Bungalow holiday rentals in Long Island

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.

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.

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.

The Woodland Lakehouse under an hour from NYC !

This 600 Sq ft modern and cozy bungalow with semi-private dock access is perfect for families or couples looking to get away and relax on beautiful Greenwood Lake, right in the heart of the Hudson Valley. The house is just steps away from the lake. (About a 45 second walk, 4th house back on the street.) The decor is elegant yet comfortable and casual with plenty of spaces indoor and outdoor to make yourself right at home. Town of Warwick short term permit #32008

Shore Drive - 2 Bedroom/2 Bath/Bunk/Queen Oasis

Stay with us for a relaxing, family beach experience! This is a newly remodeled (2022) home with a spacious patio, seating w/table for 6 and large backyard. Walking distance to Waterford & Ocean Beach, Waterford Beach Park, Eugene O'Neill Theater and Harkness State Park. 15-20 min drive to Mystic, Stonington, Vineyards, 25 min to Mohegan Sun & Foxwoods. Close to the Lawrence + Memorial Hospital, Pfizer, GD (EB), CT College, Mitchell, USCGA US Navy Base Groton.

Adorable Bungalow, Walk to Downtown Mystic!

Time for a getaway to historic Mystic, CT! Our lovely two bedroom cottage is available for you to enjoy. Take a short walk (less than half a mile) down the hill to downtown, and explore award-winning restaurants, as well as the adorable shops. Scenic views, a wonderful aquarium, and a walk through history at The Mystic Seaport make our town a very special place to visit. Enjoy walking distance to town, and enjoy your stay in our little cottage.

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

Tranquil Waterfront Retreat on Mombasha Lake

Welcome to our cozy 2-bedroom lakefront bungalow on the shore of Lake Mombasha in the Hudson Valley. Enjoy stunning lake views, and inviting spaces designed for relaxation. Wake up to serene sunrises, explore nearby attractions, hike local trails, and unwind with breathtaking sunsets over the lake. In the evenings, gather around our fire pit for cozy conversations under the stars, making unforgettable memories.

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!

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.