Beach house vacation rentals in Westhampton Beach

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Top-rated beach house rentals in Westhampton Beach

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Top guest favorite

Home in The Hamptons

4.95 out of 5 average rating, 237 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Home in North Fork

5 out of 5 average rating, 3 reviews

Orient cottage in the Village

Enjoy staying in our newly renovated (2021) country cottage in the picturesque town of Orient, NY. Our lovingly restored cottage has 3 bedrooms and a very comfortable open floor plan with a wood-burning fireplace. Our gourmet kitchen will fulfill your dreams of cooking a delicious meal for friends and family. Upstairs you will find 3 very comfortable bedrooms and 2 baths, one which is ensuite with the primary bedroom. It's a stone's throw away from Village Street, the country store and the bay.

Guest favorite

Home in The Hamptons

5 out of 5 average rating, 129 reviews

Hamptons Waterfront- Great Location- On the bay

Amazing Beachfront vacation home located directly on a private sandy beach on Shinnecock Bay. Stunning waterfront views- sunrises/sunsets. Have a bbq and relax right on the back deck and watch the boats pass by or take a quick walk or shuttle boat to some of the Hamptons best restaurants. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Home in The Hamptons

5 out of 5 average rating, 32 reviews

Beach House -Walk to Beach -Live Band -Hot Tub

Fun Beach House with 5 bedrooms, 2 full bathrooms, sleeps 8 adults. 1 minute walk to the entrance of Meschutt Beach & Tiki Joe's Bar & Grill. Live Band on Wed, Fri, Sat and Sun. Fun Hot Tub, Outdoor hot/cold shower. We supply Beach chairs, Towels, Kayak, Weber BBQ grill. Complimentary Coffee and Tea. Close to Dune Road Beaches, Waterfront Restaurants, Wineries, Breweries & Ciderhouse for Beer & Cider tastings. Close to Mini-Golf, Tennis, Pickleball, Golf & Driving Range.

Superhost

Home in The Hamptons

New place to stay

Designer’s home in Sag Harbor

Nestled in Sag Harbor, this elegant 5-bedroom home offers a saltwater heated pool just 2 miles away from the town. A mere five-minute stroll takes you to the Serene Green local farm stand and Long Beach Bay, where you can indulge in swimming, paddleboarding, and witnessing breathtaking sunsets. The chef's kitchen is perfect for culinary adventures, and you can savor your meals either poolside under the charming string lights at the 8-person farm table or indoors at the 8-person table

Superhost

Home in The Hamptons

Newly Renovated Sag Harbor House

Welcome to this newly renovated, charming Sag Harbor house, just a short stroll from the beach and a delightful farm stand. This beautifully decorated home features a cozy yet stylish interior, perfect for relaxation and entertaining. The incredible backyard is a true oasis, adorned with designer landscape and luxurious and comfortable outdoor furniture. Enjoy sunny afternoons by the salt water pool or the fire pit in the evening. This idyllic retreat is the ultimate getaway!

Guest favorite

Home in Ocean Bay Park

5 out of 5 average rating, 8 reviews

Windows on the Sea ★ Modern Pool & Beach Retreat ★

Welcome to the ultimate retreat just 100 feet from the beach on this quiet Ocean Bay Park block in Fire Island. Modern gut renovation of this 5 bedroom 3.5 bath will be the perfect size for your whole extended family (sleeps 12). High end custom finishes throughout complement some ocean views combined with plenty of thoughtful amenities. Enjoy your own ocean view in our private windowed Modpools Pool & Hot-tub with over 1200 sq. feet of deck. Just bring your bathing suit!

Guest favorite

Home in Shirley

4.95 out of 5 average rating, 40 reviews

Waterfront Designer Stay • Sunsets • Near Beach!

Welcome to The Swan House 🦢🏡 —your peaceful, designer retreat on Bellport Bay. Enjoy stunning sunsets, swans gliding by, and direct water access from the backyard. Relax on the spacious deck, fire up the grill, or take a short drive to Smith Point Beach. Inside, you’ll find an open, sun-filled layout with curated furnishings and a calming coastal vibe. This stylish escape offers serene waterfront living in any season—just 90 minutes from NYC.

Home in Black Rock

4.85 out of 5 average rating, 20 reviews

Modern 3 Bedroom House In The Heart Of Black Rock

Tucked away amidst the quiet streets in Black rock is your home away from home. Here you will find yourself near beautiful beaches, museums, light houses and parks. There are plenty of things to do and see. The space comes with a in-suite laundry and a fully equipped kitchen inside your space for a nice home-cooked meal. Your stay here will be both enjoyable and relaxing we are sure of it.Blackrock Suites gives you the best of Blackrock!

Guest favorite

Home in The Hamptons

4.94 out of 5 average rating, 72 reviews

In-Town Charming Westhampton Village Beach House

Relaxing and comfortable best describe this perfectly located & recently renovated 1900s Westhampton Beach carriage home - south of the HWY. 2min walk to Main Street. You will be close to everything when you stay at this centrally located home - walk to farmer's market, restaurants, shops, park and beaches. Ideal for a small family gathering or those on the go escaping the city and don't want to drive and be located in town.

Guest favorite

Home in The Hamptons

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water| Fireplace|Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage across the lawn so I (or other guests may be there in August/September/October stays).

Guest favorite

Home in Fire Island Pines

5 out of 5 average rating, 5 reviews

The DEN-I-ZEN House with Ocean Views - FI Pines

This is the DEN-I-ZEN House in Fire Island Pines. Our home has a communal vibe that offers privacy and space for between 8-10 people. Two rooms have bunks and there are 2 full shared baths in the center of the house. Lounge spaces on two outdoor deck areas plus a platform on the adjacent lot with a hot tub. This south facing home has ocean views and sounds plus sun all day long with a wall of windows.