Vacation Home Rentals By Owner In Kingston, NY

$493.92

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

Kingston, New York, United States

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.

3

Bed

2

Bath

6

Sleeps

$220.66

/ Nightly

Private Vacation Home

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

Kingston, New York, United States

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.

Bed

Bath

Sleeps

$264.35

/ Nightly

Cabin

Chic, Private Cabin with Stunning Hudson River Views

Kingston, New York, United States

Private, newly renovated cabin with stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, as well as a firepit and large deck to watch the eagles from. The cabin is nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just a few minutes drive from shopping/dining in Kingston, as well as world world class hiking and nature.

Bed

Bath

Sleeps

$1283.67

/ Nightly

Private Vacation Home

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

Kingston, New York, United States

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.

5

Bed

3

Bath

14

Sleeps

$383.21

/ Nightly

Private Vacation Home

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

Kingston, New York, United States

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.

Bed

Bath

Sleeps

$297.73

/ Nightly

Private Vacation Home

Historic house overlooking Rondout Creek

Kingston, New York, United States

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.

2

Bed

1

Bath

4

Sleeps

$267.68

/ Nightly

Private Vacation Home

The Gallery House: Modern Heritage in Rondout Kingston Waterfront

Kingston, New York, United States

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

Bed

Bath

Sleeps

$789.6

/ Nightly

Private Vacation Home

Hot Tub - Hammock- Games - Grill - Large Colonial

Kingston, New York, United States

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

4

Bed

2

Bath

16

Sleeps

$781.76

/ Nightly

Private Vacation Home

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Kingston, New York, United States

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.

Bed

Bath

Sleeps

$338.34

/ Nightly

Apartment

Charming garden apartment with Hudson River views in historic downtown Kingston

Kingston, New York, United States

Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space, pet fee 75.00).brbrHappy to answer and concerns during your stay should questions arise. brbrLocated in the historic Ponckhockie hamlet walkable to the downtown Strand restaurants and shopsbrbrCity of Kingston STR license 010696

Bed

Bath

Sleeps

$1000.16

/ Nightly

Private Vacation Home

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

Kingston, New York, United States

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.

