Amagansett vacation rentals

We found 1,945 vacation rentals — enter your dates for availability

Select from 137 homes, 10 cottages, and other vacation rentals in Amagansett to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for your family, friends, or furry companion, like air conditioning and WiFi. At the end of the day, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Amagansett

Showing deals for:Sep 12 - Sep 19
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Find out more about Amagansett

Find out more about Amagansett

Why visit Amagansett

  1. Beautiful Beaches: Amagansett boasts stunning, pristine beaches perfect for sunbathing and swimming.
  2. Outdoor Adventures: Explore nearby national and state parks for hiking, biking, and nature walks.
  3. Historic Lighthouses: Visit charming lighthouses that reflect the area's rich maritime history.
  4. Relaxing Atmosphere: Enjoy a laid-back beach lifestyle with cozy accommodations and family-friendly vibes.
  5. Cultural Charm: Experience local culture through art galleries, boutique shops, and delightful eateries.

Popular types of accommodation in Amagansett

If you're looking for the perfect getaway in Amagansett, we've got you covered. Our most popular types of vacation rentals include houses, condos, and apartments. Whether you prefer a cozy villa or a whole home with a pool, Amagansett offers a range of options to suit your needs. Explore our selection of rentals to find your ideal retreat and enjoy a memorable stay in this charming seaside destination.

  • Houses: The top choice for visitors, these spacious accommodations are ideal for families, groups, or couples looking for flexibility and comfort.
  • Condos: A popular option for those seeking modern amenities and convenience, condos offer a blend of hotel-like services with the comforts of home.
  • Apartments: Perfect for a home-away-from-home experience, apartments provide a cozy and practical setting for your stay.
  • Cottages: These charming retreats offer a picturesque and intimate atmosphere, perfect for a relaxing getaway.
  • Villas: Luxurious and spacious, villas provide high-end accommodations for travelers looking to indulge.**

Top attractions in Amagansett

Amagansett, New York, is perfect for outdoor and beach enthusiasts seeking scenic beauty. Visitors can explore beautiful beaches, the nearby national and state parks, and historic lighthouses. The area offers a blend of culture and outdoor activities, making it an ideal destination for travelers looking to unwind and enjoy nature while soaking up the local charm.

  1. East Hampton Main Beach: Located just 3 miles from Amagansett, this pristine beach offers a quintessential coastal experience with soft sand, gentle waves, and vibrant beach vibes. It's perfect for sunbathing, swimming, and enjoying picturesque sunsets.
  2. The Jewish Center of the Hamptons: Also 3 miles away, this welcoming synagogue fosters a rich cultural atmosphere with engaging community events, educational programs, and spiritual services that celebrate Jewish heritage.
  3. Hither Hills State Park: Situated 7 miles from Amagansett, this national park features stunning scenery and diverse outdoor activities, including hiking, fishing, and camping, making it an adventure lover's paradise.

Things to do recommended for couples

For a romantic getaway in Amagansett, visit Wolffer Estates Vineyard for wine and entertainment, relax at Indian Wells Beach for a lovely meal, or enjoy mini-golf at Shelter Island Whale's Tail for a fun adventure. Each spot offers a unique vibe perfect for couples!

Things to do recommended for families

Your family will love exploring Kaplan Meadows Sanctuary for its relaxing atmosphere, enjoying the outdoor fun at Greenport Carousel, and unwinding at Cedar Point County Park. Each location offers unique experiences, perfect for making lasting memories together in Amagansett.

Things to do recommended for groups

Groups visiting Amagansett can enjoy a cultural evening at Guild Hall, just 3 miles away, hike the scenic Walking Dunes Trailhead for outdoor adventure 6 miles from town, and shop for unique finds at The Style Bar, located 8 miles from Amagansett.

