
Holiday rentals in Kingston
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Top-rated holiday rentals in Kingston
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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

Large 2-BR apartment in historic waterfront home
This sophisticated, cozy, pet-friendly historic home in Kingston's beautiful, walkable downtown waterfront (Rondout National historic district) is close to restaurants, sidewalk cafes, boutiques, parks, a beach, museums, galleries, and more. It features a beautiful front porch and back deck, fenced-in yard, living room, master bedroom (queen bed), 2nd bedroom with (full-sized bed), and den/study adjacent to the second bedroom. It is the perfect retreat for a couple, friends, or a small family.

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.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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

Chic, Private Cabin with Stunning River Views
Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

DeMew House in Historic Kingston
PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

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!

Majestic! 3000 sq ft 2BR 2Bath
Close to Polar Express & Frosty Fest! More room then you can ever imagine in our 3000 sq foot, 2 BR retreat In the heart of Kingston NY. 90 minutes from NYC. We offer modern amenities, cozy blankets, games and endless star gazing from our many windows at night. Just a 5 min walk to Ulster Performing Arts Center where you can catch a show, walking distance to local breweries, restaurants, bakery & coffee shop. Explore the boutiques in uptown Kingston and the waterfront!

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.
Popular amenities for Kingston holiday rentals
Other great holiday rentals in Kingston

1913 Church - Serene and Magical

The Bosun's Crack, Coziness in the Rondout

Cozy Uptown Getaway

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Retro Retreat: 1br home w/ fire pit and no chores!

Luxe Historical Style - 2 FP’s & Soaking Tub

Hudson Waterfront Mid-Century Modern Home

Historic 1800s Kingston Waterfront Townhouse
When is the best time to visit Kingston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £113 | £111 | £110 | £119 | £125 | £134 | £134 | £131 | £140 | £121 | £117 |
| 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 260 holiday rentals in Kingston

Nightly prices starting at
Kingston holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 21,000 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
250 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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