
DESCRIPTION: This beautiful 2,800 sq. ft newly renovated house is stylish, comfortable, clean, & clutter-free. Furnishings are a mix of modern & flea-market finds create a unique modern-rustic charm. It’s vast open 2-stories provide guests plenty of space to share as a group with plenty of privacy if desired. The living room is a spacious area with high vaulted ceilings & a stone fire place. It’s a great room to enjoy board games, sip wine, or sit by a cozy fire. The yoga room at the other ...
Book without waiting for your reservation to be accepted