Vacation Home Rentals By Owner In Kingston, NY

Welcome to The Loft, located on the third floor of the historic Abeel House. Constructed in the 1850's, the Abeel House has been thoughtfully refreshed to welcome visitors for the first time in its history.brbrThe Loft is a bohemian style open concept with a spacious living room, separate sleeping area, renovated bathroom, and full kitchen. The apartment is filled with natural light from the windows overlooking Rondout Creek. The Loft has one queen bed, one bathroom with a shower and dedicated heating and cooling. This is the third floor of a duplex home and is accessed via a private entrance on the back of the house.brbrThe entrance is accessed by a full flight of outdoor stairs. There are two additional small sets of steps along the path to the staircase.brbrThe Abeel House is located next to Rondout Creek and at the base of the Wilbur Bridge. The bridge does still see regular freight train traffic, providing a periodic reminder of Kingston's importance as a transportation hub in early America.brbrThe Loft includes many modern amenities and comforts, but as with any old home, it has its own quirks.brbrResidence One occupies the first two floors of this duplex home and is available to rent separately and may be occupied. brPlease contact me for inquiries about booking the entire home

Bohemian style open LOFT

Kingston, New York, United States

Bed

Bath

Sleeps

$525.28

Nature Meets Comfort in KingstonbrWelcome to your peaceful Kingston retreat, where wooded surroundings meet modern comfort. Nestled near Bluestone Wild Forest, this spacious home offers the perfect balance of nature, privacy, and easy access to town — ideal for families, friends, or anyone looking to unwind in the Hudson Valley.brbrThe SpacebrThis thoughtfully designed home offers plenty of room to spread out and relax. With comfortable sleeping arrangements, multiple gathering areas (including 2 indoor fireplaces and 2 outdoor fire pits!), and a warm, inviting layout, it’s easy to feel at home whether you’re staying for a weekend or longer. We also love to cook and have plenty of cooking appliances in our large open kitchen!brbrSleeping & ComfortbrSleeps up to 12 guests comfortably. Ideal for families, couples, or group getaways. Quality linens and bedding for a restful night’s sleepbrbrLocation HighlightsbrMinutes from Bluestone Wild Forest for hiking and nature walks. Close to Uptown Kingston, shops, restaurants, and culture. Easy drive to Woodstock, the Catskills, and Hudson Valley attractions

Nature Meets Comfort — Spacious Kingston Home in Bluestone Forest

Kingston, New York, United States

Bed

Bath

Sleeps

$390.91

Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stayed in an Arts and Crafts house, here's your chance! Steps from soothing waterfalls, our enchanting house sleeps up to six and features two full luxury bathrooms and a modern kitchen. Fall asleep under skylights, unwind in the jacuzzi tub, and enjoy coffee (or yoga!) on the deck. Explore the nearby Catskill mountains, quirky shops, breweries, and farm-to-table restaurants.

