The Hamptons vacation rentals
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Top-rated vacation rentals in The Hamptons
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The Hamptons beach vacation rentals
Cottage in Riverhead
4.97 out of 5 average rating, 148 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
It’s not easy to travel with two large dogs and I appreciated being able to do that here. We all had the absolute best time. The cottage was beautiful with so much more included than I thought. I brought a lot of stuff in case and really didn’t need it. Listening to the waves at night was just what I hoped for. The boys (my dogs) had a wonderful time swimming all day and lounging in the deck. The list of local areas to check out was spot on though we didn’t get to visit nearly as much as we wanted to. It was just wonderful and relaxing and I so enjoyed a few days away with my husband and two dogs. Thank you so much for making this place available. I hope to come back soon.
Guesthouse in Milford
4.92 out of 5 average rating, 203 reviewsChic Coastal Retreat: Modern Apt Steps from Beach
Loved this Airbnb. Delores is very accommodating and helpful. Quick response time and gave me ideas for places to shop and eat near by. The sound is feet away. Sunrise/Sunset...beautiful. I will definately be back...soon.
Rental unit in Southold
4.83 out of 5 average rating, 6 reviewsBeach House - Apt 2
We absolutely loved the location! Loved the restaurant next door and the short walk to the beach made this stay a relaxing and enjoyable one. Apartment was clean and updated, the grounds need some TLC to make it nicer. We wanted to use the grill and there were no grilling tools, purchased some and left them for the next guests! A fire pit would be a nice addition to the patio and paying attention to that area to make more appealing. The upstairs loft is lovely but the walking alone is hard to take downstairs. It was peaceful while there were no guests in the top floor. I give it 5 stars for location!
Cabin in Shirley
4.85 out of 5 average rating, 133 reviewsA-Frame cabin with private beach & epic sunsets
Stayed for the weekend. Awesome house and views. I stay in a lot of Airbnb’s for business and pleasure and I would say the checking process/ house quality and communications is up there with the best.
Home in Shirley
4.9 out of 5 average rating, 134 reviewsCope near the beach
Perfect place for our stay! My parents stayed on the first floor with bedroom and full bath, and my husband, 3 year old, and I stayed upstairs in two bedrooms and full bath. Our pup enjoyed having her bed by the sliding glass door so she could soak up some sunshine:) We walked about 15 minutes to a park with swings and splash pad. Take a left from the driveway and a right at the end of the road. Beautiful view of the sound, and then the park is on the left. The ice cream truck comes around, which was neat for us! Great cozy place, highly recommend! We also ventured to Smith Point Beach, 5 min drive. It’s $18 to park for the day. They have a tiki bar and huge park on the sand for the littles:)
Home in East Patchogue
4.79 out of 5 average rating, 147 reviewsBay's Edge Vacation Get a Way
The guys enjoyed their stay. We would stay again.
Cottage in Milford
5 out of 5 average rating, 8 reviewsCharming beach cottage with private beach.
We had our previous Airbnb reservation cancelled at the last minute. I went on not expecting to find much on a holiday weekend, saw this Beach Cottage, and jumped on it. It has private beach access, & salt flat view in the front. The place was extremely clean and nice furnishings. There was everything you needed in the kitchen, which was nice as well. There was ample parking, close drive to town, and nice neighborhood. We will definately stay here when in town again.
Home in Milford
4.92 out of 5 average rating, 25 reviewsModern 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.
House rentals in The Hamptons
Home in Hampton Bays
4.75 out of 5 average rating, 75 reviewsCozy 4-bedroom home close to the beach & town
We couldn’t have been more pleased with the home and host Aida! All our questions/concerns were answered almost immediately! We hope to deal with Aida again, she’s truly the best!!!
Home in Sag Harbor
4.85 out of 5 average rating, 159 reviewsSag Harbor House for rent.
Ed was both proactive and responsive in his communication. Flexible check in time was a plus as well. The house was as described and clean. Great place for a family stay…
Home in Southampton
4.96 out of 5 average rating, 119 reviews4 Bed, 2 Bath, Southampton, L.I.
