Bungalow holiday rentals in The Hamptons

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Top-rated bungalow rentals in The Hamptons

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Guest favourite

Bungalow in East Hampton

4.93 out of 5 average rating, 108 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.

Bungalow in Hampton Bays

4.95 out of 5 average rating, 20 reviews

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.

Bungalow in Hampton Bays

4.71 out of 5 average rating, 7 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

Bungalow in Milford

4.97 out of 5 average rating, 306 reviews

SUMMERSale!Beach Bungalow|Pet-friendly|WalktoBeach

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.

Guest favourite

Bungalow in Montauk

4.92 out of 5 average rating, 84 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

Bungalow in Cherry Grove, Fire Island

4.9 out of 5 average rating, 31 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

Bungalow in East Hampton

5 out of 5 average rating, 10 reviews

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)

Superhost

Bungalow in Mattituck

4.92 out of 5 average rating, 64 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

Bungalow in Montauk

4.89 out of 5 average rating, 38 reviews

Private Spacious Montauk Retreat

Family-friendly home in peaceful residential area with evening quiet policy, welcome to guests seeking quiet retreat. No parties/events/smoking/pets, 8 person max, no exceptions. We spent countless summers in Montauk and finally found our dream home here a few years ago. We want to offer you a charming getaway, quiet, but close enough to the buzz of town. We hope you love it as much as we do !

Superhost

Bungalow in Shirley

4.89 out of 5 average rating, 80 reviews

Tranquil Stay.

Welcome to our beautiful 3-bedroom, 2-bathroom single-family home that has everything you need for a comfortable and enjoyable stay. Our home is perfect for families or groups of friends looking for a relaxing retreat with all the amenities. Our home is just a short drive away from all the attractions the area has to offer. We look forward to welcoming you to our beautiful home!

Bungalow in Trumbull

4.82 out of 5 average rating, 248 reviews

Cozy, romantic cabin by the lake.

This romantic, rustic and cozy lakeside cabin is the perfect place to unwind, relax and explore nature. There are miles of woodland trails to explore, and it is only 55 minutes from NYC, 5 minutes from the Merritt Parkway and other major highways, 20 min UBER from Metro North Train Fairfield Station, or Bridgeport.

Superhost

Bungalow in Montauk

4.88 out of 5 average rating, 8 reviews

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!