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

Bridgehampton Vacation Rentals

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    Check prices for these dates

    Check prices for these dates, December 15–16, 2026

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    Our top choices for Bridgehampton vacation homes

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

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

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

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

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

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

    4. Minutes from the beach, brand new 4 bedroom

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

    5. Minutes from the beach, brand new 3 bedroom

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

    6. Beachfront Jacuzzi All Year - Black Swan Home

    A modern building with large windows overlooking a beach.

    7. Luxury Village Rental in the Heart of Sag Harbor

    A modern living room with a flat-screen TV, a dining table with chairs, a sofa, a coffee table, and a chandelier.

    8. Aqua Vista

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

    9. The SandPiper

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

    10. Lovely & Spacious Sag Harbor escape with heated pool

    A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a black table set for four.

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

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

    12. Jacuzzi year-round - Villa Luz Private Home

    A residential property with a covered patio, outdoor seating, and a hot tub.

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

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

    14. Newly Renovated Pristine Southampton Colonial

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

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

    A wooden gate partially covered by lush green ivy.

    16. American Beech in Greenport - Petite King Room 7

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

    17. Beach Block Hideaway

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

    18. Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street

    A modern wooden building with large windows, a balcony, and a view of autumn trees.

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

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

    20. Immaculate Waterfront 2 bedroom!

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

    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.

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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

    The 1770 House Restaurant & Inn

    An outdoor dining area with trees and tables under string lights.

    Bridgehampton Inn

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

    Canoe Place Inn and Cottages

    A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

    East Hampton House Resort

    Living area

    The Shoals Suites and Slips

    A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

    The Sagaponack

    Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

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