Holiday Rentals in Trimble County

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Featured Holiday Rentals in Trimble County

Cozy Cabin Madison Indiana
TV, fireplace

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (77)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
The Artist’s A-Frame
Exterior

The Artist’s A-Frame

10.0 out of 10, Exceptional, (15)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is €203
includes taxes & fees
13 Aug - 14 Aug
The Artist’s A-Frame
Stoney Creek - Sit back and unwind
Interior

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (91)
"Perfect setting. Beautiful cabin. "
Stoney Creek - Sit back and unwind
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Property grounds

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (194)
"This was the second time we stayed at the cabin. Very peaceful, wonderful views, and only 25 minutes from downtown Madison. Highly recommend! "
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (70)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is €979
includes taxes & fees
18 Aug - 19 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Relaxing Country Getaway
Interior

Relaxing Country Getaway

9.4 out of 10, Exceptional, (35)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Fridge, microwave, oven, stovetop

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (50)
"Fantastic location-Ohio River View; walkable to Madison’s downtown, river walk, and bridge."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (36)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is €219
includes taxes & fees
24 Aug - 25 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Interior

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (46)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Hardy lake house. Ideal for relax fishing and spending quality time on lake.
Property grounds

Hardy lake house. Ideal for relax fishing and spending quality time on lake.

2.0 star property
9.8 out of 10, Exceptional, (20)
"Home was exactly as described, very well kept and host was great! "
Hardy lake house. Ideal for relax fishing and spending quality time on lake.
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
Fridge, microwave, oven, stovetop

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

9.8 out of 10, Exceptional, (9)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
Madison's Only YURT Experience
Dining

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (8)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Terrace/patio

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Property grounds

Sonshine Cabin is your own private park. With wildlife or a hike to the creek.

10.0 out of 10, Exceptional, (306)
"My family and I truly enjoyed our stay. We love coming here it has all the amenities that added to our comfort. Hosts were very accommodating which was really appreciated. "
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Exterior

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
10.0 out of 10, Exceptional, (7)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
The price is €148
includes taxes & fees
13 Aug - 14 Aug
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (41)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!
Carol’s Cabin in the Woods in Historic Hoosier Hills
Exterior

Carol’s Cabin in the Woods in Historic Hoosier Hills

10.0 out of 10, Exceptional, (35)
"My small group wanted to relax in a quiet setting and Carol’s cabin was perfect. Extremely clean, well-provisioned, quiet and private with a beautiful property to stroll around. Would definitely come back!"
Carol’s Cabin in the Woods in Historic Hoosier Hills
The Wadsworth in National Historic District of Madison, Indiana.
Fridge, microwave, oven, stovetop

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (51)
"Wonderful VRBO steps away from the Ohio River and historic Madison in a very quiet setting. The home is comfortable, clean and very well-equipped, and the seating at the rear of the house is a nice bonus! The owners are great people, and have anticipated every need for a short or long stay. Highly recommend this property!"
The Wadsworth in National Historic District of Madison, Indiana.
Bungalow on Main!!
Exterior

Bungalow on Main!!

9.8 out of 10, Exceptional, (15)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!
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 Trimble County Hotel Reviews

Hampton Inn Louisville - Northeast

Hampton Inn Louisville - Northeast

10/10 Excellent
"Everyone was so nice thank you!"
Shaun 2-night trip
Posted 1 day ago
Hampton Inn Louisville - Northeast