South Jamesport vacation rentals

We found 1,286 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in South Jamesport that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include air conditioning and a pool. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - South Jamesport

Showing deals for:Jul 10 - Jul 17

Image gallery for 2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

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9.0 out of 10, Wonderful, (18 reviews)
Wonderful
(18 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

9% off
Price is $1,069
$7,485 for 7 nights
All fees included
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

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Find out more about South Jamesport

Why visit South Jamesport

  • Beautiful Beaches: South Jamesport boasts stunning beaches perfect for relaxation and scenic views, ideal for sunbathing and water activities.
  • Outdoor Activities: The area is a haven for outdoor enthusiasts, offering a range of activities like hiking, fishing, and biking.
  • Family-Friendly Fun: With various attractions and activities, South Jamesport is a great destination for families looking to create lasting memories.
  • Charming Accommodations: Visitors can choose from a variety of charming vacation rentals, including cottages and spacious homes.
  • Cultural Experiences: Explore local history and enjoy the vibrant arts scene, enriching your visit with cultural insights.

Popular types of accommodation in South Jamesport

If you're planning a getaway to South Jamesport, you'll find a variety of exceptional vacation rental options to suit your needs. Our most popular accommodations include houses, charming cottages, and cozy apartments. Whether you're seeking family homes for rent or spacious vacation homes, South Jamesport has something for everyone. Discover the perfect rental for your stay and enjoy all that this beautiful destination has to offer.

  • Houses: The top choice for visitors to South Jamesport, offering spacious and comfortable options perfect for families or groups.
  • Cottages: A charming second option, these cozy retreats provide a quaint atmosphere for a relaxing getaway.
  • Apartments: The third choice, ideal for those seeking convenience and a home-like feel during their stay.
  • Villas: Elegant accommodations that offer luxury and privacy, perfect for a special vacation.
  • Condos: A popular option for travelers looking for modern amenities and a community vibe.**

Top attractions near South Jamesport

South Jamesport, New York, offers a delightful blend of outdoor activities, family-friendly fun, and romantic getaways. Visitors can enjoy its beautiful beaches, explore local history at museums, and appreciate the vibrant arts scene. Whether you seek relaxation by the shore or a cultural experience, South Jamesport has something for everyone, making it an ideal destination for travelers looking to immerse themselves in nature and local culture.

  • The Hamptons Beaches: Located 6 miles from South Jamesport, this picturesque beach offers stunning views and a relaxed atmosphere, perfect for sunbathing, swimming, and soaking in the vibrant beach vibes.
  • Shinnecock Nation Cultural Center and Museum: Situated 8 miles away, this museum immerses visitors in the rich culture and history of the Shinnecock Nation, featuring engaging exhibits and cultural programs.
  • Harbes Family Farm: Just 3 miles from South Jamesport, this charming farm offers a delightful family experience with seasonal activities, fresh produce, and a chance to connect with nature.

Things to do recommended for couples

Ready for a romantic getaway in South Jamesport? Explore the beautiful beaches, take a sunset stroll along the shore, and enjoy a cozy dinner at a local seafood restaurant. Don't miss a wine tasting at nearby vineyards for a delightful couple's experience.

Things to do recommended for families

Families visiting South Jamesport can enjoy a day at the nearby beaches, perfect for sandcastle building and swimming. Explore the scenic vineyards for a family-friendly tour, or take a relaxing bike ride along the picturesque coastal paths for a memorable adventure together.

Things to do recommended for groups

Groups visiting South Jamesport can enjoy a relaxing day at the beach, participate in wine tastings at local vineyards, and explore scenic hiking trails. Don't miss the charming shops and eateries that offer a taste of the area's unique coastal culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in South Jamesport

If you're traveling with a group, family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to South Jamesport with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor space for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to South Jamesport with young kids: Traveling with young kids can be a bit of a challenge. It's important to prioritize their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Jamesport: For many families, a vacation just wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting South Jamesport: If you’re seeking vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Jamesport

South Jamesport offers a delightful escape for outdoor enthusiasts and families alike. Nestled near stunning Hamptons beaches, visitors can enjoy scenic views and a friendly atmosphere. Nearby neighborhoods like Quiogue provide charming homes for rent, perfect for a summer getaway. Whether you're looking to relax on the shore or explore the local vibe, South Jamesport is the ideal destination for a memorable vacation experience.