What do I need to keep in mind when booking a vacation in Amagansett

When planning your trip—whether you're traveling in a group, with family, bringing pets, or seeking extended stays—be sure to prioritize your preferences. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Amagansett with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Amagansett with young kids: Traveling with young kids can be difficult. It's important to prioritize their comfort and safety, as well as look for age-appropriate amenities like a private swimming pool. Additionally, consider how close you are to family-friendly attractions.
  • Taking your pets with you to Amagansett: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Amagansett: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Amagansett

Amagansett, New York, is a charming vacation destination perfect for beach lovers and outdoor enthusiasts. Nestled near East Hampton, this idyllic locale offers family-friendly vibes, stunning scenery, and a relaxing atmosphere. Enjoy sun-soaked days at the pristine beaches, unwind in cozy beach houses, and embrace the laid-back summer lifestyle. Whether you're exploring nearby neighborhoods or soaking in the local culture, Amagansett promises an unforgettable getaway filled with warmth and picturesque beauty.

  • Montauk: Located approximately 11 miles from Amagansett, Montauk is a vibrant coastal town known for its stunning beaches and outdoor activities. Ideal for families, Montauk offers a range of experiences from relaxing on the sandy shores to exploring its recreational areas. Visitors can enjoy golfing, fishing, or catching some live music at local venues. Key attractions include the picturesque Montauk Point Lighthouse and the scenic beaches that are perfect for swimming and sunbathing.
  • East Hampton: Situated just 2 miles from Amagansett, East Hampton is a charming town that’s perfect for beach lovers and outdoor enthusiasts. Known for its scenic beauty, East Hampton boasts pristine beaches and lush parks that invite visitors to unwind and enjoy nature. Activities like skiing and recreational outings are popular, especially in the winter months. The local beaches, including the famous Main Beach, offer stunning views and opportunities for family-friendly fun, making it a must-visit destination.
  • Mystic: Located about 28 miles from Amagansett, Mystic is a picturesque town that combines outdoor adventures with a romantic atmosphere. Perfect for couples and families alike, Mystic is known for its historic charm and vibrant culture. Visitors can explore the renowned Mystic Seaport Museum, enjoy concerts, or relax at waterfront resorts. The marina and local event venues add to the charm, making it a perfect spot to experience maritime history and enjoy leisurely strolls along the waterfront.

Best time to go to Amagansett

If you're planning a trip to Amagansett, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.8°F (2.1°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately High
March39.7°F (4.3°C)Light RainMostly SunnyAverageAverage
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyModerately HighAverage
July72.7°F (22.6°C)Light RainMostly SunnyModerately HighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyModerately HighModerately High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately LowAverage
November49.8°F (9.9°C)Light RainMostly SunnyModerately LowModerately Low
December42.3°F (5.7°C)Light RainMostly CloudyModerately LowModerately Low

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, feel free to use our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner truly pays off! By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn and redeem OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your trips, pick up right where you left off, and manage your travel arrangements. You can easily access the properties you've saved and booked, which are organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Amagansett, the quaint Hamptons beach town with star attraction

Perched on the South Shore of Long Island, near East Hampton, Amagansett is a charming beach town popular with New Yorkers. A wealth of stars have bought second homes here over the decades, including Paul McCartney and Christie Brinkley, drawn by the quiet beaches and Old Town appeal. Get your East Hamptons escape off to a good start by booking an Amagansett vacation rental near Downtown Main Street. Visit Miss Amelia's Cottage and the Roy Lester Carriage Museum, a charming museum dating back to 1725.

Sightseeing in and around Amagansett

Are you hoping to find attractions to see while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Amagansett a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • LongHouse Reserve (3 mi / 4.7 km)
  • Duck Walk Vineyards (11.7 mi / 18.8 km)
  • Montauk Downs State Park Golf Course (12.1 mi / 19.5 km)
  • Kontokosta Winery (15.1 mi / 24.3 km)
  • Beach Bungalow (8.1 mi / 13.1 km)
  • Channing Daughters Winery (8.8 mi / 14.1 km)

For sand dunes and salty air, Amagansett is the place

In the summer, life in the Hamptons revolves around the beach. The locals' favorite is Indian Wells Beach, which lies on the ocean side of the island. Book a Amagansett vacation rental close to the beach and feel the sand between your toes every morning. This popular beach attracts a host of watersports fanatics, especially surfers, who come to catch a wave. It's also good for waterskiing and sailing, and even whale watching. Its wide, soft blonde sands banked by dunes are also perfect for romantic or family picnics, or to watch the sunset.

