Beach house holiday rentals in Bridgehampton

Paradise Found

This fully renovated charming bay-front cottage on a private dirt road has a large sugar sand beach, spectacular panoramic Bay views with boat mooring and beautifully planted private gardens. Professionally redecorated interiors boast exposed wood beamed ceilings, artwork, and comfortable sitting areas to take advantage of the best Bay views. Fully stocked cook’s kitchen completes this 3 BR, 1 Bath home with central HVAC. Garden level has open-air covered sitting, new Webers, and outdoor shower.

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.

Oh Buoy! Charming Cottage Steps to Beach | Firepit

This nautical-inspired "tiny house" cottage in beloved Sag Harbor is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle.  The sunny living room features a sitting area and stylish kitchenette. The bedroom has a full sized-bed and en suite bath.  Fully appointed for your stay, just bring your bathing suit!  Outside is your own little deck with a bistro table and a fire pit / BBQ area, and my own house is just across the lawn so I'm readily accessible! 1 parking spot.

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.

Hamptons Beach House- Sun, Sand & Relax-Beachfront

This beautiful Hamptons beachfront home is right on Shinnecock bay with your own sandy beach right in the backyard! Relax with your toes in the sand or go for a swim. Located just 4 min. by car from the main town for all your shopping needs. My place is also within walking distance to one of the Hamptons best waterfront restaurants- so no worries about having a drink and getting home. The location and ambiance is what makes my place stand out from the rest. You’re gonna love it here!

Hamptons Beachfront- Relax & Getaway- On the bay

Awesome Beachfront vacation home located directly on a private sandy beach right on Shinnecock Bay. Suntan, swim, kayak or just chill and relax in a float right on the beach in the backyard. Hungry- no worries you can bbq right off the back deck or walk to one of the best Caribbean restaurants in the Hamptons. You’ll love my place because of the location and the ambiance- vacation vibes. My place is perfect for couples, solo adventurers, business travelers, and families (with kids).

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.

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).