  • Hamptons: Located 12 miles away from South Jamesport, the Hamptons are renowned for their stunning beaches and upscale charm. This picturesque region offers a perfect blend of outdoor activities and romantic experiences, making it an ideal getaway. You can enjoy world-class golf courses and picturesque lakes, or relax on the family-friendly beaches. The Hamptons are also famous for their vibrant nightlife and fine dining, attracting visitors seeking both leisure and adventure.
  • Riverhead: Just 5 miles from South Jamesport, Riverhead is a lively city known for its family-friendly atmosphere and entertainment options. Outdoor enthusiasts can explore beautiful parks, while families can enjoy fun-filled days at the local water park. The shopping areas in Riverhead offer a variety of retail experiences, making it a great destination for those who love to shop. With its combination of beaches and event venues, Riverhead is perfect for a day of exploration and enjoyment.
  • Southampton: Situated 10 miles from South Jamesport, Southampton is a charming city that captivates visitors with its beautiful beaches and outdoor activities. Known for its romantic ambiance, Southampton features exquisite golf courses and inviting parks where you can unwind. The stunning family beaches provide perfect spots for relaxation and recreation. With its rich history and elegant atmosphere, Southampton is an enchanting destination worth exploring during your vacation.

Best time to go to South Jamesport

If you're planning a trip to South Jamesport, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in May, July and September, while off-peak times, like June and December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
February36.1°F (2.3°C)Light RainMostly SunnyAverageModerately Low
March40.1°F (4.5°C)Light RainMostly SunnyAverageModerately Low
April47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
May55.9°F (13.3°C)Light RainMostly SunnyHighAverage
June65.3°F (18.5°C)Light RainMostly SunnyLowModerately High
July73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
August73.8°F (23.2°C)Light RainMostly SunnyAverageModerately High
September68.5°F (20.3°C)Light RainMostly SunnyHighAverage
October60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
December42.6°F (5.9°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best option for your needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize all your plans. Any properties you've saved or booked before are now accessible under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to beautiful South Jamesport

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in South Jamesport. Travelers appreciate the boating in this scenic city. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in South Jamesport

Are you hoping to find things to do in the area? Venture out of your cozy vacation rental and experience everything that makes South Jamesport a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Jamesport Vineyards (1.3 mi / 2.1 km)
  • Martha Clara Vineyards (3.3 mi / 5.2 km)
  • Macari Vineyards (3.5 mi / 5.6 km)
  • Safari Adventure (5.5 mi / 8.8 km)
  • Peconic Bay Winery (7.6 mi / 12.2 km)
  • Shinnecock Hills Golf Course (7.8 mi / 12.5 km)

Exploring the natural landscape of South Jamesport

Whether you're an outdoor enthusiast or just want to appreciate the scenery, South Jamesport is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Tiana Beach (8.1 mi / 13 km)
  • Ponquogue Beach (8.2 mi / 13.2 km)
  • Shinnecock East County Park (8.5 mi / 13.6 km)
  • Cooper's Beach (10.3 mi / 16.6 km)
  • Foster Memorial Town Beach (13.8 mi / 22.2 km)
  • The Hamptons Beaches (14.4 mi / 23.1 km)

Traveling to and around South Jamesport

The nearest airport is in Westhampton, NY (FOK-Francis S. Gabreski), located 7.3 mi (11.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Shirley, NY (WSH-Brookhaven Calabro), which is 17.2 mi (27.7 km) away.

Frequently asked questions

What is the best area to stay in South Jamesport, New York, United States of America when booking a vacation rental?
When considering a vacation rental in South Jamesport, a popular area to stay is in close proximity to the picturesque waterfront. This area offers an inclusive setting with beautiful views of the bay, making it great for relaxation and outdoor activities.

You'll find a range of charming properties available, from cozy cottages to spacious homes. Many of these rentals are located near scenic spots like the South Jamesport Beach, where you can enjoy swimming, sunbathing, and picnicking. Additionally, the nearby Jamesport Vineyard is a fantastic attraction for wine enthusiasts, offering tastings and tours in a beautiful setting.

Staying in this area not only provides easy access to stunning natural beauty but also keeps you close to local amenities and dining options, enhancing your overall experience.
How much does it cost to rent a vacation home in South Jamesport?
Prices for vacation rentals in South Jamesport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Jamesport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for South Jamesport vacation house rentals?
You can find great discounts on house rentals in South Jamesport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in South Jamesport?
For renting a beach house in South Jamesport, travelers should focus on the scenic waterfront along the Long Island Sound. The area near the South Jamesport beach offers a selection of vacation rentals that provide stunning views of the water and easy access to sandy shores, superb for sunbathing and swimming. Many properties feature amenities such as spacious decks for outdoor dining, private grills for barbecues, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a relaxing beach getaway.

Additionally, the nearby Jamesport area has charming cottages and larger homes that often come with private yards, fire pits, and outdoor showers to rinse off after a day at the beach. Visitors can also enjoy proximity to local attractions, including vineyards and farmers' markets, enhancing the overall experience.