Bed

Bath

Sleeps

$184.09

/ Nightly

Apartment

Pet Friendly 1 BR Apartment in Uptown Kingston + Huge Backyard & Full Kitchen

Kingston, New York, United States

Welcome to our quaint apartment in a 19th century uptown Kingston home! We are delighted to offer our space to the VRBO community! We have hosted over 300 guests on another platform since 2020 where we have a 4.98 star rating!brbrOnly 2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston only a short walk from the historic Stockade District & Midtown Arts District.brbrRenovated in 2020, this 1-bedroom apartment is accented with vintage decor and boasts a huge backyard for you and your pup. brbrUse the full kitchen or walk to the many restaurants nearby.brbrThe expansive backyard includes a stone patio, outdoor table for dining, Adirondack chairs & hammock.brbrFree driveway parking, WIFI, and Netflix!brbrWe are 2 miles from the NYS Thruway exit, making our place the perfect starting point for your adventures in the Hudson Valley. Woodstock, New Paltz, Rhinebeck, Red Hook, Saugerties are all accessible in 20 minutes or less! Hudson & Catskill are about 30-35 minutes away. brbrOur retro-styled apartment is located in the rear of the house where you have full views of the spacious back yard. There are two large rooms -- one includes a full kitchen & dining area, where we have lots of cookware as well as the basics so you can start cooking! The other room is the combined bedroom & living space with large windows overlooking the back yard, high ceilings and exposed beams -- bedding & sheets provided as well as blackout curtains. The bathroom includes a standing shower and we are fully equipped with toiletries and an extra toothbrush in case you forgot! brbrOur space sleeps 2 people in the queen bed but we can accommodate one additional guest with the addition of a twin air mattress. If you have a child or another guest, please let us know when you book. An additional guest fee of $24 per day applies. brbrThe bedroom includes a Bluetooth enabled sound bar to enjoy your own music, an industrial style desk & office chair on wheels so you can work anywhere you want. Enjoy our complimentary Netflix account or log in to your favorite streaming service on the smartTV. brbrThe shady backyard is the best part and will be exclusively yours during your stay! Play unlimited fetch with your pup or just enjoy the active community of birds & squirrels that greet us daily! We can accommodate additional pets if you let us know when you book. Additional fee applies. brbrChoose the hammock or Adirondack chairs for a great place to chill outside. The high-speed wifi reaches most of the backyard so you can work just about anywhere! brbrMany original details were kept intact on this mid-century addition to the house including the custom “shiplap” design in the bedroom. The apartment door and “barn” door in the bedroom were up-cycled from existing materials. brbrOur green mission: we strive eliminate the use of single-use plastics in our space. We use biodegradable trash bags, plastic-free laundry detergent and refillable bathroom amenities to reduce our impact on the environment.brbrThere are 3 stairs to enter the property. The stone pathway and stone patio is un-even and may not be appropriate for all guests. Please be careful.brbrCHECK IN / OUT:brCheck in is available after 3 p.m.brCheck out time is 10 a.m.brContact us with at least 24 hours notice to request late check-out or early check-in.brbrHOUSE RULES:brNo un-registered guests or parties.brNo smoking anywhere inside the property.brNo candles or incense permitted indoors.brQuiet hours are from 12am-7am. These quiet hours also apply to your pet.brFlush ONLY toilet paper, nothing else.brKindly remove your shoes when entering the apartment.brKindly turn off the lights / AC when you leave the apartment. brPlease review the Kingston recycling policies posted and adhere to them accordingly. brSecurity cameras are in use on the outdoor areas of the property. brPlease see the binder inside the apartment for full check-out protocols.brbrPET RULES:brONE well-behaved, friendly, quiet, house-trained dog is permitted per rental. If you would like to bring an additional pet, there is a $50 fee so please let us know when you book. brIf your dog likes to sleep on the bed or other furniture, please bring a doggy blanket/sheet to protect our furniture for future guests. brThere is another friendly dog that lives on the property but you will have the back yard to yourself. The yard is fully fenced.brUnless your dog is well trained, keep your dog on a leash at all times.brNever leave your dog unattended outside. brIf your dog pees or has an accident in the apartment please clean it up immediately and notify us immediately. Cleaning products are under the sink. brNo digging.brClean up after your pet. Place your doggy bags of waste outside in the can provided.brPlease wipe muddy paws once you come inside.brIf you go on hikes we recommend your dog be protected & checked for ticks. The Hudson Valley is a very active tick area.brPlease bring your own doggy bed/crate. We do have pet bowls!brBy booking our place you agree that you are fully responsible for your dog’s behavior while you are home & while you are not home. brbrLost keys will incur a replacement fee of $20.brAny damage made to property or furnishings will be billed to the guest and reported to VRBO.brbrNO MORE THAN 28 CONSECUTIVE NIGHTS CAN BE BOOKED. (Reservations between 14 and 28 nights must be approved)brbrHAVE FUN AND ENJOY!!

Bed

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Sleeps

$315.28

/ Nightly

Private Vacation Home

Historic Rustic Kingston Home.

KINGSTON, New York, United States

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.

Bed

Bath

Sleeps

$255.36

/ Nightly

Private Vacation Home

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Kingston, New York, United States

