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Woodstock Chalet - Peace & Quiet & Space (O my!)

Read the REVIEWS: Feel right at home in our spacious light-filled studio on a private drive (Reserve ahead for your dog.) 4 acres of surrounding forest ensure quiet… windows on 3 sides (plus a stargazer skylight) yet easy access to town and to the local bus. All the comforts of upscale suburbia. Great A/C PLUS Just a 2-minute drive to Woodstock center (galleries, parks & shops) 5 minutes to Levon Helm’s barn and Bearsville (live music.) Yr private woods are a photographers/birdwatchers delight.

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Beautiful Vernon Views mountain loft

Relax in this sun-filled, cozy, & spacious loft featuring stunning mountain views. If you're looking to unwind or explore, the area offers a wide variety of fun & family-friendly activities. There's something nearby for all, whether it’s a relaxing spa day, a round of golf, or parks, games, farms to enjoy with the family. Surrounded by nature, this location offers the perfect balance of relaxation & adventure. This loft is thoughtfully prepared to provide a comfortable & memorable 5-star stay.

1860's Hudson River Carriage House Loft

Carriage house apartment on grounds of historic 1600's Dutch bouwerij (farm), yet with all of the modern amenities. Our Hudson river side apartment features original exposed beams, wood floors, tasteful decor, and a complete country kitchen. On-Hudson river edge setting with beach access allows watching eagles & herons, or kayaking. Walk-in to marshland wildlife refuge. 19th century lighthouse on property. Leaf peeping or apple picking during the fall. Hunter and Windham ski areas nearby.

The Loft at Bearpen Mtn; near Hunter & Windham

Relax in this stylish Mountain View escape at the base of Bearpen Mountain. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental or multiple stay discounts. $2k per month includes utilities 12/12/25 to 3/15/26 for ski season *no EV charge available

Private loft apartment, peaceful and convenient

Entire private loft apartment above detached garage and spacious back yard with no neighbors in sight. Convenient, quiet, safe location that is just off I-87 Exit 13 -within 6 miles from SPAC, Track, Saratoga Lake, and downtown. The apartment is cozy, clean, and thoughtfully provisioned. As hosts, we prioritize your privacy and offer a hassle free experience with super easy check-in/check-out and no cleaning fee. Please be aware that the bathroom shower in this space is compact.

Sky loft w/steam room/giant tub/skiing nearby

Enjoy glorious mountain views from our spacious, private spa loft just 3 minutes to the Phoenicia Diner, Woodstock Brewing and Rail Explorers. Belleayre and Hunter Mountains are a short drive away . Stunning spa bathroom with giant soaker tub, walk in steam room and radiant heated floors . Every inch is custom designed with reclaimed barn wood and wide pine plank floors. Stroll to restaurants and stores on Phoenicia's Main Street. Hike the mountains from our back yard .

Luxe Loft 3 on Main St-Steam Shower! Kitchen,W/D!

LUXE STUDIO #3 Relax and rejuvenate in this studio! Walk to everything! Light filled studio with tall windows, indulgent steam shower w/ blue tooth speakers, Washer /Dryer in unit! Queen bed w/ hybrid mattress, hotel quality linens & fully equipped kitchen. Everything you need after a day of hiking or sightseeing! Bottled water, Coffee & tea provided for your stay. A relaxing space designed for your ultimate comfort including Wifi & a flat-screen smart TV!

Villa Costello,

Welcome to our stunning loft apartment in East Kingston, a hidden gem nestled between the captivating Catskill Mountains and the glistening Hudson River. This location offers more than just a stylish place to stay. With historic attractions, a plethora of fun activities, and delectable dining options. your weekend getaway will be nothing short of memorable. Book your stay now and experience the beauty of East Kingston for yourself!

Gorgeous and Expansive Uptown Kingston Loft

Located in historic Uptown Kingston, this space is conveniently located and exceptionally spacious. This two floor loft space is spread across 1600 square feet with rustic hardwood floors, two queen beds on separate floors, a full bath, kitchen, dining table and living spaces on each floor. Walkable to grocery, coffee, take out, park, bicycle rental, liquor store, all the essentials! Kingston STR License No. 016240.

113 Partition- Loft w/ Roof Garden

Sun filled loft with a beautiful private roof garden. A retreat right in the middle of the village. Acessable to everything. Cozy yet sleeps 4 -6 good friends or family comfortably- because there are several different cool areas to hang out & relax. There is a semi private bedroom ( shoji screen walls so not sound or light proof) a pull out Queen size bed in the living room and a full size bed in the sleeping loft.

Dog Friendly Farm

Welcome to The June Arthur Farm! This beautiful spot has a long agricultural history. It hasn't been in production for the past 40 years but we're slowly bringing it back to life. It's once again producing good, happy, Hudson Valley food: eggs, fruit, lamb, and beef. We hope you'll come visit us. Note for the skiers out there: We're 20 minutes from Jiminy Peak!