Vacation rentals in Shinnecock Canal

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed cottage located in the center of The Hamptons. Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bedroom areas 2 full baths & outdoor shower. Spacious backyard w/ fire pit & deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball. Access to loft bedroom by ladder.

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Vacation home in the Hamptons.

Escape to the Hampton’s with this stylish four-bedroom! Just minutes from bay and ocean beaches, dining spots, and attractions, this contemporary getaway offers prime convenience & updated comfort. Enjoy a spacious private lawn area with a furnished patio and grill. Inside, find modern amenities, including a fully equipped kitchen, dining options for all occasions, a cozy living room and smart TV, plus central air-conditioning, free WiFi, and a private washer/dryer for added convenience.

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

NEW Hampton's Dream Beach, Wineries, Dining

Newly renovated and professionally decorated Hamptons home. Close to beaches, catering venues, waterfront restaurants, wineries, farms & golf. Open floor plan w/ space to gather. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/pool table Enjoy amenities including smart TVs/appliances, fireplace, high speed WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

Walk to Beach | Rooftop Bay Views | Sleeps 10

Wake up just minutes from the beach, spend your days enjoying the calm waters of Peconic Bay, and end the evening with breathtaking sunsets at Meschutt Beach. Back at the house, take in peaceful bay views from your private rooftop deck, gather in the stunning open living spaces, or unwind by the fire pit. This brand-new luxury Hamptons retreat was made for effortless beach days, unforgettable sunsets, and lasting memories with family and friends.

Southamp Waterview, DogsFREE! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Hampton Bays Cottage by Shinnecock Canal

2 weeks minimum rental! Perfect Hamptons location! By Shinnecock canal which is great for fishing, catching crabs and watch beautiful boats go by. House is near ocean & bay beaches, amazing fresh seafood restaurants, farmers markets, horseback riding, water sports, fishing and parks. You'll have quick & easy access to all points of interest in both Hampton Bays and the Hamptons in general.

Hamptons Getaway

Escape to a bright and spacious 1-bedroom retreat in the heart of the Hamptons! Perfect for families, couples, or solo travelers, this sunny apartment is nestled in a quiet, wooded neighborhood just minutes from pristine beaches, top-rated restaurants, and shopping. It’s less than one mile to the Long Island Railroad Station and a mile to the Hampton Jitney bus stop.

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. Open floor plan single family home w/ 3 bedrooms, 2 full baths, spacious living room with games and dining room. Large outdoor heated pool. Pool heat is an additional cost. Comfortably fits a group of 6.

Hamptons Cottage 3-minute walk to breezy bay beach

Bright, airy 3 bedroom classic Hamptons cottage less than a block from bay beach which is perfect temp and temperament for swimming, wading, paddleboarding and kayaking. Sunsets over the Peconic Bay are amazing especially when you do it with a cold beverage at Tiki Joe’s which has food, drink and fun bands every summer night—only a short stroll away.