Cozy Cottage between Kingston & Woodstock: Outdoor Deck, Firepit, Skylights

Kingston, New York, United States

Bed

Bath

Sleeps

$700.0

“Classically American” in its design, this family home in Woodstock is very flexible. The main house + attached apartment sleep up to 11 adults. In total, 5 bedrooms, 4 baths. Apartment has its own kitchen and laundry. Too much space Main house sleeps 7 adults and comes with a discount--please contact us. Large family gatherings are very popular here. And in the warmer months, there is a very special pool/pond.brbrBoth the main house and the apartment have their own laundry facilities. The spacious deck off the main-house kitchen is great for outdoor cooking on the gas grill, and the large backyard is wonderful for playing. The man-made natural pool pond is wonderful for swimming during the summer months, and beautiful to look at any time of year. The pool/pond is lined, fresh water, filtered by special plants. No chemicals at all. The black liner absorbs a lot of sun, and the pond is heated naturally that way.brbrNOTE: Price quoted is for both the main house and apartment. Main house only is less. brbrIf you're here during the winter, you can enjoy the cozy woodstove in the dining room, safe and snug as you drink your morning coffee looking out into the woods to spot wildlife, and to watch the snow fall on the pond. The backyard is big, a perfect place for building your best snowman ever!brbrThe name of our property—Shanti Neer—means place of peace. It is a serene and spacious 2+ acre property. This house is conveniently located. It is less than 10 minutes from Woodstock, 12 minutes to Saugerties, and about 12 minutes to Kingston as well.brbrAll hardwood floors downstairs and new bamboo floors upstairs. In the main house, bedrooms are all upstairs and include two queen bedrooms and a bedroom with two twin beds, each with special new non-allergenic, soy foam mattresses. The fourth bedroom has a new, full-size, sofa-bed plus a desk for anyone with work to do or a book to write! Master bedroom and bathroom are en-suite, and there is a second full bathroom upstairs in the hall. A third full bathroom is on the first floor.brbrThe colorful country kitchen has everything you need to make the best cup of coffee or cook up a storm, and it is laid out so that more than one cook can enjoy it at the same time! New appliances include a gas range top, double electric ovens, microwave, etc. The 28-ft open-plan kitchen/dining room is bright and airy and includes a table that seats 6 - 10. All ready for family breakfasts, a down-home meal, a sophisticated dinner party or a special celebration!brbrIt’s an easy few steps round the brick wall divider into to the welcoming living room, where everyone can comfortably sink into sofas to chill-out, talk, read, snooze or savor!brbrAnd a few steps from there, an inviting East-meets-West TV room/den boasts a stunning oriental carpet, embroidered pillows and hand-woven throws strewn over the love-seat and sofa. A new Samsung 46” TV is tucked away into a handsome Chinese cinnabar-red lacquer cabinet. Books and games are stashed on shelves for you to enjoy and peruse.brbrAll on the first floor, the apartment is a one-bedroom with a queen-size mattress. In the living room we have also provided a top-quality, comfortable pull-out couch that is queen-size also. There is a full bath, and a comfortable, well-equipped eat-in kitchen with dining space for at least 4.brbrThe property is amazingly flexible. Plenty of space in the common areas, and plenty of space for privacy as well.brbrThe following amenities are provided for you whether you rent the main house, the apartment, or both:brPool/pondbrGas cooktopbrDouble electric wall ovensbrMicrowave brDishwasherbrCoffee makerbrElectric tea kettlebrToasterbrWeber outdoor gas grillbrLandline telephonebrCablebrWiFibr46” flat screen TVbrDVD playerbrRadiobrWasher and DryerbrIron (and ironing board)brHair dryerbrWe also supply:br Bed linensbr Towelsbr Shampoobr Soapbr Paper towelsbr Toilet tissuebr Kleenexbr Salt & pepperbr Cooking oilbr Housekeeping is an option. Just contact us to arrange for it.brbrbrWe require that the signatory guest be at least 28 years old.brbrSETTING: Nestled in the woods on the edge of Woodstock, you are less than 10 minutes from the center of the town of Woodstock. But you are also just about twelve minutes away from Saugerties for great antiquing and HITS! And if you have Mall withdrawal, a fifteen-minute drive will take you to Kingston for suburban shopping, or a quaint visit to the Stockade Area where the original capital of New York State was actually placed!brTHINGS TO DO: Woodstock, the original Colony of the Arts, is on the threshold of the 700,000-acre Catskill State Park, where a farming community settled by the Dutch in the 17th century found a way to accommodate all those crazy artists that arrived in the early 20th century. The beauty of the Catskill Mountains inspired the Byrdcliffe Art Colony, became the summer home of the New York Art Students League, and gave rise to the Maverick Concert Hall. There is more to do here than you can imagine! brThere are great restaurants and cafes boasting international cuisine as well as American, boutiques, antique stores, health-food stores, an art store, a movie house, two book stores, an exceptional shoe store, and the best hardware store in the world. And, of course, you can visit Byrdcliffe and The Woodstock Artists Association and Museum, or you can hear great chamber music in the woods at Maverick. brNearby you will find golf, horseback riding, hiking, fishing, tennis, river walks and even river dips, bike rentals, sledding and snow-shoeing. Check out galleries, the week-end flea market, mid-week farmer's market. And as you'd expect in Woodstock -- there’s a wide selection of yoga, massage, Pilates, Reiki, and Qigong, not to mention spa services. If esoterica is what you are after, psychic, tarot and astrological readings are of course always on offer! For fun, join the Sunday afternoon open drumming sessions on 'the village green' right in the center of town. You'll also find places of worship of many denominations: Catholic; Jewish; Christian; Hindu; Buddhist—Zen and Tibetan, plus several different spiritual retreat centers.brWe invite you to come see for yourself and greatly look forward to welcoming you!brbr**For your own peace of mind, please purchase Trip Insurance.**

LARGE COZY HOME Pool/Pond! 5 Br., 4 Baths. Sleeps 11, Pvt. Quiet, Grill, Firepit

Kingston, New York, United States

5

Bed

Bath

11

Sleeps

$528.0

Tucked away on a private wooded road, you'll find this hillside retreat. The house is perched on the ridge, obscured by trees from the hustle of daily life, and surrounded by wildlife. Open floor plan with a chef's kitchen for a spacious feel inside, and a huge backyard with hanging lights and several porches help you get immersed in the outdoors. Despite the serenity, it is conveniently located to anything you might need (within 10 mins to all major shopping centers) and to all the activities the Catskills has to offer - a short drive to the quaint towns of Kingston (10 mins), Saugerties (13 mins), Rhinebeck (13 mins), and Woodstock (20 mins).

