
Holiday rentals in Kingston
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Top-rated holiday rentals in Kingston
Guests agree: these stays are highly rated for location, cleanliness and more.

Colonel Hasbrouck’s 1735 Stone House, Street Level
Step through the red door into a designated landmark dating from 1735. Light from tall colonial Dutch windows reflects off the hand-restored wide-board floors and the decorative fireplace. There’s a backyard view through the split Dutch door. The apartment is cleaned according to Airbnb's enhanced cleaning protocol. It has a small Roku TV, and an infant pack and play, high chair, and bouncer seat. Internet is powered by the fastest tier available. Downstairs you'll find a bright and airy living room in the front, the light from the tall colonial dutch windows reflected off of the hand-restored original wide-board floors. Past the large decorative fireplace is a newly renovated full kitchen and dining nook, with a backyard view through the split dutch door. Upstairs is a modest but modern bathroom with a heated towel rack, and two bedrooms, each with a 12" queen-sized memory foam mattress on a solid steel frame. For your comfort, the apartment has its own heating and cooling controls, with separate programmable thermostats for upstairs and downstairs. Check-in is done automatically via keypad (your personal code is sent via email when you book), but we’re right next door to answer your questions or point you to a good restaurant. The Colonel Abraham Hasbrouck House is in the historical Stockade district. At the center of Kingston, the first capital of New York State, the neighborhood is charming and walkable with some great restaurants, bars, cafes, and shops. Here's how most folks get here. By bus: 5 minutes on foot from the Trailways bus terminal, about 2 hours from the Port Authority By car: 3 minutes from exit 19 of I-87, about a 90-minute drive from the GW bridge. By train: 20 minutes by car from the Rhinecliff Amtrak station, about 2 hours by train from Penn Station If you're coming by car, parking is free on our street, and finding a spot is usually pretty easy on weekends and weekdays after 5pm. Otherwise, there are 3 paid municipal lots you can use, all within two blocks. We've taken a lot of care to preserve the original wide-board floors, but since they came from trees that started growing before Henry Hudson came up the river, they're crooked and creaky. Take care when walking on them and the stairs to the bedrooms upstairs, and feel free to use the slippers we've provided.
Vintage-Inspired Revitalized Historical Bau Guesthaus, A
Re-capture the allure of the past while indulging in modern luxury in this home originally built in the 1890s. The residence showcases original detailed ceilings, a mid-century design aesthetic, repointed original brick, and bright splashes of color. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The property is centrally located in the heart of historical uptown Kingston. Explore the weekend farmers market just steps from the front porch, as well as local cafes, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Friday 9am to 5pm. Also free street parking is available just around corner from us.

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

Near-Kingston Staycation Home
This is a newly renovated home in a two-unit house in Port Ewen, 5 min to historic Kingston. We have carefully planned and renovated this home with a work/leisure lifestyle in mind. The space is designed for an individual, a couple, close friends, or a small young family. There are swimming places and parks walking distance as well as amazing coffee, shopping, art, attractions, events, etc. Note that this place has noise from traffic on the main road (ear buds and white noise machine provided).

This New House
Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

In the Heart of Kingston
Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.
Historical Walkable Stockade Retreat • c.1811
Capture a slice of Kingston's heritage in this historical frame home, built in 1811 by the sheriff for his daughter. Thoughtfully updated, the house retains beautiful period details like double-hung windows, Federal-style staircase, and decorative fireplaces—all paired with comfortable, contemporary furnishings. Family-friendly amenities make it a great spot for travelers of all ages. A charming house filled with character and history for you to enjoy—just be patient with her quirks!

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

Renovated apartment in midtown Kingston
Our renovated Kingston apartment. House was built in 1888 and has been lovingly renewed and restored. We fussed over every detail and tried to make the space as comfortable and inviting as we could. Many of the furniture pieces we made, or restored. We refinished the old floors and completed re jigged the layout for a more open plan, connected living space. Kitchen and bathroom are completely brand new! The house is in the middle of everything Kingston, and the HV has to offer.

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

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

A historic Hudson Valley escape at Mini Manor
The Mini Manor is a newly renovated 2 bedroom/ 1 bath apartment, complete with an attic loft, that occupies the entire second and third floor of a 1910 Victorian Farmhouse. We have lovingly rehabbed this property to bring it back to its former glory and provide a relaxing Hudson Valley escape. *Please note: You are renting the upstairs unit, not the entire house. A long-term tenant lives in the downstairs unit.
Popular amenities for Kingston holiday rentals
Other great holiday rentals in Kingston

The Bosun's Crack, Coziness in the Rondout

How to Stay in "The Shoe"

