North Fork Escape Private Pool, Family-Friendly, Near Beaches, Wineries & Farms

North Fork escape with private pool, coastal charm, and a location that puts you minutes from the best of it all.
Welcome to Jamesport—a bright, thoughtfully designed home perfect for relaxed, easy stays with family or friends.

Sleeping up to 7 guests, this home offers an open, light-filled layout designed for gathering, unwinding, and enjoying time together—whether you’re here for beach days, winery visits, or a slower pace out east.

Step outside to your private fenced pool, spacious deck, and outdoor dining area—ideal for sunny afternoons, family meals, and evenings under the stars. This is a space designed to truly relax.

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The Space

3-bedroom Jamesport home with private pool, formal dining, and seamless indoor-outdoor living—perfect for enjoying the North Fork at your own pace.

Bedrooms
• 3 bedrooms total
• Primary bedroom with king bed and private balcony
• Two additional bedrooms with queen beds
• One queen room includes a twin trundle (ideal for kids or extra guests)

Bathrooms
• 2 full bathrooms
• Clean, bright, and thoughtfully stocked with essentials

Kitchen & Dining
The kitchen is well-stocked for cooking and entertaining, with pots and pans, cooking sheets, a full set of utensils, and a blender for easy at-home meals.

A starter set of essentials—including olive oil and a selection of spices—is provided to help you settle in. Guests are encouraged to bring any additional groceries or specialty items they may need.
• Formal dining room for shared meals
• Direct access from dining area to the outdoor patio and deck
• Outdoor dining space for relaxed meals outside

Comfort & Essentials
• Central air conditioning and heat
• Wi-Fi
• Full washer and dryer

Outdoor Living & Pool
• Private fenced-in chlorine pool
• Pool floats, including child-friendly options
• Firepit with seating for relaxed evenings
• Grill for outdoor cooking
• Outdoor gazebo for shaded lounging

Family-Friendly Features
• Pack and play available upon request
• Changing table available upon request
• Fenced-in outdoor play area
• Outdoor games (including horseshoes)
• Beach chairs and beach towels
• Kids’ sand toys

Extras
• Beach cruiser bike

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Prime North Fork Location

Set in the heart of Jamesport, you’re just minutes from everything that makes the North Fork such a sought-after destination:
• Beaches for swimming, sunsets, and laid-back coastal days
• Wineries and breweries for tastings, live music, and vineyard views
• Local farms and farm stands for fresh produce and seasonal favorites
• Restaurants and cafés from casual seafood to elevated dining
• Nearby towns including Greenport and Southold
• Scenic trails and nature preserves for peaceful walks and family-friendly hikes

Everything you need is within a short drive—making it easy to explore without overplanning.

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Local Favorites (10 Minutes or Less)

A few of our favorite nearby spots—perfect for easy, no-stress days close to home:

Beaches
• South Jamesport Beach (6 min) — great for families with a playground
• Iron Pier Beach (6 min) — known for beautiful sunsets

Farms & Local Experiences
• Harbes Family Farm (4 min) — a North Fork favorite for seasonal activities and fresh produce

Wineries & Breweries
• Jamesport Vineyards (2 min)
• Jamesport Farm Brewery (4 min)
• Macari Vineyards (7 min)

Dining
• 18 Bay Street (5 min)
• Jedediah Hawkins Inn & Restaurant (5 min)

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Worth the Short Drive
• Tanger Outlets Riverhead (20 min) — shopping with a wide range of brands
• Greenport (25 min) — a charming harbor town with boutiques, dining, and waterfront views

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During Your Stay

To keep the home and outdoor spaces at their best, routine maintenance may take place during your stay:
• Pool service may visit during the week
• Landscaping may be scheduled periodically

These visits are brief, handled outdoors, and occur during daytime hours whenever possible.

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Good to Know
• Sleeps up to 7 guests
• Private pool (seasonal)
• Quiet, relaxed setting—not suitable for parties or large gatherings
• 7-night minimum stay during peak summer season

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This home is designed for easy, elevated North Fork living—where the days feel slower, the air feels lighter, and everything you need is within reach.