Getaway in the woods, steps from quaint towns

Kingston, New York, United States

Bed

Bath

Sleeps

$1241.67

SUMMER IS HERE AND OUR POOL IS OPEN!!!brEnjoy our private Hilltop Oasis, the perfect place to relax with family or friends.brbrEscape to a spacious 4 bedroom home just 90 minutes from NYC. Nestled atop a PRIVATE hill on 7 acres, this home boasts a HEATED POOL, NEW HOT TUB, large walkout deck and cozy fire pit. Outfitted with 3 living spaces and family-friendly amenities, the home can comfortably accommodate up to 10 guests. brCreate unforgettable memories in this serene getaway!brbr*** Highlights:br• Heated in-ground saltwater poolbr• Newly installed HOT TUBbr• Large walkout deck with breathtaking forest views, BBQ grill and outdoor table for diningbr• Cozy fire pit area for stargazing nightsbr• 3 living spaces for ultimate relaxationbr• Gourmet kitchen for culinary adventuresbr• Family-friendly home with crib and toysbr• High speed internt for WFH and streamingbrbr*** The Space:br• Comfortably sleeps 8 (max 10) in 4 bedroomsbr• 2 full bathrooms , washing machine and dryedr.br• 3 living areas for guest gatherings or quiet timebr• Fireplace and 2 wood burning ovensbr• Lounge seatingbrbr*** Indoor Diningbr• Expansive kitchen br• Dining room with table that seats up to 12 peoplebr• Kitchen has place settings for 12+ guests br• Fully stocked kitchen for a comfortable stay: Oven, microwave, 3 coffee machines, electric kettle, cooking pots and pans, cooking utensils, knife block, baking ware.brWe also provide: oil, salt, pepper, sugar and some spicesbrbr*** Spacious seating areas for gathering and entertaining:br• Romantic lounge and bar accompanied with a LG 43 inch smart TV. can turn into a 5th bedroombr• Music room with a wood fireplace, record player, and board gamesbr• Spacious and bright living room with a woodland view, library, and a Samsung 60-inch smart TVbrbr***Bedrooms: br#1 King bed, sofa, big closet and dedicated work spacebr#2 Queen bed, big closet br#3 King bed, dedicated workspace and private lounging areabr#4 Queen bedbr#There are two double folding mattresses and two single folding mattresses available. These can be set up in any of the common areas or added to bedrooms that are spacious enough to accommodate an extra bed.br#1 pack n' play is provided (infant sleeping unit)br#For our littlest guest we have toys, games and books.brbr***Fireplacesbr• Kitchenbr Woodstove in the music roombr both are available for use during winter seasonbr• Fireplace in bedroom #3 is not for use.br• Most gas stations in the area sell firewood brbr*** Pool (summer season only):br• In ground 16'x35', 8' at deepest, 3.5 at shallow.br• fully fenced and gatedbr• Saltwater heated pool - heat is set to about 80 degreesbr• Deck has lounge seating, 10ft dining table and gas BBQbrbr*** Location, Location, Location:br• 20 minutes from hip Woodstockbr• 10 minutes to grocery stores, shops, restaurants, and barsbr• Close to farms, parks, hiking trails, ski resorts, and river tubingbrbrPerfect for:br• Family getawaysbr• Friend reunionsbr• Remote work retreatsbr• Romantic escapesbrbrbrIMPORTANT:br• During snow season you will need a vehicle with AWD/4WDbr• Driveway will be plowed when there is 6 or more of snowbr• A shovel will be provided if neededbrbrFor rentals exceeding 10 days, we kindly request that the property's cleaning staff comes once every 10 days for routine cleaning and upkeep. This cleaning service is provided at no additional cost to you.brbrThe pool is closed and will reopen in summer season May 2026. Please check with us before booking dates outside of this range.brbrParking is available for up to 8 cars. Feel free to park your vehicles comfortably during your stay!brbrOur property is located on a hill and there is approximately 800ft of private road to access the house.brbrbrImagine waking up to birdsong, taking a refreshing dip in the pool, grilling on the deck as the sun sets, and ending your evening around the fire pit. This is your chance to create unforgettable memories in the heart of the Catskills!brbrBook now for an enchanting stay that combines luxury, nature, and convenience

Private Hilltop Getaway In Catskills

Kingston, New York, United States

4

Bed

Bath

12

Sleeps

$876.54

Escape to Mountain Rock—a light‑filled contemporary farmhouse tucked amid five private acres of pines along a rock ledge. Vaulted ceilings, window‑wrapped walls set the stage for an airy 4 bed / 4 bath retreat where sleek design meets Catskills warmth. Craft brunch in the chef’s kitchen, linger over long dinners at the live‑edge table, then stargaze on the deck or toast s’mores by the fire pit. Thoughtfully curated furnishings and hotel‑quality linens promise comfort; nature does the rest.brbrUnder 2 hours from NYC, Mountain Rock is officially located in the Town of Kingston, 10 minutes from Kingston’s Stockade District and farmer’s market, 15 minutes from the vibrant historic waterfront—and even nearer to the charming hamlets of Stone Ridge, High Falls, and Rosendale.brbr NYC 2 hoursbrStone Ridge 5 minutesbrHigh Falls & Rosendale: 5 milesbrKingston/Stockade: 8 milesbrKingston/Waterfront: 10 milesbrMohonk: 13 milesbrNew Paltz: 13 milesbrGunks: 15 milesbrAshokan Reservoir: 15 milesbrWoodstock: 15 milesbrRhinebeck 17 miles (Amtrak)brHunter: 37 milesbrBelleayre: 42 milesbrbrOther amenities:brbr➪ Professionally Managed and Designedbr➪ Coffee makerbr➪ Heating + ACbr➪ Self check-inbr➪ Long-term staysbrbrProvided with the house:brbrbr➪ Pelotonbr➪ Yoga mats/spacebr➪ Foosballbr➪ Towels, washcloths, makeup towels, and hand towelsbr➪ Bedsheets: 300 thread count cotton, blankets, comfortersbr➪ Organic Public Goods Toiletriesbr➪ Organic Hand Soap/Lotion at the bathroom sinkbr➪ Toilet paper in all restroomsbr➪ Paper towels in the kitchen areabr➪ Pots/pansbr➪ Glasses (Wine + Water)br➪ Platesbr➪ Kitchenwarebr➪ Kitchen set: hand towel, dish detergent, spongesbr➪ Coffeebr➪ Salt, pepper, and spicesbr➪ Flashlightbr➪ Umbrellabr➪ Trash bagsbr➪ Board gamesbr➪ Crib & Pack 'N Playbr➪ We left several items in the pantry that are free for guests to use. :)brbrPet rule:brbr➪ Cats are not allowedbr➪ 1 well-behaved dog (under 50lbs) allowed upon request *Pet fee appliesbrbrGuest AccessbrbrYou’ll have exclusive use of the entire property—make yourself completely at home. A car is required for access, and in winter, we strongly recommend a 4×4 or all‑wheel‑drive vehicle to navigate the steep driveway with ease.brbrGuest ServicesbrbrProfessionally managed by Manage This Home (@managethishome)brDedicated support, 9 AM – 10 PM dailybrPersonal concierge via text or email for insider tips, reservations, and any special requestsbrYour comfort is our priority—just let us know what you need, and we’ll take care of the rest.brbrOther details to note:brbrKind reminder: Mountain Rock is a private home, not a hotel—please enjoy it with the care you would your own. If any issue arises, we’ll respond swiftly, though no staff reside on‑site 24/7. For insurance purposes, all guests must sign our rental agreement before arrival; a sample appears under “Additional Rules.”brbrSTR-F License # 015148