This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.
Home in East Hampton
4.95 out of 5 average rating, 224 reviewsPrivate beach Historical House with large property
We had a great girls weekend! A good quiet location that is a short drive to the beach and into town! Loved this first trip here!
Home in East Hampton
5 out of 5 average rating, 5 reviewsThe Hideaway
Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!
Home in Milford
5 out of 5 average rating, 10 reviewsBeach Neighborhood House
A great place for three older people (all 80-ish). It had the feel of a good friend’s home — everything had been thought of, and everything was right where you would expect it to be.
Home in Montauk
4.99 out of 5 average rating, 99 reviews6 minute walk to Ditch Plains Beach
A great house, ideal for families and just a short walk to Ditch Plains beach. The kitchen was well-equipped and we appreciated that there was coffee, tea, olive oil and a varied spice rack for us to use straight away. Plenty of space for two families: both in terms of bedrooms and lounge and den areas plus of course outdoor space for BBQ or fire pits. We thoroughly enjoyed ourselves!
Home in Manorville
4.98 out of 5 average rating, 241 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
The home was fantastic, we used all the amenities which were as advertised, with helpful how to videos from the host. Very clean, the host was extremely responsive and ensured we had everything we needed for our stay.
Condominium rentals in The Hamptons
Condo in Montauk
5 out of 5 average rating, 19 reviewsSun N Sound Resort, Montauk, NY
My wife and I had a great relaxing stay. Everything you needed was either right there or with-in walking distance.
Condo in Greenport
4.83 out of 5 average rating, 122 reviewsSeaside Escape w Pool, Private Beach + Patio
We had a wonderful stay at Julie's lovely condo! Her place is so charming and the view from the porch is gorgeous, as is the walkway down to the beach. Loved having two separate bathrooms too. We'd love to stay here again during warmer weather to make use of the pool too! Thanks again for a great weekend stay!
Condo in Montauk
5 out of 5 average rating, 208 reviewsMontauk Waterfront Condo w/ Sunset Views
Our stay was perfect. Everything was very clear with the check in process and how to use utilities in the unit. Doug was very responsive and helpful. The unit was very clean and the view/ location was amazing. Would definitely stay again
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Condo in Greenport
4.89 out of 5 average rating, 145 reviewsBeautiful Waterview Condo on the North Fork of LI
My wife, kids, and I love staying at Cliffside. It’s so comfortable and relaxing. There are so many things to do in the area. Mia offers a great place to spend with the family to perform all these activities. Her place is immaculate and comfortable. I plan on staying here again in the near future.
Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool
We really enjoyed our stay. The unit was just enough space for my husband and I and our two daughters. Having a kitchen to prepare quick breakfasts in the morning before heading out for the day and having the pool and beach in the late afternoons gave us everything we needed to start and end busy days at the Hamptons Classic or visiting family. We are hopeful to visit again!
Condo in Greenport
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.
Your guide to The Hamptons
All About The Hamptons
A cluster of towns and hamlets on Long Island’s South Fork, The Hamptons combines long stretches of coastline, pretty villages, and verdant farmland with sought-after restaurants and boutiques. Around a 2.5-hour’ drive from New York City, the popular towns of South Hampton, East Hampton, Sag Harbor, Water Mill, Amagansett, and Bridgehampton are popular trips out of the city for their laid-back vibe, arts scene, and historic charm. The western towns of Montauk, Hamptons Bay, and Westhampton are home to farmers’ markets and delis bursting with local produce.
Montauk boasts the area’s best surfing beaches, hip bars and restaurants, and family-friendly activities like the Montauk Lighthouse. Explore the local area’s art heritage at the Pollock-Krasner House and get a glimpse into the artists’ studios. For something a little more active, rent kayaks, hop on a bike, grab a paddleboard, or set sail for an idyllic afternoon on the waves. Keen windsurfers will want to head to Napeague Bay for the best conditions.
