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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.

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.

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

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" 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

Pet Friendly Cabin Doh-Ray in Woodstock

This is the real Woodstock - the mountains and the town right nearby. 5 minutes to The Cub for coffee and breakfast sammies. 7 minutes to the Village Green. Eat out or grill dinner here. Go for a swim or hike then hang out in the screened-in porch and catch a glimpse of the local bears and deer. 2,3,4 or 5 night minimum stay depending on season. Pets welcome. Incredibly stocked kitchen- 2 ovens. Wifi, HDTV w Apple TV, cable, Netflix, Amazon. Two bedrooms w AC, a couch and a twin xl blow up bed.

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.

Breathtaking Catskill Retreat Lake Views Hot Tub

Location is everything! Just a couple of miles from Woodstock village on a quiet dead-end road. Ashokan Reservoir views are spectacular on this road. It is pet-friendly, but additional cleaning fees are charged. This beautiful contemporary/rustic makes the perfect serene retreat. The home was recently fully renovated with attention to detail and a unique flare. Nestled in the trees, in the summer,. The inside is stunning: bright and airy with huge windows letting in light. So Special!

The Carriage House: Garden Apartment

We offer a private 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!

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.

Luxury+firepit+stream+walk/town=Brook Cottage Too

Brook Cottage Too occupies the west wing of a newly-renovated 1928 Woodstock artist’s cottage featuring: oversize north-light windows; skylights; 1 bedroom w/king bed; spa-like bathroom; newly-remodeled kitchen; fire stove; bluestone patio w/gas grill + firepit; AC. Ideally located at the end of a private lane on a spacious shared property bordered by a year-round stream + conservation land. Immaculately clean + available for long-term rentals, as well as short-term stays.

Relax on the Ridge - 2 miles from Woodstock

Stay and relax in a private guest house on a 5+ acre picturesque property overlooking historic Woodstock, N.Y. The cottage is nestled away high on a private road in a quiet country setting, yet conveniently only 2 miles from Woodstock and 10 miles from Phoenicia! Relax on the grounds while watching our Kiko goats—drive into town to enjoy shops, restaurants, & the unique artistic culture of Woodstock—explore the many beautiful trails that the Catskill Park offers.

Cozy forest luxury cabin

This winter enjoy the falling snow in your own private forest at 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.