Holiday houses in Amagansett

4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

4.95 out of 5 average rating, 435 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Superhost

Guest suite in East Hampton

4.79 out of 5 average rating, 189 reviews

Serenity Near the Beach

Perfectly situated near beaches, waterfront dining , town, and art sites. Peaceful private room and full bathroom with private entrance from outside. Equipped with everything you need to enjoy beach. Enjoy beautiful view of natural setting from deck. We provide microwave, coffee maker, mini refrigerator, dishware, and table in room and outdoors - does not include living room or kitchen. Perfect for work or vacation. Space attached to the house but 100% private. No smoking. No children.

5 out of 5 average rating, 18 reviews

Amagansett Gated and Private Modern Ranch

Remarkable modern ranch-style home in Amagansett, one of the Hampton's prime hamlets 4 bedroom, 3 bath home with a private gated entry Four minute drive to beautiful ocean beaches, walk or bike to Amagansett Village In the mood to stay in? Enjoy the pristine Gunite pool, hot tub and fire pit with large patio surround The professional gym includes a Peloton bike, treadmill, gym equipment and weight sets Central air, internet and wifi Whole house generator Sleeps 8 Does not include garage

5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

East Hampton Historical Springs. The Village of East Hampton is just bursting with natural beauty and historical charm. And guess what? We've got some world-class shopping and fine dining options that will blow your mind! This Home is an absolute a gem. . And get this - there's even a large outdoor shower with hot and cold water! Talk about luxury. And only blocks away from where Jackson Pollock created his phenomenal art. And, close to all bay beaches! And, the ideal Hosts.

Superhost

4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through September 24. The hot tub remains open year round.

4.97 out of 5 average rating, 32 reviews

Cottage in Southampton

Newly Renovated Towd Point Beach Treasure

This stylish modern chic beach home is situated by the waters edge and one of the most idyllic beaches in the Hamptons. Make this home your summer escape and enjoy the cozy interior with brand new furniture throughout, hand selected by a renowned Hamptons interior designer. Outside, relax in the gunite pool or take the scenic walk to the shore. Along Towd Point, you'll find gorgeous beach homes, friendly neighbors, summer vibes and sunsets that will create lifelong memories!

4.89 out of 5 average rating, 47 reviews

Classic Hamptons Cottage - Heart of Amagansett

This historic Amagansett artist's beach cottage is perfectly located close to Main Street shops, restaurants & beaches. It has been recently renovated and freshly painted. This two-level traditional cottage offers 2 bedrooms, 2 bathrooms. Great access to the beautiful backyard, and an outdoor shower, surrounded by mature landscaping, this first-time offered retreat makes for the perfect short-term or long-term visit to Amagansett. A great house for all seasons.

5 out of 5 average rating, 40 reviews

Stunning Central E. Hampton Home w/ gunite pool.

EH Registry #24-65. This 2800 sq foot home boasts 10' ceilings & has been re-vamped from top to bottom. Beautiful landscaping, 44' x20' deck & a 6' privacy fence Outdoor lounge furniture & dining set. The indoor dining room seats 10. Upstairs: 4 bedrooms: All mattresses are new! Baths fully stocked. Pool closes in mid Oct. and opens mid May. Pool heat is a separate fee! NO PETS. Significant pet fee required for your non shedding well behaved dog.

5 out of 5 average rating, 10 reviews

Bungalow in East Hampton

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

4.97 out of 5 average rating, 29 reviews

Villa in East Hampton

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

4.86 out of 5 average rating, 111 reviews

Apartment in Montauk

Recharge at our Renovated ocean front unit

Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

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Other great holiday rentals in Amagansett

5 out of 5 average rating, 16 reviews

Renovated 4Bedroom Farmhouse Pool Steps from Beach

SarahRating, 5 stars8 months ago

We had such a lovely time at Morgan’s home! She was extremely responsive and even allowed us to check in early as well as leaving baby items for us to use. Our dog loved the fenced in yard and despite the rain ruining our pool plans, we had a cozy wonderful stay. We had an absolutely lovely stay and can’t wait to return next summer!

5 out of 5 average rating, 24 reviews

Walk to village and hidden from the hustle EH home

Sneha SusanRating, 5 stars14 months ago

Victors place was warm and cozy - the perfect retreat from the hustle and bustle of everyday life. It was private and made us feel right at home. Victors house is well stocked with all the required supplies. They have the Monopoly - Hampton edition which made it fun while driving around the Hamptons.

4.91 out of 5 average rating, 180 reviews

Stylish Escape w/ Pool, Fire Pit + Near Beach

SamuelRating, 5 stars2 weeks ago

Nice host, beautiful property, nice quiet escape for the weekend!

5 out of 5 average rating, 3 reviews

Charming Amagansett Farmhouse - Sunset Views

RobinRating, 5 stars2 weeks ago

The Farmhouse was amazing! The kitchen was well stocked and the furnishings were wonderful! Bedding was comfortable and the yard beautiful. Communication was excellent. Thank you for a wonderful vacation!

4.82 out of 5 average rating, 28 reviews

Historic East Hampton Home - Private Beach Access

KyleRating, 5 stars1 month ago

Elizabeth was a wonderful host - we traveled with a toddler and an infant and Elizabeth could not have been more accommodating. She was so responsive and friendly before and during the entire trip. The house and property are absolutely beautiful— you can’t beat being able to walk right down to the beach. Highly recommend!

Cottage in Amagansett

4.87 out of 5 average rating, 23 reviews

Wonderful cottage in the middle of Amagansett.

NancyRating, 5 stars10 months ago

The cottage was very cute and in a fabulous location. It had a nice outdoor space that we enjoyed. Coffee shops and restaurants right around the corner (Jack’s was our go to spot), beach was a short 15 min walk (saw 2 whale sitings), and the town was the best in area). We highly recommend Round Swamp Farms which was our go-to grocery and pre-prepared foods spot! Diana was a very accommodating, responsive and flexible host. Thank you for the stay!

5 out of 5 average rating, 3 reviews

Charming Amagansett Farmhouse: Walk to Town

JasonRating, 5 stars23 months ago

We spent 3 weeks at this home. Was the perfect Hamptons stay - walk to town, beach, and farm stands. The house was a great set up for family of four and a father in law in tow - lots of places to relax, read, and get work done when needed. The kids loved the big back yard and hammock, and showering in the (very private and very well set up) outdoor shower. Lauralee was a gracious and communicative host. Couldn’t have asked for more. Highly recommend.