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Vacation Homes in Oldham County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Oldham County vacation homes

A modern house with a dark exterior, a front porch with a wooden railing, and a stone retaining wall.

1. Private 6-Person Hot Tub | Fire Pit + 3BR

Private 6-Person Hot Tub | Fire Pit + 3BR
Jeffersonville
10.0 out of 10, Exceptional, (37 reviews)
"Very clean and modern. Really enjoyed the stay!"
United States
Aaron P.
Private 6-Person Hot Tub | Fire Pit + 3BR
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

2. Charming home in the heart of the city!

Charming home in the heart of the city!
Irish Hill
9.8 out of 10, Exceptional, (37 reviews)
"Great location, close to Bardstown Rd and hundreds of excellent restaurants. The back patio was a welcomed place to enjoy coffee in the mornings!!"
United States
Richard K.
Charming home in the heart of the city!
A modern kitchen with a wooden island, white cabinets, and a stainless steel refrigerator.

3. Magical Fairytale Stay in Nulu Historic District

Magical Fairytale Stay in Nulu Historic District
East Market District
9.4 out of 10, Exceptional, (18 reviews)
Magical Fairytale Stay in Nulu Historic District
A sunroom with a stone wall, large windows, a chandelier, and a sectional sofa.

4. Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Cherokee Seneca
10.0 out of 10, Exceptional, (164 reviews)
"Beautiful home and much grander than the pictures. Beds and accommodations were very comfortable. Our family from 79 to 7 would stay there again."
United States
Eileen S.
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
A living room with a fireplace, leather armchairs, a coffee table, and a painting on the wall.

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

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
9.8 out of 10, Exceptional, (49 reviews)
"Great stay and great host"
United States
Chayil B.
The price is AED 294
AED 828 total
includes taxes & fees
25 Oct - 26 Oct
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
A house with stone and siding exterior, a front porch, and potted plants.

6. Charming Highlands Carriage House 2 beds/2bath NO POOL

Charming Highlands Carriage House 2 beds/2bath NO POOL
Belknap
10.0 out of 10, Exceptional, (123 reviews)
"Great location! The place was very clean and the owners were very friendly. "
United States
Kerry K.
Charming Highlands Carriage House 2 beds/2bath NO POOL
A modern living room with a sofa, coffee table, and a TV. A kitchen with appliances and a dining area is visible in the background.

7. The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands
Germantown
10.0 out of 10, Exceptional, (66 reviews)
"Great property. Loved the location, close enough to downtown but far enough away to be quiet and restful. I appreciated the in house gym. Very comfy beds."
United States
MBH M.
The Caldwell - Germantown Highlands
A house with a blue exterior, white trim, and a number 828 on the front.

8. The Chestnut - Nulu

The Chestnut - Nulu
Phoenix Hill
9.6 out of 10, Exceptional, (57 reviews)
"Great little property in a perfect location. We really enjoyed our stay."
United States
Creta B.
The price is AED 327
AED 798 total
includes taxes & fees
25 Oct - 26 Oct
The Chestnut - Nulu
A house with a blue front door, a porch with rocking chairs, and a number '1237' on the wall.

9. Bright Louisville Home Sleeps 6 w/ Game Room

Bright Louisville Home Sleeps 6 w/ Game Room
Schnitzelburg
10.0 out of 10, Exceptional, (10 reviews)
The price is AED 331
AED 1,045 total
includes taxes & fees
27 Oct - 28 Oct
Bright Louisville Home Sleeps 6 w/ Game Room
A modern bedroom with a bed, bedside table, lamp, and a view of the outside.

10. Newly Renovated Studio! Ideal location for walking to restaurants & shops

Newly Renovated Studio! Ideal location for walking to restaurants & shops
Crescent Hill
9.8 out of 10, Exceptional, (55 reviews)
"The property was beautiful and very spacious. It worked perfect for our family and it was in a great location."
United States
Kate H.
Newly Renovated Studio! Ideal location for walking to restaurants & shops
A staircase with wooden steps and white railings, leading to a landing with a white wall and a framed picture.

11. ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
Old Louisville
9.8 out of 10, Exceptional, (63 reviews)
"James and team were so good to work with. We even met the owner and he was so wanted a to enjoy the property and all of the amenities. He really takes great care of the place. If you want an historic gem in Louisville this is the place."
United States
Diane S.
***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
Terrace/patio

12. Luxurious 4BR Home Newly Renovated Churchill Downs

Luxurious 4BR Home Newly Renovated Churchill Downs
Shelby Park
8.0 out of 10, Very good, (5 reviews)
Luxurious 4BR Home Newly Renovated Churchill Downs
An outdoor patio with a table and chairs, a canopy, and string lights.

13. Red comfy cottage

Red comfy cottage
Madison
9.8 out of 10, Exceptional, (90 reviews)
"Everything was very nice and our host was very helpful with any of our needs."
United States
Amy C.
Red comfy cottage
A spacious room with hardwood flooring, a chandelier, and large windows.

14. Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.2 out of 10, Wonderful, (62 reviews)
"Great older house in a very quiet neighborhood very close to downtown Louisville. The property was great for our party of six. Would stay again if in the area."
United States
NanetteSteve K.
The price is AED 735
AED 1,287 total
includes taxes & fees
8 Nov - 9 Nov
Victorian Center Jeffersonville
A white shelf with decorative items including vases, a globe, and a framed picture.

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

Centrally located retreat in Louisville! New hottub! Driveway and garage parking
Avondale Melbourne Heights
9.8 out of 10, Exceptional, (23 reviews)
"Pet friendly"
United States
Stella S.
Centrally located retreat in Louisville! New hottub! Driveway and garage parking
A two-story house with a porch and a covered front porch area.

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

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Shepherdsville
10.0 out of 10, Exceptional, (127 reviews)
"Had a great time and the property met our expectations. The owner was extremely helpful and checked on us during our stay. We will definitely stay here again!"
United States
Roy B.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
A grand staircase with white balusters and a wooden handrail leading to a door with a glass panel.

17. The Trifecta in Old Louisville

The Trifecta in Old Louisville
Old Louisville
10.0 out of 10, Exceptional, (143 reviews)
"Great place. Jane was very communicative and ensured we had an awesome stay!"
United States
Matt L.
The Trifecta in Old Louisville
A spacious living area with a kitchen, dining area, and a staircase leading to an upper level.

18. ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Waddy
10.0 out of 10, Exceptional, (49 reviews)
"Great stay for a large group visiting the bourbon trail!"
United States
Blake C.
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Private kitchen

19. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (37 reviews)
"Overall great stay. Communication with the host was excellent. Loved the property and location."
United States
Christopher H.
The price is AED 595
AED 1,718 total
includes taxes & fees
19 Oct - 20 Oct
Uptown Class
A modern kitchen with dark cabinetry, a central island with stools, pendant lighting, and a view of the outdoors through a window.

20. Distiller’s Reserve - Luxury 3-story 1895 Historic Home - Old Louisville

Distiller’s Reserve - Luxury 3-story 1895 Historic Home - Old Louisville
Old Louisville
10.0 out of 10, Exceptional, (89 reviews)
"We loved our stay here! The house was absolutely beautiful and the outdoor space calming. Our two families enjoyed the proximity to everything and just the vibe of it all! Our hosts were great with recommendations and communication. We will definitely be back. "
United States
Becky G.
Distiller’s Reserve - Luxury 3-story 1895 Historic Home - Old Louisville
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

Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

10/10 Excellent
"Clean and close to everything"
Ashley 4-night trip
Posted 6 hours ago
Holiday Inn Louisville Airport South by IHG

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