Bridgehampton Vacation Home Rentals from CA $86: Search Top Private Vacation Homes for Rent

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Our top choices for Bridgehampton vacation homes

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

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

Bridgehampton

Katie B.

CA $789 total

includes taxes & fees

Nov 15 - Nov 16

A compact, white washing machine in a narrow space, likely a laundry room or utility area.

2. Luxury Village Rental in the Heart of Sag Harbor

Sag Harbor

CA $1,164 total

includes taxes & fees

Nov 10 - Nov 11

A kitchen with a central island, white cabinetry, and a brick accent wall.

3. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Wainscott

Suzanne B.

CA $2,918 total

includes taxes & fees

Nov 19 - Nov 20

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

4. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

CA $1,954 total

includes taxes & fees

Nov 10 - Nov 11

A house with a sliding glass door, a white door, and a small porch with potted plants.

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

Sag Harbor

maria m.

CA $1,567 total

includes taxes & fees

Nov 10 - Nov 11

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

6. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

CA $1,485 total

includes taxes & fees

Nov 10 - Nov 11

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

7. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

CA $1,564 total

includes taxes & fees

Nov 10 - Nov 11

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

8. The SandPiper

Pipes Cove

Manuela C.

CA $322 total

includes taxes & fees

Nov 10 - Nov 11

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

9. Aqua Vista

Pipes Cove

Kerri L.

CA $342 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Southampton

Melissa

CA $4,147 total

includes taxes & fees

Nov 10 - Nov 11

A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

John M.

CA $1,756 total

includes taxes & fees

Nov 10 - Nov 11

A bedroom with a bed, bedside table, lamp, and an air conditioning unit.

12. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

East Hampton

CA $1,659 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

13. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

CA $2,066 total

includes taxes & fees

Nov 10 - Nov 11

A hot tub with a checkered roof structure and surrounding greenery.

14. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

CA $1,601 total

includes taxes & fees

Nov 10 - Nov 11

A wooden gate partially covered by lush green ivy.

15. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

Sarah

CA $4,094 total

includes taxes & fees

Nov 10 - Nov 11

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

Callie E.

CA $492 total

includes taxes & fees

Nov 10 - Nov 11

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

17. Beach Block Hideaway

Pipes Cove

Teresa C.

CA $605 total

includes taxes & fees

Nov 11 - Nov 12

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

18. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

CA $410 total

includes taxes & fees

Nov 10 - Nov 11

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

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

East Hampton

ANGELA S.

CA $1,942 total

includes taxes & fees

Dec 1 - Dec 2

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

20. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

CA $772 total

includes taxes & fees

Nov 11 - Nov 12

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Learn more about Bridgehampton

Sprawling beaches and upscale farm stands make this Hamptons gem perfect for both relaxation and celebrity spotting. Visit during the Hampton Classic Horse Show or explore local vineyards where staff will pour extra tastes if you ask thoughtful questions.

See all hotels in Bridgehampton

A lake surrounded by residential properties, a tennis court, and a large house with a swimming pool.

Top reviews in Bridgehampton

A dining area with a fireplace, bookshelves, and a view of the bar area.

Bridgehampton Inn

Bridgehampton

10/10 Excellent

We had a wonderful stay at the Bridgehampton Inn from the moment we were welcomed at the entrance. Charming rooms, beautiful property and gardens, walkable to the shops and restaurants in town. Their store Loaves and Fishes is filled with great kitchen treasures. Breakfast which was included daily was amazing as was the dinner we enjoyed one evening. Great location to explore all of the Hamptons which we did! Can’t say enough about the staff. Every one of them went out of their way to...