
Vacation rentals in The Hamptons
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Top-rated vacation rentals in The Hamptons
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House rentals in The Hamptons

Ritz-East Hampton Cottage- 5 stars
John’s cottage is situated on a beautiful piece of land with a substantial water view and a lovely place to walk. The cottage was comfortable with lots of amenities and well cared for. Driving around the property one late afternoon, we came upon four large deer who arose one by one, glanced at us and went on their way. Very nice. John was a personable, friendly and helpful host. We’d definitely stay again.

Chic, serene and private! One block to the water
Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.

Private beach, fully updated house, on 2 acres.
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

East Hampton Oasis - Pool and Hot Tub
Stay was great. Tim was super communicative and helpful. Kitchen is definitely old but the pan and knives are all good quality. Highly recommend—pool and hot tub are great and good location especially for the price.

Curated Artist Home with New Pool
Great place to stay. We were in the area for business and this was close to our job site location. The location is perfect though - close to everything! Modern and sleek design which was really nice! Harris was also so responsive and communicative throughout the whole process which we really appreciate! Definitely recommend this property!

Charming Village home in the heart of Southampton
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!

Beach House Feel - newly renovated backyard Oasis
Absolutely wonderful stay! Christine was extremely helpful and responsive. She was so clear with instructions and everything was exactly as described. The house was very clean and exactly as described. The yard was also very big. Perfect for a weekend getaway as it was close to everything. Highly recommend if you are looking for somewhere to stay near Hampton Bays. Would absolutely return.

Sag Harbor Cottage, Walk to the Beach!
Our group of 4 had a great stay at Riley’s! Location was super convenient, check in could not have been easier. We loved sitting on the deck outside and making an outdoor fire. Thanks for a great stay!
Dog friendly vacation rentals in The Hamptons

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

Southampton Village Studio
We were greeted by walking through the gate to the backyard in a rhododendron bush in full bloom. It was absolutely gorgeous. Everything from walking in the door to the Airbnb apartment to settling into the very comfortable bedding we had a really lovely stay, and I would definitely return for future trips. Michael helped us find a beach that didn’t require a local sticker that was perfect!

Bridgehampton Cottage Close to Town, South of HWY
Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!

Explore the Water & Woods at a Relaxing Retreat
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

Charming Southampton Light filled Cottage
Clean, easy to get to and well located

walk to bay, woods cottage
We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!

Hamptons Getaway: Stunning 5BR House near Beach
This was our 2nd stay at this property and everything was great once again. We look forward to staying here again on our next trip to the Hamptons! The host is always responsive and quick to help if there is a problem! Thanks for hosting us, see you next time!
The Hamptons vacation rentals near the beach

Sun-drenched retreat with private beach pass
The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.

Hamptons Hills Escape
Stunning little spot, tucked away in a quiet and beautiful surrounding. The amenities were wonderful like fresh ground coffee, interesting books, and great vinyl collection. The layout of the house was really cool, including the winding stairs and lofty bedroom. All in all, the perfect spot for a little hamptons weekend.

Charming Scandinavian Inspired Beach Cottage
We had a wonderful stay in Sag Harbor. The house was peaceful, clean, and perfectly located—just a short walk to the beach and drive to town. It made for a truly relaxing getaway for our family. The hosts were kind and accommodating, even allowing us a late checkout which made our last day stress-free. Everything felt easy, quiet, and restorative—just what we needed. Would absolutely stay again!

The House of the Mermaid aka La Casa della Sirena
Great host and amazing space! Close to everything in the Hamptons!

Charming Cottage in Sag Harbor
Laurie's cottage was clean and very comfortable. She had all the amenities including kitchen accessories. The best were the SOFT pillows and large, fluffy towels.

Sunny 1 bedroom Guest Suite w/private entrance
Anastasia is a wonderful host. Will keep this listing handy whenever we need accommodation again.

Beautiful modern retreat with wood stove by Harbor
I stayed with husband and two children at Jill’s lovely house and we had a wonderful time. Rain and all, we were able to enjoy her cozy home and relax by the fireplace. Jill’s recommendations for local places was extensive and so helpful! She was always very responsive and lovely. I highly recommend staying here and we can’t wait to come back!
Tiny Home in Prime Spot in Southampton Village
Amazing place! private little home tucked away in southhamptom. I was able to walk to the main street super easily, 10/10 would stay again
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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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Blue Shutters Beach
- Sunken Meadow State Park
- Heckscher State Park
- Bayview Beach
- Long Island Aquarium