Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

The SandPiper

The SandPiper

Greenport,
With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from 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
With a stay at this vacation home in Amagansett (Beach Hampton), you'll be within a 10-minute walk of The Hamptons Beaches and Amagansett Beach.
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
A stay at this vacation home places you in the heart of Sag Harbor, within a 15-minute walk of The Hamptons Beaches and BookHampton.
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
Located in Sagaponack, this vacation home is by the sea, a 4-minute drive from Wolffer Estates Vineyard and 5 minutes from Children's Museum of The East ...
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
With a stay at this vacation home in Southampton, you'll be a 1-minute walk from North Main Street Historic District and 5 minutes by foot from Our Lady of Poland ...
Opens in a new windowQuintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living

Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living

East Hampton
With a stay at this vacation home in East Hampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and The Jewish Center of the ...
Opens in a new windowCharming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Southampton
With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Southampton Golf Range.
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
Located in Montauk, this vacation home is by the sea, within a 5-minute drive of The Hamptons Beaches and Second House Museum.
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
With a stay at this vacation home, you'll be centrally located in East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
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
AU$1,274
Highest Price
AU$1,274
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..., Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living, 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
When you stay at Sea Crest Resort in Amagansett, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.
Opens in a new windowSea Crest Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is AU$1,274 per night from 17 Nov to 18 Nov
AU$1,274
17 Nov - 18 Nov
includes taxes & fees
With a stay at The Roundtree, Amagansett in Amagansett (Amagansett North), you'll be within a 5-minute drive of Amagansett Square and Indian Wells Beach.
Opens in a new windowThe Roundtree, Amagansett
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy, Amagansett, NY
With a stay at Ocean Vista Resort in Amagansett, you'll be on the beach, just a 4-minute walk from The Hamptons Beaches and 8 minutes by foot from Napeague State ...
Opens in a new windowOcean Vista Resort
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The Hermitage

The Hermitage

3.5 out of 5
2148 Montauk Highway, Amagansett, NY
Located in Amagansett, The Hermitage is by the ocean, within a 5-minute walk of Hither Hills State Park and The Hamptons Beaches.
Opens in a new windowThe Hermitage
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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.

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^Subject to availability and chosen travel dates.