Mountain Rock: Privacy, BBQ, Firepit, Game Room

Kingston, New York, United States

Bed

Bath

Sleeps

$284.67

This newly renovated vintage cottage is perfectly appointed in an amazing location… minutes to Rosendale’s eccentric main street street and just 10 of minutes to Kingston, Accord, Stone Ridge and High Falls hamlets 90 min from NYC.brbrOne of two side by side 1930’s era cottages we’ve named “Bonnie and Clyde”. Offers 2 cozy bedrooms, full bath, a sun filled spacious living area, gourmet kitchen and a secluded deck for al fresco dining. Very close to many hiking trails and lakes.

The hideout ... A cozy Catskills cottage

Kingston, New York, United States

Bed

Bath

Sleeps

$798.74

pDiscover Ruby Blue - your 5-bedroom modern farmhouse in the Catskills. Only 10 mins from Kingston, Saugerties, Woodstock, Rhinebeck & 2 hrs from NYC. Experience peace, quiet, and nature's beauty surrounded by state forest. Perfect for family/friends getaways - near hikes, wineries, orchards & farmer's markets./pbrbrpThe house is laid out on two floors, with the main kitchen and dining area upstairs and the secondary downstairs.The backyard is equipped with a large ground patio, expansive fire-pit, and brand new 6-person hot tub. /pbrbrpUPSTAIRS:/pbrbrpKitchen: Fully-stocked modern kitchen with stainless steel appliances and gas stove has a large butcher block island with two barstools for a first-hand view of the chef at work. The coffee bar is sure to impress coffee and tea enthusiasts with it’s top notch espresso machine and tea options. Lastly, a long farm table with seating for up to 10 people is sure to be the center of memories made./pbrbrpLiving Space:A large seating area around a gas fireplace in the living space on the main floor, with two large picture windows looking out toward the forest./pbrbrpMASTER ROOM: At the end of the hallway is the master bedroom featuring a king-sized bed with wood-paneled walls and an en-suite fully renovated bathroom with a walk-in shower./pbrbrpOTHER ROOMS: The other two bedrooms on the main floor include one with a queen bed and another with a bunk bed and single bed - this room also has a number of activities (toys/books/play kitchen/teepee) for Children. Both rooms share a fully renovated bathroom with a tub/shower./pbrbrpLOWER LEVEL:The lower level includes an open living space with another lovely and colorful living room with entertainment area. A dining table with seating for up to ten is set beside the second scaled-down kitchenette with all the accoutrements for preparing an easy meal or brewing coffee without heading upstairs.On this lower level, there is an additional two bedrooms, both queen-sized. They share a fully renovated bathroom with a dark tiled walk-in shower./pbrbrpWe also have a 75” TV and sound system where you can come together during a cold or rainy day and watch your favorite movies on a large inviting sectional. /pbrbrpDECK AND OUTDOOR SPACESOff the upper floor, a large deck with a wonderful long wood dining table, a pair of chaise lounges, and a gas BBQ grill, all overlooking the back yard and out toward the woods, has all the makings of a super summertime hang. The backyard is equipped with a large ground patio, expansive fire-pit, and brand new 6-person hot tub. /pbrbrpThere’s a huge amount to do right on your doorstep, with Kingston and all its lovely shops and eateries just 10 minutes away. The buzzing arts and music scene in Woodstock is also under 15 minutes away. And the stunningly scenic Ashokan Reservoir with its amazing rail trail is also only 12 minutes’ drive. When it comes to location, you couldn’t be in a more central place to explore the best of the Hudson Valley and Catskills./pbrbrpKID FRIENDLY ACTIVITIESThe house is very close to Forsyth Nature Center with 24 animal exhibits and a dozen gardens that contain a variety of native flora local flora and fauna, Clover Brooke Farm where you can see Alpacas, Goats and other animals, the Kiwanis Ice Arena for ice skating, skiing in Hunter, Burger Hill for sledding, Kelder's Farm, among many other activities in the area./pbrbrpAll areas of the house can be accessed except for those doors which have numeric locks - please do not try to access those doors as they are strictly for the cleaning crew and hosts./pbrbrpAt Ruby Blue you'll be staying in a remote part of Kingston where you will be just minutes away from all the main attractions of the Hudson Valley but be able to relax in complete privacy. The house borders the BlueStone Wild forest where you'll be able explore or just sit back and enjoy on our raised deck which looks directly into the lush surroundings./p

