Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

The SandPiper

The SandPiper

Greenport,
Stay at this vacation home in Greenport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowThe SandPiper
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Amagansett
Stay at this vacation home in Amagansett. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Amagansett Beach and Atlantic ...
Opens in a new windowWalk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
The Cooper-Burke House

The Cooper-Burke House

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions BookHampton and Sag Harbor Marine Park are located ...
Opens in a new windowThe Cooper-Burke House
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Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor
Book a stay at this family-friendly vacation home in Sagaponack. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in ...
Opens in a new windowGrab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, laundry facilities, and patios. Popular attractions Cooper's Beach and North Main Street Historic ...
Opens in a new windowQuintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
The price is NZ$708 per night from 13 Nov to 14 Nov
NZ$708
13 Nov - 14 Nov
includes taxes & fees
Stay at this vacation home in Bridgehampton. Enjoy free WiFi, a garden, and patios. Popular attractions Channing Daughters Winery and South Fork Natural History ...
Opens in a new windowCozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Cooper's Beach and Southampton ...
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk
Book a stay at this beach vacation home in Montauk. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Second House Museum and Kirk Park ...
Opens in a new windowHither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton
Stay at this vacation home in East Hampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Pollock-Krasner House and Study Center and Kaplan ...
Opens in a new windowMid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Amagansett Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Amagansett vacation homes are the perfect way for you to wing it.

Holiday houses in Amagansett let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Amagansett in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Amagansett adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Amagansett with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Amagansett vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Amagansett Holiday Homes essential information

Accommodation
1383 Holiday Homes
Lowest Price
NZ$400
Highest Price
NZ$1,455
Popular accommodation
The SandPiper , Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, The Cooper-Burke House, Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available , Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open..., Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Top trending hotels in Amagansett

Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
The price is NZ$400 per night from 12 Nov to 13 Nov
NZ$400
12 Nov - 13 Nov
includes taxes & fees
Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Walking Dunes Trailhead and Hither ...
Opens in a new windowSea Crest Resort
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy, Amagansett, NY
Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, free parking, and a private beach. Popular attractions Walking Dunes Trailhead and Hither Hills ...
Opens in a new windowOcean Vista Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is NZ$1,455 per night from 5 Nov to 6 Nov
NZ$1,455
5 Nov - 6 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Amagansett. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Amagansett Square and Amelia Cottage ...
Opens in a new windowThe Roundtree, Amagansett
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The Hermitage

The Hermitage

3.5 out of 5
2148 Montauk Highway, Amagansett, NY
Stay at this 3.5-star beach hotel in Amagansett. Enjoy free WiFi, an outdoor pool, and a private beach. Popular attractions Walking Dunes Trailhead and Hither ...
Opens in a new windowThe Hermitage
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See all available properties in Amagansett
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.