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Oldham County Holiday Rentals

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Our top choices for Oldham County holiday rentals

9.8 out of 10, Exceptional, (62)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is NZ$397
includes taxes & fees
31 Dec - 1 Jan 2026
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
10.0 out of 10, Exceptional, (1)
"Scenic horse farm. Secluded, private, and quiet. I couldn't be happier with the accommodations. Would like to return when in the area."
United States
Darlene N.
The price is NZ$301
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Cottage in Smithsonian's of American Gardens!
2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is NZ$553
includes taxes & fees
5 Jan - 6 Jan 2026
The Sweet Retreat Wheelchair Accessible Historic Home

Holiday Home in Pendleton

Pendleton, KY Farm in Oldham Co
10.0 out of 10, Exceptional, (4)
"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.
The price is NZ$2,641
includes taxes & fees
5 Jan - 6 Jan 2026
Pendleton, KY Farm in Oldham Co

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is NZ$229
includes taxes & fees
30 Jan - 31 Jan 2026
The Bellwether Hotel
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is NZ$593
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.8 out of 10, Exceptional, (53)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is NZ$384
includes taxes & fees
2 Jan - 3 Jan 2026
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is NZ$297
includes taxes & fees
15 Jan - 16 Jan 2026
Stellar Suites

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is NZ$286
includes taxes & fees
4 Jan - 5 Jan 2026
The Duke Hotel

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is NZ$416
includes taxes & fees
1 Jan - 2 Jan 2026
The Reserve on Main
9.6 out of 10, Exceptional, (14)
"Perfect little space for our weekend getaway. Great location, everything was very clean and up to date. "
United States
brad h.
The price is NZ$272
includes taxes & fees
4 Jan - 5 Jan 2026
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

Holiday Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
The price is NZ$388
includes taxes & fees
4 Jan - 5 Jan 2026
The Artist’s A-Frame
9.8 out of 10, Exceptional, (21)
"Great place "
United States
Scott L.
The price is NZ$285
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Tree-Lined Carriage Home - Stay in Serenity!
10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is NZ$253
includes taxes & fees
10 Jan - 11 Jan 2026
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (14)
"Property was very clean, smelt great, and spacious. Located in a nice neighborhood. Hosts were extremely accommodating and friendly. Would definitely stay here again if I'm back in the area for an overnight trip. "
United States
Mandy M.
The price is NZ$272
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
9.8 out of 10, Exceptional, (29)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
The price is NZ$224
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
The price is NZ$410
includes taxes & fees
3 Jan - 4 Jan 2026
Carriage House, 7 minutes from downtown Louisville
10.0 out of 10, Exceptional, (22)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is NZ$369
includes taxes & fees
4 Jan - 5 Jan 2026
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
10.0 out of 10, Exceptional, (14)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
The price is NZ$620
includes taxes & fees
4 Jan - 5 Jan 2026
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
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

Everything you need to know about Oldham County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oldham County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldham County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oldham County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldham County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oldham County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oldham County holiday rentals we have selected for you start as low as NZ$229 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oldham County rentals

At Expedia, we put the best Oldham County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oldham County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldham County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldham County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.