House vacation rentals in Hampton Bays

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.

4.88 out of 5 average rating, 226 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.

A grassy backyard area features a circular arrangement of four wooden Adirondack chairs surrounding a fire pit. In the background, a saltwater heated pool is visible, framed by lush trees and shrubs, creating a serene outdoor space.

4.93 out of 5 average rating, 14 reviews

Designer Home w/ Heated, Salt-Water Pool

Charming and modern Hamptons retreat. This home is perfect for a getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything the Hamptons has to offer. Enjoy the expansive private yard including an 18x36 salt-water heated pool, outdoor lounge area, alfresco dining, grill, fire-pit, and outdoor shower. Comfort and convenience as you and your guests will only be 5 minutes from ocean beaches when you stay at this centrally-located Hampton Bays home.

A covered patio area showcases comfortable outdoor seating, with a soft-toned sectional sofa facing the water. Lounge chairs are positioned nearby, offering unobstructed views of the tranquil ocean under a cloudy sky. The deck is lined with protective railings for safety.

4.83 out of 5 average rating, 58 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

A charming cottage exterior is presented, featuring a light yellow facade with contrasting black shutters. A vibrant red door provides a welcoming entrance. Lush green shrubs and seasonal flowers frame the walkway, enhancing the overall appeal of the front yard.

4.84 out of 5 average rating, 102 reviews

Heart of the Hamptons

Peaceful 3 bedroom cottage in a quaint section of the Hamptons. Located on the south shore, closest to the ocean beaches you can get. Bay water at end of lane, ocean beach just over the Ponquogue bridge. Large backyard for games & BBQ grilling. Enclosed patio for morning coffee & evening dinners. The house is best suited for families & friends needing space & looking for simple, low key relaxation. Please click "Contact Host" if you have specific booking requests & I will look to accommodate.

A basketball hoop is positioned on a paved surface, surrounded by a well-maintained yard. The house is partially visible in the background, showcasing large windows and a two-story design. Lush greenery lines the perimeter, offering a sense of privacy.

4.89 out of 5 average rating, 102 reviews

Hamptons Escape minutes from Beaches and Nightlife

This spacious traditional home features an inviting entryway that flows into a light-filled living room, leading to a lovely outdoor area. The ground floor includes a large master suite, a living room with cathedral ceilings and a fireplace, a dining room, and a fully equipped kitchen. Upstairs are two additional bedrooms and a bath, all with a bright feel. The property offers various outdoor spaces and is a short walk to the bay and ocean beaches. Pool available Memorial Day to Labor Day!

Top guest favorite

A charming two-story home is surrounded by lush greenery, featuring a well-maintained lawn and a small ornamental tree in the foreground. The front porch is designed with steps leading to a welcoming entrance, complemented by large windows that enhance natural light.

5 out of 5 average rating, 32 reviews

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.

Top guest favorite

A landscaped outdoor area features a stone fire pit surrounded by bright blue chairs on a gravel surface. Lush greenery and tall trees provide privacy, while a spacious pool bordered by lounge chairs is situated in the background.

4.98 out of 5 average rating, 127 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Top guest favorite

A single-story home features a light grey exterior with white trim. A welcoming front door is framed by a small porch. Lush green grass surrounds the house, with shrubs and plants neatly arranged beside the entrance. A driveway leads to an attached garage.

4.99 out of 5 average rating, 107 reviews

Summer Special: Fenced Yard, Close to Ocean

Welcome to this clean two bedroom home less than two miles from Ponquogue Beach. Perfect getaway from the city for a reasonable price. a calm, stylish space on a quiet residential street close to the hamlet of Hampton Bays. 1/4 acre property with private fenced in yard, patio and fire pit. The house is best suited for families and friends looking for simple, low key relaxation. Please click on "Contact Host" if you have specific booking requests and I will look to accommodate.

An open living space features a comfortable sofa adorned with patterned cushions, complemented by a light wood coffee table. A dining area with a round table is visible, and large glass doors provide access to the backyard, bringing in natural light.

4.92 out of 5 average rating, 119 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

An aerial view captures a spacious ranch-style home surrounded by lush greenery. A heated pool is outlined by a protective fence, with two shaded pergolas nearby. The manicured lawn invites outdoor relaxation, and a playset is visible on the left side of the image.

4.78 out of 5 average rating, 111 reviews

Private completely fenced in property. Near beach.

This beautiful custom expanded L ranch of 2800sf nested on a very private flat lot has 4 bedrooms, 3 bathrooms, living room, dining room areas with tons of light and privacy, movie theater. Gym and laundry room. The fenced in back yard comes with a lot of great features such as heated pool, two level pergolas over a 20x40 concrete patio, full play set for the kids, fire pit, hammock area, outdoor shower and a cute pool house/lounge area with a loft!

4.96 out of 5 average rating, 169 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 Southampton

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the 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.

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.