Vacation rentals in Westhampton

Apartment in The Hamptons

4.83 out of 5 average rating, 6 reviews

Instant Book: Serene Summer Getaway in WHB, NY

Escape to this modern boutique-style studio, situated minutes from the beach, town and local attractions. Ideal for solo travelers, couples or a small family of three. Breathe in fresh air and unwind. Strike up the BBQ and grill your Saturday Morning Westhampton Beach local farmer's market produce. Experience the best of Westhampton Beach… wildlife sanctuaries, vineyards, farms, restaurants and nightlife, all within a short drive, bicycle ride or stroll. Stay connected with fiber optic WiFi.

4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

6-NIGHTS JULY 4TH WEEK-EXTRA 15% OFF NIGHTLY PRICING POST-QUOTE. 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.

4.98 out of 5 average rating, 47 reviews

NEW DECK! Private, Heated Pool, Home Office & Gym

BRAND NEW DECK! Relax, dine, and take in the view. POOL is open EARLY MAY to END OF SEPT! Ideal for family getaways Privacy and tranquility can be appreciated on this 1 acre land that is surrounded by tall trees and lush landscaping. Plenty of space indoors for working at home or gathering together and outdoors for bbq and sun. House is centrally located near famed Dune Road beaches, Downtown Main Street shops and restaurants, and just a quick drive away from the best winery, golf and farms!

5 out of 5 average rating, 23 reviews

Modern Westhampton Escape • Near Beach • Sleeps 10

🌟 Rated 5.0 with 22 glowing reviews – guests love the comfort, design & location! Experience cozy, modern living in this 5BR, 3BA Westhampton retreat. Stylish interiors offer warmth and comfort, while the finished basement features a ping pong table and lounge area. Ideal for families or groups, this home is in a peaceful neighborhood just minutes from beaches, shops, and dining. Whether relaxing indoors or exploring the Hamptons, you’ll enjoy the perfect blend of charm, fun, and convenience.

4.93 out of 5 average rating, 170 reviews

Cottage in The Hamptons

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.

Guesthouse in The Hamptons

4.97 out of 5 average rating, 195 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.

4.92 out of 5 average rating, 101 reviews

Hamptons Oasis: pool, grill, lush landscape

Kick back and relax in this calm, stylish, contemporary masterpiece. 4 beds, 3 baths, eco pool, and expansive outdoor living space. Architecturally impressive structure surrounded by lush landscape and tastefully decorated. The outdoor space includes a pool, a new outdoor grill, a fire pit, pool lounge chairs, a dining table under a wisteria pergola and an outdoor sofa area big enough to fit your entire party. Fully equipped kitchen. Short drive to the beach, walkable to downtown Westhampton.

4.97 out of 5 average rating, 144 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

4.94 out of 5 average rating, 112 reviews

Apartment in North Fork

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!

5 out of 5 average rating, 32 reviews

Family friendly home with large property

Relax with the whole family at this peaceful private home. Lots of room outdoors for children to explore and parents to relax. Your home away from home. No more worrying about what to pack! We have indoor toys, pack n play, safety features including baby gates, and outlet covers, as well as a water table and an outdoor playset complete with a mud kitchen. Just a 5 minute drive to town for all your needs and a 10 minute drive to the beach.

4.99 out of 5 average rating, 139 reviews

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.