Vacation Rentals in Trimble County

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Our top choices for Trimble County vacation rentals

Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
$847 nightly
The price is $934
Mar 16 - Mar 17
Total with taxes and fees
Pendleton, KY Farm in Oldham Co

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, (77 reviews)
"The house was very clean and spacious. My family and I came to town for a wedding and it was plenty of room for everyone. The owners were wonderful. They answered any question that I had right away.They were amazing!"
United States
Teresa H.
$988 nightly
The price is $1,147
Feb 17 - Feb 18
Total with taxes and fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sparta
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
$340 nightly
The price is $375
Feb 17 - Feb 18
Total with taxes and fees
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (26 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
$188 nightly
The price is $216
Feb 17 - Feb 18
Total with taxes and fees
The Artist’s A-Frame

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
$130 nightly
The price is $147
Feb 17 - Feb 18
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.4 out of 10, Exceptional, (6 reviews)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
$158 nightly
The price is $176
Feb 19 - Feb 20
Total with taxes and fees
Cozy Tiny House in Scottsburg

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (63 reviews)
"The Tack House was just what we needed for a weekend away while the kids were out camping with the scouts. "
United States
Matt and Nykki B.
$205 nightly
The price is $226
Mar 3 - Mar 4
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

New! Bourbon Trail Gem, Pets, Norton Commons Local Dining, Fully Loaded

New! Bourbon Trail Gem, Pets, Norton Commons Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (10 reviews)
"All was great... spacious rooms, great location, pet-friendly and off-street parking."
United States
Barnard B.
$647 nightly
The price is $746
Mar 8 - Mar 9
Total with taxes and fees
New! Bourbon Trail Gem, Pets, Norton Commons Local Dining, Fully Loaded

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

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
$194 nightly
The price is $223
Feb 17 - Feb 18
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
$218 nightly
The price is $251
Feb 17 - Feb 18
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
Owenton
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful area, clean house and gorgeous views. Would love to stay here again. "
United States
Grace S.
$610 nightly
The price is $672
Feb 17 - Feb 18
Total with taxes and fees
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!

East Main Lofts - Boho 203

East Main Lofts - Boho 203
Madison
9.6 out of 10, Exceptional, (8 reviews)
"I didn’t receive check in information and had to text several times to get information that I should have received. The unit was nice but basically just a big hotel room. Location is great. "
United States
Leann L.
$405 nightly
The price is $466
Feb 17 - Feb 18
Total with taxes and fees
East Main Lofts - Boho 203

Cabin on the Ridge Su

Cabin on the Ridge Su
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Nice cabin"
United States
Nathan M.
$184 nightly
The price is $212
Feb 22 - Feb 23
Total with taxes and fees
Cabin on the Ridge Su

The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+

The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
9.0 out of 10, Wonderful, (2 reviews)
"The property is beautiful. It was a nice getaway with family and a fun time playing games in the barn with the kids. One recommendation, the pans need replacing. They were pretty scratched up. That can cause health concerns and misproper cooking of food."
United States
Bryan O.
$682 nightly
The price is $759
Feb 17 - Feb 18
Total with taxes and fees
The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Our stay was wonderful. Cynthia was friendly and responded quickly to all of our questions. Cynthia has thought and provided everything you could need for a wonderful stay. "
United States
Mary R.
$329 nightly
The price is $378
Mar 3 - Mar 4
Total with taxes and fees
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
$264 nightly
The price is $306
Feb 18 - Feb 19
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (62 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
$357 nightly
The price is $420
Feb 22 - Feb 23
Total with taxes and fees
#209 Kings, River View, Deck, Bicentennial Park

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (37 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
$357 nightly
The price is $420
Feb 17 - Feb 18
Total with taxes and fees
#207 King Suites, River Views, Deck, Downtown

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (6 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
$155 nightly
The price is $174
Feb 17 - Feb 18
Total with taxes and fees
Sassafras Woodland Cabin at Lost Trails

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (20 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
$252 nightly
The price is $290
Feb 17 - Feb 18
Total with taxes and fees
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
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

Find out more about Trimble County

Discover your perfect Trimble County vacation rental with Expedia

How many vacation rentals are available in Trimble County?


Expedia has plenty of vacation rentals to choose from in and around  Trimble County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Trimble County?


The selection of Trimble County vacation rentals we have selected for you start as low as $190 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Trimble County?


Vacation rentals in Trimble County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Trimble County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Trimble County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Trimble County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Trimble County?


Find vacation rentals in Trimble County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Trimble County.  


What amenities are available in a vacation rental in Trimble County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Trimble County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Trimble County?   


Everytime is a great time to head to Trimble County! Staying in a Trimble County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Trimble County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Trimble County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Trimble County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Trimble County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.