Book Holiday Homes in Sagaponack

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Featured Holiday Homes in Sagaponack

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Southampton
With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Hamptons Retreat

Hamptons Retreat

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 Good Ground Park.
Hamptons Retreat
Sag Harbor Village Gem

Sag Harbor Village Gem

Sag Harbor
With a stay at this vacation home in Sag Harbor, you'll be within a 10-minute walk of The Hamptons Beaches and Havens Beach.
Sag Harbor Village Gem
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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.
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Perfect Mid-Century Private Waterfront East Hampton Retreat!

Perfect Mid-Century Private Waterfront East Hampton Retreat!

East Hampton
With a stay at this vacation home in East Hampton (Clearwater Beach), you'll be within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Perfect Mid-Century Private Waterfront East Hampton Retreat!
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.
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

East Hampton
With a stay at this vacation home in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and First United Methodist ...
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
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 Sag Harbor Marine Park.
The Cooper-Burke House
Another rental season is coming up.

Another rental season is coming up.

Southold
Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.
Another rental season is coming up.
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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
1806 Holiday Homes
Lowest Price
AU$633
Highest Price
AU$1,689
Popular accommodation
Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Hamptons Retreat, Sag Harbor Village Gem , Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, Perfect Mid-Century Private Waterfront East Hampton Retreat! , Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, Driftwood Cottage by RoveTravel| 3BR Quiet Cottage, The Cooper-Burke House, Another rental season is coming up.

Top trending hotels in Sagaponack

Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is AU$869 per night from 2 Sept to 3 Sept
AU$869
2 Sept - 3 Sept
includes taxes & fees
When you stay at Marram in Montauk, you'll be on the beach, within a 5-minute drive of South Edison Beach and Ditch Plains Beach.
Marram
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$633 per night from 1 Sept to 2 Sept
AU$633
1 Sept - 2 Sept
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.
Sound View Greenport
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
When you stay at Beachcomber Resort at Montauk in Montauk, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point ...
Beachcomber Resort at Montauk
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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$1,689 per night from 1 Sept to 2 Sept
AU$1,689
1 Sept - 2 Sept
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 ...
Gurney's Montauk Resort & Seawater Spa
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See all available properties in Sagaponack
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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.