Book Holiday Homes in Sagaponack

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

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
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a water park, and a garden. Popular attractions Ponquogue Beach and Tiana ...
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
Stay at this vacation home in Southampton. Enjoy free WiFi, a garden, and patios. Popular attractions The Hamptons Beaches and Our Lady of Poland Catholic Church ...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
Book a stay at this business-friendly vacation home in Sag Harbor. Enjoy free WiFi, private pools, and a fitness center. Popular attractions The Hamptons Beaches ...
Stunning New Designer Renovation
Save an average of 15% on thousands of hotels when you're signed in
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

Hampton Bays
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a water park, and a garden. Popular attractions Meschutt Beach and Sebonack Golf ...
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
Stay at this vacation home in Montauk. Enjoy a fitness center, a garden, and an in-room coffeemaker. Popular attractions Second House Museum and Kirk Park Beach ...
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
Book a stay at this beach vacation home in Montauk. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Second House Museum and Kirk Park ...
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
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and patios. Popular attractions The Hamptons Beaches and North Main Street Historic ...
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
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, a water park, and a garden. Popular attractions Tiana Beach and Ponquogue Beach are located ...
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
Stay at this vacation home in Montauk. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Navy Road Park and Second House Museum ...
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!
Don't see what you're looking for?
See all available properties in Sagaponack
View all properties
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
1706 Holiday Homes
Lowest Price
NZ$338
Highest Price
NZ$1,061
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 NZ$338 per night from 21 Apr to 22 Apr
NZ$338
includes taxes & fees
21 Apr - 22 Apr
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
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 NZ$1,061 per night from 9 Apr to 10 Apr
NZ$1,061
includes taxes & fees
9 Apr - 10 Apr
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
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 NZ$537 per night from 7 Apr to 8 Apr
NZ$537
includes taxes & fees
7 Apr - 8 Apr
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Baron's Cove
Save an average of 15% on thousands of hotels when you're signed in
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is NZ$427 per night from 14 Apr to 15 Apr
NZ$427
includes taxes & fees
14 Apr - 15 Apr
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff ...
The Harbor Front Inn
Don't see what you're looking for?
See all available properties in Sagaponack
View all properties
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.