Bungalow holiday rentals in The Hamptons

East Hampton Ranch with Access to Clearwater Private Beach

Dive into the saltwater pool, set amid professionally landscaped grounds. Later, head for the multiple outside entertaining areas for a meal from the built-in outdoor grill. Round off the day with a soak in the claw foot tub in the marbled bathroom. The pool is available from May to September, and the temperature is regulated at 87 degrees. Check with the host for additional requirements. Walk to the Clearwater Beach Association's private beach, just a few blocks from the house, with a local grocery store also close. East Hamptons village is 12 minutes away, with recommended restaurants including Roudy Hall and Citta Nova.

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.

Fall Sale! Cozy Bungalow/Pet-friendly/Walk2Beach

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

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.

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.

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.

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

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!

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.