Vacation rentals in Trimble County

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Top-rated vacation rentals in Trimble County

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Rental unit in Madison

Stablemaster’s Quarters/ Best downtown location!

The historic building was originally one if the city’s main livery stables circa 1886. It has been used for several businesses in the past but has recently been converted into apartments. New furnishings, bathrooms and kitchen will be appreciated yet the historic charm is blended within. This fun river town will remind you of years gone by. Come see why Ladie’s Home Journal awarded Madison “ prettiest small town in the midwest”. Chicago Tribune says it’s “the best preserved midwest town”.

$158 per night

Home in Madison

Riverview Historical Retreat

Come stay in newly-renovated home in Historic Downtown Madison. This two bed, two bath home overlooks the Ohio River and includes a fully stocked kitchen, washer/dryer, screened in back porch, internet, keyless entry, and more Centrally located next to Bicentennial Park, enjoy one of the many restaurants, bars, parks, and local events, or enjoy a quiet weekend away with a weekly Music/Movie by the river, a local farmers market, and shops. There is something for everyone to enjoy in Madison.

$148 per night

Tiny home in Milton

The Rustic River Retreat.

A perfect getaway in a Brand New home. This Tiny Home was built BIG. It features 1 bedroom with Queen size mattress. The bathroom is equipped with 36” walk in shower, full size toilet, and Washer and Dryer. The Kitchen comes equipped with a cooktop stove, air fryer microwave, Blender, Keurig Coffee maker, large refrigerator, you have access to all basic kitchen needs. Living room couch converts to a full size bed. Easy River Access for kayaking and fishing. Outdoor seating and grill!

$108 per night