In the summertime when the weather is hot, head to the Hamptons

A favorite summer getaway for New Yorkers, the Hamptons is at its prime in the warm summer months. Days are blessed with blue skies and endless sunshine, with highs of 75 degrees. It's also the busiest season to visit, with Amagansett vacation rentals getting booking up months in advance. Come fall, the crowds have mostly dispersed and the beaches are quieter. The sun still shines, but evenings are cooler and require a jacket. Even in the cold winter months, when the mercury drops dramatically, the empty Hamptons beaches can be an appealing getaway from the city.

It's all about the dunes in Amagansett

Sitting just north of East Hampton, on the South Shore of Long Island, Amagansett is blessed with sweeping ocean views. Further north still are 2 state parks, Napeague and Hither Hills, the latter of which is home to the popular Walking Dunes trail, an easy hour-long hike along the dunes where you may see whales frolicking in the ocean. Meet the feathered locals at the Amagansett National Wildlife Refuge, set up to protect the dunes and its wildlife. Birdwatchers come to spot species like peregrine falcon, sandpipers, and the common loon. There's also a visitors center.

Transportation options to and around Amagansett

Fly into MacArthur Airport (ISP), the closest airport, located 51.4 mi (82.8 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into East Hampton, NY (HTO), which is 5.5 mi (8.8 km) away.

If you'd rather travel by train, the main station is Amagansett Station.

Frequently asked questions

What is the best area to stay in Amagansett when booking a vacation rental?
If you’re planning a getaway to Amagansett, Napeague is one of the most sought-after places to stay. Whether you prefer a chalet, cottage or another style of property, you’ll always have the whole place to yourself.
What is the most popular type of vacation rental accommodation in Amagansett?
According to our research, cottages are the most popular type of vacation rental in Amagansett. But naturally, everyone’s idea of the perfect trip can vary. Vrbo has vacation rentals of all sizes, shapes and budgets, so you’re sure to find the perfect fit.
How much does it cost to rent a vacation rental in Amagansett?
Several things can affect what you’ll pay for your vacation rental in Amagansett, like the time of year, length of stay and property type. Still, all of our vacation homes have something in common — exceptional value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Amagansett?
When you travel and the size and style of the property will influence the cost of your beachside escape. Type in your Amagansett travel dates to view your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to choose the features and amenities you want in your vacation home.
What are popular rental amenities in Amagansett?
An ocean view, a fireplace and a nearby waterfront head the list of most popular rental amenities in Amagansett. Whether you’re planning to travel on your own, with a partner or a group of dear friends, Vrbo will help you find a vacation home that matches your style with all the features you need.
What are the top attractions for families in Amagansett?
Keeping the kids occupied during your Amagansett vacation is a snap with these fabulous family-friendly attractions:

  • Atlantic Avenue Beach
  • Amelia Cottage Museum
  • Amagansett Square

Can I find two-bedroom vacation rentals in Amagansett?
You can pick from nine two-bedroom rentals in Amagansett. Put your little ones in the second room or maybe fill it with a couple of your favorite people. There’s plenty of space for whoever’s fortunate enough to be joining in on the fun.
Are there vacation rentals with WiFi in Amagansett?
You can pick from 48 vacation rentals with WiFi in Amagansett. If you want to disconnect from the world during your escape, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Amagansett?
It’s advisable to check with the Amagansett vacation property you’re looking at on Vrbo as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Amagansett for?
The length of time you can book a vacation rental in Amagansett is up to the property. Just enter your selected travel dates to view a list of options offering extended stays. With lots of features like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to discover a perfect place to call your home away from home in Amagansett.
Does Vrbo offer discounts for vacation homes in Amagansett?
In Amagansett, you’ll find some fantastic discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a mini vacay or a longer stay, we offer plenty of options to suit every kind of traveler.

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