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The Ivy on the Stone

The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Uptown kid/dog friendly home w yard tennis & park

Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

Historical Walkable Stockade Retreat • c.1811

Capture a slice of Kingston's heritage in this historical frame home, built in 1811 by the sheriff for his daughter. Thoughtfully updated, the house retains beautiful period details like double-hung windows, Federal-style staircase, and decorative fireplaces—all paired with comfortable, contemporary furnishings. Family-friendly amenities make it a great spot for travelers of all ages. A charming house filled with character and history for you to enjoy—just be patient with her quirks!

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 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.

Dog Friendly Uptown Apt Near Stockade + Backyard

2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston only a short walk from the Historic Stockade District. Renovated in 2020, this 1-bedroom apartment is accented with vintage decor, indoor plants and has a huge backyard for your pup. Use the full kitchen or walk to the many restaurants in the Stockade. The expansive backyard includes a stone patio, outdoor table for dining, Adirondack chairs & hammock. Free driveway parking, WIFI, and Netflix!

Adorable Victorian in Kingston's Stockade District

Lovely Victorian home located in the heart of Kingston's Historical Stockade District. Walking distance to all necessities, this wonderful apartment sleeps four with one full bathroom and kitchen. There is a Master Bedroom with a king size bed as well as a pull out futon couch and a queen size sleeper bed available in the living room, with a room divider for privacy. There is a nice patio yard for outdoor dining with a little back porch for sitting in the summer.

The Wiltwyck 2 bedroom suite

A beautiful suite offering 2 bedrooms, kitchenette and private bath. You will love being able to walk to all of the restaurants, bars, shops, and museums the neighborhood has to offer. We are always happy to talk and give local tips and suggestions, and just ask if you need anything. The Wiltwyck is only a few blocks from the Trailways bus stop. Uber and Lyft both operate in the area making it super easy to get here from the Rhinecliff Amtrack station as well.

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.

Airy Two-Bedroom in a 1735 Stone Landmark

This two-story apartment is part of the Colonel Abraham Hasbrouck House, a registered landmark built in 1735 in Kingston's walkable Stockade District. Tall colonial Dutch windows light the hand-restored wide-board floors in the living room, and the renovated kitchen and dining nook look out on the backyard through a split Dutch door. Upstairs are two queen bedrooms and a modern bath with a heated towel rack. Dual-zone climate control and keyless entry.

Gorgeous and Expansive Uptown Kingston Loft

Located in historic Uptown Kingston, this space is conveniently located and exceptionally spacious. This two floor loft space is spread across 1600 square feet with rustic hardwood floors, two queen beds on separate floors, a full bath, kitchen, dining table and living spaces on each floor. Walkable to grocery, coffee, take out, park, bicycle rental, liquor store, all the essentials! Kingston STR License No. 016240.

Cozy Uptown Getaway

Perfect for the remote getaway, this cozy flat is located just two blocks from the heart of Kingston's Stockade restaurants, coffee shops, and stores. This cozy one bedroom/one bath apartment has an open living area, fully-equipped kitchenette, amazingly comfortable queen pillow-top mattress, and a pull-out sofa. This second floor unit includes a dedicated off-street parking spot and use of a shared washer and dryer.

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.