5 BR Kingston Family Retreat

Kingston, New York, United States

Bed

Bath

Sleeps

$493.92

Luci’s House is a modern 3BR, 2.5-bath home in Kingston, NY that comfortably sleeps 6. Ideal for families and small groups, spacious with a game room, fenced yard, and easy access to HITS, Rhinebeck events, Catskills and Hudson Valley attractions.brbrHome Highlightsbr• 3 bedrooms | 2.5 bathrooms | Sleeps 6br• Primary suite with private balcony and spa-style ensuite bath (walk-in shower + soaking tub)br• Fully stocked kitchen with cookware, serving dishes, and meal essentialsbr• Quality mattresses, linens, split-units in every room.br• Game room with air hockey, ping-pong, projector, board games, and puzzlesbr• High-speed WiFi for streaming or remote workbr• Washer/dryer with detergent providedbr• Private fenced backyard (pet-friendly)br• Outdoor fire pit and BBQ grill with dining areabrbrWhether you’re planning a family vacation, ski trip, competition weekend, or extended Hudson Valley stay, the home is designed for comfort and convenience.brbrJust 90 minutes from NYC:br• 7 minutes to Uptown Kingston (restaurants, coffee shops, galleries, shops)br• 15 minutes to Saugerties (HITS, Diamond Mills, Esopus Creek)br• 18 minutes to Rhinebeckbr• 20 minutes to WoodstockbrbrNearby activities include hiking and rail trails, skiing and snowboarding, waterfalls and swimming holes, fishing, breweries and wineries, farm markets, art galleries, and local festivals. Need recommendations We have plenty!brbrPerfect for HITS Families & Event StaysbrLocated just 15 minutes from the HITS Horse Show grounds in Saugerties, this home is an excellent option for equestrian families and multi-day competitors. After long show days, guests appreciate the quiet setting, full kitchen for easy meals, on-site laundry for show clothes, and comfortable space to recharge.brbrAlso convenient to Rhinebeck events, seasonal festivals, and Dutchess County Fairgrounds.brbrPrime Hudson Valley LocationbrbrEasy Transit OptionsbrTrailways Bus service is available into Kingston, and Amtrak arrives in Rhinecliff. Uber and local transportation options are accessible from both locations.

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

Kingston, New York, United States

3

Bed

Bath

6

Sleeps

$220.66

Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious brand new Tiny house tucked away on a peaceful dead street on our 13 acres bluestone property located 10 mins from Woodstock and Kingston.You will be steps away from waterfalls on the creek ,nature trails and a myriad of flora and fauna,sleeps up to 6, masterbedroom and loft has queen beds,loveseat with full bed, one bathroom with shower and updated regular toilet . The house comes with fully equipped kitchen with coffee maker, coffee and tea and creamer,fully refrigerator,gas stove with oven , pots and pans ,blender and toaster and all utensils.Outdoor gas grill with gas provided.Very centrally located 10mins to Woodstock for shows at Levon Helm ,Bearsville performance center,Woodstock playhouse,Marvrick center for music and art center and many Art galleries.Lots of walking and hiking trails around nearest is 1,5miles Bluestone forest preserve,Ashokan rail trail ,overlook and many others around.Enjoy firepit outside with fire wood provided and enjoy gazing at star while roasting marshmallows.Lots of breweries around Keegan ales, Blue dot in Kingston. We are 30mins from the famous Phenicia dinner. For those who love skiing we are at the foothills of the Catskill Mountains Belleayre and Hunter Mountains are 40mins drive away and they also have panoramic views of the Catskill mountains using their skii lifts in the summer and fall.

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston, New York, United States

