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Jamesport vacation rentals

We found 2,387 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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Scroll through and select from vacation rentals in Jamesport to find one that's perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a pool. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

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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.

Sightseeing in and around Jamesport

Are you searching for top things to see and do during your stay? Venture out of your vacation home and experience everything that makes Jamesport a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Jamesport Vineyards (0.4 mi / 0.6 km)
  • Martha Clara Vineyards (2.3 mi / 3.8 km)
  • Macari Vineyards (2.6 mi / 4.2 km)
  • Shinn Estate Vineyards (5.2 mi / 8.3 km)
  • Out East Family Fun (6.5 mi / 10.5 km)
  • Peconic Bay Winery (7.1 mi / 11.4 km)

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.

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.

Traveling to and around Jamesport

Fly into MacArthur Airport (ISP), the closest airport, located 29.2 mi (46.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Westhampton, NY (FOK-Francis S. Gabreski), which is 8 mi (12.9 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Jamesport?

The most sought-after types of vacation rentals in Jamesport are houses. Prefer something different? Vrbo has plenty of options to match the unique needs of our guests, so you'll see vacation properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.

How much does it cost to rent a vacation rental in Jamesport?

Length of stay, property type and time of year are among the factors that can affect the price of a vacation home. Simply click on your travel dates to find your perfect fit. From homey country cottages to expansive villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Jamesport?

The average price for a vacation rental near the beach in Jamesport will depend on when you're going and the type and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.

What are popular rental amenities in Jamesport?

When it comes to rental amenities that guests are on the lookout for in Jamesport, a nearby waterfront, a firepit and a beach view are at the top of the list. With Vrbo vacation rentals, you'll enjoy choices to suit your style and taste, whether you're going on a vacation with relatives, friends or even pets.

What are the top attractions for families in Jamesport?

Keep your kids busy at these awesome family-friendly attractions in Jamesport:

  • Splish Splash Water Park
  • The Hamptons Beaches
  • Long Island Aquarium and Exhibition Center

Can I find two-bedroom vacation rentals in Jamesport?

Gather your loved ones and enjoy peace, privacy and comfort in one of the four two-bedroom vacation rentals Jamesport has to offer.

Are there vacation rentals with WiFi in Jamesport?

Jamesport has nine vacation rentals with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to sending emails, these Vrbo homes make it easy to go online.

How old do you have to be to rent a vacation rental in Jamesport?

The minimum required age is usually 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your chosen Jamesport vacation rental before booking.

How long can I rent a vacation rental in Jamesport for?

The amount of time you can book a Jamesport vacation rental for differs depending on the property. Simply put in your preferred travel dates to browse available options offering longer term stays. They include everything you need to make your extended trip more convenient and comfortable, like air conditioning and kitchens. Some Vrbo vacation homes may also offer discounted weekly or monthly prices, so you can have a longer stay for less.

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