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A mountain lake surrounded by dense forests and rocky shores.

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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Leesburg holiday homes

    1. Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!

    A lakeside view with a dock, boats, and a gazebo.

    2. Winter Extravaganza!! Hot tub, huge game room + MORE!!

    A hot tub with wooden benches, a TV screen displaying streaming services, and a covered patio area.

    3. Waterfront Family Gem w/ Private Dock in Syracuse

    A two-story house with a covered porch, a front door, and a small front yard with shrubs.

    4. Cozy lakefront home on Big Barbee Lake

    A house with a dock extending into a pond, surrounded by trees and other houses.

    5. Indigo Hideaway | Romantic + Fire pit

    A modern two-story house with a sloped roof, a front porch, and a well-maintained lawn.

    6. Trail Side in the Heart of Winona Lake

    A covered porch with wooden flooring, two chairs, a table, and a window with blinds.

    7. Lakefront Fun on Papakeechie - Kayaks & More!

    A wooden deck with a table and chairs, overlooking a lake, surrounded by trees.

    8. Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

    A lakeside patio with outdoor seating and a fire pit.

    9. Backwater Lake Cottage | Tiki Bar & Paddleboat

    A lakeside dock with boats, a white van, and a wooden fence.

    10. Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain

    A cabin with a wooden deck, a front door, and a garage.

    11. Best Views of Webster Lake! Paddleboards + Swimming

    Terrace/patio

    12. Wawasee Retreat w/ Golf Cart & 1- min Lake Access

    A stone fireplace with a fire, surrounded by various board games and a plant.

    13. Turtle Alley on Wawasee

    A modern kitchen with a central island, bar stools, a dining table with chairs, and a view of the outdoors.

    14. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

    A covered porch with two chairs and a table, a brick wall, and string lights.

    15. Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

    A covered swimming pool with a slide, surrounded by glass walls and a patio area.

    16. Spacious 5-bedroom house in soothing Millersburg with AC

    A hotel room with a bathroom, a bed, and a view of the sea.

    17. Games at Notre Dame's home grounds / Experience life by the lake

    A covered outdoor seating area with wooden chairs and tables, overlooking a body of water with docks and boats.

    18. Amish Alley Guesthouse (Close to Topeka Livestock Auction)

    A brown front door with a glass panel and a welcome sign. A 'HOME' sign is mounted on the wall to the left.

    19. Rock Run Creek House

    A long table with candles and greenery, set against a wooden backdrop with vertical strings of lights.

    20. Hilltop Family Retreat

    Exterior

    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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    Top reviews in Leesburg

    Oakwood Resort

    A spacious lobby with a wooden herringbone floor, a central seating area with sofas and chairs, a staircase connecting two levels, and a large plant in the center.

    Wyndham Garden Warsaw

    An indoor swimming pool with a clear view of the surrounding area, including a gazebo and a brick building with a sign.

    Hampton Inn Goshen

    A swimming pool with a tiled deck, benches, and a covered area with windows.

    Holiday Inn Express Hotel & Suites Goshen by IHG

    A buffet with various food items, including omelets and other dishes, served in metal containers with glass lids.