Bed

Bath

Sleeps

$1283.67

Welcome to Gallis Hill House!brbrThis property is a peaceful and sprawling Kingston retreat, located close enough to all the attractions the Hudson Valley has to offer but far enough away to enjoy all 10 peaceful acres.brbrEquipped with a pool, BBQ, hot tub, gaming room, wet bar and ample parking, you'll have everything you need and more while staying in your home away from home.brbrThe spacebrGallis Hill is a high point on the Ashokan Ridge that has historical significance as on old watchtower location.brbrGallis Hill House is a 5,300 SF south-facing home that’s surrounded by 10 acres of sprawling woodland. It has 5 roomy bedrooms and 3.5 baths.brbrWhen you arrive at the home, you’ll drive up a scenic tree-lined driveway then park near the front entrance. When you open the front door, you’ll see spectacular windows on the other side of the large open living room, looking out into the woods beyond.brbrThe charming living room includes a fireplace, large picture windows and 20’ ceilings. There’s also a large (and cozy!) leather sectional sofa and a 75” TV…perfect for movie nights!brbrThe western wing of the home has 4 bedrooms including:brbr- Two king bedsbr- Two queen bedsbrbrThe luxurious king bed suite has high ceilings and a gas fireplace (with remote control!) with views of the pool and beautiful woodland beyond. It also has an ensuite bathroom with a 2-seated bathtub and walk-in shower.brbrThe western wing also includes 3 more bedrooms, a hot tub, spa room, bathroom and a comfortable work space.brbrThe eastern wing of the home has a large kitchen featuring granite countertops, an island with bar stool seating, tons of cabinet space and well appointed cooking appliances and accessories. You’ll be able to whip up some gourmet dishes in this kitchen for sure.brbrThe eastern wing also includes a dining room (overlooking the pool) and a furnished sunroom with large screened windows on 3 sides. You’ll love hanging out in this room on summer days and nights, playing your favorite tunes for everyone on the JBL bluetooth speaker. This room is also a lovely place to have coffee or greet the sun with some morning stretching.brbrAs you go downstairs, you’ll see another living area that’s the perfect place to entertain. You’ll see a wet bar, pool table, ping pong table and a “Banksy-inspired gaming room” with a giant 5 foot Chill Sack beanbag and 2 leather sofas.brbrThe downstairs also includes a 5th bedroom, another bathroom and a small home gym. Everything is tied together in a spacious open floor plan.brbrThere are a total of 5 bedrooms (3 queen and 2 king) that sleep up to 10 people. If you have 11 or 12 guests, then we can provide an air bed or a single cot in the gaming room.brbrThe outdoor space is perfect for some quality relaxing time with friends and family – including a swimming pool (open each year Memorial Day through Labor Day), chaise lounges, hot tub, gas-powered BBQ grill and an outdoor dining area.brbrYou are only:brbr- 9 minutes to the Stockade District in Kingstonbr- 15 minutes to Woodstockbr- 19 minutes to Saugertiesbr- 43 minutes to Belleayre Ski Mountainbr- 45 minutes to Hunterbr- 52 minutes to Windham MountainbrbrWhen you're finally ready for bed, you'll find that each bed is luxuriously outfitted with cotton sheets, an alternative down duvet and 4 alternative down pillows. brbrOne of the best parts You may see some beautiful creatures like beavers, deer and rabbits while you're staying at the house -- whether you're outside exploring the woods, or inside looking out the large picture windows.brbrDo your friends, family and yourself a favor and come enjoy this breathtaking property and all it has to offer!brbrGuest accessbrYou will be provided with an entry code for the front door. The code will work during your stay, and will give you private access to the entire property.

Spacious hilltop getaway on 10 acres -Gaming room, hot tub, close to all!

Kingston, New York, United States

5

Bed

3

Bath

14

Sleeps

$383.21

Summary:brbrWelcome to Maplewood Meadow, a fully renovated cape-style home just 2.5 hours from NYC, and minutes to Kingston! brbrbrbrThis charming 3-bed, 2-bath retreat offers cozy interiors, a warm fireplace, a modern kitchen, and a dedicated workspace. Step outside to unwind in the hot tub or take in the serene meadow views from the backyard. With Belleayre and Hunter Mountain just 40 minutes away, it's an ideal escape for winter sports enthusiasts.brbrbrbrNearby towns: Kingston (5 mins), Woodstock (20 mins).brbrbrbrThe Space:brbrThis beautifully renovated cape style home showcases a blend of modern convenience and traditional charm across its 3 bedrooms and 2 bathrooms. Upon entering, you'll immediately notice the meticulous attention to detail and a warm ambiance that envelops the entire space.brbrbrbrThe living area serves as a tranquil oasis, centered around a fireplace that invites you to create cherished moments. The oak hardwood floors, freshly refinished, add to the welcoming atmosphere, complemented by abundant natural light streaming through. Throughout the home, literary delights invite you to escape into another world.brbrbrbrThe open kitchen layout ensures seamless flow, featuring new appliances, ample granite counter space, and stylish cabinetry. It's a perfect space for both culinary enthusiasts or just enjoying a relaxed morning coffee.brbrbrbrAfter a day out exploring the town, retreat to 3 comfortable bedrooms. The primary suite located on the second floor boasts a king-sized bed. The ground floor offers two guest bedrooms: one with a queen bed and a workspace, and another with two single beds, providing comfortable retreats for every guest.brbrbrbrStep outside to a spacious private backyard featuring a large deck with outdoor dining, a BBQ, and a lounge seating—perfect for relaxing or entertaining. Unwind in the hot tub while taking in the peaceful views of the adjacent meadows.brbrbrbrThis charming retreat offers the perfect blend of relaxation and convenience for families and friend groups seeking an escape from NYC. With its serene surroundings and proximity to urban amenities, it ensures a seamless balance of tranquility and accessibility for unforgettable gatherings.brbrbrbrGuest Access:brbrThe property has 4 bedrooms, but the fourth bedroom will be locked for owner's storage and off-limits to guests.brbrbrbrThe Neighborhood:brbrKingston, NY, nestled in the Hudson Valley, charms visitors with its historic architecture, vibrant arts scene, and scenic waterfront. Explore the Stockade District's cobblestone streets lined with galleries and cafes, or visit the Hudson River Maritime Museum. In summer, Onteora Lake which is about a 12 minute drive from the house and is great for swimming or hike the nearby Catskill Mountains. Winter invites skiing at nearby Belleayre Mountain or browsing local boutiques for handmade crafts. Nearby Woodstock offers a bohemian vibe, while Rhinebeck boasts historic estates like the Vanderbilt Mansion. Kingston delights year-round with its rich cultural offerings and natural beauty.brbrbrbrGetting Around:brbrMaplewood Meadow is 2.5 hours from New York City and guests can travel around by car as it is a rural area with limited public transportation. The main routes to access the town are via the NYS Thruway exit 19, offering convenient access to both nature's wonders in the Catskills and the urban conveniences of Kingston.brbrbrbrIn the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads typical of the area.

