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Vacation rentals in Kingston

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Top-rated vacation rentals in Kingston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Kingston
4.97 out of 5 average rating, 795 reviews

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.

Top guest favorite
A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.
Apartment in Kingston
4.97 out of 5 average rating, 370 reviews

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

Top guest favorite
A spacious living room features large windows allowing natural light to fill the area. A grand piano is positioned near a comfortable seating arrangement, which includes a sofa and chairs. A decorative area rug adds warmth, while framed artworks adorn the walls.
Home in Kingston
4.98 out of 5 average rating, 121 reviews

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.

Top guest favorite
A spacious master bedroom is shown, featuring a large white bed with crisp bedding positioned against a light gray wall. Warm lighting is provided by bedside lamps. A decorative mirror reflects the room, and hardwood flooring is complemented by a soft area rug.
Guest suite in Kingston
5 out of 5 average rating, 249 reviews

Calm Oasis, walk to Historic Stockade

Relax, rejuvenate and refresh in your own private, spacious master suite and living area. This beautiful, welcoming space has been 100% renovated with guests in mind. Serene natural color scheme, warm lighting, and ample natural light. Decorated with tasteful furnishings. 15 min. walk to the center of the historical Stockade District. Additional rules No pets, we have two cats, they will be very stressed to hear or smell another animal in the house. City of Kingston STR Licence #008390

Top guest favorite
The open living area features a cozy couch and chairs with decorative red pillows. A glass coffee table sits on a plush rug, and natural light fills the space through large windows. A staircase leads to the loft, with a modern kitchen visible in the background.
Home in Kingston
4.93 out of 5 average rating, 298 reviews

This New House Two

Custom built new home built 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, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Top guest favorite
A spacious bedroom features a wrought iron bed dressed in neutral linens, accompanied by decorative pillows. Exposed brick and stone walls add character, while wooden beams and a warm area rug enhance the inviting atmosphere. Soft lighting from bedside lamps casts a gentle glow.
Apartment in Kingston
5 out of 5 average rating, 109 reviews

Garden apt with river views in downtown Kingston

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 West 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).

Top guest favorite
A private cabin is nestled among lush greenery, showcasing a large deck with two Adirondack chairs positioned for relaxation. The cabin features large glass doors that open to the natural surroundings, enhancing the peaceful atmosphere.
Guesthouse in Kingston
4.99 out of 5 average rating, 167 reviews

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.

Top guest favorite
The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.
Apartment in Kingston
4.97 out of 5 average rating, 165 reviews

DeMew Place

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.

Top guest favorite
A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.98 out of 5 average rating, 166 reviews

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!

Top guest favorite
The kitchen features modern appliances, including a black refrigerator and stainless-steel oven. A wooden dining table sits in the center, adorned with a bowl of fresh fruit. Shelves above display plants and kitchenware, while natural light filters through the windows, creating an inviting ambiance.
Apartment in Kingston
4.98 out of 5 average rating, 245 reviews

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.

Top guest favorite
Cabin in Kingston
5 out of 5 average rating, 229 reviews

Lakeside Cottage: Boulder's Bluff

Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.

Top guest favorite
The exterior of the Strand House is showcased, featuring a historic brick facade with large windows. A prominent sign reading 'STRAND HOUSE' is displayed above the entrance, which is accessed by a set of steps. Potted yellow flowers are placed near the entrance.
Apartment in Kingston
4.92 out of 5 average rating, 310 reviews

Historic Strand House - Unit 2 Woolsey Suite

Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.

Popular amenities for Kingston vacation rentals

When is the best time to visit Kingston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,383 GYDG$31,801 GYDG$29,500 GYDG$30,964 GYDG$33,684 GYDG$35,149 GYDG$37,659 GYDG$37,659 GYDG$37,032 GYDG$39,124 GYDG$34,312 GYDG$32,010 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°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 vacation rentals in Kingston

  • Total vacation rentals

    Explore 250 vacation rentals in Kingston

  • Nightly prices starting at

    Kingston vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 22,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Kingston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Kingston rentals

  • 4.9 Average rating

    Kingston stays are highly rated by guests—averaging 4.9 out of 5!

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