Discover a selection of 1,500 vacation rentals in Amagansett that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $315 per night, and houses and cottages are popular options for a stay in Amagansett. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Amagansett
Destination guide

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.

Things to do

From whales to colonial homes, Amagansett is an enchanting escape

Miss Amelia's Cottage and Roy Lester Carriage Museum (this is all 1 place) is a big draw to this lovely little beach resort. Built in 1725 for the Schellinger family, it displays and explores life in Amagansett in colonial times. In the summer, it offers pony rides on the lawn and an antiques fair. The Roy Lester Carriage Museum, which is set in the grounds, and has a fascinating collection of locally built horse-drawn carriages, while salty sea dogs may prefer the fascinating exhibits at the Marine Museum. Overlooking the ocean, this charming old house charts the East Hamptons important whaling and fishing history.


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.

Natural features

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.

How to get there

How to get to and around Amagansett

The nearest airport is in East Hampton, NY (HTO), located 7.9 mi (12.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Montauk, NY (MTP), which is 10.9 mi (17.5 km) away.

If you'd prefer to travel by train, you can make your way to Amagansett Station.

How many vacation rentals are available around Amagansett?

Our 2021 property listings offer a large selection of 1,318 vacation rentals around Amagansett. From 1,230 house rentals to 63 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.