Vacation Rentals in Trimble County

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Top Vacation Rentals in Trimble County

TV, fireplace
Cozy Cabin Madison Indiana

Cozy Cabin Madison Indiana

Milton
10.0 out of 10, Exceptional, (18)
"The cabin was just as described online it's very quiet and was the perfect getaway "
United States
christy m.
Cozy Cabin Madison Indiana
Outdoor spa tub
Spectacular waterfront house!

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (86)
"Was a good place to stay. Check-in was easy. The kitchen was nice enough. "
United States
Anonymous traveler
Spectacular waterfront house!
Interior
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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

Louisville
9.8 out of 10, Exceptional, (76)
"The property was exactly what we were looking for to host a large group of 10 people. The host’s communication was excellent and very accommodating. I would stay there again. "
United States
Nick S.
The price is ￥97,227
￥190,167 total
includes taxes & fees
Nov 18 - Nov 19
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

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

Madison
10.0 out of 10, Exceptional, (60)
"This was the best place I have ever stayed. The place was amazing and the hospitality exceeded expectations. I would definitely recommend staying here. "
United States
Adam K.
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
4 bedrooms, free WiFi, bed sheets
Rustic cabin just outside of Madison!

Rustic cabin just outside of Madison!

Madison
10.0 out of 10, Exceptional, (49)
"Great day, we loved the cabin!"
United States
Mark C.
Rustic cabin just outside of Madison!
Interior
Sunset over the city Suite 201, Sunset over the city Suite 201

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

Madison
9.6 out of 10, Exceptional, (13)
"Quick and easy one night stay. Comfy bed. Didn’t use much in the space but seemed well stocked. Clean and cozy property. Will definitely stay here again. "
United States
Christy H.
The price is ￥11,437
￥20,429 total
includes taxes & fees
Dec 9 - Dec 10
Sunset over the city Suite 201, Sunset over the city Suite 201
Exterior
Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg

Scottsburg
9.0 out of 10, Wonderful, (2)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is ￥14,219
￥27,176 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Tiny House in Scottsburg
Fridge, microwave, oven, stovetop
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!

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

Prospect
10.0 out of 10, Exceptional, (6)
"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)"
United States
David A.
The price is ￥32,456
￥64,758 total
includes taxes & fees
Nov 18 - Nov 19
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!
Smart TV
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Madison
10.0 out of 10, Exceptional, (20)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is ￥16,552
￥33,076 total
includes taxes & fees
Nov 18 - Nov 19
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Interior
Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind

Madison
10.0 out of 10, Exceptional, (101)
"This cabin has always been clean & has all the necessities needed when we have stayed here. Close enough to Madison, IN but in a quiet area for privacy. We definitely would stay here again. "
United States
Linda C.
Stoney Creek - Sit back and unwind
Smart TV, fireplace, video games, DVD player
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Henryville
10.0 out of 10, Exceptional, (153)
"This is beautiful property and thoughtful amenities. The host is super responsive. We cannot wait to plan our next stay. "
United States
Katie A.
The price is ￥24,481
￥60,845 total
includes taxes & fees
Nov 18 - Nov 19
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Dining
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

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

Shelbyville
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20
Exterior
Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded

Lexington
8.0 out of 10, Very Good, (3)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is ￥16,908
￥35,462 total
includes taxes & fees
Nov 18 - Nov 19
Sleeps 4, Rustic, Secluded
Outdoor dining
Red comfy cottage

Red comfy cottage

Madison
10.0 out of 10, Exceptional, (80)
"Very nice property. The air worked great in the heat and loved the hot tub at nights"
United States
Jared S.
Red comfy cottage
Exterior
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Madison
10.0 out of 10, Exceptional, (1)
"Cozy, fun get away close to downtown yet secluded enough to feel like you had privacy. "
United States
Raena E.
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!
Property grounds
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

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

Madison
10.0 out of 10, Exceptional, (209)
"Francine's Cabin is such a peaceful and private place to stay. We love it and have stayed there several times. "
United States
Tammy C.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
1 bedroom, WiFi, bed sheets
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

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

Madison
8.8 out of 10, Excellent, (10)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is ￥12,417
￥21,477 total
includes taxes & fees
Nov 18 - Nov 19
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Fridge, microwave, oven, stovetop
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!

Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!

Louisville
9.8 out of 10, Exceptional, (8)
"Everything was great"
United States
Robert A.
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
Property grounds
The Norton Commons Lavish

The Norton Commons Lavish

Louisville
10.0 out of 10, Exceptional, (9)
"We had an awesome time here. Super nice house with everything you need. Property team was quick to respond if we needed anything. Would recommend and would stay here again."
United States
Parker O.
The Norton Commons Lavish
Terrace/patio
Family/Pet-Friendly Riverside Home w/Amazing Views

Family/Pet-Friendly Riverside Home w/Amazing Views

Prospect
9.0 out of 10, Wonderful, (22)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
United States
Rachel R.
Family/Pet-Friendly Riverside Home w/Amazing Views
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

Hillside Inn

Hillside Inn

10/10 Excellent
"Wonderful hotel. I will be staying here again. The history about it is fascinating. The view from the balcony is amazing. Very comfortable and warm feeling. Staff was excellent. I loved it."
Rena 1-night trip
Posted 2 days ago
Hillside Inn

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Vacation Apartments in Trimble County

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