Bungalow holiday rentals in The Hamptons

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Top-rated bungalow rentals in The Hamptons

Guests agree: these bungalows are highly rated for location, cleanliness and more.

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Guest favourite
Bungalow in East Hampton
4.93 out of 5 average rating, 110 reviews

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.

The living area features large glass doors that open to the bay, allowing natural light to illuminate the space. A modern kitchenette and a television are visible, complemented by a cozy seating area. A round dining table and a rug with soft colors enhance the inviting atmosphere.
Bungalow in Hampton Bays
4.79 out of 5 average rating, 34 reviews

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.

Guest favourite
An outdoor seating area features a round table surrounded by four wooden chairs under a vibrant red umbrella. The grassy ground extends towards a clear view of the ocean, framed by trees and shrubs, with a gravel path leading away from the space.
Bungalow in Montauk
4.92 out of 5 average rating, 97 reviews

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

Guest favourite
A cozy bedroom is highlighted by a spacious bed dressed in soft linens. A ceiling fan provides air circulation, while natural light filters through the window. Decorative items add charm to the room, and a wooden dresser stands nearby for storage.
Bungalow in Riverhead
4.88 out of 5 average rating, 50 reviews

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.

Guest favourite
A row of six lounge chairs is positioned on a sandy beach, with soft blue cushions inviting relaxation. Tall green grass frames the area, while a wooden fence in the background provides privacy. A gazebo and trees can be seen beyond the chairs.
Bungalow in Cherry Grove, Fire Island
4.91 out of 5 average rating, 33 reviews

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.

Guest favourite
A charming entrance reveals a light-colored house with a teal door, framed by green landscaping. A pathway leads to the steps, flanked by decorative flowerpots. A large tree provides shade, while an American flag is displayed on the right side, complementing the inviting atmosphere.
Bungalow in Milford
4.97 out of 5 average rating, 34 reviews

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

Guest favourite
Large glass doors provide a scenic view of the beach and ocean, allowing natural light to illuminate the living area. A comfortable sofa is positioned in front of the doors, accompanied by a small chair. Coastal scenery is visible through the glass panels.
Bungalow in Southold
5 out of 5 average rating, 5 reviews

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.

A spacious wooden deck is featured, equipped with a dining table and lounge chairs. The entrance to the house is visible, illuminated by soft outdoor lights. Surrounding greenery adds a natural element, creating a welcoming outdoor space for relaxation.
Bungalow in Shelter Island
5 out of 5 average rating, 14 reviews

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

Guest favourite
A spacious living area displays a large sectional couch adorned with assorted cushions. A wooden dining table is surrounded by black chairs. Natural light filters through multiple windows, highlighting the cozy atmosphere, while decorative baskets add an organic touch.
Bungalow in East Hampton
4.92 out of 5 average rating, 12 reviews

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

Guest favourite
A light-colored bungalow is depicted, showcasing a covered balcony with a white railing. A sliding glass door provides access to the interior, while views of the water and horizon are visible in the background, creating a serene coastal atmosphere.
Bungalow in Mattituck
4.93 out of 5 average rating, 71 reviews

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!

Top guest favourite
The exterior of the guest cottage displays a modern design with a distinctive metal roof. Surrounding greenery includes neatly trimmed shrubs and mature trees. A curved stone pathway leads to the entrance, adding to the inviting presence of the home within its tranquil, landscaped setting.
Bungalow in Montauk
5 out of 5 average rating, 21 reviews

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.

Guest favourite
A bright studio cottage features a spacious bed with light linens and a working fireplace. A round table with two white chairs sits on a soft area rug, while a blue accent chair is positioned in the corner. Soft light enters through large windows.
Bungalow in Montauk
4.91 out of 5 average rating, 631 reviews

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.

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