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Cabin 192

No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

Kapitan’s Cottage: Private Retreat with Salt Pool

A vintage rustic country retreat with two floors with modern amenities. 2BR, full & half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck w/ fire pit, BBQ & comfortable deck furniture. Summer Pool access and Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities, parks & Ski slopes.

Uptown kid/pet friendly yard, zoo, park & tennis

* Sunny Colonial, completely refurbished * Bright & airy with hardwood throughout * Across from Forsyth Park - walking trails, playground, petting zoo & tennis courts * Bring Rover - We love dogs & have a fully fenced-in yard * Fully equipped kitchen for family dinners * Central location to all Kingston amenities & 12 minute walk to historical Stockade District * 5-minute drive to public golf course (Wiltwyck Golf Club) * Fireplace, fire pit and BBQ * Family room in attic with foosball & games

Dog Friendly Hudson Valley Escape with Hot Tub

Welcome home! The unit in our fully renovated 19th-century colonial combines modern finishes with the historic charm centrally located in Kingston. This unit features a fully fenced-in backyard, you’ll find the following - Hot Tub - Fire Pit - Hammock - Grill - Outdoor Games If you’re looking to experience Kingston, you’ll be a short walk from some of the best the Hudson Valley has to offer! This is one of two private units that have been individually decorated and thoughtfully curated.

The Zen Den in Historic Rondout District

Escape to charming Kingston, NY and stay in the garden apartment of our historic brick home built in 1880. The womb like studio has heated clay floors and a floating cabin bedroom that will envelop and soothe. The private backyard with stonescaping and fire pit is yours alone to enjoy. Walk down the waterfront promenade to the Strand district with shops, restaurants, and museums, or drive to the surrounding swimming holes and nature trails of Woodstock, Rosendale, High Falls, and Saugerties.

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.

1904 Victorian | Walk to Uptown | Gas Fireplace

Historic charm, modern ease. Hightop House is a fully renovated 1904 Victorian just 2 blocks from Kingston’s Stockade District. 3 queen bedrooms, 2.5 baths, a renovated kitchen, fast Wi-Fi & a 32” monitor make it perfect for work-from-home retreats, milestone celebrations, or a basecamp to explore the Hudson Valley. Stroll to live shows at UPAC, craft beer at Keegan Ales, cafés, boutiques, and the NYC Trailways stop. <10 min drive to the waterfront, Ashokan Rail Trail & Hutton Brickyards.

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Villa Costello,

Welcome to our stunning loft apartment in East Kingston, a hidden gem nestled between the captivating Catskill Mountains and the glistening Hudson River. This location offers more than just a stylish place to stay. With historic attractions, a plethora of fun activities, and delectable dining options. your weekend getaway will be nothing short of memorable. Book your stay now and experience the beauty of East Kingston for yourself!