Gorgeous and Expansive Uptown Kingston Loft

Hudson Waterfront Mid-Century Modern Home

Historic 1800s Kingston Waterfront Townhouse

Safe area. King bed.TV:free Amazon prime video

Uptown kid & dog friendly home w/fireplace & yard

Timberwall Ranger Station | Your Upstate Base Camp
When is the best time to visit Kingston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 121 | € 127 | € 125 | € 124 | € 135 | € 140 | € 150 | € 150 | € 148 | € 158 | € 136 | € 132 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Kingston?
Many visitors choose to stay in Uptown near the Stockade District for historic charm, or in the Rondout Waterfront area for river views and lively cafés. Both neighborhoods feature walkable streets and creative spaces.
What are the best things to do in Kingston with kids?
Families often explore the Hudson River Maritime Museum, ride vintage trains on the Catskill Mountain Railroad, or visit children’s museums. Riverfront playgrounds and parks are also popular for active outings.
What are some of the best things to do in Kingston?
Explore the historic Stockade District, browse the Rondout Waterfront’s galleries, and tour the Hudson River Maritime Museum. Kingston also has live music venues, farmers markets, and arts workshops throughout the year.
How is the weather in Kingston?
Kingston has cold winters with temperatures from 16–40°F (-9–4°C) and snowy days, while summers bring warm afternoons around 74–82°F (23–28°C). Rain falls throughout the year, so a rain jacket is useful for outdoor plans.
When is the best time to visit Kingston?
Late spring through early autumn is often recommended for milder weather, festivals, and outdoor activities around the riverfront. In autumn, the surrounding landscapes display vibrant foliage, making scenic walks especially popular.
What are the best places to visit in Kingston?
Visit Rondout Waterfront District for galleries and river views, tour the Stockade District for its historic sites, and stop by the Hudson River Maritime Museum. Local art spaces and seasonal markets bring fresh energy to these areas.
What are some hiking trails in Kingston?
Explore nature paths at Bluestone Wild Forest, stroll the nearby rail trails, or venture into the Catskill foothills for wooded hikes. Trails often wind through forests, alongside reservoirs, and offer peaceful scenery.
What are some family activities we can do in Kingston?
Kingston has engaging museums and scenic riverfront parks that welcome families year-round. Families often explore heritage train rides, enjoy outdoor trails, and participate in seasonal festivals around the city.
What are some of the best day trip ideas from Kingston?
Plan a day discovering the Hudson Valley’s farm markets, neighboring small towns with vibrant main streets, or scenic state parks. Art museums, river excursions, and historic sites around Kingston add to the region’s appeal.
Are there any pet friendly accommodations available in Kingston?
Kingston has a variety of pet-friendly rentals, especially in neighborhoods near parks and outdoor spaces. Many hosts provide amenities for guests traveling with pets, making it easier to explore the city together.
What are some local tips for visiting Kingston?
Locals recommend exploring both the Uptown Stockade District and the historic Rondout Waterfront for their distinct experiences. Check community calendars for art walks or farmers markets, and try the area’s coffee shops tucked inside repurposed buildings.
What is Kingston known for?
Kingston is known for its locally rooted arts scene, vibrant waterfront, and rich colonial and industrial history. The city’s Stockade District, historic homes, and creative spaces reflect a blend of heritage and contemporary culture.
What are the best hidden gems to explore in Kingston?
Seek out murals created during the O+ Festival, discover small artisan studios in historic neighborhoods, or stroll through T.R. Gallo Park for peaceful river views. Lower-profile cafés and bakeries often welcome visitors with local flavors.
What are the best foods to try in Kingston?
Kingston has locally inspired dishes such as farm-to-table fare, wood-fired pizza, and inventive vegan options. Bakeries, cider houses, and historic taverns add to the city’s culinary range.
What should I bring for a trip to Kingston?
Bring weather-appropriate layers, especially as temperatures can range from 16–82°F (-9–28°C) through the year. Comfortable walking shoes suit Kingston’s cobblestone and riverfront areas, and a light rain jacket is helpful in all seasons.
What is the nightlife in Kingston like?
Nightlife in Kingston centers around local music venues, arts bars, and restaurants, especially in the Stockade District and the Rondout Waterfront. Events and live performances reflect the city’s creative spirit, and many venues host local musicians.
What are the most popular events or festivals in Kingston?
The city hosts recurring events such as the O+ Festival for arts and wellness, and summertime music or food festivals along the waterfront. Heritage parades and craft fairs are frequently suggested for visitors during holiday weekends.
Are there family friendly vacation rentals in Kingston?
Many rentals in Kingston are suited for families, with options that feature multiple bedrooms, kitchens, and easy access to parks or attractions. Neighborhoods near the waterfront and Uptown are frequently suggested for visiting with children.
Quick stats about holiday rentals in Kingston

Total holiday rentals
Explore 250 holiday rentals in Kingston

Nightly prices starting at
Kingston holiday rentals start at € 42 per night before taxes and fees

Verified guest reviews
Over 21,630 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
240 of Kingston holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Kingston rentals

4.8 Average rating
Kingston stays are highly rated by guests – averaging 4.8 out of 5!
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