For those interested in outdoor activities, the nearby North Fork offers opportunities for kayaking and paddleboarding, with rentals in the area typically equipped with necessary gear or easy access to rental services.
What is the most popular type of vacation rental accomodation in South Jamesport?
In South Jamesport, vacation houses and cottages are the most popular types of rental accommodations, with several options available in this charming coastal area. These properties are typically located in serene neighborhoods close to the beach, allowing guests easy access to the waterfront and local attractions. Most vacation houses feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for barbecuing or enjoying the fresh sea breeze. Cottages tend to offer a cozy, quaint atmosphere, often with characterful interiors and amenities like fireplaces or patios.
Are there any family house rentals in South Jamesport?
In South Jamesport, New York, there are several family-friendly house rentals available. This charming area offers a peaceful atmosphere, great for family gatherings. Many of the homes feature spacious living areas, fully equipped kitchens, and outdoor spaces for barbecues or playtime. Some properties also provide amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Families can enjoy nearby attractions like the beautiful beaches along the Long Island Sound, which are ideal for swimming and beach games. Additionally, the local vineyards and farms offer opportunities for fun day trips, allowing visitors to experience the region's rich agricultural heritage.
Can I rent a vacation home with a pool or hot tub in South Jamesport?
In South Jamesport, you can find several vacation homes available for rent that feature pools and hot tubs. This charming area, located on the North Fork of Long Island, offers a tranquil setting for relaxation. Many of these properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas superb for family gatherings or entertaining friends. Additionally, you can expect amenities such as fully equipped kitchens, cozy living spaces, and sometimes even access to nearby beaches or scenic views of the surrounding landscape.
Can I find long-stay vacation rentals in South Jamesport?
A long-stay vacation rental in South Jamesport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in South Jamesport?
In South Jamesport, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a relaxing getaway with their furry companions. The area is known for its picturesque surroundings, including beautiful beaches and scenic parks. Many vacation homes in this region come equipped with amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them great for families or groups.

The proximity to both the beach and local parks provides ample opportunities for outdoor activities with pets. Nearby points of interest, such as scenic walking trails and dog-friendly beaches, allow guests to explore the natural beauty of the area while enjoying quality time with their pets.
Are there any remote work vacation rentals in South Jamesport?
In South Jamesport, there are several vacation rentals that cater to remote work needs. Many properties in the area offer amenities such as high-speed internet and dedicated workspace options, making them suitable for professionals looking to balance work and leisure. Travelers can expect comfortable accommodations with features like desks in private spaces, reliable Wi-Fi, and sometimes even communal areas with free internet access.

The serene environment of South Jamesport, located near beautiful beaches and local parks, provides an ideal backdrop for a productive stay. After work hours, guests can unwind by exploring the nearby scenic spots or enjoying quiet walks along the waterfront. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Jamesport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Jamesport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in South Jamesport?
In South Jamesport, popular vacation rental amenities include kitchens, which allow travelers to prepare their own meals, and decks or patios for enjoying the outdoors. Many rentals also feature onsite parking, making it convenient for guests with vehicles. Coffee and tea makers are commonly found in these properties, providing a cozy start to the day. Additionally, gardens are a delightful amenity offered in several rentals, adding to the tranquil setting of this charming area.
When is the best time to visit South Jamesport for a vacation rental?
The best time to visit South Jamesport for a vacation rental is during the peak season from March to May, with May being particularly popular among travelers. This vibrant period welcomes visitors seeking the joys of spring, including blooming gardens and pleasant temperatures that typically range from the low 50s to mid-70s Fahrenheit. It's an ideal time for outdoor enthusiasts to explore the picturesque beaches and nature trails, making the most of the mild weather.

May offers a delightful atmosphere, as the local community comes alive with various events and activities. You can indulge in leisurely strolls through charming coastal paths or enjoy boating on the calm waters of Long Island Sound. This month also provides a great opportunity for wine lovers to tour nearby vineyards, known for their exquisite tastings and scenic views.

For those looking to maximize their budget, consider visiting in December. While it's the low season, South Jamesport transforms into a peaceful retreat, superb for enjoying the tranquil winter landscape. You can relish cozy evenings by the fireplace in a vacation rental, and perhaps take advantage of off-peak rates for a more economical getaway.

Ultimately, the best time for your visit depends on your preferences for lively spring experiences or serene winter escapes.
How early should I book a South Jamesport vacation rental?
Book your South Jamesport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Jamesport, New York, United States of America?
In South Jamesport, visitors can enjoy a tranquil atmosphere with easy access to beautiful beaches along the Long Island Sound. The area is known for its charming waterfront views and is a great spot for fishing, boating, and relaxing by the shore. Nearby, you can explore the scenic vineyards of the North Fork, where wine tasting and vineyard tours are popular activities.

The local parks, such as the South Jamesport Beach or the nearby Indian Island County Park, provide opportunities for picnics, walking trails, and nature exploration. The quaint, small-town vibe of South Jamesport is also reflected in its local shops and restaurants, where travelers can experience a taste of the local culture and cuisine.
Can I change or cancel my South Jamesport home rental booking on Vrbo?
To find South Jamesport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South Jamesport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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