Holiday rentals in Willow

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Mountain Home with firepit and breathtaking views

Find refuge and relaxation when you stay at "Hickory House;" a newly renovated mountain home on 4 secluded acres in Willow, NY. This 3-bedroom, 2-bathroom home is the ideal place to hang your hat whether you're on a ski-filled family holiday or looking for a few sleepy days off the grid with friends. The living area embodies what Hickory House is all about: vaulted ceilings, a gigantic wood burning stove, plush seating, and a record player to boot will have you feeling all those upstate vibes.

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.

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

Welcome to Clove Creek Cabin! We just added an outdoor ooni pizza oven ! Located 25 min from Woodstock/7 min from Phoenicia/7 min from Hunter Mt/8 min from Tannersville Village! We are between two magical creeks. Our charming Cabin is minutes from the gorgeous Euphrates Falls and Diamond Notch Falls. The best hiking/Ski mountain trails will be right outside your door, just a 5 min drive, all the magic of the Catskill forrest is right at your fingertips!

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Modern Catskills Cabin

Our cozy cabin is right on Route 212 in Mount Tremper, between Woodstock and Phoenicia, in close proximity to everything the sublime Catskills have to offer like hiking, skiing, swimming, and fishing. We are 20 minutes to Belleayre, 25 to Hunter, and 40 to Windham Mountains for the best of Catskills skiing, snowboarding, and snowtubing. The Pines restaurant is a short 5 minute walk from the cabin and home to local eclectic cuisine.

Swim in the Esopus, Close to Phoenicia and Skiing

Flatrock House is located in the heart of The Catskill Mountains. Originally built in the 1950's, our 3200 square ft house was once a bar, disco & casino. Spend your time relaxing in our one-of-a-kind, curated home on 8.5 acres of forever green forest. Whether you're playing in the creek, exploring the forest, picnicking in the yard or just relaxing in front of the wood-burning-stove, you'll feel like you've truly gotten away!

Cozy Silo Home with Mountain Views near Woodstock

Escape to the Willow Silo, a unique 3-story tower retreat with stunning mountain views. Comfortably sleeping 6, this charming home is nestled in the woods yet just 10 mins from Woodstock & 15 from Phoenicia. Features include an indoor fireplace, outdoor fire pit, and a deck perfect for stargazing. Your ultimate relaxation getaway awaits, surrounded by hiking trails and nature's beauty. PERMIT No: 23N-277

Architectural wonder in the woods

Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4! Feel free to send us a message for any requests, we love hearing from people.

Byrdcliffe Artist Studio (27.1-1-70)

Historic Byrdcliffe Artist's Studio ... is a classic cabin in the woods where theater companies were launched, cartoon characters drawn, and famous books written. Quiet & inspirational, perfect for artists, couples, close friends, and small families. A place to breathe fresh air & see the stars. Everyone is welcome!

Eagle Rock House

FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Eagle Rock House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space.

Charming Cabin on rushing stream

The charming cabin is a vintage 1940s cabin with a cozy wood burning stove, it sits on one acre of wooded land with a rushing stream for you to dip in. We are pet friendly , but do have a pet fee . Please ask. We have a one pet policy. New EV charger level 2 additional fee