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Cozy Escape in Woodstock

Find complete country zen within walking distance of the village of Woodstock. This charming 3-bedroom has all the essentials for time spent upstate: a grassy yard with an old growth tree, porch rockers, and even a private library. Every season here has its moments of magic, from winter snow to summer fireflies. Bring a group and enjoy spacious living areas and a full kitchen, plus easy access to everything from dining to concerts to outdoor recreation including hiking, skiing, and swimming.

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Snuggle by a roaring fire. Eat in a corner nook or at a rustic wooden counter by a window. This quaint, whimsical home has a private deck w/bbq, a garden with a hammock and fire pit. A full size Murphy bed with a full kitchen (except for an oven). You will have access to the entire guest house. A short drive to the beautiful, eclectic, funky town of Woodstock. Art & culture, restaurants, hiking & biking all nearby. Electric heat, ceiling fan, a standing ac unit and single person shower.

The Arts & Crafts House - Skylights/Deck/Bath Jets

Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stayed in an Arts and Crafts house, here's your chance! Steps from soothing waterfalls, our enchanting house sleeps up to six and features two full luxury bathrooms and a modern kitchen. Fall asleep under skylights, unwind in the jacuzzi tub, and enjoy coffee (or yoga!) on the deck. Explore the nearby Catskill mountains, quirky shops, breweries, and farm-to-table restaurants.

Cozy Catskills Cabin

SISTER PROPERTY OF 5-STAR RATED, MODERN CATSKILLS CABIN (ALSO IN SAUGERTIES): Just 10 minutes from the towns of Saugerties and Woodstock, this perfectly-located, super-cozy, tiny house/cabin has every modern convenience, overflows with style, and comfortably sleeps two. “Kona” feels a million miles away, yet is close to area restaurants, stores, music venues, ski resorts, and other attractions. Think of it as the perfect getaway with plenty of privacy, nature, and peace and quiet.

Spacious, Private, Close to Town, Work From Home

Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated for a relaxing time in Woodstock, the home has an open and flowing layout. Conveniently located minutes from the center of town, it's perfect for those who want convenience to shopping and restaurants. A perfect home for a family getaway, work-from-home alternative or company retreat in the Catskills / Hudson Valley. Outdoor fire pit in the front yard!

Mid Century Oasis

Escape the oppressive heat and retreat to the cool forest which surround the Maverick. As featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCentury deck home furnished with Eames and other iconic era furnishings. The Maverick is secluded yet just 5 minutes from downtown Woodstock as well as beautiful hiking, running, and biking trails. The home is perfectly set up for indoor | outdoor entertainment & dining.

Stunning 2-Bedoom A-Frame in the Woods with Sauna

Sleek 2‑BR A‑frame pairs timeless design with modern luxury in a secluded Catskills setting. Soak in the cedar barrel sauna after a day on the trails, then watch sunsets from the wrap‑around deck framing mountain views. Lofty king suite, cozy queen room, chef’s kitchen, bathtub, mudroom entrance, and office nook for remote work. Propane webber grill, smokeless fire pit, fast Wi‑Fi, and smart‑lock entry—your elevated escape awaits!

Peaceful large Hudson Valley private guest suite

Mid-century home with private entrance guest suite on 5 acres. Queen bed, full kitchen, modern amenities, luxury dishware, flatware and quality linens. I keep the suite super clean and uncluttered just for Airbnb guests! Decorated with vintage and modern furnishings contribute to a peaceful retreat. 5 min drive to Kingston, 15 min to Woodstock and Saugerties.