Discover the ultimate winter escape with this handpicked collection of 20 holiday-ready Airbnb getaways near NYC. Perfect for cozying up during the festive season, this curated list highlights the best of the Tri-State area and beyond, ranging from...
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π‘ Cozy Cabin
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π Stunning Alpine A-Frames
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π Converted Barns & Architectural Marvel
π‘ Cozy Cabin
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A breathtaking, hand-built cabin close to Woodstock. Perfect for a cozy winter morning sipping wine by the indoor fireplace amidst freshly fallen snow.
Timberwall Ranger Station
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The ultimate winter wonderland escape. It features a rustic-modern wood stove inside and a cedar hot tub outside for stargazing.
Kaaterskill Falls Cabin Vacation Rentals
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An enchanting stream-side mountain cottage just 2.5 hours from NYC, perfect for an isolated holiday tech-detox.
The Mill House: An Enchanting, Stream-Side Retreat
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A secluded forest getaway featuring a historic 1920s stone fireplace, a babbling creek right off the deck, and easy access to Belleayre Mountain skiing.
Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax
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A cozy, off-the-grid minimalist cabin tucked onto 78 acres of peaceful farmland just over an hour outside the city.
127 Cabin Co
π Stunning Alpine A-Frames
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One of the most famous mid-century design stays in the Catskills. Features a chefβs kitchen, floor-to-ceiling windows, and a sleek minimalist aesthetic.
Black A-Frame: Catskills Cabin
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A designer treehouse-style A-frame with a private sauna retreat, geometric architecture, and heavy holiday string-light ambiance.
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
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Located just across the NY border in the Poconos region, this romantic architectural hideaway features a private hot tub and an outdoor fire pit.
The Cedar A-Frame | Hot Tub | Firepit | Fireplace
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A drive north from the city, offering a retro holiday card feel with a striking brick central fireplace and gorgeous snowy mountain views.
A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow
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A modern, pet-friendly geometric cabin loaded with group amenities like an outdoor fire pit, hot tub, and private styling details built for holiday family trips.
Sojourn Chalet
π Converted Barns & Architectural Marvel
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A top-tier luxury retreat on 10 private acres. Includes a dedicated "spa wing" boasting a saltwater hot tub with panoramic mountain views and a dry sauna.
Catskills, secluded, a renovated 1840s Barn w/SPA
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A massive, beautifully styled barn-to-home conversion that accommodates up to 8 guests. Perfect for a ski holiday weekend with friends near Hunter Mountain.
The Barnhouse - Ski House near Hunter and Windham
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Looks straight out of the movie The Holiday. A massive 250-acre property featuring private horse stables, a fieldstone fireplace, and a hot tub.
Cozy Stone Cottage | Horses,Pond,Hot Tub,Peloton
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A gorgeous open-plan loft on a 4-acre property with private walking paths along a flowing creek, custom woodwork, and a great outdoor fire pit.
Airbnb in Upstate New York, The Barn in Tivoli
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An inverted luxury architectural marvel. The kitchen and living room are on the top floor, providing jaw-dropping holiday sunset views over the Berkshire Mountains.
The Hudson Lookout: A Modern Watchtower w/ Sauna and Mountaintop Views
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A classic farmhouse with exposed beams, a professional cooking kitchen, and a cozy private movie screening room downstairs.
Farmhouse Secluded Under 10 mins to Hudson NY
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A chic, curated town property within walking distance of the elite shops and restaurants on Warren Street.
Maison: French-Inspired Vacation Rental in Hudson New
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A classic chalet cabin with cedar walls and a striking spiral staircase. Filled with curated flea-market finds for a nostalgic holiday aesthetic.
Groovy Chalet: Cool Mid-Century Mountain Digs!
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A striking 1970s modern mountainside home featuring southern exposure windows and a wraparound balcony deck.
The Balsam Mountain House
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Boasting 10-foot ceilings and a massive loft balcony, this cozy woodland house