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, (17)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana
Charming 3-bedroom house in lovely downtown Madison.
Exterior

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
9.4 out of 10, Exceptional, (3)
"Great old home and cool neighborhood. "
Charming 3-bedroom house in lovely downtown Madison.
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, (71)
"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 €1,074
includes taxes & fees
29 Sept - 30 Sept
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
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, (40)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is €189
includes taxes & fees
29 Sept - 30 Sept
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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, (11)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
The price is €147
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Bungalow on Main!!
Exterior

Bungalow on Main!!

9.8 out of 10, Exceptional, (19)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Fridge, microwave, oven, stovetop

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our time there, and the little extra touches were a pleasant surprise! The house was incredibly clean and the owner was very prompt and responsive to questions we had. Definitely would stay again!"
The price is €327
includes taxes & fees
29 Sept - 30 Sept
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn
Outdoor spa tub

Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

10.0 out of 10, Exceptional, (10)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (45)
"It was a very nice and clean property, and it was a very relaxing vacation. Crossing the creek very amazing. And our host offered a very comforting place and enjoyed the seeing this part of Indiana. "
Rustic cabin just outside of Madison!
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (80)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
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, (52)
"Perfect location with a fantastic host! I stay at this location every time I visit Madison. It’s close to everything historic Madison has to offer. If coming to town I cannot recommend this place enough. Book it, you will not be disappointed."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
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, (200)
"Very nice log cabin in a very secluded location with a small pond.We enjoyed it very much."
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!
Fridge, microwave, oven, stovetop

Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!

10.0 out of 10, Exceptional, (3)
"Amazing views of the Ohio River and unique design with a lot of character. It was the perfect amount of communal space and privacy for our family of four.Only negatives were some deferred maintenance (leaking fridge, missing remotes, dirty air filter and some outdoor lights out)"
The price is €395
includes taxes & fees
29 Sept - 30 Sept
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!
Historic city overlook suite 206, Historic city overlook suite 306
1 bedroom

Historic city overlook suite 206, Historic city overlook suite 306

9.4 out of 10, Exceptional, (8)
"Very clean and cozy! Nice area close to town. "
The price is €137
includes taxes & fees
29 Sept - 30 Sept
Historic city overlook suite 206, Historic city overlook suite 306
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Property grounds

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
1 bedroom, WiFi, bed sheets

Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

9.4 out of 10, Exceptional, (8)
"We had a great time in Madison! The place was so small but it was a great little area! It's a great place to hang your hat for a few days!"
The price is €125
includes taxes & fees
29 Sept - 30 Sept
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
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, (57)
"We love the Wadsworth! It’s our home away from home when we are in Madison. As always, everything was perfect. "
The Wadsworth in National Historic District of Madison, Indiana.
Relaxing Country Getaway
Interior

Relaxing Country Getaway

9.4 out of 10, Exceptional, (39)
"It was a very nice little get away without going too far. Everything was clean, including the hot tub. We will definitely keep this place in mind in the future!"
Relaxing Country Getaway
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
Outdoor pool

KY log home close to The Ark Encounter on private 14 acres private seasonal pool

9.2 out of 10, Wonderful, (30)
"Our vacation was wonderful"
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
Sunset over the city Suite 201, Sunset over the city Suite 201
Interior

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (9)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is €119
includes taxes & fees
1 Oct - 2 Oct
Sunset over the city Suite 201, Sunset over the city Suite 201
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

Fairfield Inn & Suites by Marriott Louisville Northeast

Fairfield Inn & Suites by Marriott Louisville Northeast

10/10 Excellent
"It rocked "
Lee 3-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Louisville Northeast

Find out more about Trimble County

Find out more about Trimble County

Holiday Homes in Trimble County

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