Bungalow holiday 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.

Montauk Oceanview with Fireplace (2)

Wake up to ocean vistas every morning in a charming cottage. There are stunning views of the waves, soothing ocean sounds, and a gentle sea breeze. Sip coffee on a sun-drenched porch, enjoy a sunset stroll along sandy beaches, or simply unwind with the mesmerizing horizon as your backdrop, this cottage provides the perfect blend of comfort and charm. The cottage features a cozy interior with a working fireplace, modern amenities, and large windows that showcase the stunning seaside scenery.

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

3 Bedroom Waterfront Dream CherryGrove Fire Island

Enjoy gorgeous Bay views and incredible sunsets on your own private deck! 3 bedroom, one bath, full kitchen and dining room with wifi, cable TV, and air conditioning! Large private deck with BBQ grill, eating area, lounge chairs an outdoor shower and plenty of room to lay out! Bonus private beach with lounge chairs! Just steps away from all the action and yet still feel like you are in your own private paradise! Unfortunately we have a no pet policy and no children under 16 policy.

Charming 3-bdrm bungalow with private bay beach

Relax at this quiet bungalow with private sandy bay beach, located just a 15-minute walk to Smith Point ocean beach. This 3-bedroom, 2-bathroom, fully updated home is the perfect getaway. Tucked at the end of a quiet street, and with waterfront views, you'll have a front row seat to beautiful sunrises year round. Boat lovers can park right in the canal behind the house. The Hamptons are a short 25-minute drive. The owner is local and available should you need anything.

Private Beachfront Getaway

Two bedroom beach house located on a private beach. If you love the beach, fishing, swimming and sunsets in a quiet place, this is for YOU. Walk right out the door and you are ON the beach. Wrap around deck, with patio set, BBQ, lounge chairs, and views in every direction. All rates listed are for a family of 4 (2 adult, 2 children). There are add’l charges for extra guests which need to be confirmed and agreed upon at time of reservation. Sorry, not pets allowed.

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

Montauk Bungalow

Enjoy Montauk at our newly renovated bungalow! This home offers a nice space close to some of our favorite Montauk spots. With its' convenient location you will be able to walk to Gosman's, Salivars, everything the dock area has to offer including a number of secluded beaches! The deck has just been redone and is now Mahagony and the driveway now only goes off of Duryea Ave - making the fenced in yard much bigger and more private.

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)

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!

Luxuriously Design Beach Bungalow!

Completely private one bedroom cottage with ocean views located just steps from the ocean and a short walk to Downtown Montauk is the perfect Montauk escape! Fully equipped with a full kitchen, private deck, WiFi access and heated pool on site. Great for a quick getaway or extended stay!

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.