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A rocky shoreline with waves crashing onto the beach, a house on stilts, and a forested hillside in the background.

Wading River Vacation Rentals

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    Check prices for these dates, December 12–13, 2026

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    Our top choices for Wading River vacation homes

    1. Cozy beach hose minutes from Hamptons

    A coastal landscape with a sandy beach, rocky outcrops, and a clear view of the sea under a partly cloudy sky.

    2. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

    A patio with a covered seating area, a grill, and a covered table.

    3. Peaceful 3BR Garden Cottage Long Island Escape

    A garden with a small waterfall, rocks, and statues.

    4. Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

    A patio with a table and chairs, surrounded by a grassy area and trees.

    5. Jacuzzi year-round - Villa Luz Private Home

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

    6. Near the Hamptons - Private Pool, Jacuzzi Retreat

    A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

    7. Modern Vacation home. Close to The Hamptons

    A modern kitchen with a central island, dark cabinetry, and a stainless steel refrigerator.

    8. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

    A hot tub with two chairs, a pergola, and a wooden deck.

    9. Beachfront Jacuzzi All Year - Black Swan Home

    A modern building with large windows overlooking a beach.

    10. The Royal Suite - Ronkonkoma

    A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

    11. 3 Story Beach Waterview, 3 KING bed, golf putting green!

    A two-story house with a well-maintained lawn and a flag in the center.

    12. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

    A two-story house with a swimming pool in the foreground.

    13. Stony Brook Village 3BR ranch, fire pit

    A modern kitchen with white cabinetry, a central island, and a dining area with a round table and chairs.

    14. Immaculate Waterfront 2 bedroom!

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

    15. Historic Home near Stony Brook Village & Beach

    A covered porch with a flag, a pathway leading to a road, and a chair.

    16. Peaceful private 2-bedroom house in Bayport. Amazing location!

    A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

    17. Elegant 5-Bedroom Hamptons Home with Private Pool

    A beach with a seagull standing on the sand, waves crashing onto the shore, and a clear sky with some clouds.

    18. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

    A swimming pool with lounge chairs and a dining table with chairs.

    19. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

    A swimming pool with a swan floatation device, lounge chairs, and a white fence in the background.

    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 Wading River

    Quiet beaches along Long Island's North Shore invite you to relax with a book or hunt for seashells at low tide. Duck Pond Day festival brings locals together each September with live music, while nearby Wildwood State Park offers scenic hiking trails.

    See all hotels in Wading River

    A rocky shoreline with waves crashing onto the beach, a house on stilts, and a forested hillside in the background.

    Top reviews in Wading River

    The Inn And Spa At East Wind

    A grand hotel lobby with a large chandelier, multiple staircases, and large windows allowing natural light.

    Hotel Indigo Long Island - East End by IHG

    An outdoor patio area with a stone fireplace, red outdoor furniture, and two standing heaters.

    Holiday Inn Express & Suites Riverhead - Long Island by IHG

    A hotel breakfast area with a stone fireplace, wooden tables, and a fruit display.

    Danfords Hotel and Marina

    A marina at dusk with boats docked, a building with a sign, and a large ship in the background.

    Holiday Inn Express Stony Brook by IHG

    A buffet with labeled containers of turkey sausage and cookies.

    Shorewood Inn

    A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

    Seven Beach Lane

    A modern two-story building with a pool area featuring sun loungers and umbrellas.

    Comfort Inn Medford - Long Island

    A hotel room with a bed, a sofa, a desk with a lamp, and a chair.

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