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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 14–15, 2026

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    Our top choices for Bridgehampton vacation homes

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

    A beach with sand dunes and a wooden bench.

    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 backyard patio with outdoor furniture, a large umbrella, and a stone fireplace.

    4. Minutes from the beach, brand new 4 bedroom

    A wooden patio with a table and chairs, an umbrella, and a white fence.

    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 two-story house with a gravel driveway and a parked car.

    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 backyard with a swimming pool, outdoor furniture, and a fenced area.

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

    A backyard with a swimming pool, lounge chairs, and a barbecue area.

    12. Jacuzzi year-round - Villa Luz Private Home

    A house with a swimming pool, surrounded by trees and a fenced yard.

    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 rectangular swimming pool with lounge chairs and umbrellas, surrounded by a well-maintained lawn and trees.

    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 rectangular swimming pool with a brick border, surrounded by lush green trees and a brick patio with white lounge chairs.

    20. Immaculate Waterfront 2 bedroom!

    A patio area with two chairs and a table, surrounded by potted plants and a small shed with glass doors.

    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

    A large, two-story house with a well-maintained garden and a pathway leading to the entrance.

    Bridgehampton Inn

    A long outdoor dining table set with white tablecloths, sunflowers, and clear glassware.

    Canoe Place Inn and Cottages

    A large, two-story house with a prominent front porch and a stone retaining wall.

    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.

    East Hampton House Resort

    Room

    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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