Discover a selection of 1,000 vacation rentals in Kingston, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $150 per night, and houses and cottages are popular options for a stay in Kingston. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kingston
Destination guide

A charming foodie town

The charming town of Kingston lies along the Hudson Valley in upstate New York. In recent years, its popularity has surged due to its affordability and proximity to the big city, just 2 hours south. Foodies will be particularly taken by the town which hosts the summer Smorgasburg, a monthly gastronomic weekend event which attracts some of the most exciting chefs and producers in the state. If you plan to visit around the market, you'll want to book up your Kingston vacation rental early. If not, there's plenty to keep you busy, anytime you decide to come to town.

Things to do

A slice of upstate New York history

One of Kingston's biggest brags is its wealth of fine museums and historic attractions. At the top of the pile is the Hudson River Maritime Museum, which houses an excellent collection of shipping artifacts. You don't even need to go to a museum for a slice of history. The Kingston Uptown Historic District preserves much of the centuries-old architecture. Down along the river, you'll find the Rondout Lighthouse which has been protecting passing ships since the mid-19th century, while the Matthewis Persen House has survived revolutions and wars over the years.


Hit the Hudson on kayaks

The Hudson Valley and the rest of Ulster County have much on offer for those looking for a little adventure. From your Kingston vacation rental, you'll have access to more than 300 miles of gorgeous hiking trails. If that's not your thing, consider renting a kayak and hitting the Hudson River for a peaceful afternoon on the water or setting up on the banks to cast in your line. If you bring your clubs, you'll find some fine courses from which to tee off and winter's a whole new ballgame with downhill skiing, snowmobiling and ice skating.


4 seasons in one day

Kingston's climate, like much of upstate New York, is notoriously fickle, sometimes experiencing all 4 seasons in one day. If you're not happy with the weather, just wait a few minutes and it may well change. If you're lucky enough to score a Kingston vacation rental during the summer months, you'll have the best chance of hot, sunny weather. However, if you visit just outside the summer break, the rentals will be priced lower, and you'll have fewer vacationers to contend with. Winter blankets Kingston in snow, but there are plenty of cozy cafes and restaurants to hole up in.

Natural features

An agricultural landscape

This part of upstate New York is characterized by pretty pastures and small farms rearing cattle and growing local produce, which sometimes ends up on the tables of the fine restaurants in NYC. Some of these open their doors for visitors to come and learn about agricultural processes and sample local food. In recent years, many vineyards have popped up and have changed the landscape with their tranquil rows of vines. If you've scored a Kingston vacation rental during the fall months, you can visit the wineries to help harvest the grapes and taste some fine vintages while you're there.

How to get there

Transportation to and around Kingston

The nearest airport is in Hudson, NY (HCC-Columbia County), located 29.3 mi (47.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Newburgh, NY (SWF-Stewart Intl.), which is 29.9 mi (48.1 km) away.

How many vacation rentals are available around Kingston, NY?

Our 2021 property listings offer a large selection of 924 vacation rentals around Kingston. From 675 house rentals to 104 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Kingston?

Vrbo offers a large selection of vacation rentals near lovely places in Kingston. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Hudson Valley Mall: 786 vacation rentals
  • Kingston Rondout Visitor Center: 719 vacation rentals
  • Volunteer Fireman's Hall and Museum of Kingston: 767 vacation rentals
  • Ulster Performing Arts Center: 742 vacation rentals
  • Senate House State Historic Site: 771 vacation rentals

But there are many other points of interest around Kingston listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Kingston?

Yes, of course. Vrbo has 675 Houses in Kingston. Our other popular types of vacation rentals in Kingston include:

  • Cottages: 104 rentals available
  • Cabins: 119 rentals available
  • Bungalows: 104 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Farmhouses and more.

Can I find a vacation rental with pool in Kingston?

Yes, you can select your preferred vacation rental with pool among our 196 vacation rentals with pool available in Kingston. Please use our search bar to access the selection of vacation rentals available.