Vacation rentals in Trimble County

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Top-rated vacation rentals in Trimble County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Madison

5.0 out of 5 average rating, 113 reviews

River's Edge II-Historic Hunger House-Downstairs

Newly renovated DOWNSTAIRS unit of this historic home in the heart of downtown Madison. Experience the unique blend of historic character and contemporary comfort! Relax on our front porch (complete with swing and river view) after a busy day of touring shops, historic sites, cultural, or music festivals that are the heart of Madison... WELCOME to the River's Edge II! Extended stay (wk-mo) discounts 21%-49% Rent one or both floors (See "River's Edge-UPSTAIRS-listing) SEND INQUIRY FOR PRICING.

Nov 19 – 26

$81 per night
Guest favorite

Farm stay in Campbellsburg

5.0 out of 5 average rating, 21 reviews

Tiny Home in Amish Country

Our Tiny Home sits on our farm called, Tenacity. It is a separate home attached to our home by a wrap around porch. Originally built for my father and his wife, the Tiny House is 800 sqft located on 70 rolling acres of north central Kentucky. This farm has a rhythm that will slow your heart rate, clear your lungs, and revive your spirit. Fireflies light your summer evening under the night sky. Amish families in their black buggies smile and greet you as you pass them on the road. LGBTQ+safe zone

Dec 22 – 29

$129 per night
Guest favorite

Tiny home in Madison

4.93 out of 5 average rating, 135 reviews

TINY TOO

A Tiny house located in historic Madison, Indiana. Tiny Too is located in the heart of the history of this beautiful river town. Located just steps from the Ohio River, Heritage Trail, quaint shops, local restaurants, wineries and a host of festivals. Step outside the upper and lower decks to river views. Our property is newly remodeled and equipped with all of the amenities of home PLUS outdoor seating (upper/lower decks), gas grill and bicycles. It also offers private, off street parking.

Nov 7 – 14

$87 per night

Popular amenities for Trimble County vacation rentals

Other great vacation rentals in Trimble County

Guest favorite

Cottage in Madison

4.94 out of 5 average rating, 49 reviews

Riverfront Cottage downtown Madison

May 7 – 14

$140 per night
Guest favorite

Loft in Madison

4.92 out of 5 average rating, 83 reviews

The Atlas

Mar 15 – 22

$111 per night
Guest favorite

Home in Madison

4.96 out of 5 average rating, 53 reviews

Riverview Historical Retreat

Dec 4 – 11

$144 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 15 reviews

The Regatta Room (Unit 3)

Jun 2 – 9

$135 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 60 reviews

Watchmaker Place in Historic Madison District

Apr 13 – 20

$225 per night
Guest favorite

Loft in Madison

5.0 out of 5 average rating, 19 reviews

East Main Lofts - Coastal 201

May 31 – Jun 7

$120 per night
Guest favorite

Townhouse in Madison

4.98 out of 5 average rating, 63 reviews

King Suites, River Views, Deck, Downtown 207

Jul 7 – 14

$395 per night
Superhost

Home in Madison

4.88 out of 5 average rating, 8 reviews

Carpet Alley

Nov 28 – Dec 5

$169 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 79 reviews

The Fashion House on Central

Sep 3 – 10

$388 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 72 reviews

The Row House

Apr 26 – May 3

$161 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 31 reviews

The Nature House

Mar 1 – 8

$233 per night
Guest favorite

Home in Madison

5.0 out of 5 average rating, 8 reviews

"Madison Manor II" by the River: *HotTub *Downtown

Aug 10 – 17

$275 per night