Book Holiday Homes in Sagaponack

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Featured Holiday Homes in Sagaponack

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be near the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.
10 Bedroom Hampton House with a regulation size Pickleball
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Southampton
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.
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
With a stay at this vacation home in Sag Harbor, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Oakland Cemetery.
Stunning New Designer Renovation
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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.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
4-bedroom house is across the street from private beach and walk to town

4-bedroom house is across the street from private beach and walk to town

2 out of 5
Montauk
With a stay at this vacation home in Montauk, you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point.
4-bedroom house is across the street from private beach and walk to town
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
When you stay at this vacation home in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
When you stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Charming Village home in the heart of Southampton
Cozy House less than two miles from Ocean Beaches

Cozy House less than two miles from Ocean Beaches

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Cozy House less than two miles from Ocean Beaches
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk
When you stay at this vacation home in Montauk, you'll be by the sea, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!
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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
1709 Holiday Homes
Lowest Price
AU$313
Highest Price
AU$1,028
Popular accommodation
10 Bedroom Hampton House with a regulation size Pickleball, Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 , Stunning New Designer Renovation, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, 4-bedroom house is across the street from private beach and walk to town , Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Charming Village home in the heart of Southampton, Cozy House less than two miles from Ocean Beaches, Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Top trending hotels in Sagaponack

Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is AU$313 per night from 21 Apr to 22 Apr
AU$313
includes taxes & fees
21 Apr - 22 Apr
When you stay at Montauk Manor in Montauk, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Montauk Manor
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$1,028 per night from 9 Apr to 10 Apr
AU$1,028
includes taxes & fees
9 Apr - 10 Apr
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
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is AU$518 per night from 10 Apr to 11 Apr
AU$518
includes taxes & fees
10 Apr - 11 Apr
When you stay at Baron's Cove in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 7 minutes by foot from Bay Street Theatre.
Baron's Cove
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The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is AU$395 per night from 14 Apr to 15 Apr
AU$395
includes taxes & fees
14 Apr - 15 Apr
When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
The Harbor Front Inn
Don't see what you're looking for?
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.