The best time to stay in a vacation rental in The Hamptons
The Hamptons experience warm, humid summers and cold, wet winters. Beachgoers will want to visit houses and cottages in The Hamptons for rent during the summer months — June to September — to make the most of the coastal lifestyle. Those braving the winter, especially January and February, will be rewarded with more space and a free run at the region’s top restaurants and bars, although some businesses close once the summer visitors return home. The Hamptons Restaurant Week takes place each March, and moderate spring temperatures make this an ideal time to explore the outdoors, hike Hither Hills, and visit the many wineries around the sound. Fall brings autumn colors and annual festivals, including the Hamptons International Film Festival and the Oyster Bay Oyster Fest in October.
Top things to do in The Hamptons
Long Island Wine Trail
With over 50 wineries to choose from between the South Fork and the North Fork, you’ll need a few days to get a full taste of what the region has to offer, with a range of grapes, winemaking styles, and tasting rooms. Sample wine while sitting on a cozy patio or meandering through a lush sculpture garden. Most tasting rooms stay open during the off-season, making the Long Island Wine Trail a year-round destination.
Parrish Art Museum in Water Mill
Get inspired by more than 3,000 paintings, works on paper, and mixed media by local artists at the Parrish Art Museum. The In Artists Stories series offers a dynamic history of artists from the 1820s to the present through photographs, biographical information, timeline, and interactive map. Discover and connect with the artists of the East End through over 100 public programs and year-round classes and workshops.
Coopers Beach
Coopers Beach stretches along the shores of the upmarket town of Southampton. Sunbathe on fine, white sand or stroll past the grand mansions that line the dunes. Lifeguards are on duty during the summer months. In winter, the wide shoreline showcases stunning ocean views and rolling grass-flanked dunes.
Frequently Asked Questions
How is the weather in The Hamptons?
The Hamptons has a temperate climate. Summers are warm, with highs around 80°F (27°C), while winters are cooler, with temperatures averaging 38°F (3°C). Spring and fall are generally mild. Remember to pack your swimsuit for the summer, and a cozy jacket for cooler evenings.
What are some of the best things to do in The Hamptons?
Popular activities in The Hamptons include sunbathing at the pristine beaches, exploring the Parrish Art Museum, and visiting the local wineries. You can also enjoy a leisurely walk around the East Hampton Windmill or take a scenic bike ride along the Montauk Point State Parkway.
What is the best time of year to visit The Hamptons?
The Hamptons is most popular in the summer, from Memorial Day to Labor Day. This is when you can enjoy events like the Hampton Classic Horse Show, the East Hampton Artists & Writers Charity Softball Game, and the Southampton August Fair.
What are the best places to stay in The Hamptons?
Popular areas to stay in The Hamptons include the vibrant towns of Southampton and East Hampton. For those seeking a more laid-back vibe, Montauk and Amagansett are often recommended. If you're looking for a mix of both, consider staying in the charming village of Sag Harbor.
What are the best places to visit in The Hamptons?
In The Hamptons, you might enjoy visiting the historic Montauk Point Lighthouse, the serene LongHouse Reserve, or the iconic Maidstone Club. You could also explore the Parrish Art Museum or take a leisurely stroll around the beautiful Elizabeth A. Morton National Wildlife Refuge.
What are some hiking trails in The Hamptons?
The Hamptons is home to several hiking trails. The Hither Hills State Park trail, the Mashomack Preserve trails on Shelter Island, and the Walking Dunes trail in Napeague are all frequently suggested. These provide opportunities to explore the beautiful natural scenery of The Hamptons.
What are some family activities to do in The Hamptons?
Families often enjoy visiting the Children's Museum of the East End, exploring the Montauk Point Lighthouse, or spending a day at Cooper's Beach. You might also consider taking a stroll around the Southampton Arts Center or exploring the fascinating exhibits at the South Fork Natural History Museum.
What are some of the best day trip ideas in The Hamptons?
Day trips from The Hamptons often include a visit to the beautiful Shelter Island, exploring the bustling town of Riverhead, or a ferry ride to Block Island. You might also consider heading to the North Fork for a change of scenery, known for its beautiful vineyards and charming farm stands.
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