Holiday rentals with a fireplace in Saugerties

Private Woodstock Getaway w Hot Tub

Relax in this cozy retreat on a private road. Snuggle up by the fire, play some records, relax on the sunny deck, or jump in the hot tub. Cook dinner in the fully stocked kitchen or grill on the deck and enjoy your meal in the screened in porch. The master bedroom has a king-size bed and quality linens, as do the other two bedrooms, one with a queen and one with 2 twins beds. Relax downstairs in the family room, watch a movie, or cozy up by the wood burning stove. Short drive to the town of Woodstock ! Close to skiing, hiking & swim holes! $50 extra for dogs. No cats. Use hot tub at your own risk. The whole home is yours except the garage remains closed. Always available if any issues arise, but not on the property. The house is set back on a private road. It's a genuine retreat, but still only a short drive from the shops and restaurants of Woodstock and Saugerties. Local hikes abound, and venture a little further to find swimming holes and skiing. If you have a small child, I suggest bringing a gate as there are stairs to the basement.

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.

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

40-Foot Container Cabin in the Catskills

*Click on our logo to see all four of our cabins. Cabin 2: Our RECENTLY renovated 40-foot container cabin - with a shower, A/C, and wood-fired hot tub - is set on a stream/waterfall and 20 acres of wilderness. Warm in winter and cool in the summer, enjoy the Solo fire ring on the deck, gas grill, La Colombe coffee, and hammock. The cabin is two hours north of NYC, with a refrigerator, Wifi, propane, furnace, and wood stove. Woodstock, Kingston, the Hudson River and hiking trails 15 min away.

Hits Adjacent | Pet Friendly | Caraway Cottage

Book your Hudson Valley getaway and prepare for all-season adventures and relaxation overlooking the Catskill Mountains. The cottage is centrally located, an ideal home base to explore, work, relax, and recharge. This 2 bedroom / 1.5 bathroom cottage sleeps 5 and is fully equipped so you’ll feel right at home. Only 1 mile to the hip and historic town of Saugerties, 15 min to Woodstock, 30 min to Hunter Mountain skiing, and all of the outdoors activities in the Catskills. Long stays welcome!

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.

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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.

Rustic & Cozy Cabin Saugerties- near Hunter Mtn

Our charming cozy cabin is your home away from home! Relax and reconnect with nature on lovely 3 acres with a peek at mountains to the west, neighboring pond views to the east. Large light and bright great room with high ceilings and skylights to view the night sky and fireplace to cozy up to when the chilly winds blow. The yard is fenced for dogs with firepit for S'mores. Cabin is located 10 minutes from downtown Saugerties and 15 minutes to Woodstock, Hunter Mountain, HITS.

Upstate Waterfront Saugerties Retreat-Near HITS

Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

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.