Bungalow vacation rentals in The Hamptons

Civilian Surf Club: a family-friendly beach house

Iconic 70’s beach bungalow & pool nestled in a private 3/4 acre plot surrounded by mature oaks and evergreens. Our home is intentionally appointed by interior designers, filled with collectibles, art & antiques. Embrace the ‘Hamptons Bohemia’ feel, with a vaulted living room, ample seating, a wood burning fireplace and an outdoor area with a sprawling cedar deck & a heated pool. Located within walking distance of the bay beaches and an 8 min drive to Ponquogue beach & The Bowl Spot for surfing.

Waterside Bungalow 1 Near the Hamptons

Your Bungalow is located right on the water overlooking the Shinnecock Bay just over the bridge from Ponquogue Beach. You're about a 20 minute drive from South Hampton and about an hour out to East Hampton and on to Montauk. Your bungalow offers a comfortable queen bed, small kitchen, private patio overlooking the bay, fast WIFI, and a smart TV to keep you streaming your favorite content. The property includes a shared fire pit, water dock, sun loungers, and a full service restaurant, Amalfi.

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

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

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.

Montauk Oceanview with Fireplace (2)

Enjoy Montauk throughout the seasons from this oceanview cottage with queen size bed, full kitchen, working fireplace, cable and wireless. Outside there are chairs and a grill. The beach is a short walk through the dunes.

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.