Maplewood Meadow: w/ Hot Tub | 5 Mins to Kingston

Kingston, New York, United States

Bed

Bath

Sleeps

$297.73

Welcome to Residence One at the historic Abeel House. Constructed in the 1850's, the Abeel House has been thoughtfully refreshed to welcome visitors for the first time in its history.brThe spacebrResidence One is a two bedroom, one bathroom space occupying the first two floors of this duplex unit. The first floor has an open-plan with a full kitchen with new appliances, a primary dining area, a comfortable living area, and a cozy nook perfect for reading, entertaining, or dining. The original exposed beams and brick work throughout the first floor provide a connection to the home's long history, while modern upgrades provide the comfort and connectivity needed to enjoy a long stay.brbrThe second floor has two spacious bedrooms, each with a queen bed, multiple windows overlooking Rondout Creek, and dedicated heating and cooling units. The bathroom is accessible via the hallway and the primary bedroom and contains a vintage claw foot tub with shower.brOther things to notebrThe Abeel House is located next to Rondout Creek and at the base of the Wilbur Bridge. The bridge does still see regular freight train traffic, providing a periodic reminder of Kingston's importance as a transportation hub in early America.brbrResidence One includes many modern amenities and comforts, while maintaining the property's historical charm.brbrThe Loft on the third floor is available to rent separately and may be occupied. Please contact me for inquiries about booking the entire home.

Historic house overlooking Rondout Creek

Kingston, New York, United States

Bed

1

Bath

4

Sleeps

$267.68

Welcome to a living gallery in the heart of the Rondout Waterfront District. brbrBorn from a decade of falling in love with the Hudson Valley, this historic home is a labor of love by an architectural designer (my partner) and myself.brbrWe call it The Gallery House—a thoughtfully curated space designed for those who value the modern heritage aesthetic, nature, and the arts.brbrBoth short-term and mid-term stays are welcomed!brbrTucked into the historic Rondout Waterfront District in Kingston, this 19th-century house offers a peaceful retreat for travelers seeking to unwind and discover the quiet charm of the Hudson Valley. The home has been carefully restored to preserve its old soul—original wide-plank pine floors and historic details that have stood for over a century—while thoughtful modern updates bring comfort and ease to your stay.brbrCreated by hosts with backgrounds in art and design, the house is curated as a small living gallery. Throughout the rooms, works by our dear artist friends—paintings, photography, ceramics, prints, theater pieces, and photo essays—tell stories of the region, from the creative energy of New York City to the forests, rivers, and small-town charm of the Hudson Valley. brbrThe Green Bedroom is inspired by the surrounding forests and filtered valley light. Bathed in sun throughout the day, it has a calm, restorative atmosphere with soft natural tones, a queen bed with a medium-firm mattress, and access to a small adjoining room set aside for tea, reading, or an evening board game. It’s a quiet corner for slowing down—ideal after a day of hiking, antiquing, or exploring Kingston’s waterfront stores.brbrThe Gray Bedroom draws from the region’s stone cliffs and river-worn rock formations. Limewashed in muted gray tones, the room has a moody, minimalist sensibility and offers a private home theater experience, where a 120-inch projector transforms the space into a cozy movie lounge. A queen bed with a medium-soft Nectar mattress makes it especially suited for long, unhurried evenings. A dedicated private office nook with a mid-century oak workstation offers a quiet place for deep work.brbrThe living room continues the gallery concept—a welcoming space where you can browse books, discover artwork, and let conversations unfold naturally. The sofa easily converts into a queen-size bed, offering a comfortable option for an additional guest. brbrThe kitchen is fully stocked for cooking at home and includes a curated selection of coffee and tea sourced from our beloved local shops in Kingston, as well as Japan—small rituals that make staying in feel as special as going out.brbrIf you’re drawn to the atmosphere of old houses and appreciate thoughtful design layered into historic spaces, this home offers both: a heritage stay with contemporary comforts, in one of Kingston’s most walkable and historic neighborhoods.brbrWe welcome both short and long stays. If you are considering a longer than 30-day stay, please reach out, and we would love to offer an additional discount.brbrThis is a city-approved short-term rental home, last inspected in Feb 2026. License#: 011700

