
Vacation rentals in Long Island
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Top-rated vacation rentals in Long Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Modern 3 Bd Spacious Apartment in PRIME Location
Incredible home in the heart of Long Island NY! Guests will enjoy staying at this cozy, elegant, open floor plan 2nd floor marvel w/easy access to everything from this prime located home in heart of West Hempstead. Picturesque park/pond across st - 15 mins to Shopping/Malls - 10 mins to Long Island beaches - 15 mins to JFK, 5-10 mins to LIRR stations. Enjoy the comforts of quiet suburban living yet be a short drive/train ride away to the glamorous razzle/dazzle and adventures of New York City.
LocationFamilyBeach
4.99 out of 5 average rating, 222 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
FamilyLocationSleep quality
4.88 out of 5 average rating, 109 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
ValueFamilyBackyard
4.93 out of 5 average rating, 138 reviews
A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.
LocationFamilySolo travel
4.82 out of 5 average rating, 217 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.
FamilyLocationCleanliness
4.98 out of 5 average rating, 184 reviews
Family Retreat with Heated Pool, Hot Tub, Sauna.
🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants
LocationFamilyCheck-in
4.96 out of 5 average rating, 187 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.
ValueFamilyGrill
4.87 out of 5 average rating, 141 reviews
Sunny & Spacious Long Beach Retreat!
This is the perfect beach getaway! Open layout with windows, sunlight and comfort in every room from the den to the bedrooms to the backyard. Read book in a cozy chair, watch a movie in the den or play games and bbq outside. You can ride bikes or walk to the beach (passes included) or stay in and unwind on a spacious, relaxing hammock. Anything you need for your summer home is here. Walking/biking distance to beach and loads of restaurants, bars, etc nearby!
FamilyLocationBiking
4.94 out of 5 average rating, 116 reviews
Beautiful Retreat by the Beach, La Casita Flora
Guest apartment has a private entrance and includes one bedroom, bathroom, kitchenette, office with sofa bed, and large sunny balcony. You can walk everywhere from here! It is a five minute walk to the beautiful beach and boardwalk. The train station to NYC and JFK is one block away. A grocery store, restaurants, coffee shop, brewery, pharmacy, and other amenities are minutes away. Many guests comment that I keep the space "sparkling clean".
ValueLocationAir conditioning
4.92 out of 5 average rating, 634 reviews
The Katalpa House -by the beach
-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.
LocationValueGrill
4.88 out of 5 average rating, 293 reviews
Harborfront Star Walk to Harbor & Village
** Airbnb Fees are now included in the nightly Rate* **Coastal Retreat** Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.
ValueLocationLayout
4.91 out of 5 average rating, 224 reviews
Coastal Villa Suite pool•sauna•gym•theater•beach
Not many places can offer this many amenities: 15 seat movie theater🍿🎥🎞️, great for watching the World Cup!🌍🏆 , full gym 🏋️, sauna room🧖♀️, and pool table 🎱! Outdoors, you can enjoy the fire pit🔥, nearby beaches⛱, hot tub♨️, heated pool🏊🏾♂️, children’s playground🏞, a huge soccer/football field ⚽️🥅🏈, 2 off road go karts 🏁🏎️! NO PARTIES! NO MORE THAN 10 PEOPLE!
FamilyValueTV
4.91 out of 5 average rating, 158 reviewsPopular amenities for Long Island vacation rentals
Long Island home rentals

Waterfront Round House View
LocationValueBackyard
4.9 out of 5 average rating, 177 reviews
Brand New Home in Long Island with Parking
ValueFamilyBathroom
4.97 out of 5 average rating, 229 reviews
3 bedroomprivate/Downtown heart/convenience galore
LocationValueAir conditioning
4.89 out of 5 average rating, 150 reviews
Stunning sunset charming waterfront home 4 seasons
ValueFamilyGetting around
4.97 out of 5 average rating, 101 reviews
The Stella ~ A 1920s Beach Bungalow
FamilyValueAccess
4.89 out of 5 average rating, 160 reviews
Joyful Beach House, viewing The Great South Bay
ValueFamilyDecor
4.93 out of 5 average rating, 158 reviews
Luxurious Waterfront Beach House On The Bay
FamilyLocationBiking
4.98 out of 5 average rating, 243 reviews
Stunning Guest Suite in Medford
ValueLocationLong stay
4.98 out of 5 average rating, 103 reviewsVacation rentals with pools in Long Island

