Some info has been automatically translated. Show original language

Long Island vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Long Island vacation rentals

Long Island home rentals

Guest favorite
Home in Greenport
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars3 weeks ago
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.
Guest favorite
A dining room table with eight chairs is set beneath ambient lighting. The room opens to a cozy living area featuring a comfortable sofa and blue curtains. A doorway leads to a well-lit kitchen, enhancing the home's spacious layout.
Home in New London
4.95 out of 5 average rating, 133 reviews

House in NL near CGA, Sub Base, Mohegan Casino

MeaganRating, 5 stars4 months ago
Our family opted for a trip to New London to reconnect with our family for Thanksgiving. We were able to utilize the beautiful dining room for our dinner . We loved staying at Rosa’s place and were very comfortable . Just a note - there is only one bathroom and it is on the second floor ( as are all the bedrooms) We made this work but can be difficult with a larger family . It would definitely not deter me from booking again! This place was beautiful. The surrounding area and ease of access was comforting ! Would definitely stay here again .
Superhost
Home in Southampton
4.75 out of 5 average rating, 24 reviews

Southampton Winter Rental, 3 bed, 2 bath

ChristyneRating, 5 stars2 months ago
We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.
Guest favorite
A sunlit living area is furnished with a white sofa and two dark armchairs, arranged around a glass coffee table. Large windows with shades allow natural light to fill the space. A decorative chandelier hangs from the ceiling, adding a touch of elegance.
Home in Greenport
4.93 out of 5 average rating, 260 reviews

Dream Get Away

ValerieRating, 5 stars3 months ago
This was our second stay at Judie's place. The house is immaculately clean, from easy check in, instructions left, comfortable beds, location is amazing, walkable into town. Showers are great, I could go on and on about how great the space is. We will definitely stay here again when back in Greenport.
Superhost
A living area is shown featuring a black shelving unit with decorative items. A television is positioned on the shelf, displaying an animated show. A potted plant adds greenery beside the shelf, while a patterned rug covers the hardwood floor.
Home in Amityville
4.72 out of 5 average rating, 74 reviews

Cheerful 2-Bedroom Home With On Premises Parking

SharozRating, 5 stars5 months ago
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home
Top guest favorite
A modern chef kitchen is highlighted with stainless steel appliances and a spacious island. Sleek cabinetry complements the open layout, leading to a bright living area with large windows. Four metal bar stools are arranged along the island, providing ample seating for casual dining.
Home in Long Beach
4.99 out of 5 average rating, 68 reviews

Paradise Cove

HerbyRating, 5 stars3 days ago
Wonderful experience. Edwin made us feel right at home. Great person and great instructions. He was flexible with us the best way he could be. Definitely would visit again when I come back to Long Beach NY. Thanks Edwin
Guest favorite
A bright living room showcases a light-toned leather sofa set arranged around a marble coffee table. Large windows allow natural light to fill the space, framed by soft curtains. A television is mounted on the wall, and a decorative wreath adds a seasonal touch.
Home in Port Washington
4.9 out of 5 average rating, 61 reviews

Comfortable Entire House for rent. 4 bed, 3 baths

RuthRating, 5 stars4 months ago
This was our second stay at Robert’s place and once again we really enjoyed staying at his house. Robert is a very friendly and responsive host and the house is great. Would definitely stay there again.
Guest favorite
Home in Groton
4.85 out of 5 average rating, 13 reviews

The Blair Durgin House in Mystic

ARating, 5 stars7 months ago
Absolutely pristine, it offered a perfect blend of comfort and beauty. It is clear that the property is meticulously maintained, spotless, elegant, and comfortable. The beds were comfortable, and every amenity was provided. The best part is the area! WOW. We walked into Mystic at least twice a day and had lovely morning strolls along the water. The back deck is perfect for coffee and pm cocktails. I highly recommend it. We'll be back.

Long Island beach vacation rentals

Guest favorite
A sunlit view of a sandy beach stretches towards the horizon, with gentle waves lapping at the shore. Colorful umbrellas dot the sandy area, and a wooden walkway runs parallel to the beachfront. In the distance, sailboats can be seen on the calm water.
Home in New London
4.93 out of 5 average rating, 351 reviews

Amazing Beach House

BrigidRating, 5 stars2 weeks ago
Check in was easy. It was clean Everything was as described Parking was good. Instructions were clear and easy to follow. It worked well for our family. I would recommend it
Guest favorite
The exterior of the vacation home features a welcoming front deck with a table and chairs, shaded by a patio umbrella. A gravel pathway leads to the entrance, complemented by a white panel facade and multiple windows that allow natural light to enter.
Home in Westbrook
4.82 out of 5 average rating, 11 reviews