Welcome to the 1-bedroom Retro Retreat in the heart of the Hudson Valley! The stylish open-concept retreat boasts an open-concept kitchen & living room, perfect for unwinding or productive work at the dedicated desk with monitor/keyboard/mouse. With the added convenience of complimentary parking and a central location, it's the ultimate choice for a perfect getaway. Explore Kingston's historic district, the riverside Rondout downtown, and nearby hiking trails. Venture to neighboring towns or relax in your home away from home. Book now for an unforgettable stay!brbrbrThe SpacebrbrStep into the past and embrace the allure of our Retro Retreat, a meticulously renovated 2-bedroom, 1-bathroom haven that exudes charm and modern comfort. Whether you're planning a romantic getaway, a staycation, or a fun-filled vacation with friends, this gem promises an unforgettable stay.brbrPLEASE NOTE: to save you on fees, there is an option to have one of the bedrooms locked. If you'd like to save $25 in cleaning fees, write me an inquiry and you can book only 1 bedroom in this house. brbrTucked away in a serene suburban neighborhood, our Retro Retreat is a carefully curated space that pays homage to the golden era of design. Immerse yourself in the inviting open-concept living room and kitchen area, a vibrant hub for culinary adventures, relaxation, and work, all in one.brbrThe well-appointed kitchen boasts all the essentials you need for a delightful stay. The living room beckons with its plush seating, a Smart TV for your entertainment, and a dedicated workspace, ensuring you can unwind or catch up on work in style. A desk equipped with a computer monitor, keyboard, and mouse is available for your convenience. Our high-speed Wi-Fi supports seamless video calls, boasting a 300MB download and a 10MB upload speed.brbrRetreat to one of our two cozy bedrooms, each adorned with luxurious queen-size beds, crisp linens, and ample storage for your personal belongings. The newly renovated bathroom features a shower/tub combo, soft towels, and complimentary toiletries for your convenience.brbrFor those seeking more space or outdoor indulgence, consider booking our Retro Retreat in conjunction with the charming 1-bedroom property next door. This delightful addition offers a picturesque yard adjacent to a serene forest and a fire pit, perfect for memorable gatherings with friends and family under the stars.brbrThroughout your stay, enjoy the comforts of high-speed Wi-Fi, air conditioning, and heating, ensuring your well-being in any season. Convenient parking is also at your disposal.brbrExperience the perfect fusion of nostalgia and modern luxury at our Retro Retreat. Don't let this opportunity for an unforgettable stay slip away; reserve your dates now and embark on a journey of lasting memories!brbrbrbrThe NeighborhoodbrbrOur beautiful 2 bedroom apartment is located at the hub of Kingston, in the Hudson Valley region, renowned for its picturesque landscapes, historical landmarks, and abundant outdoor recreational possibilitiesbrbrExperience the prime location that places you in the heart of Kingston's historic Stockade District, the delightful riverside Rondout downtown, and a wealth of hiking trails. From here, you can embark on captivating journeys to neighboring Hudson Valley towns or simply bask in the local allure.brbrKingston boasts a thriving culinary scene, with an array of restaurants and cafes offering diverse cuisines to satisfy your palate. Explore Uptown Kingston, celebrated for its historic architecture, home to an array of shops, galleries, and dining establishments. Alternatively, venture to the Rondout/Waterfront District, nestled along the picturesque Rondout Creek, exuding a maritime ambiance and featuring waterfront dining options, marinas, and a treasure trove of historic attractions.brbrSome of the attractions nearby:brbr -Hudson Valley Rail Trail: This multi-use trail is suitable for walking, jogging, and biking. It runs through beautiful natural landscapes and connects Kingston to nearby towns.brbr -Art Galleries: Kingston has a thriving arts community, and you can explore various art galleries and studios showcasing local talentbrbr -Kingston Historic Stockade District: Explore the historic district with well-preserved colonial-era buildings, shops, restaurants, and art galleries.brbr -Hudson River Maritime Museum: Learn about the maritime history of the Hudson River, featuring historic vessels, exhibits, and river-related artifacts.brbr -Senate House State Historic Site: Visit the historic site where New York's first state senate met during the American Revolution. Take a guided tour to learn about the area's history.brbr -Forsyth Nature Center: A family-friendly attraction with a variety of animals, nature trails, and educational programs.brbr -Opus 40: Located in nearby Saugerties, Opus 40 is an outdoor sculpture park featuring stone mazes and other unique environmental art installations.br br -Kingston Point Beach: If you're visiting during the warmer months, Kingston Point Beach offers a place to relax, swim, and enjoy scenic views of the Hudson River.brbrbrbrbrGetting around brbrCars: brUltimately, the best way to navigate around is by car. Car-sharing services such as Uber are readily accessible in the area, offering convenient access to nearby attractions and restaurants. Additionally, you'll find numerous car rental companies scattered throughout the region, including those at airports, making it effortless to secure a rental vehicle.brbrWalking: brKingston's historic districts, such as Uptown Kingston and the Stockade District, are pedestrian-friendly. You can explore these areas on foot, enjoying the historic architecture, shops, and restaurants.brbrBicycling: brKingston has some bike lanes and paths, and it's becoming increasingly bike-friendly. You can bring your own bicycle or consider renting one from a local bike shopbrbrPublic transportation: brThe public bus system UCAT offers routes within the city and connects Kingston to other towns in Ulster County. Be sure to check the current bus schedules and routes for the latest information.brbrTrains: brThe Kingston area is served by Amtrak, which offers train service to and from various destinations, including New York City. The Kingston station is located in the Rondout/Waterfront District.brbrClosest airports within 100 miles from Kingston: br-Stewart International Airport (SWF) br-Albany International Airport (ALB)br-Westchester County Airport (HPN)br-John F. Kennedy International Airport (JFK)br-LaGuardia Airport (LGA)br-Newark Liberty International Airport (EWR)

