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The Pike Lane Cabin & Nature Preserve

The Pike Lane Cabin is nestled in the woods on 7 acres but walking distance to the center of Woodstock. This private retreat offers 2 sleeping areas. The oversized master has a queen bed and its own living area with a queen size sofa bed. The other sleeping area is a full pullout sleeper in the main room. Fully equiped kitchen, full bath, linens, TV, wifi, AC. Four adults allowed plus children 12 or under. Arriving in town early? Come enjoy the grounds or lay in a hammock while you wait until 3.

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Romantic luxury+stream+walk to town=Brook Cottage

Brook Cottage occupies the east wing of a newly renovated authentic 1928 artist’s cottage featuring: 2-story north light windows; cathedral ceiling with skylights; fireplace and fire stove; bluestone patio with gas grill and outdoor seating; newly remodeled cook's kitchen; luxury amenities. Ideally located at the end of a private lane on a spacious shared property bordered by a year-round stream and conservation land, walking distance to the center of Woodstock, the famous "colony of the arts".

Woodstock Dog friendly Cottage in Town; large yard

Charming Country Escape – Pet-Friendly & Walk to Village Green! Enjoy country charm and modern comforts in this newly updated 2-bed, 1.5-bath home. Just 2.5 blocks from the Village Green, it’s the perfect getaway for city folk with dogs. Relax in the private backyard with waterfall sounds or stroll to shops, restaurants, and trails. Features include a cozy woodstove, updated kitchen & bath, queen beds, and a master bedroom with an en-suite plus a balcony. You and your pet will love it here!

The Carriage House: Garden Apartment

We offer a private studio apartment located on the first floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern decor and amenities, with more traditional countryside accents. The design, using the original carriage doors in the architecture, allows light to pour through the apartment, while making adjustments for sleeping in easy. This truly unique space is a perfect place to take a weekend to relax, and even enjoy our grounds!

Grandma's Place an Easy Walk to Woodstock

Simply decorated and conveniently located, Grandma's Place is on a quiet road just minutes from all Woodstock has to offer. Vintage furnishings make this popular rental a fun place to stay. The house shares a roof with Grandma's Apartment but the spaces are separated with a secure and sound proofed door. The only shared areas include the driveway and garden. If you wish to rent only one bedroom, please see link at Grandma's Place - Queen Only and send an inquiry about your desired dates.

Rocket Room - Rock Stars Only

Walk to town, hiking or a swimming hole. A popular vintage look cabin that backs up to a private woods but is steps from all Woodstock has to offer. Long time superhosts. Turn on, Tune in, Drop out in our 70's rock & roll hideaway carved out of a converted 1920s carriage house. This ain't your Grandma's cabin. All our units have been featured in videos, films, and photoshoots. This one has been featured in Playboy and Imperial Publishing arthouse book. Town of Woodstock OP #27.54-1-12

Margaret's Cottage-WoodstockVillage

Margaret's Cottage (In compliance with the new New York law on short term rentals) Located in the village of Woodstock, stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau property trail past the stream through the woods to the meadow with the best mountain vista in town. The cottage is named after my Mother, Margaret, she worked in "Deanies Restaurant" for more than 30 years & like so many Woodstockers was a colorful, beloved character.

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!