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Find Vacation Homes in Oldham County, KY from $175

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Vacation Homes in Oldham County

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Shelbyville
9.4 out of 10, Exceptional, (40)
"Good accommodations. Has everything needed for a comfortable stay. Good central location for Louisville and Lexington excursions."
United States
Tom F.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Uptown Class

New Albany
10.0 out of 10, Exceptional, (10)
"Great property. Good location. "
United States
Damont P.
$332 nightly
The price is $375
Dec 7 - Dec 8
Total with taxes and fees
Uptown Class

4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

Downtown Louisville
10.0 out of 10, Exceptional, (75)
"Located within walking distance of many attractions, comfortably handled our group of six. Would definitely recommend."
United States
Phil C.
4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

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

Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
$212 nightly
The price is $234
Dec 13 - Dec 14
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (86)
"Great location with views of the river. "
United States
Patrick G.
Spectacular waterfront house!

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths

Clifton
10.0 out of 10, Exceptional, (31)
"Amazing property to stay and visit. The area is fantastic."
United States
kevin c.
Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (104)
"The apartment was very cute and close to a lot of activities! It was also clean and comfortable. The hosts were very responsive to all my questions. Great place!"
United States
Kristi E.
Charming Private Bungalow with EV Charger Near Downtown Louisville

Family Friendly, Historic Mansion Row, **5 min from Louisville!**

New Albany
10.0 out of 10, Exceptional, (40)
"Convent and accommodation was excellent for 10 "
United States
Rob H.
Family Friendly, Historic Mansion Row, **5 min from Louisville!**

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

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

Madison
9.8 out of 10, Exceptional, (51)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
$216 nightly
The price is $248
Dec 7 - Dec 8
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

South Louisville
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
$151 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (40)
"The property was great for a best friend trip to bourbon trail. Very easily accessible and super close to downtown. We lived our stay here. "
United States
Cody M.
$195 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
The Caldwell - Germantown Highlands

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
$220 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Close to Everything in Louisville!!!

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

New Albany
9.8 out of 10, Exceptional, (26)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
United States
David L.
$178 nightly
The price is $201
Dec 9 - Dec 10
Total with taxes and fees
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Preston Retreat - Convenient Germantown Location

Merriwether
5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
$213 nightly
The price is $217
Dec 7 - Dec 8
Total with taxes and fees
Preston Retreat - Convenient Germantown Location

New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Schnitzelburg
8.8 out of 10, Excellent, (12)
"Great place to stay. Clean place and the hot tub was relaxing."
United States
Tony S.
New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Avondale Melbourne Heights
9.8 out of 10, Exceptional, (15)
"Nice, clean and very accommodating. Host are awesome, very welcoming and helpful. "
United States
C P.
Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

Tyler Park
10.0 out of 10, Exceptional, (18)
"This place was perfect for our group. We had 6 couples stay and it was such a great location. It is close to so many things to do and the grocery store is right behind the house. Would definitely stay here again."
United States
Darren D.
$597 nightly
The price is $683
Dec 14 - Dec 15
Total with taxes and fees
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

Updated 3 Bedroom Centrally Located Near Downtown

Shelby Park
9.4 out of 10, Exceptional, (34)
"Very clean, great location, off street parking, everything we wanted and would rent again! "
United States
chris s.
$291 nightly
The price is $338
Dec 24 - Dec 25
Total with taxes and fees
Updated 3 Bedroom Centrally Located Near Downtown

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

New Albany
10.0 out of 10, Exceptional, (34)
"Property is great for those traveling with pets. Yard big enough to play. New Albany great location with restaurants close by. Really nice greenway along the river as well. All in all I would highly recommend this property. "
United States
Robin S.
$175 nightly
The price is $198
Dec 14 - Dec 15
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
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 Oldham County Hotel Reviews

Find out more about Oldham County

Booking Tips to Find the Best Oldham County Vacation Homes


How much does it cost to rent a vacation home in Oldham County?

You can find incredible Oldham County vacation homes for all types of budgets: between $175 and $683 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Oldham County?

If you are looking for a great deal on your vacation home in Oldham County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Oldham County?

There are 992 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Oldham County?

Begin by entering your trip dates to see what type of Oldham County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Oldham County?

Booking Oldham County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Oldham County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Oldham County along with your vacation property, into a Oldham County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Oldham County Vacation Homes information

Number of reviews
829
Accommodation
992 Vacation Homes
Lowest Price
$175
Highest Price
$683

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