Vacation Homes in Trimble County, KY

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Top Vacation Homes in Trimble County

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

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

Pendleton KY
$205 nightly
The price is $226 total per night
$226 total
Dec 27 - Dec 28
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Spectacular waterfront house!

Spectacular waterfront house!

Prospect KY
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
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 IN
$195 nightly
The price is $224 total per night
$224 total
Dec 21 - Dec 22
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg

Scottsburg IN
$161 nightly
The price is $180 total per night
$180 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Madison's Only YURT Experience

Madison's Only YURT Experience

Madison IN
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A hot tub is featured at this vacation home, along with a garden and barbecue grills.
Hot Tub
Kitchen
Red comfy cottage

Red comfy cottage

Madison IN
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This vacation home features an indoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

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

Shelbyville KY
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Washer
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 IN
$219 nightly
The price is $252 total per night
$252 total
Dec 28 - Dec 29
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Enchanting, energizing, and enjoyable!

Enchanting, energizing, and enjoyable!

Buckner KY
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A gym is featured at this vacation home, along with a garden and laundry facilities.
Kitchen
Washer
Maple Cabin at Lost Trails

Maple Cabin at Lost Trails

Madison Township IN
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Stay at this vacation home in Madison. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Sunrise Falls Golf Course and Krueger Lake are located nearby.
Kitchen
Air conditioning
The Kentucky Spirit Retreat - Norton Commons

The Kentucky Spirit Retreat - Norton Commons

Louisville KY
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This vacation home features a water park, a garden, and laundry facilities. Concierge services and barbecue grills are also provided.
Kitchen
Washer
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 KY
$978 nightly
The price is $1,135 total per night
$1,135 total
Dec 24 - Dec 25
Total with taxes and fees
A water park and a gym are featured at this smoke-free vacation home. Families will appreciate the playground and onsite laundry facilities. A garden, express check-in, and express check-out are also on offer.
Kitchen
Washer
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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.

Find the Best Vacation Homes in Trimble County

Why book a vacation home in Trimble County?

Vacation homes in Trimble County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Trimble County?

Private Trimble County rental homes range between $180 - $1,135 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Trimble County vacation home rentals. You might look for Trimble County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Trimble County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Trimble County?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Trimble County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Trimble County hotels and vacation homes that best suit your stay. We also have deals for flights, and Trimble County car rentals. You’ll save even more when you bundle your items into a Trimble County vacation package!

How many vacation homes are available to book in Trimble County?

There are 156 rental homes in Trimble County. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Trimble County?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Trimble County Vacation Homes essential information

Accommodation
156 Vacation Homes
Lowest Price
$180
Highest Price
$1,135
Popular accommodation
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE, Spectacular waterfront house!, Glenda’s Overlook..everything you need to make visiting Madison a great getaway!, Cozy Tiny House in Scottsburg, Madison's Only YURT Experience , Red comfy cottage , Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20, The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!, Enchanting, energizing, and enjoyable!, Maple Cabin at Lost Trails, The Kentucky Spirit Retreat - Norton Commons, Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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