Family-friendly vacation rentals in Kingston

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

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.

Antique Uptown Charmer w/ Five-Star Modern Kitchen

The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

Elegant Kingston Townhouse | Walk to Hot Spots!

Nestled in the esteemed Historic Stockade District or Uptown, this stunning townhouse offers the perfect blend of convenience and charm. Immerse yourself in the vibrant atmosphere of Kingston as you stroll to local favorites like Rough Draft Bar and Books, Kingston Bread, Stockade Tavern, Chleo, and so much more. Located just a short drive from hiking, swimming holes, skiing and more, the house is also the ideal jumping off point for discovering all that the Hudson Valley has to offer.

DeMew Place

Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

Fresh & Charming Private Uptown Apartment

Welcome to our inviting and light 2-bedroom apartment in uptown Kingston. The location is a walker's paradise with the best of the historic Stockade district just a stroll away, and is well-situated to explore the Hudson Valley and the Catskill Mountains. Comforts include a leather sectional sofa, Roku SmartTV, HD projector, dishwasher, deluxe bedding for a dreamy night's sleep, blackout curtains, a sound machine, and two armchairs on the front porch.

Tangerine Dream~king suite/ perfect for two

You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

Historic Strand House - Unit 3 Forst Suite

Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.

Historic Uptown Home, Cedar Sauna, Walk Everywhere

Our beautiful 1840's Greek Revival is ready to be your home away from home during your stay in Kingston. Recently renovated and updated with modern amenities, this historic home retains much of its charm and comfort. It's conveniently located a short walk away from great restaurants, shops, outdoor activities and historic landmarks.

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Right in Kingston's historical Stockade District, this garden-level apartment blends original 18th-century decorative features like dutch doors and a large stone hearth with modern amenities like a washer/dryer and easy keyless entry. It's part of the Colonel Abraham Hasbrouck House, a registered historical landmark built in 1735.