Book Holiday Homes in Sagaponack

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Featured Holiday Homes in Sagaponack

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

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

Southampton NY
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
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Hampton Bays NY
When you stay at this vacation home in Hampton Bays, you'll be on the waterfront, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Opens in a new windowBayfront 5 bedrooms family home. Panoramic sea view from all rooms
The SandPiper

The SandPiper

Greenport, NY
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
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Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Southampton NY
When you stay at this vacation home in Southampton, you'll be by the sea, a 4-minute drive from The Hamptons Beaches and 6 minutes from Cooper's Beach.
Opens in a new windowBeachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
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 NY
The price is AU$1,184 per night from 2 June to 3 June
AU$1,184
2 June - 3 June
includes taxes & fees
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.
Opens in a new windowCharming Two-Story Retreat in Southampton Village walk to town, beach and train.
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

east quogue NY
With a stay at this vacation home in East Quogue, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Quogue Community Hall.
Opens in a new windowBeautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Greenport, NY
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 windowBlue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Hamptons Modern Retreat NEW CONS

Hamptons Modern Retreat NEW CONS

Southampton NY
With a stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Elizabeth A. Morton National ...
Opens in a new windowHamptons Modern Retreat NEW CONS
Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom

Southampton NY
The price is AU$1,547 per night from 15 May to 16 May
AU$1,547
15 May - 16 May
includes taxes & fees
With a stay at this vacation home in Southampton, you'll be within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Opens in a new windowMinutes from the beach, brand new 3 bedroom
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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
1535 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$1,547
Popular accommodation
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Bayfront 5 bedrooms family home. Panoramic sea view from all rooms, The SandPiper , Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week , Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office, Hamptons Modern Retreat NEW CONS, Minutes from the beach, brand new 3 bedroom

Top trending hotels in Sagaponack

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$1,013 per night from 17 May to 18 May
AU$1,013
17 May - 18 May
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 Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is AU$266 per night from 21 May to 22 May
AU$266
21 May - 22 May
includes taxes & fees
When you stay at Montauk Manor in Montauk, you'll be near the beach, within a 15-minute walk of The Hamptons Beaches and Shadmoor State Park.
Opens in a new windowMontauk Manor
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is AU$227 per night from 20 May to 21 May
AU$227
20 May - 21 May
includes taxes & fees
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt ...
Opens in a new windowThe Bentley Hotel Southampton
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Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$537 per night from 19 May to 20 May
AU$537
19 May - 20 May
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
Don't see what you're looking for?
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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.