Vacation rentals in Shinnecock Canal

A spacious living area features a navy sectional sofa adorned with patterned throw pillows. A white coffee table sits in the center, displaying magazines. Natural light fills the room through large windows, enhancing the cozy, beach-themed decor.

4.89 out of 5 average rating, 241 reviews

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.

4.93 out of 5 average rating, 134 reviews

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Mattituck

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.

Apartment in Hampton Bays

A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.

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.

4.97 out of 5 average rating, 442 reviews

A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.

4.87 out of 5 average rating, 137 reviews

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 close on September 15th, 2026 and will reopen May 29, 2027.

An open living space presents a large sectional sofa, accompanied by additional seating. A wall-mounted TV and a fireplace enhance the cozy atmosphere. The kitchen, featuring modern appliances and a dining area, is illuminated by natural lighting from multiple windows.

4.95 out of 5 average rating, 77 reviews

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!

A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.

4.94 out of 5 average rating, 116 reviews

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

Superhost

5.0 out of 5 average rating, 4 reviews

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.

4.95 out of 5 average rating, 204 reviews

A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.

Home in Shinnecock Hills

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.

4.89 out of 5 average rating, 9 reviews

Luxury Home With Stunning Views

This beautiful house is only 5 minutes from town and 10 minutes from the beach driving. This Home has stunning views of the bay, and a pool. This House has an open layout with floor to ceiling windows, stylish furniture, Sip coffee on the deck or relax by the pool. This home has everything you need for a memorable stay: comfort, privacy, and easy access to everything you need for a peaceful getaway or a luxurious vacation.

Apartment in Hampton Bays

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.

5.0 out of 5 average rating, 44 reviews

4.92 out of 5 average rating, 148 reviews

The living room features a bright and airy arrangement with a large white sectional sofa and a coffee table at the center. Natural light streams through the wide windows, creating a welcoming environment. A front door and a lamp add to the cozy feel of the space.

Cottage in Hampton Bays

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.

A landscaped yard features a lush green lawn framed by mature trees and bushes. The expansive bay and ocean views are visible in the background. A colorful sunset paints the sky, creating a serene and tranquil setting.