Beach house holiday rentals in Hampton Bays

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.

Salty Kisses Cottage Relax

Salty kisses beach cottage is simply adorable. The perfect getaway. Your happy place, always fresh linens, tasteful coastal decor. Direct water views Beach access across street Amazing sunrise and sunsets. At the end of the road is Silver Sands State Park with showers and food. Walk on the boardwalk to Walnut Beach. Live music, milford creamery, bees knees, pizza, lazy lobster and specialty stores. We have a lovely backyard for grilling and chillin. Downtown & Lisman landing only 1-2 mile walk.

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).

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.

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

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!

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.

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).

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.