Vacation home rentals in Long Island

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Top-rated vacation home rentals in Long Island

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A serene beachfront landscape is captured during sunset, showcasing two adjacent houses with wooden exteriors. Soft sand and natural grasses lead to the water's edge, where the gentle waves reflect the warm colors of the sky, enhancing the tranquil atmosphere.
Vacation home in Fire Island
4.74 out of 5 average rating, 46 reviews

Bay Front Beach House 49E

Our beach front house located directly on the Great South Bay has its own private beach, swim area, outdoor shower, barbeque & boat mooring. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts 1 water front bedroom, 1/2 bath & washer/dryer on the main level upstairs; dining/living area(XL twin bed) full gourmet kitchen, 2nd WF oversized bedroom & full bath. Our guests can enjoy sweeping views of the bay, beach, and sunset

Top guest favorite
An informal living area features a light-colored leather couch paired with plush throw pillows. Two leather chairs provide additional seating. Large panoramic windows offer unobstructed views of the calm water, while a wooden round coffee table sits in the center of the space.
Vacation home in Guilford
4.99 out of 5 average rating, 132 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Guest favorite
A cozy bedroom features warm wood paneling and a spacious bed adorned with a colorful quilt. A vintage acoustic guitar hangs on the wall, complementing the inviting decor. Natural light filters through the window, illuminating the brick fireplace and enhancing the room's charm.
Vacation home in Montauk
4.91 out of 5 average rating, 57 reviews

Private Entrance to Duplex Apartment on Lush Acres

Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

Guest favorite
A bright living space features large windows that frame views of the outdoors. A round dining table is positioned next to the window, accompanied by light-colored chairs. A comfortable sofa is arranged in the corner, with soft white curtains enhancing the airy ambiance.
Vacation home in Amagansett
4.78 out of 5 average rating, 41 reviews

White Beach House- summer 2026 open!

This clean, bright, and airy cottage offers a serene escape with stunning views of Napeague Harbor. Just a short walk away lies one of the most beautiful ocean beaches The home feature- 3 comfortable bedrooms & 3 full bathrooms and an outdoor shower Inside, The cottage is well-appointed and designed. While the train from Amagansett to Montauk does pass behind the house, it does not obstruct the tranquil bay views. Please note: Due to health concerns, we are unable to accommodate animals.

Superhost
A spacious outdoor pool is featured, surrounded by lush greenery and colorful landscaping. The pool's clear waters reflect the sunlight, and gentle waterfalls create a soothing ambiance. A textured stone deck frames the pool, providing ample space for relaxation.
Vacation home in Miller Place
4.81 out of 5 average rating, 32 reviews

THE MULBERRY OASIS

Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Guest favorite
A cozy bedroom is furnished with a spacious bed, featuring white linens with subtle floral patterns. A small table and a chair are positioned nearby, while natural light enters through a window above the bed. An air conditioning unit is mounted above the closet.
Vacation home in Elmont
4.83 out of 5 average rating, 136 reviews

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Enjoy this centrally-located lovely full 2-bedroom private lower level apartment. With 2 Queen sized beds, this space can host up to 4 people comfortably. Ideal for travelers or families visiting NY. Located in a quiet neighborhood. In the center of many shops, restaurants, highways. This apartment is located 7 minutes away from the USB Arena, 10-15 minutes away from JFK airport, and in close proximity to Roosevelt Field Mall and Green Acres Mall. The next adventure is never too far away!

Guest favorite
Vacation home in Stonington
4.94 out of 5 average rating, 51 reviews

Secluded Farmhouse Retreat - Minutes from Mystic

NEWLY LISTED! Enjoy a true Stonington retreat! Breathtaking views from every window abounds in this bright and spacious 3,600 sq ft home nestled on 3.3 acres surrounded by woods and nature. This contemporary home has been tastefully updated with an open layout ideal for family get-togethers. Amenities include 2 outdoor decks, pool table, game room with poker and shuffleboard. This secluded retreat is ideally located and is a 7 min drive to downtown Stonington or a 12 min drive to Mystic.

Top guest favorite
A ranch-style house is set against a backdrop of lush trees, featuring a light-colored exterior and a well-maintained front yard with colorful landscaping. The entrance is highlighted by an arched doorway, and two garage doors are visible on the right.
Vacation home in Ridge
4.95 out of 5 average rating, 21 reviews

Vacation home with pool by the North Fork

Beautiful ranch-style house with modern comforts is waiting for you. Our vacation home (built in 2017) with very high ceilings includes new appliances and luxury furnishings. This home offers 2,300 square feet of space with an open living room, 3 bedrooms and 2.5 bathrooms. The backyard has a swimming pool during the summers and a BBQ grill. (Pool is closed during the winters.) We have a ping pong table and EV charger in the garage. Our home is only 20 minutes away from the North Fork.

Guest favorite
An outdoor space is shown with a large, inviting hot tub surrounded by plush seating. A patio area features a dining table and an umbrella, all set against a grassy backyard and a two-story home in the background.
Vacation home in Hampton Bays
4.98 out of 5 average rating, 57 reviews

Bay Breeze-Mins from Beach, Towns and Activities

10mins to Shinnecock Hills (US Open '26). Message about full season rentals at an amazing price. This 4 br/2 bath home boasts a new kitchen, garage, indoor fireplace, beach chairs (6), beach umbrellas (3), and fenced backyard. Wifi, soaps, linens, and coffee provided. Bedrooms have BeautyRest mattresses and blackout curtains. Short walk to East Landing Beach and drive to all towns. Red Creek Park, wineries, golf, outlets, and farms are all nearby. NO SMOKING/PARTIES/LOUD MUSIC

Guest favorite
The living room features a large sectional couch arranged around a central coffee table, complemented by a soft area rug. Natural light illuminates the space through two windows, and a ceiling fan enhances airflow. A decorative painting and an accent chair add character.
Vacation home in Charlestown
4.95 out of 5 average rating, 20 reviews

Family Friendly Home 1 Mile from Charlestown Beach

Our family beach house is a comfortable place to relax after a day at Charlestown beach (beach pass included!) Our Master bedroom has a king size bed and full bath. Our second and third bedrooms have queen beds. The living room has a large sectional couch, flat screen TV and a collection of books and board games. Our large yard has an outdoor shower, fire pit and a new covered patio with a great seating area or relax in the shade of the deck with the roll out awning.

Top guest favorite
A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.
Vacation home in New London
4.99 out of 5 average rating, 226 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

Top guest favorite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Vacation home in Montauk
4.98 out of 5 average rating, 122 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Popular amenities for Long Island vacation home rentals

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