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

North-Fork Bungalow for a Relaxing Getaway

3-Bedroom, (1 King, 2 Queens) with 1. 5 bathrooms and a Twin-Pull out. Short distance to the beach. Super close to wineries, breweries, golf-courses, State Parks, farms, restaurants, Splish-Splash, and Tanger Mall. It's close to the historic Riverhead Main street with restaurants, The River Walk, and Aquarium. Includes outdoor shower, beach access, and a large backyard to BBQ. Fenced in yard. Great for vacation, golfing trips, bachelorette trips, & wedding guests. Kid friendly.

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

Westhampton Beach Cottage

Walk across the street to Westhampton's beautiful ocean beach. NO PARKING BEACH PASS NEEDED FOR BOTH THE OCEAN AND BAY SIDE! Short walk to Cupsoque Beach-lifeguards, live music, food, drinks. Beautiful nature walk to Moriches inlet-great fishing... Short drive to the town of Westhampton Beach with great shopping, fine restaurants, live, entertaintment, movies, theatre, playgrounds, bike rentals and more!

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

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.

Hither Hills - Pristine & modern bungalow

Elegant, private, pristine two bedroom guest cottage is located on 1.5 acre family compound in the desirable Hither Hills area on Montauk. Walk down the hill to the deeded access only Montauk Beach Property Owner's Association (MBPOA) beach path.

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.