East Hampton Vacation Homes

A sandy beach with wooden fences and houses on a dune.

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Our top choices for East Hampton holiday homes

A dining area with a round table, six chairs, and a chandelier.

1. Year round Jacuzzi - Blackberry Home

East Hampton

Suzanne R.

HK$10,129 total

includes taxes & fees

8 Oct - 9 Oct

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

2. Spacious house in East Hampton with heated pool + WFH

East Hampton

ANGELA S.

HK$8,186 total

includes taxes & fees

19 Oct - 20 Oct

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

3. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Robert R.

HK$4,608 total

includes taxes & fees

1 Nov - 2 Nov

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

4. The SandPiper

Pipes Cove

Julian V.

HK$1,972 total

includes taxes & fees

2 Nov - 3 Nov

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

5. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Justin

HK$4,586 total

includes taxes & fees

6 Oct - 7 Oct

A coastal hotel with multiple buildings, a swimming pool, and a beach view.

6. Unit 1311: Cottage | Garden View | Deuce

Napeague

Jessica S.

HK$4,828 total

includes taxes & fees

13 Oct - 14 Oct

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

7. Aqua Vista

Pipes Cove

Kerri L.

HK$2,511 total

includes taxes & fees

7 Oct - 8 Oct

A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Pipes Cove

Callie E.

HK$3,022 total

includes taxes & fees

1 Nov - 2 Nov

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

9. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

HK$8,742 total

includes taxes & fees

6 Oct - 7 Oct

An outdoor dining area with hanging lights, palm trees, and a bar.

10. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

HK$2,403 total

includes taxes & fees

6 Oct - 7 Oct

A wooden pathway leading to a beach with scattered rocks and greenery.

11. Beach Block Hideaway

Pipes Cove

Teresa C.

HK$3,532 total

includes taxes & fees

3 Nov - 4 Nov

A modern building with large windows overlooking a beach.

12. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

HK$9,402 total

includes taxes & fees

6 Oct - 7 Oct

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

13. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

HK$8,401 total

includes taxes & fees

12 Oct - 13 Oct

A sunroom with a large sectional sofa, a small table, and a view of the beach and hills.

14. Unit 511: Cottage | Ocean View | Nautilus

Napeague

Steven B.

HK$6,226 total

includes taxes & fees

6 Oct - 7 Oct

A wooden house with a front porch, white railings, and a double door.

15. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Southampton

Melissa

HK$22,157 total

includes taxes & fees

13 Oct - 14 Oct

A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

16. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

HK$10,745 total

includes taxes & fees

21 Oct - 22 Oct

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

17. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

HK$13,074 total

includes taxes & fees

6 Oct - 7 Oct

A modern living room with a sofa, armchairs, a coffee table, and a TV.

18. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

HK$9,029 total

includes taxes & fees

2 Nov - 3 Nov

A sandy beach path with wooden fencing leading to the ocean.

19. Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

Culloden Shores

Nick M.

HK$7,414 total

includes taxes & fees

6 Oct - 7 Oct

A modern dining area with a wooden table, white chairs, and a chandelier.

20. Northfork Townhouse walk to all

Greenport

Beth R.

HK$4,707 total

includes taxes & fees

3 Nov - 4 Nov

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Top East Hampton Hotel Reviews

Enjoy the perfect summer escape in this beautiful home in the Hamptons.

10/10 Excellent

"The house was perfect for our family weekend. It was very comfortable and well-equipped, and the kitchen had everything we needed. The heated pool was a real plus, especially since it was a bit cool for swimming at the beach. I would love to stay here again."

Gorgeous East Hampton Hideaway with Privacy and Full Amenity Suite

8/10 Good

"The only detriment was the interior of the house was adequate and well supplied but dated. It could use a bit of refreshing the interior. The grounds were lovely, with animal life abundant for that woodsy feeling. The weather was a little to cool to use the pool."

Autumn in East Hampton! Private Beach Community, Hot Tub, Pirate Ship and More!

8/10 Good

"The property served its purpose as a last-minute, relatively affordable labor day getaway. Michael was friendly and responsive. The house comfortably fit four adults and three young children. It could definitely use some TLC as a few things throughout the house we're falling apart a bit, but as a convenient base for a beach weekend it did the job!"

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