Beachside @ 455 Seaside

AliciaRating, 5 stars4 months ago
My family had a wonderful stay at Jason’s beautiful, clean, and cozy home. The location is perfect. We enjoyed the beautiful view of the beach during sunrise. Jason was very responsive! We would definitely love to stay here again.
Superhost
A panoramic view showcases a tranquil beach scene under a double rainbow arching over the sea. Gentle waves lap at the shore, while a sandy beach space with sparse grass is visible. A blue umbrella and chairs provide a welcoming spot for relaxation.
Cottage in Milford
4.78 out of 5 average rating, 32 reviews

Cheerful 2 bedroom cottage on beach

MatthewRating, 5 stars9 months ago
This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.
Guest favorite
A decorative lantern with a classic design is mounted on a textured wall. Below the lantern, a wooden sign displays the phrase 'Pura Vida' with a colorful flower accent, contributing a cheerful touch to the entrance.
Bungalow in Long Beach
4.88 out of 5 average rating, 40 reviews

The Barefoot Bungalow

MichelleRating, 5 stars7 months ago
This house was a lovely place for our family trip! Our party of 4 had plenty of room to spread out, beach is just a few min away, along with restaurants, shops etc. There is plenty of room in the backyard, but my family really enjoyed sitting on the front porch and playing cards. Everything we needed was there, and all questions answered quickly! I would definitely book again!!
Guest favorite
A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.
Home in Milford
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favorite
A charming outdoor space features a wooden pathway leading to a cozy fire pit surrounded by blue chairs. A vibrant turquoise umbrella provides shade over a nearby table, while a hammock hangs invitingly in the background amidst lush greenery.
Cottage in East Lyme
4.97 out of 5 average rating, 274 reviews

Your Nest Near The Beach

ShanieceRating, 5 stars2 months ago
This has hands down been the best winter Airbnb I’ve ever had. Even though it has a beach theme, this could easily double as a winter wonderland cabin. I came here with my boyfriend to celebrate his birthday and before we left we were already planning our next trip back! This is hands down the cleanest feeling airbnb we’ve ever stayed at. They really put effort into making this place feel like a loved home. Everywhere you look theres a nod to the theme in home! The heating/cooling in the house is seriously impressive. The customizable fireplace upstairs (be careful on the stairs!) was a dream. Stargazing at night was incredible. I missed the sunset sleeping in on the incredible bed but the sunrise was AMAZING. Direct view on the front porch! Seeing the moon through the skylight while still being comfy on the couch and watching tv was absolutely terrific. From the endless amenities to the delicious food in the area, I can’t stop praising this place. Thank you guys for the great stay!
Guest favorite
An expansive view of the ocean stretches across the horizon, framed by wooden sliding doors. Gentle waves wash onto a sandy beach, with greenery in the foreground. A potted plant rests on the railing, adding a natural touch to the serene scene.
Apartment in Montauk
4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

YoussoufRating, 5 stars6 months ago
Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.
Top guest favorite
The exterior of a multi-story house features a combination of stone and wood siding, with large windows that provide ample natural light. Balconies are present on each level, overlooking lush greenery. The design incorporates architectural details that highlight its modern coastal charm.
Condo in Westerly
4.94 out of 5 average rating, 116 reviews

Beach Escape. Walk to Beautiful Beaches

DianaRating, 5 stars5 months ago
Beautiful location! Gorgeous sunset from the front deck. Clean, great communication, would definitely stay again!!

Pet-friendly vacation rentals in Long Island

Top guest favorite
A wooden exterior house is surrounded by trees displaying autumn foliage. A pathway of stones leads to the entrance, where a deck with white railings is visible. Lush shrubs and decorative rocks enhance the natural landscaping.
Home in Philipstown
4.93 out of 5 average rating, 128 reviews

Cozy 3 bedroom house on quiet private road

ScottRating, 5 stars1 month ago
Having a current child / Cadet at West Point and also another child / graduate of West Point , we always make it a point to stay at different Airbnbs in small towns around the USMA on both sides of the Hudson River . Melanie ‘s place was wonderful. Plenty of rooms/ beds for our Parent Weekend visit. Peaceful and safe location , yet a short 20 minute drive to the Academy . We felt right at home and look forward to staying at Melanie’s place again . The house was very clean and we had no issues at all !! Thank you
Superhost
A serene backyard is surrounded by tall trees adorned with vibrant autumn leaves. A small shed stands along a brick pathway, flanked by neatly trimmed shrubs and an evergreen tree. The scene captures the peacefulness of nature during the fall season.
Home in Monroe
4.85 out of 5 average rating, 143 reviews