Luxury Hamptons Home with Heated Saltwater Pool
FamilyLocationBackyard
4.98 out of 5 average rating, 179 reviews
Stunning Farmhouse in NoFo I Heated Pool, Wineries
FamilyValueGrill
4.97 out of 5 average rating, 124 reviews
Serene + chic ~ 8 mins to Main Street + beaches
LocationFamilyAir conditioning
4.9 out of 5 average rating, 143 reviews
Splendid private cottage
FamilyValueBiking
4.95 out of 5 average rating, 103 reviews
Stylish+Modern Cape w/Saltwater Pool-5min to Beach
FamilyValueQuiet
4.97 out of 5 average rating, 156 reviews
Ocean View Studio with King Bed
ValueFamilyGetting around
4.89 out of 5 average rating, 140 reviews
La casita J place
ValueFamilyAmenities
4.96 out of 5 average rating, 137 reviews
Secluded Farmhouse - Studio Apartment Style Unit
LocationValueDecor
4.96 out of 5 average rating, 222 reviewsHome rentals with pools in Long Island

Private Oasis W/Stunning Vinyard and Pool Views
ValueFamilyCleanliness
4.97 out of 5 average rating, 218 reviews
Astounding Watermill 5 Bedroom home with Pool
ValueFamilySleep quality
4.94 out of 5 average rating, 167 reviews
North Fork Sound Front Home with Pool
ValueFamilyLong stay
4.89 out of 5 average rating, 44 reviews
Cozy Home with Pool - Near Beach and Restaurants
LocationFamilyPool
4.96 out of 5 average rating, 57 reviews
Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!
FamilyValueBathroom
4.91 out of 5 average rating, 67 reviews
Rivazi Home | Boutique Retreat in Port Jefferson
FamilyLocationOutdoor spaces
4.92 out of 5 average rating, 26 reviews
Designer Home w/ Heated, Salt-Water Pool
LocationValueTV
4.93 out of 5 average rating, 61 reviews
Long Island Getaway w/ Heated Pool & Lake
LocationFamilyAccuracy
5.0 out of 5 average rating, 51 reviewsFrequently Asked Questions
Where is Long Island located?
Long Island is situated in southeastern New York State, stretching east from New York City into the Atlantic Ocean. The area includes lively communities, coastal towns, and scenic beaches.
When is the best time to visit Long Island?
Late spring through early fall is often recommended for outdoor activities, as temperatures range from around 51–83°F (10–28°C) and rainfall is moderate. Visitors find the area inviting for beach outings, festivals, and exploring parks during these months.
What are some things to do near Long Island?
Long Island has sandy beaches, art galleries, vineyards, and historic estates to explore. Guests often enjoy walking along boardwalks, touring lighthouse sites, and sampling fresh seafood at locally rooted restaurants.
How is the weather near Long Island?
Long Island experiences cold winters, with January averaging 25–39°F (-4–4°C), and warm summers, reaching 67–83°F (20–28°C) in July. Rain falls throughout the year, so packing layers and a rain jacket is suggested.
All about Long Island
To the east of New York City, Long Island stretches from just past John F. Kennedy International Airport all the way to Montauk, and has a personality all of its own. At its heart, it’s a comfortable suburb so many New Yorkers call home, but it’s just as vibrant of a destination, especially thanks to its 118 miles of white-sand coastline with 150 beaches on both sides. It also has its own wineries and breweries, more than 60 golf courses, art and science museums, historic landmarks, and the fanciest of mansions along its Gold Coast. And with fresh seafood and farms of every kind, the food scene is just as thrilling.
What are the top things to do in Long Island?
Fire Island
No cars are allowed on this 32-mile-long barrier island along the Atlantic coast, inherently making it an idyllic beach destination where the pace of life slows down. Along with its 17 separate communities is the 40-acre maritime Sunken Forest and 168-foot-tall Fire Island Lighthouse — the tallest on Long Island.
Gold Coast Mansions
All that glitters just might be gold here. On the northern side of Long Island from Port Washington to Centerport, the coastline is dotted with mansions so extravagant that they’ve inspired literature. Highlights include the Vanderbilt Museum and Planetarium in Centerport.
Montauk Point State Park
At the far eastern point of the South Fork, the waters of the Atlantic Ocean meet the strait of the Block Island Sound, causing a phenomenon where the tides seem to race against one another. Take a hike along the shore and you might also see seals out on the rocks, or grab a board and surf the waves (surf fishing is also popular here). For a higher perspective, stop by the state’s oldest lighthouse, Montauk Lighthouse, right next door.
Destinations to explore
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- Times Square
- Central Park Zoo
- Yale University
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Cooper's Beach, Southampton
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Things to do Long Island
- Architecture Long Island
- Outdoors Long Island
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- Cooking Long Island
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- Workouts Long Island
- Tastings Long Island
- Shopping and fashion Long Island
- Museums Long Island
- Landmarks Long Island
- Food tours Long Island
- Art workshops Long Island
- Wellness Long Island
- Things to do New York
- Landmarks New York
- Art workshops New York
- Cooking New York
- Outdoors New York
- Performances New York
- Wellness New York
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- Galleries New York
- Shopping and fashion New York
- Architecture New York
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