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A river, a bridge, a highway, and a forested hill.

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    Check prices for these dates, 13 – 14 December 2026

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    Our top choices for Middletown holiday homes

    1. Private Large Suite, cozy, quiet & close to I-75

    A landscaped garden with a variety of plants and a stone pathway.

    2. Middletown Centenarian 4 Bed 2 Bath Sleeps 12

    A living room with a fireplace, two Christmas trees, and a flat-screen TV mounted above the mantel.

    3. 4 Bed 2.5 Bath Sleeps 10- King of Karincrest

    A modern living room with a sofa and a dining area in the background.

    4. Cottage d’Amore, walk to dining, close to bike path

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

    5. Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard

    A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

    6. Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering

    A patio with two white chairs, a table, and a large white umbrella.

    7. Mason Ranch - Game Room w/ Hot tub

    A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

    8. Spacious Home for 16 by Kings Island, Tennis, Spooky Nook

    A modern kitchen with a central island, bar stools, stainless steel appliances, and a breakfast bar.

    9. Spacious Family-Friendly Estate

    A kitchen with wooden cabinets, a stainless steel sink, a microwave, a stove, and a granite countertop.

    10. Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island

    A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

    11. Kings Island 5BR Retreat Sleeps 10

    A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

    12. Lovely Retreat Backyard With Deck & entertain room

    A living room with a fireplace, a television, two Christmas trees, and a coffee table.

    13. Kings Island | 5BR Retreat | Sleeps 10

    A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

    14. The Kingsley Schoolhouse

    A living room with a brick wall, a staircase, a flat-screen TV, and a cozy seating area.

    15. 1895 meets 2023 Townhouse.

    A dining area with a wooden table and chairs, a black metal ceiling light, and a wall with abstract paintings.

    16. Pleasant Dreams - Hamilton, spooky Nook, Miami Unv

    A living room with a sofa, a coffee table, and a window with curtains.

    17. Charming 2-bedroom house with AC and WiFi in lovely Hamilton

    A kitchen with a stained glass window, a hanging light fixture, and a sink.

    18. Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~

    A modern living room with a brown leather sofa, a white coffee table with a Buddha statue, and a dining area with a wooden table and chairs.

    19. 5bd 2.5ba Game Lounge Egg Chair Getting Ready Station FirePit VOA Kings Island

    A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden dining table with chairs.

    20. Spooky Nook Stay Hot Tub + Games Sleeps 12

    A park with sculptures, a pond, and a distant city skyline.

    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 Middletown

    Stroll along the Great Miami River Trail, then explore the interactive exhibits at BeauVerre Riordan Stained Glass Studios. Catch a show at the historic Sorg Opera House or cheer on the Middletown Middies at their high school football games.

    See all hotels in Middletown

    A river, a bridge, a highway, and a forested hill.