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A nighttime view of a large suspension bridge with illuminated cables and towers, spanning over a body of water with a cityscape in the background.

Bear Vacation Rentals

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Bear vacation homes

    1. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

    A two-story brick house with a garage, a front lawn, and a neighboring building.

    2. Elegant Family Stay • Quiet Neighborhood • Comfort

    A two-story residential building with a stone facade, a large front lawn, and a driveway.

    3. Charming 3-bedroom, two-living room Victorian home in Historic New Castle

    A brick building with a sign for 'The Mercury Cafe & Tea House' and a menu board.

    4. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

    A compact kitchen with black cabinets, stainless steel appliances, and a patterned rug.

    5. New Construction townhome close to everything downtown w/transparent pricing

    A garden with a fountain, surrounded by lush greenery and flowering plants.

    6. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

    A wooden deck with two cushioned chairs, a view of a lake, and a small shed in the background.

    7. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

    A covered porch with a patterned floor, two white chairs, a small table with drinks, and a brick building in the background.

    8. Underground Railroad Barn

    A rustic barn interior with wooden beams, a large window, and string lights.

    9. Private Suite w/sitting room in the heart of Brandywine Valley

    A garden with tall blue flowers, red foliage, and a glass structure in the background.

    10. Bohemia Hideaway. Escape to a 14 acre peaceful retreat.

    A modern living room with a flat-screen TV, a brown sofa, a dining table with placemats, wicker chairs, and a kitchen area with a microwave and stove.

    11. Underground Railroad 4 Bedroom Farmhouse

    A rustic barn interior with wooden beams, a large arched window, and string lights.

    12. Kennett Square, Near Longwood Gardens & Downtown

    A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

    13. Amish Countryside Escape at Forest Edge Farm

    A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

    14. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

    A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

    15. Waterfront house with amazing views. Top of the Chesapeake

    A wooden deck with lounge chairs and a dock extending into calm water.

    16. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

    A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

    17. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

    A beachside seating area with wicker chairs, a striped cushion, a wooden table, and a beach umbrella.

    18. 5-bedroom vacation home 5 minutes from historic Charlestown

    A lakeside view with a grassy area, a sandy beach, and a row of white chairs.

    19. Delightful 4-bedroom house in Carneys Point Township, near Wilmington & Philly!

    A covered porch with a bench and chairs, a white door, and a view of the neighborhood.

    20. Bohemia Manor Farm

    Beach bar

    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 Bear

    Lace up your hiking boots and hit the trails at Lums Pond State Park, where outdoor adventures await. For a thrilling change of pace, test your aim at Mansion House Paintball or scale new heights at Delaware Rock Gym.

    See all hotels in Bear

    A nighttime view of a large suspension bridge with illuminated cables and towers, spanning over a body of water with a cityscape in the background.

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