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 hot tub with a checkered roof structure and surrounding greenery.

1. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

HK$12,157 total

includes taxes & fees

29 Oct - 30 Oct

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

HK$9,190 total

includes taxes & fees

27 Oct - 28 Oct

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$4,504 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a stone fireplace, two sofas, a coffee table, and a chandelier.

4. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

HK$7,673 total

includes taxes & fees

27 Oct - 28 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$12,275 total

includes taxes & fees

24 Oct - 25 Oct

A bedroom with a bed, a nightstand, a desk, and a window with blinds.

6. Hamptons LUX Estate | Pool, Hot Tub, Game Room

East Quogue

HK$7,861 total

includes taxes & fees

1 Nov - 2 Nov

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

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

Southampton

Justin

HK$4,683 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with grey cabinets, a stainless steel refrigerator, and a dining area with a black sofa and a small table.

8. Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches

east quogue

Andrew S.

HK$6,187 total

includes taxes & fees

24 Oct - 25 Oct

A living room with a beige sofa, two woven ottomans, a framed car picture, and a door leading outside.

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

Westhampton Beach

Matt S.

HK$4,862 total

includes taxes & fees

26 Oct - 27 Oct

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

10. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

HK$9,204 total

includes taxes & fees

2 Nov - 3 Nov

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

11. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

HK$8,649 total

includes taxes & fees

27 Oct - 28 Oct

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

12. Aqua Vista

Pipes Cove

Kerri L.

HK$1,997 total

includes taxes & fees

9 Nov - 10 Nov

A covered patio with outdoor furniture, a door, and a view of a residential area.

13. The SandPiper

Pipes Cove

Manuela C.

HK$1,997 total

includes taxes & fees

10 Nov - 11 Nov

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

14. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

HK$9,702 total

includes taxes & fees

25 Oct - 26 Oct

A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

15. 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$2,780 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a deck, outdoor furniture, and a pergola.

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

Mattituck

Glenn F.

HK$9,822 total

includes taxes & fees

24 Oct - 25 Oct

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

17. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

HK$5,073 total

includes taxes & fees

26 Oct - 27 Oct

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

18. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

HK$9,907 total

includes taxes & fees

25 Oct - 26 Oct

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

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

Southampton

Melissa

HK$22,646 total

includes taxes & fees

25 Oct - 26 Oct

A wooden interior with a staircase, a blue sofa, and a fireplace.

20. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Mattituck

william p.

HK$10,654 total

includes taxes & fees

17 Nov - 18 Nov

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Top Hampton Bays Hotel Reviews

Greenview Inn Riverhead

10/10 Excellent

"I love it thank you"

The Hampton Maid

10/10 Excellent

"The rooms were well appointed. Spacious rooms. Beds were very comfortable with nice cotton linens. Complimentary bottled water was appreciated. My son loved the playground. Would like to come back when the pool is open. There was only a few things missing, such a hair dryer and slippers. We did ask for a small step stool for my son so he can reach the sink to brush his teeth but they did seem to have one on the premise. Breakfast service was poor."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

Canoe Place Inn and Cottages

10/10 Excellent

"From the moment we drove up, we were blown over by the staff, the decor, the amenities. We had a beautiful suite; I would like to hire the interior design firm. Loved the colors, the fabrics, the furniture, all the little nooks and crannies that most hotels simply don’t have. Please know that the tiny extra touches made all the difference. Excellence all the way around."

Hampton's Vacation Inn

8/10 Good

"We stayed in the two bedroom cottage. The space was very clean and organized nicely but the furniture in the living area was a little out dated and the kitchen area could use some upgrades. Also there was no TV in the bedroom which was a bummer. I found the staff to be lovely and responsive. Might want to consider adding a workout facility in the future for those who come up for the big marathon weekend or offer free passes to the local gym. Expected a little more luxury for close to $400 dollars a night. Minus and a list of local restaurants and shops would be a bonus. Close to everything and served its purpose. Would definitely stay again with some upgrades. We liked how it was private and tucked away."

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