Bungalow holiday rentals in The Hamptons

Montauk Beach Bungalow East Apt.

Charming, clean, private, quiet, 2 bed 1 bath ocean view apartment across from ocean beach via through dunes path. Check the surf from the living room window. Dine in or out with the moon rising over the ocean. Includes BBQ and fire pit, outside table. Private entrance, lawn, outdoor shower, storage space for bikes, etc. Perfect vacation rental. Full kitchen with stove oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc - monthly discounts. Small bathrm & shower

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

NEWLY RENOVATED- NEW FLOORING, COVERED PATIO DECK-AWNING & ADIRONACKS, SPECTACULAR SUNRISE/SUNSET, MANICURED YARD, 1 BLOCK CEDAR SANDY BEACH, WASHER/DRYER ON PREMISES, FIBER OPTIC WIFI, TV EQUIPPED-ROKU-AMAZON PRIME VIDEO A PLUS FOR YOUR ENJOYMENT, CONNECTICUT AUDOBON SOCIETY, CONVENIENT AND EASILY ACCESSIBLE TO DOWNTOWN MILFORD CENTER- RESTAURANTS, SHOPS, ENTERTAINMENT, WESTFIELD MALL, METRO TRAIN STATION, I-95 & BOSTON POST ROAD, NOT SUITABLE FOR PETS PLEASE

Two bedroom bungalow

Bright open contemporary with a beautiful sunny living room, big master bedroom with doors to back deck, small second bedroom with one set of twin bunk beds. Recently renovated kitchen, and laundry room with brand new washer/dryer. Landscaped and fully fenced yard has a great back deck running the length of the house, outdoor shower, green lawns and a secluded fire pit area. 1 Mile from Crescent Beach and Shelter Island Heights for stores, restaurants and ferry

Stylish East Hampton Surf Cabin: Hot Tub & Office

Escape to a recently renovated boho-chic surf cabin on a private half-acre of land, featured on Dwell. Located in the charming, historic town of Springs, our cabin is just a five-minute drive from the nearest beach, and close to several great restaurants. Bright and airy with new appliances, and a fully equipped kitchen. Perfect for working from home, the space has two desks, one in a one stylish, stand-alone office. Rental registry: 24-449

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

Cozy Beach House with Private Beach Access

Cozy 3 bedroom, 1.5 bathroom beach house in the Dunes that is ½ block from a private ocean beach lane, easy for your morning coffee on the beach or evening aperitif. The house is bright, open and airy. And did we mention we are a 5-minute walk to the beach? If needed, there is also a standing desk in the house, super fast internet, and a Peloton. East Hampton Rental Registry Certificate Number: 24-399

Incredible Beach Front Bungalow w/ Private Beach!

Experience the very best North Fork has to offer at this beautifully renovated and peaceful private waterfront property. Open sliding doors and step onto a large patio to enjoy panoramic views of the Long Island Sound, and witness the most stunning sunsets! The perfect beach retreat for family and friends or a couple's getaway, one thing for shore is you will absolutely love this charming bungalow!

Private Spacious Montauk Retreat

Family-friendly home in peaceful residential area with evening quiet policy, welcome to guests seeking quiet retreat. No parties/events/smoking/pets, 8 person max, no exceptions. We spent countless summers in Montauk and finally found our dream home here a few years ago. We want to offer you a charming getaway, quiet, but close enough to the buzz of town. We hope you love it as much as we do !

Boho Retreat w/ Pool, Fireplace + Walk to Bay

Escape to a designer 70s beach bungalow set on a private 3/4-acre oasis in Hampton Bays. Perfect for families and small groups, this light-filled home features a pool, vaulted living room with fireplace, and expansive cedar deck for effortless indoor-outdoor living. Walk to quiet bay beaches or drive just 8 minutes to Ponquogue’s ocean waves and surf.

Bay Breeze Beach Cottage

Beach Time!! Come enjoy this charming cottage on the beach. Take your flip flops off and your toes are in the sand ! Extremely relaxing views of the Great South Bay. Close to Patchogue Village and Fire Island Ferry Service! Great for couples and families.

Cherry Grove bungalow only steps from the beach.

This is a “quintessential” Cherry Grove beach house only steps to the beach. Located in the west end of the community. You will have everything you need, towels, beach umbrellas and chairs.

E. Hampton Paradise, Pool with cascading waterfall

Beachy keen bungalow for the great escape. Keep it simple at this peaceful sweet spot close to bay beaches and scenic Gerard Drive.