Winter Home near Legoland, West Point & Outlet

Ashley + ShaiRating, 5 stars2 months ago
Ruth’s place was perfect for our short getaway to take the kids to learn to ski. Plenty of space and clean. Easy to get to. Would come back next year for some more ski lessons!
Top guest favorite
An outdoor dining area is presented, featuring a rectangular table surrounded by six wicker chairs. Potted plants add greenery to the space, while a countertop with stools is visible in the background. Natural light illuminates the area, enhancing its welcoming feel.
Home in Stonington
4.97 out of 5 average rating, 219 reviews

Perfect New England Getaway has a pool/ hot tub

DanaRating, 5 stars3 weeks ago
Absolutely beautiful home with every amenity and comfort. You can tell how much love and care went into this place- every piece of furniture and detail is the highest quality. It’s even more spacious and beautiful than it looks in the photos. It was perfect for our group with young kids and it was great they provided a pack and play so we didn’t have to pack one. The hosts were easy to communicate with and flexible. They even let us check out late on our final day. We opted to enjoy the beautiful yard and home longer rather than venture out because we were so comfortable. We cannot wait to come back in the summer as the pool and yard set up is incredible. Thank you for a wonderful stay!
Top guest favorite
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars3 days ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Top guest favorite
A spacious fenced backyard features a gravel patio with a shaded seating area, surrounded by a lush green lawn. A flowering vine grows on a trellis, with shrubs and trees providing a natural backdrop to the outdoor space.
Home in Westerly
4.98 out of 5 average rating, 132 reviews

Cute and Close to Beaches and Town

HayleyRating, 5 stars1 month ago
This was a perfect place to stay with our dog and 2 small children. The fenced in yard was secure. You can easily walk to many restaurants, or like us, just for fun with the dog and kids. Joe was immediately responsive when I messaged him with questions and when I inquired about a late check out, he was happy to let us stay a few hours longer which was really nice.
Guest favorite
A serene outdoor view showcases a driveway framed by lush greenery and trees displaying vibrant yellow leaves. The ground appears damp from recent rain, and fallen leaves are scattered along the path, emphasizing the seasonal transition.
Cabin in Rocky Point
4.89 out of 5 average rating, 483 reviews

Great little place just for a couple

GabriellaRating, 5 stars1 week ago
Marina was a doll! The listing for her humble abode was exact and descriptive. Everything was laid out extremely clear in the guest book. The house was pristine and very cozy. Marina stocked it up with everything you could possibly need. The decor and all of the personal touches added to the homey feel. It housed my boyfriend and me perfectly. The beach is an 8 minute walk and stunning. What a relaxing getaway. Book with Marina! ❤️
Guest favorite
The bedroom features a wooden sleigh bed adorned with a patchwork bedspread and decorative pillows. A side table with a lamp sits beside the bed, while a painting of mountains hangs above. Natural light enters through the sheer curtains near the door.
Apartment in West Babylon
4.91 out of 5 average rating, 190 reviews

Private 1 bedroom-Pet friendly Apt. 2nd floor

LenoreRating, 5 stars4 days ago
What can I say about Kathi….. her apartment is Amazing ! From booking to checking out, everything was great! The thoughtful touches, the communication, the prompt responses to questions and attention to every detail….. just Amazing! I’m from West Babylon…. But have been gone for quite some time….. Kathi’s place made me feel like I was truly home again. My husband, a sweet puppy & I will definitely be booking a stay with her again! Thank you Kathi for making your guests feel like they are home 💕🐾
Guest favorite
The image captures a serene beach scene at sunset, with soft colors reflecting on the calm water. Silhouetted figures are seen on the shore, engaged in various activities as the sun sets on the horizon, creating a peaceful atmosphere.
Cottage in Rocky Point
4.93 out of 5 average rating, 160 reviews

Adorable cottage

JoAnnRating, 5 stars4 months ago
Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.

Your guide to Long Island

Welcome to 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.


The best time to stay in a vacation rental in Long Island

The warmest months in Long Island are from May to September, and the coldest are between December and February. While it does snow during the winter months, it tends to be less than the rest of the state — usually just a few snowstorms a year, and most times, it’s less than an inch. Annual events include the oldest Triple Crown race, the Belmont Stakes, in Elmont in June; the Tomato Festival in Mattituck in August; the Long Island Summer Festival at Smith Haven Mall in Lake Grove in July; and the Festival of Trees at the Cradle of Aviation Museum in Garden City during the holidays.


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

  1. Airbnb
  2. United States
  3. New York
  4. Long Island