Holiday houses in Westhampton Beach

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Top-rated holiday rentals in Westhampton Beach

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Guest favourite

Home in Westhampton Beach

4.96 out of 5 average rating, 25 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day in the sun on the beach (a short 5 minute walk), grilling on the deck watching the sunset over the bay, soaking in the new hot tub, fishing on the private dock, or lounging on the couch watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

Top Guest favourite

Cottage in Westhampton Beach

4.97 out of 5 average rating, 39 reviews

Prime village location, walk to Main St, prvt yard

Vacationing in the Hamptons, in town for a wedding, concert/show, wineries or work? Choose “The Cottage,” cozy & located in a prime village location. WALK to coffee shops, Eckart’s Luncheonette, Main Street for cafés & boutiques, Westhampton Beach Performing Arts Center, Farmers Market, grocery, liquor store, Justin’s Chop Shop&CVS. Bike or drive to Rogers village beach (1.5 miles), passes provided or walk the bridges. Enjoy Kayaking rent at Stephens Marina, 25 minutes from wineries/Southampton.

Guest favourite

Apartment in Westhampton Beach

4.86 out of 5 average rating, 7 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 high speed WiFi.

Top Guest favourite

Cottage in Westhampton Beach

4.93 out of 5 average rating, 172 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

Apartment in Westhampton

4.8 out of 5 average rating, 5 reviews

Stay in Westhampton for Less

The new Three Ducks Hotel has just opened in Westhampton just in time for Summer 2025. We are launching this listing on AirBnB first to create a buzz around this new chance to stay in the Hamptons for less. This listing is for guests staying more than three nights at a considerable discount. The hotel is one mile from Westhampton Village and two miles from Westhampton Beach. Each newly remodeled room has high speed internet access, a tv, a private bathroom and a private garden space to relax.

Guest favourite

Guesthouse in Hampton Bays

4.97 out of 5 average rating, 204 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.

Superhost

Cabin in Shirley

4.86 out of 5 average rating, 168 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Superhost

Home in Westhampton Beach

4.88 out of 5 average rating, 57 reviews

3BR Westhampton Beach House

Best location in Westhampton Beach. Charming 3 BR Cottage that is fully renovated. The space features a new kitchen with quartz counter tops and new stainless steel appliances. Two queen size beds, one full size bed, and a queen sized sofa sleeper for additional guests. A two minute walk to the heart of Main Street and a short bike ride to the beaches this home is in the ideal location! Includes access to 2 brand new bicycles. This home is fully stocked to meet all of your vacation needs.

Top Guest favourite

Cottage in North Fork

4.98 out of 5 average rating, 160 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Guest favourite

Home in Hampton Bays

4.95 out of 5 average rating, 136 reviews

Modern 5BR Hamptons • Near Beaches • Sleeps 10

🌟 Rated 4.95 with 135+ glowing reviews – book with confidence! Escape to this stylish 5BR retreat in Hampton Bays—minutes from beaches, dining, and shops. Enjoy open living, a finished basement with ping pong and gym, plus a spacious backyard for relaxing or entertaining. Perfect for families or groups, this modern home offers comfort, convenience, and Hamptons charm near top beaches and attractions Includes fast WiFi, Smart TVs, BBQ grill & beach gear for the perfect stay

Top Guest favourite

Home in Westhampton Beach

4.99 out of 5 average rating, 142 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.

Top Guest favourite

Apartment in Hampton Bays

4.97 out of 5 average rating, 119 reviews

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.