
Holiday rentals in Kingston
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Top-rated holiday rentals in Kingston
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Explore Historic Uptown Kingston from the Bau Guesthaus, C
Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. 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 apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. 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 - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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.

Uptown kid/dog friendly home w yard tennis & park
Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

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.

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).

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...

Swan Cottage with Expansive Hudson River Views
The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hudson River, is the perfect perch to relax and get away from it all. The front porch is a nice spot to have a cup of coffee and watch the sailboats on the river, while the huge wraparound porch affords terrific views of the river as well as the forest that gives this home a feeling of being high in the tree tops.
Popular amenities for Kingston holiday rentals
Other great holiday rentals in Kingston

The Bosun's Crack, Coziness in the Rondout

Cozy Uptown Getaway

Hudson Waterfront Mid-Century Modern Home

Luxe Historical Style - 2 FP’s & Soaking Tub

The Tower House

Designer Retreat with a garden in Kingston NY

Adorable Victorian in Kingston's Stockade District

Cozy Loft Apartment
When is the best time to visit Kingston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $194 SGD | $191 SGD | $188 SGD | $205 SGD | $214 SGD | $229 SGD | $229 SGD | $225 SGD | $238 SGD | $209 SGD | $195 SGD |
| 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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 22,250 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

4.9 Average rating
Kingston stays are highly rated by guests – averaging 4.9 out of 5!
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