The Gallery House: Modern Heritage in Rondout Kingston Waterfront

Kingston, New York, United States

Bed

Bath

Sleeps

$789.6

Experience the ultimate upstate getaway in Kingston at our charming dog-friendly 18th-century colonial retreat. brbrOur two-story home boasts 4 queen bedrooms, 2 sofa sleepers, 2 well-appointed kitchens, and 2 luxe bathrooms. Enjoy our newly upgraded fully-fenced backyard oasis featuring a Hot Tub, BBQ, Fire Pit, hammock, lounge furniture, and games while being steps away from the best eateries, galleries, and local attractions. You'll love creating memories with family and friends year-round!brbr**The Space** brbrWelcome to our stunning Kingston colonial escape, where charm and modern sophistication meet. This thoughtfully renovated home consists of two private units connected by a shared entryway and staircase., Each unit features a comfortable living room with a dining table, 2 bedrooms, a fully equipped kitchen, and a full bathroom. brbrStep into our modern living spaces, featuring contemporary décor and updated furnishings, where you can relax and unwind in comfort. The kitchens, complete with top-of-the-line stainless steel appliances, make it a delight to prepare meals during your stay. Our bathrooms have your comfort in mind, with the downstairs bath offering a pampering jacuzzi tub.brbrWhen it's time to retreat to the world of dreams, you'll find our 4 spacious bedrooms boasting high-quality memory foam mattresses, soft linens, and full closets. Each unit also has one sleeper sofa that can accommodate up to two additional guests and multiple luxury queen blow-up mattresses.brbrOur whole-home rental is perfect for large groups and families, and their pet companions who will have full access to our newly updated backyard oasis featuring a hot tub, yard games, hammock, fire pit, and dining area. brbrSeasonally, you can pick and enjoy fresh fruit from our pear and peach trees. As the sun sets, gather around the fire pit to roast s’mores, relax in the hot tub, or challenge each other to a game of cornhole while the yard is illuminated by outdoor string lights. brbrOur home was recently fully renovated from floor to ceiling with well-appointed finishes throughout the space. The kitchens feature new cabinets with top-of-the-line stainless-steel appliances. The bathrooms have also been fully updated. brbrThere are two dedicated driveways, each with a parking space, and additional free street parking as needed. brbrPlease note that the upstairs and downstairs two units are linked with a connecting staircase when the full house is rented.brbrbr--Hudson Valley Culinary Experience--brWe offer our guests the following upon request:br- Culinary experience - a private chef will prepare a meal for your group in our chef's kitchen completed with an optional wine pairing

Hot Tub - Hammock- Games - Grill - Large Colonial

Kingston, New York, United States

4

Bed

Bath

16

Sleeps

$781.76

This elegant 1860 Italianate home has been restored to its detailed charm, with all-modern systems. The house features 3 full luxe baths, and HUGE new chef's kitchen with endless work surfaces for cooking fun, 3 (count 'em) ovens, and baking equipment galore. 2 full-floors and basement gym give 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 may not want to leave!brbrRadiant concrete kitchen floor is warm on your feet while you make coffee in the morning...all the lights are on dimmers so you can set the mood you like. The all-new plumbing means you have amazing water pressure. Hardwood floors throughout this historic house, with wool carpeted stairs and upper hall.brbrThe entire house is yours, except for a few locked closets. Other things to note:brQuiet hours from 10pm to 7ambrA/C is provided by a combination of in-window and mini-split systems, adjustable to your comfort.

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Kingston, New York, United States

Bed

Bath

Sleeps

$1000.16

Judge James Betts house was built in 1904 on former limestone quarry lands used for cement manufacture for construction of the Brooklyn Bridge. Kingston began as a historic Dutch settlement in the early 1600s, and was New York State's first capital, which the British promptly burned down (1777). Many pre-revolutionary war stone buildings have been restored, including NY's first Senate House. This brick home has 4500 square feet of high-ceiling, oversize rooms and three separate outdoor spaces for dining, games, enjoying sunsets, and sunbathing. Lawns for badminton and croquet. BBQ and fire pit. Four bedrooms sleep up to 8 adults. All bedrooms have individually controlled central a/c. Furnished for comfort and socializing, eat casually outdoors or in the kitchen, or in the formal dining room. A sun room for morning coffee and sipping wine at dusk all year round and a wrap around veranda is perfect for sunset. Solidly built and impeccably maintained, this property is a perfect headquarters for exploring Kingston's historic Stockade, Fair Street, Rondout and West Chestnut historic districts. A short distance to many other towns and attractions including Woodstock, Rhinebeck, New Paltz, Red Hook, Hyde Park and many tourist destinations for skiing. Kayaking, hiking, swimming, waterfalls, and caves to keep everyone active. Restaurants, bars, galleries, museums, river cruises, and enough history to engage all ages and interests.brbrHistory of the house, from The Architectural History and Guide Kingston, New York, edition, by William B. Rhoads, page 53.brbr6. Judge James Betts House, 1903brbrGiven prominence by its raised site, the Betts house stands out as striving to project an aura of dignity through its use of Colonial or Georgian Revival forms. The symmetrical, five-bay facade of red brick, with white quoins and gambrel roof dormers and Palladian window of the second story, betray the circa 1900 date of the design.brbrThe property was purchased in 1901 by James Betts from Luke Noone, owner of the nearby quarry and Italian villa whose style was wholly outmoded by 1904. Betts was a prominent Democrat and State Supreme Court judge. Governor Alfred E. Smith spent a 'social hour' at the Betts house on September 18th, 1920, after laying the cornerstone of the Roundout Creek Bridge.

Mansion-on-the-hill elegance close to all the Hudson Valley has to offer.

Kingston, New York, United States

Bed

Bath

Sleeps

$315.28

Welcome to our freshly painted, charming home in a quiet Historic Kingston neighborhood. Just a short walk to the bus station and the Uptown Stockade District, it’s an easy and relaxing place to stay.brbrThe house offers AC, TV, and high-speed internet—perfect for work trips, festival visits, or weekend getaways. With two cozy bedrooms and one full bathroom, plus easy access to Hunter and Windham ski resorts just 32 miles away, you’ll feel right at home.

Historic Rustic Kingston Home.

KINGSTON, New York, United States