Discover a selection of 1,500 vacation rentals in Jamesport, Riverhead 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 air conditioning. Prices start at $98 per night, and houses and bungalows are popular options for a stay in Jamesport. Either way, you'll find a rental for everyone's needs.
Destination guide

The quieter side of Long Island

With an enviable location on Long Island and close to New York City, your Jamesport vacation rental has lots to offer. A quaint hamlet near the town of Riverhead, Jamesport's population swells in the summer months as vacationers take advantage of the beautiful beaches surrounding Great Peconic Bay. Taking its name from the first settler, James Tuthill, Jamesport was a fishing community until the Long Island Rail Road extended the line, transforming it into a popular summer resort. Today the area is known for its vineyards, restaurants and bars, meaning you'll never be far from a good bottle of wine.

Things to do

Educational fun under the waves

Long Island is full of things to see and do. Just a short drive from your Jamesport vacation rental is the town of Riverhead, with great attractions for the kids. Long Island Aquarium has the largest coral reef displays in America. Its 120,000-gallon shark tank, penguin encounters and sea lion shows are bound to thill the whole family. If you're feeling really brave, why not try a caged shark dive? Alternatively, the Railroad Museum of Long Island, also in Riverhead, exhibits working locomotives and miniature railways dedicated to the history of the railroads linking Long Island with the city.


Visit the overlooked North Fork

Jamesport has a very easygoing, laidback atmosphere. Less expensive that the neighboring Hamptons and still retaining a rural feeling, with farmland and beaches surrounding the hamlet, Jamesport inspires outdoor activities like boating, swimming and cycling. Relax in the sun on either Iron Pier or South Jamesport Beach, take a dip in the bay or rent bikes to cruise the local area and take in the sight of vineyards, pumpkin patches and commercial flower farms, as far as the eye can see. Head back into town for a selection of restaurants serving organic food and a well-earnt glass of wine.


Cool off in the summer sea breeze

Recognized as a mainly summer retreat, Jamesport is at its most popular during the high season. While New York City melts in the August heat, those clever enough to escape to a Jamesport vacation rental will find the sea breeze and sheltered beaches of Great Peconic Bay the perfect place to cool off. In spring and fall, when the prices dip, so too does the weather. Those who don't mind the odd drop of rain can enjoy Jamestown without the crowds. The fall season brings the grape harvests and is a much more affordable time for wine tasting.

Natural features

Seal spotting on sunny days

Hallock State Park is a 225-acre shorefront preserve set just north of Jamesport on Long Island Sound. With meadow, forest, a couple of lakes and the shorefront, Hallock is home to an abundance of plant and animal species. Long Island has very few large animals, other than white-tailed deer, but the park is home to opossum, mink and weasels. There are also several different species of bats who call the preserve home. The visitor center and noticeboards dotting all the trails are full of information on the wildlife present. Lucky visitors to the shore may spot seals in the bay.

How to get there

Transportation options to and around Jamesport

The nearest airport is in Westhampton, NY (FOK-Francis S. Gabreski), located 8.1 mi (13 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to East Hampton, NY (HTO), which is 17.2 mi (27.6 km) away.

How many vacation rentals are available around Jamesport, Riverhead?

Our 2020 property listings offer a large selection of 1,708 vacation rentals around Jamesport. From 1,464 house rentals to 117 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Jamesport?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Jamesport:

  • Momauguin: 16 vacation rentals
  • Remsenburg: 48 vacation rentals
  • Pipes Cove: 42 vacation rentals
  • The Heights: 29 vacation rentals
  • Silver Beach: 43 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

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

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

  • Jamesport Vineyards: 2,016 vacation rentals
  • Clovis Point: 2,038 vacation rentals
  • Cooper's Beach: 2,591 vacation rentals
  • Meschutt Beach: 2,375 vacation rentals
  • Halsey House: 2,609 vacation rentals

But there are many other points of interest around Jamesport 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 Jamesport?

Yes, of course. Vrbo has 1,464 Houses in Jamesport. Our other popular types of vacation rentals in Jamesport include:

  • Bungalows: 117 rentals available
  • Cottages: 117 rentals available
  • Condos/Apartments: 43 rentals available

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

Can I find a vacation rental with pool in Jamesport?

Yes, you can select your preferred vacation rental with pool among our 1,035 vacation rentals with pool available in Jamesport. Please use our search bar to access the selection of vacation rentals available.

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