
Long Island vacation rentals
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Top-rated vacation rentals in Long Island
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Long Island home rentals

The Greenport Bungalow
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.

House in NL near CGA, Sub Base, Mohegan Casino
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 .

Dream Get Away
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.

Cheerful 2-Bedroom Home With On Premises Parking
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home

Paradise Cove
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

Comfortable Entire House for rent. 4 bed, 3 baths
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.

The Blair Durgin House in Mystic
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.

Seasonal Rental Luxury Lake Front Beauty
Very nice lakefront home. House is modern, clean and has everything you need for a fantastic trip on a lake. I’d highly recommend.
Long Island beach vacation rentals

Amazing Beach House
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

Beachside @ 455 Seaside
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.

Cheerful 2 bedroom cottage on beach
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.

Beach House steps from sand & Amazing Views
Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.

The Barefoot Bungalow
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!!

Beachfront paradise- come, stay, relax!
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!

Your Nest Near The Beach
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!

Recharge at our Renovated ocean front unit
Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.
Pet-friendly vacation rentals in Long Island

Cozy 3 bedroom house on quiet private road
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

Cozy Cape Escape - Walk to Downtown Mystic
A nice, quaint house to serve as your rest and recover point for the rest of your vacation. The house was perfect for our group of seven as we spent the days exploring Mystic and going to the beach. Tyler and Hope keep the home well-stocked with everything you could need for your stay, from the kitchen to the linen closet to the bathroom, there was nothing lacking. Our dogs love the fenced in yard and the backyard and deck were a great space to sit outside or use the grill or fire pit. Tyler and Hope were very attentive in preparing us with directions and notes, as well as a video and a binder with suggestions while we were there. I would definitely look to this location again on our next trip to Mystic.

Winter Home near Legoland, West Point & Outlet
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!

Perfect New England Getaway has a pool/ hot tub
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!

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

Cute and Close to Beaches and Town
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.

Great little place just for a couple
We had a great time staying with Marina. The space was so clean and the perfect size for two adults and our senior pup. The outdoor space was beautifully landscaped and the beach was only a 5 minute walk. We would definitely come back!

Private 1 bedroom-Pet friendly Apt. 2nd floor
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 💕🐾
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
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- Radio City Music Hall
- Beach
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Comedy Cellar
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
- Rockefeller Center
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- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes