Book Holiday Homes in Sagaponack

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Featured Holiday Homes in Sagaponack

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
With a stay at this vacation home in Sagaponack, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Wolffer Estates Vineyard.
Opens in a new windowGrab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
When you stay at this vacation home in Hampton Bays, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Opens in a new windowBeautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
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 within a 10-minute drive of Cooper's Beach and The Hamptons Beaches.
Opens in a new windowQuintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Relax in Hampton Bays...

Relax in Hampton Bays...

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be within a 10-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Opens in a new windowRelax in Hampton Bays...
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 AU$580 per night from 3 Nov to 4 Nov
AU$580
3 Nov - 4 Nov
includes taxes & fees
With a stay at this vacation home in Bridgehampton, you'll be within a 10-minute drive of The Hamptons Beaches and South Fork Natural History Museum and Nature ...
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
Located in Southampton, this vacation home is within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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.

Sagaponack 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 Sagaponack vacation homes are the perfect way for you to wing it.

Holiday houses in Sagaponack 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 Sagaponack 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 Sagaponack adventures, obvs.

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

Sagaponack Holiday Homes essential information

Accommodation
1663 Holiday Homes
Lowest Price
AU$207
Highest Price
AU$701
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 , Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open..., Relax in Hampton Bays..., Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Top trending hotels in Sagaponack

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
With a stay at this vacation home in Sagaponack, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Wolffer Estates Vineyard.
Opens in a new windowGrab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is AU$701 per night from 30 Nov to 1 Dec
AU$701
30 Nov - 1 Dec
includes taxes & fees
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State ...
Opens in a new windowGurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is AU$207 per night from 9 Nov to 10 Nov
AU$207
9 Nov - 10 Nov
includes taxes & fees
With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Opens in a new windowMontauk Blue Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$425 per night from 13 Nov to 14 Nov
AU$425
13 Nov - 14 Nov
includes taxes & fees
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Opens in a new windowSound View Greenport
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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.