Vacation home rentals in Long Island

Vacation home in Fire Island

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.

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

Vacation home in Guilford

A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.

4.99 out of 5 average rating, 139 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.)

Vacation home in Southampton

The kitchen features dark green cabinetry with natural wood countertops, complemented by a bright tiled backsplash. Stainless steel appliances, including a gas stove and a refrigerator, are present. The area is illuminated by natural light filtering through a window, with a brick wall adding texture.

4.75 out of 5 average rating, 40 reviews

Southampton Duplex with private Hotub + backyard

inside this thoughtfully renovated 2 bedroom duplexed cottage you will find hardwood floors, high ceilings, brand new furniture and fixtures and a gorgeous kitchen. Outside you will find a beautiful patio, garden, and deck equally perfect for enjoying your morning coffee or a cocktail after a long day in the private hot tub. while there are two other guest cottages on the property this unit is completely private and sectioned off from the rest of the world. Built for friends and families alike

4.91 out of 5 average rating, 64 reviews

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

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

Vacation home in Amagansett

A bright living area features high ceilings and large windows that provide views of the outdoors. A comfortable white sofa faces an outdoor deck, while a round dining table with upholstered chairs is positioned nearby. Natural light floods the space, enhancing its airy feel.

4.79 out of 5 average rating, 42 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.

Vacation home in Miller Place

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.

4.83 out of 5 average rating, 36 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.

4.84 out of 5 average rating, 140 reviews

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

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!

Vacation home in Stonington

A spacious living area features a large sectional sofa, complemented by a decorative rug and a modern coffee table. Natural light streams through multiple windows, illuminating the open layout that connects to the kitchen. Nearby seating areas offer additional space for relaxation.

4.91 out of 5 average rating, 54 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.

Vacation home in Hampton Bays

A serene backyard features a saltwater pool surrounded by a stone patio. Four lounge chairs are positioned around the pool, one with a pitcher of lemonade nearby. Lush greenery and tall trees create a private atmosphere, with a small shed visible in the background.

5 out of 5 average rating, 17 reviews

Hamptons house -ultra-private backyard, near beach

Welcome to Kalm House! Where you will find beach house vibes, a gorgeous saltwater pool, a large private backyard with multiple sitting areas, and huge outdoor shower, and a perfect oasis to spend time in the Hamptons. 10-minute drive to the ocean, but a short walk to the bay. An easy 12-minute drive to Shinnecock Country Club for the US Open in June of 2026. Close to all restaurants and attractions. Bring the family or friends and enjoy Hamptons life.

Vacation home in New London

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.

4.99 out of 5 average rating, 239 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

4.97 out of 5 average rating, 129 reviews

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

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.