Hampton Bays Vacation Homes

A sandy beach path with wooden fences on either side leading to the ocean.

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Our top choices for Hampton Bays holiday homes

A modern building with large windows overlooking a beach.

1. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

HK$9,151 total

includes taxes & fees

18 Oct - 19 Oct

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

2. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

HK$13,075 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

3. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

HK$4,483 total

includes taxes & fees

20 Oct - 21 Oct

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

4. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

HK$7,684 total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

5. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

HK$12,293 total

includes taxes & fees

16 Oct - 17 Oct

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

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

Southampton

Justin

HK$4,923 total

includes taxes & fees

27 Oct - 28 Oct

7. Prime location, walk to all, cozy cottage Westhampton Beach

Westhampton Beach

Matt S.

HK$5,891 total

includes taxes & fees

20 Oct - 21 Oct

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

8. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

HK$8,706 total

includes taxes & fees

20 Oct - 21 Oct

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

9. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

HK$9,831 total

includes taxes & fees

21 Oct - 22 Oct

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

10. Aqua Vista

Pipes Cove

Kerri L.

HK$1,937 total

includes taxes & fees

9 Nov - 10 Nov

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

11. The SandPiper

Pipes Cove

Julian V.

HK$1,937 total

includes taxes & fees

10 Nov - 11 Nov

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

12. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

HK$9,217 total

includes taxes & fees

5 Nov - 6 Nov

A modern living room with a grey sofa, round coffee table, and a white fireplace.

13. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach

Matthew M.

HK$21,726 total

includes taxes & fees

16 Oct - 17 Oct

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

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

Southampton

Melissa

HK$22,920 total

includes taxes & fees

18 Oct - 19 Oct

A rocky beach with clear water and a forested hillside in the background.

15. North Fork Fall Escape—Vineyards, Apple Picking & Greenport

Mattituck

Glenn F.

HK$9,836 total

includes taxes & fees

24 Oct - 25 Oct

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

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

Pipes Cove

"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"

Nino

HK$2,941 total

includes taxes & fees

10 Nov - 11 Nov

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

17. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

HK$9,869 total

includes taxes & fees

21 Oct - 22 Oct

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

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

Bridgehampton

Robert R.

HK$4,582 total

includes taxes & fees

4 Nov - 5 Nov

A spacious living area with a fireplace, a wooden staircase, and large windows.

19. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

HK$5,661 total

includes taxes & fees

21 Oct - 22 Oct

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Top Hampton Bays Hotel Reviews

Zey Hotel

10/10 Excellent

"The staff particularly James were over the top accommodating!!"

The Penny Lane

10/10 Excellent

"Cant remember her name, but the hotel manager was just terrific. It may sound silly, but we asked for chive cream cheese and though they had none that day, the very next day they did as well as the following day. She knew where to source the best NY bagels and cheese. The fact that she cared and remembered really made a big difference. The view was terrific, the room was spotless, just a great 3 days spent here. Beautiful neighborhood, and close to everything. Couldn't have been nicer."

Hampton Bays Hotel on Main

10/10 Excellent

"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car when necessary."

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