Holiday rentals in Westhampton

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!

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.

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.

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

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!

Tennis & Sea Escape - Hydrangeas in the Hamptons

Escape the city and enjoy a Tennis & Sea Escape at our charming cabana. The private har-tru (green clay) tennis court is perfect for tennis enthusiasts, while the spacious patio and landscaped backyard offer relaxation after a day out. Access the beach and town within minutes, and plug in your EV car before rinsing off in the outdoor shower. Enjoy a perfect blend of comfort, luxury, and convenience with coffee, TV, WiFi, and towels provided.

The Snug on the Farm ~ Cozy cottage home

Take a break and unwind at this peaceful oasis. Small but very efficient space for a quiet getaway. Enjoy dining on the terrace and enjoy beautiful sunsets over our 5 acre rescue horse farm. Fully equipped full kitchen if you choose to cook, great nearby restaurants too. 10 minutes to Westhampton Beach. Cottage comforts include washer/dryer/dishwasher/electric fireplace/smart tv/blackout drapes and bbq grill.

Modern Hamptons 5BR • Near Beaches & Town

Rated 4.95 ⭐ with 135+ reviews! Stylish 5BR, 4BA Hampton Bays retreat sleeps 10 and is minutes from beaches, dining & shops. Enjoy open living spaces, Smart TVs & fast WiFi. The finished basement has a ping pong table & gym, while the backyard offers a BBQ & lounge area for entertaining. Beach gear included! Perfect for families or groups seeking the ultimate Hamptons getaway

Walk to the village! Modern beach house

Have fun with the whole family at this stylish place. Enjoy outdoor dining, BBQ, and Solo Stove fire pit area. Morning coffee and breakfast couldn't be easier with Hampton Coffee just steps away. Walk to the village for shopping and dining or bike to the beach. Get the best of both forks with Westhampton Beach only a 20 minute drive to the North Fork wineries.