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

Clarissa's Paradise
First of all I would like to thank Carmen for letting me stay at her beautiful home. I enjoyed the time I spent at the air bnb even though it was a very busy weekend for me. Carmen home was clean and comfortable, also a very convenient location close to so many places. The home is also pretty spacious I was able to have a nice family dinner and gathering there. I would definitely recommend staying at this beautiful air bnb, Carmen was a great host Thankyou again.

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.

Paradise Cove
This house worked out perfectly with plenty of bedrooms and beds for our large family. We had 4 adults and 4 under the age for four stay here. The kitchen was extra large with an ample amount of cabinets and countertop. When we brought the rest of the family over from Eden, the large dining room table allowed all of us, four more adults and two teenagers, to join in without being crowded. The downstairs was so big it allowed for all the games and toys to be out and parents were easily able to monitor their young children. Three bathrooms upstairs allowed each family to have their own bath, with a convenient additional half bath downstairs. The location of this house was the best. One could walk to the train station, Starbucks, Max’s bagels (great NY bagels), the beach (6 blocks), the grocery store, playgrounds, and the row of restaurants on Park Ave. Edwin was a great host who responded quickly when needed. Yes, I would come back to this house.

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.

Long Branch Oasis Monthly Rental
Scott’s oasis was exactly what my girlfriend and I needed for the weekend. A lovely and cozy spot. We enjoyed our time there. The memory foam mattress made it hard for us to leave bed, SUPER comfortable lol. I would definitely recommend this place, 10/10.

NEW Beach House - 3 blocks to the beach!
Carolina was a fantastic host. We really enjoyed our stay at her beach house. The house was very clean and beautiful. The location was perfect and I couldn't believe how quiet the street was. Thank you Carolina for a fantastic stay and we would definitely book again in the future. One of the nicest Airbnb's we ever stayed at.
Long Island beach vacation rentals

Amazing Beach House
We loved staying here, it was so close to the beach and everything was so nice and easy! Very clean, well kept, great shower pressure, would recommend to anyone!!

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!!

Modern Beach Mood 2!
Wow! What a place! We were all blown away by the home from the living arrangement to the small details. The patio was amazing for enjoying the nights and the walk to the beach was very manageable. The patio space in the back was perfect for enjoying the cool nights. Cole was fantastic in hosting with setting the expectations with extra videos after booking. Cole was also very responsive and understanding. Next time I am booking in the Milford area, this will be the first listing I check for availability.

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.
Beach home rentals in Long Island

Moonstone Beach Retreat
My wife, two daughters and dog had an amazing time at Moonstone beach. The place is clean, spacious and in a great location (close to beaches and the main highways). Our dog loved the fenced in back yard and besides the large deck space each upper floor had its own patio. So happy we stayed and we will be back!

Close to the beach with Hot tub
Yuri’s place was just the perfect home-away from home. Very close to the beach and Pier Village where we enjoyed the shops and restaurants . We had everything we needed in the property. Yuri was very helpful and responsive.

Beach Home & Garden Paradise
We loved our stay at this beach house. The house was gorgeous, and we especially loved gathering around the huge island in the kitchen. My 5 year old son loved the beach which was just a stones throw away. Would definitely stay again!

Westshore Luxury
such a wonderful stay and responsive host!very clean, so close to the beach, large living room, stocked kitchen, so so great!! thank you for such an awesome stay! you won’t regret choosing this home :)

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

Black Point Retreat - Entertain & Enjoy the Beach!
Our group had a wonderful stay at this beautiful, spacious home. It was spotlessly clean and well stocked with supplies. The 7 of us enjoyed gathering around a spacious table to play games in the bright roomy sunroom. It led out to a very nice patio with a comfy wicker couch and chairs. The host was very prompt in responding to us and was quick to satisfactorily address our questions. We had a wonderful,memorable time!

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.

6 minute walk to Ditch Plains Beach
We had a wonderful time! Lisa was incredibly proactive with all check-in and check-out instructions. The location was exactly what we wanted-- close to downtown and walkable to a beach. The rooms were great, and we loved the space downstairs for socializing. Everything was beautifully decorated and set the stage for a perfect weekend escape. We hope to be back soon!
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.
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- Radio City Music Hall
- Beach
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Southampton Beach
- Rye Beach
- Yale University
- Comedy Cellar
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
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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