Bed

Bath

Sleeps

$600.91

/ Nightly

Private Vacation Home

Elegant Kingston Townhouse - Walk to Hot Spots!

Kingston, New York, United States

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.brbrEmbrace the perfect blend of past and present in this remarkable townhouse, combining historical allure with contemporary comforts. brStay cool and refreshed with the convenience of central air, cozy up to an indoor fireplace in winter, and enjoy cooking in the fully equipped and newly renovated kitchen. Whether you are enjoying a laid-back BBQ at home or exploring the surrounding areas, this townhouse ensures an unforgettable Upstate experience.brbrOther amenities: brbr➪ Professionally managed and designed br➪ Coffee maker br➪ Heating + AC br➪ Self check-inbr➪ Long term staysbrbr Provided with the house: brbr➪ Towels, washcloths, makeup towels, and hand towelsbr➪ Bedsheets: 300 thread count percale cotton, blankets, comfortsbr➪ Organic Public Goods Toiletries br➪ Organic Hand Soap/Lotion at the bathroom sinkbr➪ Toilet paper in all restroomsbr➪ Paper towels in the kitchen areabr➪ Pots/panbr➪ Glasses (Wine + Water) br➪ Platesbr➪ Kitchenwarebr➪ Kitchen set: hand towel, dish detergent, spongesbr➪ Coffee br➪ Salt, pepper, and spicesbr➪ Flashlightbr➪ Umbrellabr➪ Trash bagsbr➪ Board gamesbrbrPet rule:brbr➪1 well behaved cat allowed upon request *Pet fee applies ORbr➪1 well behaved dog (under 50lbs) allowed upon request *Pet fee appliesbrbrGuest Access:brYou’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.brbrOther details to note:brKind reminder: This 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.brbrAs a courtesy, we will leave a yearly New York State Park Pass for you and yours to enjoy all NYS parks for free. There are wonderful adventures around! brbrInteraction with guests:brGuest 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.brbrbrWe left books with great hiking options in the house for you. Make sure to browse through it and find a few favorites. brbr Parks & Hiking TrailsbrbrAshokan Rail Trail (12 min) brbrPoet’s Walk Park (23 min) brbrShaupeneak Ridge Park (25 min) brbrBlack Creek Preserve (26 min) brbrOverlook Mountain Trailhead (26 min)brbrCatskill Visitor Center Fire Tower (29 min) brbrMinnewaska State Park (31 min) brbrVernooy Falls (46 min) brbrPeekamoose Blue Hole (46 min) brSkiing Options brbrHunter Mountain (45 min) brbrBelleayre Ski Resort (46 min)brbrWindham Mountain Resort (53 min) brbrHoliday Mountain (1 hr 6 min) brbrPlattekill Mountain (1 hr 8 min) brbrWater AttractionsbrbrAshokan Reservoir (17 min) brbrKaaterskill Falls (40 min)brbrBelleayre Beach (44 min) brbrHudson River (Various Kingston Access Points) br Wineries & BreweriesbrbrWestkill Supply (4 min) brbrKingston Standard Brewing Company (6 min)brbrCoppersea Distilling (21 min) brbrbrWestwind Orchard (29 min) brbrWoodstock Brewing (30 min) brbrArrowood Farm Brewery (30 min) brbrYard Owl Craft Brewery (30 min) brbrGardiner Brewing Company (30 min) brbrRobibero Family Vineyards (31 min) brbrRough Cut Brewing Co. (33 min) brbrHudson Ale Works (36 min) brbrTwin Star Orchards (38 min) brbrUnion Grove Distillery (51 min) brbrWayside Cider (1 hr 8 min) brMusic, Art & FilmbrbrTubby’s (3 min) brbrThe Lace Mill Galleries (5 min) brbrARTPORT Kingston (9 min) brbrUpstate Films, Rhinebeck (21 min) brbrTivoli Artists Gallery (35 min) brbrBasilica Hudson (38 min) brbrStorm King Art Center (52 min) brbrArt Omi (52 min) brbr Historic HighlightsbrbrSenate House Historic Site (8 min)brbrHudson River Maritime Museum (9 min) brbrLocust Grove Estate (35 min) brbrOlana State Historic Site (35 min) brbrVanderbilt Mansion National Historic Site (37 min) brbrHome of Franklin D. Roosevelt (39 min) brbrMohonk Mountain House (33 min) brbrBethel Woods Center (1 hr 26 min) brFamily AttractionsbrbrForsyth Nature Center (3 min)brbrTrolley Museum of New York (5 min) brbrHudson River Maritime Museum (9 min)brbrWalkway Over the Hudson (35 min)

3

Bed

2

Bath

6

Sleeps

$649.02

/ Nightly

Apartment

Embrace Nature's Embrace! Near Kingston Point Beach, Free Breakfast and Parking

Kingston, New York, United States

Escape to a Hudson River cabin! Relax at Birch Body Care or El Paso Winery, then explore Forsyth Park and Falling Waters Preserve. For local action, catch a game at Dietz Stadium or enjoy an elegant evening at The Chateau. Craving adventure Hit the water for kayaking and scenic boat cruises. Whether you seek serenity or sport, this riverside retreat has it all. Your perfect getaway awaits!brbrThis listing is for a room within a hotel.brbr✦ Your room is 200 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome. 2 Dogs per unit onlybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Late check-out is subject to availability for a fee.

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Sleeps

$512.19

/ Nightly

Private Vacation Home

Beautiful, Renovated Victorian Home in the Heart of Kingston

Kingston, New York, United States

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.brbrHome Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration, and growth for short-term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community, and being respectful of the home during your time in the beautiful Hudson Valley. brbrYou can rest easy knowing your stay is covered with $1,500 in “All-Risk” Damage Protection. Although rare, accidental damage from guests does happen. Traditionally, this was managed via a security deposit or vacation rental damage insurance purchased by the guest. Both are cumbersome and often have big limitations in protection.brbrWith “all-risk” protection, all accidental damage from a guest is covered unless specifically excluded such as, but not limited to, normal wear and tear, infestation, or prior damage. brWe hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo.brbrbrUptown Kingston mixes 18th-century streetscapes with a budding food scene. Walk to indie shops, farmers’ markets, and live music. Drive 20 min to Saugerties, Woodstock, Rosendale and trailheads for Overlook Mountain & Onteora Lake.brbrGuest accessbrYou’ll enjoy self-check-in via smart lock and exclusive use of the entire home (third-floor attic is staff-only storage).brbr Beds & baths – 3 queen memory-foam bedrooms, plush cotton linens; 2 full baths (walk-in shower + tub/shower), ½-bath main floor.brbr+ Gas fireplace in the living roombrbr+ Brand new mini-split system installed throughout the house for efficient and eco-friendly heating and coolingbrbr+ Renovated kitchen – stainless appliances, ample prep space, coffee bar, microwave, pantry staples, olive oil & spices.brbr+ Living & WFH – Roku TV, board games, reading nooks, dedicated desk with 32” monitor & HDMI/USB-C.brbr+ Year-round comfort – gas fireplace, A/Cs in each room, smart thermostat, blackout shades and washer/dryer.brbr+ Family-ready – Pack ’n Play, high-chair, kids’ games.brbr+ Dog-friendly – bowls, bed, waste bags (pet fee).brbr+ Outdoors – front porch seating, BBQ grill, and fire pit with chairs & partially fenced backyard with hanging lights.brbrNo car needed! Trailways bus from NYC stops 5 min away. Uptown attractions are walkable; rideshares and local taxis cover the rest.brbrIf you do drive, the house has a private driveway off the street with enough space for 3 cars. If additional parking is needed, there is street parking in front of the house.brbrHome Sweet Hudson is thrilled to be taking over the management of this beloved home in uptown Kingston. Prior to moving under the HSH umbrella, Hightop House's listing had a 4.94 rating with 150 reviews.

