Holiday rentals in Hampton Beach

5 out of 5 average rating, 11 reviews

Flat in East Quogue

Bayside Boho Retreat

Relax on the balcony overlooking backyard, pool & creekside homes at this peaceful second story apartment with a cozy, private entrance. Walk down the serene street to fish off the dock a half-block away, or picnic, swim, paddle board, or kayak in the private bay located at the end of the road. Main Street East Quogue is a 5 min bike ride away, with access to a park, playground, restaurants, groceries, shops & more. Southampton Town Ocean Lifeguard Beaches are a 10 min drive. Pool opens mid-May.

Cottage in Westhampton Beach

4.93 out of 5 average rating, 168 reviews

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Superhost

4.84 out of 5 average rating, 67 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!

Guest house in Hampton Bays

4.97 out of 5 average rating, 191 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

4.96 out of 5 average rating, 25 reviews

The Beach Bungalow!

If you are looking for an unforgettable beach getaway in the Hamptons, look no further. Located on a quiet residential block located in a very desirable beach area all within walking distance to outside dining on the water to the finest beaches in the world. From biking around town to the coastline of the Infamous Dune Road estates. We are minutes away from Wineries and Pumpkin patches located on both, the North Fork & the Hamptons. Come take a look! You will not be disappointed.

4.96 out of 5 average rating, 140 reviews

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.93 out of 5 average rating, 107 reviews

Flat in Calverton

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

4.96 out of 5 average rating, 170 reviews

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.

Superhost

4.94 out of 5 average rating, 130 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

4.99 out of 5 average rating, 107 reviews

Full House Two miles from the Ocean

Entire House! Large fenced in yard, great for pets. Two bedrooms, less than two miles from Ponquogue Beach with great bars and restaurants on the water. Perfect beach vacation for a reasonable price. Serene and stylish, located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Come unwind with us for some low key relaxation!

4.97 out of 5 average rating, 109 reviews

Flat in Hampton Bays

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

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Other great holiday rentals in Hampton Beach

Flat in Westhampton Beach

4.83 out of 5 average rating, 6 reviews

Instant Book: Serene Summer Getaway in WHB, NY

RachelRating, 5 stars10 months ago

This was a perfect location for our summer getaway! We had a great time. Super responsive host!

Guest house in East Quogue

5 out of 5 average rating, 41 reviews

Petite Central Cottage

JulieRating, 5 stars9 months ago

Marty and Connie are lovely hosts and extremely helpful and welcoming in every way. This is our second stay and we shall return!

5 out of 5 average rating, 48 reviews

Flat in Hampton Bays

Hampton Studio

BarnettRating, 5 stars2 weeks ago

Nancy's place looked just as great as it does in the pictures. Very up to date, stylish, with all the comforts one needs. And looking out the large windows at the green backyard and fire-pit was spectacular, like it was from a home magazine. (Could not actually use the fire pit as it was rainy and cold to start, and then just chilly but I was too busy too). Nancy was extremely responsive to my questions and requests and even anticipated some I might have had. When I had trouble figuring out the locks when I first arrived she must have heard me struggling and was at my side after a few respectful minutes, much appreciated in the cold rain that day. Felt very comfortable and relaxed in the unit. The outside is very green with grass and forest and flowers; just walking around the neighborhood was therapeutic for me! Nancy also gave great guidance on local restaurants and shopping and it was excellent, just like being local. Thank you very much Nancy, a most relaxing and pleasant stay.

Home in Westhampton Beach

4.92 out of 5 average rating, 97 reviews

Hamptons Oasis: heated pool, grill, lush landscape

MariaRating, 5 stars2 weeks ago

Henry was incredibly responsive and accommodating throughout our stay. It was so easy to reach out with questions both before and during our visit—he always replied quickly with helpful information, which made everything seamless and stress-free. The house was great and had everything we needed. We truly enjoyed our time there! It was in a perfect location, and the pool was amazing—definitely one of the highlights of our trip. Highly recommend!

5 out of 5 average rating, 8 reviews

Modern home with Backyard Oasis & Pool

SariRating, 5 stars9 months ago

My family had such a wonderful stay at Malins. The weather was a little colder than expected and she turned up the pool heater for us no questions asked. It’s a lovely place and we hope to visit again soon!

Home in Quogue

4.85 out of 5 average rating, 27 reviews

Spring is here! Message me for your 20% off offer!

JanetRating, 5 stars5 months ago

We had a very enjoyable family gathering and Christmas celebration at Alexander's place. The house is warm, comfortable and attractively decorated. It is close to a number of beautiful beaches and quaint towns, and even has an Outlet Centre within a 20 minute drive, for those who might want to shop. Our grandchildren particularly enjoyed the outdoor play equipment and basketball court as well as the well-equipped basement play area. We had an enjoyable and memorable week.

Luxe

Home in East Quogue

5 out of 5 average rating, 6 reviews

Charming, Modern Hamptons Gem

EmilyRating, 5 stars3 weeks ago

We had a lovely stay at Christine’s for a family wedding at the Westhampton Country Club. Our family is from out of town and had my mother and our kids in tow. The property was quiet and peaceful. Its location close to town was perfect. The house itself was adorable, nicely furnished and very clean. My kids loved the toys in the kids room and the swingset. Couldn’t ask for more. Thank you Christine!