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Bath

Sleeps

$182.93

/ Nightly

Private Vacation Home

Country Elegance with Beautiful Catskill Mountain Views

Kingston, New York, United States

Great location! Kingston is waiting for you at this quaint 1-bedroom house. This welcoming property features a cozy living room, comfortable bedroom with a queen bed + fresh linens, and a fully-stocked kitchen, perfect for a pleasant stay. Guests can enjoy amenities like WiFi, a WoodStove, AC, 50 flat screen TV, dishwasher & washing machine + dryer during their visit. 2 hours north of New York City and only a 20-minute drive to Woodstock, Kingston, and Stone Ridge. Located on a cul-de-sac with an incredible view of High Point Mt. with breathtaking sunsets just minutes from the scenic Ashokan Reservoir! People from all backgrounds are welcome! Eco-friendly! Book now and enjoy everything this house has to offer!

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Sleeps

$1027.04

/ Nightly

Private Vacation Home

The Solarium: Woodstock Retreat w/Hot tub+Stream!

Kingston, New York, United States

Located between Kingston and Woodstock, this elegantly furnished retreat sits on a private creek! The house has luxurious amenities, including a hot tub and a beautiful yard overlooking the creek. There is a 75-inch tv in the basement, along with a custom pool table and mini bar. The bedrooms all have luxury hybrid mattresses- you will sleep like a baby and wake up to a sun-filled house that is 10 minutes from the best towns in the Hudson Valley.

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Bath

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$246.39

/ Nightly

Apartment

2 Mi to Uptown: Centrally Located Kingston Apt!

Kingston, New York, United States

Renovated in 2025 | Driveway Parking | 2 Pets Welcome w/ FeebrbrStroll the Stockade District’s bluestone sidewalks, grab lunch along the Rondout Waterfront, and return to a quiet, central spot at this Kingston vacation rental. Just a short drive from the Hudson River, this 3-bedroom, 1-bath apartment puts you close to historic sites, boat tours, and hikes through the Gunks. Stay here, explore everywhere — your Hudson Valley adventure starts now!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbrbrMAIN FEATURESbr- TVsbr- Board games & booksbrbrKITCHENbr- Refrigerator, stove/ovenbr- Keurig, toaster, microwavebr- Cooking basics, dishware/flatware, trash bags/paper towelsbrbrGENERALbr- Free WiFibr- Central A/C & heatbr- Washer/dryer, laundry detergent, iron/board, hangersbr- Linens/towels, shampoo, hair dryerbrbrFAQbr- Pet fee (paid pre-trip)br- Long-term tenant on-site (separate unit)brbrACCESSIBILITYbr- Single-story apartment on 2nd floorbr- Exterior staircase to enterbrbrPARKINGbr- Driveway (2 vehicles)br- Free street parking (first-come, first-served, weather permitting)brbr-- THE LOCATION --brbr- 4-20 miles to Shawangunks hiking, biking & climbing trailsbr- 2 miles to the Stockade District: Dutch architecture & art galleriesbr- 3 miles to Forsyth Park: nature center, playground, petting zoo & tennis courtsbr- 4 miles to the Rondout: downtown area on the Hudson River w/ museums & boat toursbr- 15 miles to Ashokan Reservoirbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 2 pets max)br- No events, parties, or large gatheringsbr- Must be at least 18 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment on the 2nd floor requires an exterior staircase to enterbr- A long-term tenant lives on-site, in a completely separate unit, and may be present during your stay

3

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1

Bath

6

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