
House holiday rentals in Oldham County
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Top-rated house rentals in Oldham County
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Holiday rentals for every style
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Popular amenities for house rentals in Oldham County
House rentals with a pool

Private Country Getaway 20min to Louisville w/Pool
Peaceful, private home big enough to host my entire family. Dustin is very responsive, had the home fully equipped and is very accommodating. I highly recommend !

Pool is Open! + Hot Tub, 10 min to Bulleit
We had a wonderful stay. The family loved to pool and hot tub. We were close to many activities. Jill did an excellent job communicating with me and answering all my questions. We are looking forward to booking our next stay.

Near Bourbon Trail, expo, 3 beds, off Outerloop
Great for our little vacation with the kids. Great to have the pool and the game room in the basement.

Countryside Getaway
We stay here every year when visiting family for thanksgiving. It is perfect for our small family. The host is always so responsive. The property is beautiful. I can’t recommend this airbnb highly enough. Thank you Gordana!!

B on the Bourbon Trail with pub, pool and hot tub
Had a excellent time at this location. The house was beautiful with great amenities including an amazing bar! Great location for visiting distilleries or Churchill Downs.

NEW Hot Tub, Expo, King Beds, Downtown, Churchill
This house is absolutely fantastic. Super clean, super comfortable. The beds and pillows are amazing. I would highly recommend this house for any gathering. We were a group of four men doing bourbon trail related things, and relaxing at night next to the fire pit and in the hot tub.

Private Estate on Bourbon Trail w/ Beautiful Pool
We had four adults and three kids staying at David’s place and it was great! It’s even better than the pictures. We loved the beautiful rural setting, yet also appreciated it was only 10 min from grocery stores and shopping. The pool and in home movie theater were big hits with our family. We grilled often and cooked in the kitchen, which had everything we needed. We appreciated all the space to spread out as well as the numerous areas to gather and play. We’d definitely stay here again!

CIRCO LOCO - uNCommon Stay
We had an amazing stay! The listing was even better than the photos presented… the decor was fabulous, the furnishings were such high quality, and the listing had everything we needed for our stay. Our hosts were very responsive and answered any questions so quickly. The neighborhood has great restaurants, cute little shops, and three different swimming pools to choose from… all walkable! My children said it was “better than the beach”! They even have a common work space in the floor below the unit, which was great for when I needed to work and have some quiet. Definitely 10/10 recommend!
Weekly house rentals

Reduced rates for remaining June dates!
Theresa and Brian's place was exactly what my family needed for a last minute trip. My 4 year-old nephew has plenty of space to move around and play. If we ever find ourselves in or around the La Grange area, we will definitely stay here again if available.

Peaceful, Riverfront Getaway
Beautiful quiet place to stay right on the water! very easy drive to Louisville, but also everything you need in Prospect right down the road. Studio one room but very spacious and comfortable! my best friend and I used this as our home base to go to a music festival in Louisville and it was perfect!

Home Baby Home
Stayed here for Derby weekend and what an incredible experience it was! Stacie's home was clean, had plenty of room, and had everything you could ever need for a fun filled weekend in LV. Only 20 mins to the Derby via uber (just schedule them early!!) 5/5 rating, highly recommend! Thank you AGAIN!

Great patio - Northeast Louisville
Julie is a great host and the house was perfect. We had plenty of room and the kids loved all of the toys. The house was very clean and organized.

My Old KY Home • Quiet Retreat • Pickleball & more
Our group of adult cousins stayed here for a family wedding at Ashbourne Farms (a simple 15 min drive away). Each space in this home is beautiful and comfortable. There are so many places to sit indoors and out-- from porch swings to comfy couches! Little details like throw blankets, tissue boxes and fresh flowers on the counter, made us feel like pampered guests. The kitchen is well-equipped for cooking. We were happy we stayed an extra day to enjoy the shuffle board and relax in this peaceful spot. The large windows and outdoor areas are perfect for viewing the small creek and deer family in the back yard!

The Boathouse: A Peaceful Paradise
This place was amazing. Both Wes and Rachel were extremely accommodating and had everything we needed ready. The place was clean and stocked with everything to make our stay perfect. The boat ride down the river made for a memorable highlight. We will be back!

Private 5 acre A frame
Great outdoor space and great entertainment in the basement!

Waterfront Vacation Rental Near Louisville!
Nice home on the river. Great to spend a little time outside with good weather.
Private house rentals

Relaxation Retreat
Wendy was a wonderful, hospitable host and has an awesome space in an absolutely beautiful location!

Peace and Quiet Close to Louisville - 80+ Acres
Everything was perfect in this house! The best Airbnb option ever that we have rented in several countries. If you are looking for a place neer Shelbyville, Louisville, etc, this is the best option that you find.

NEW Bourbon Trail, Pet Friendly, Downtown, Shops
My family had a great stay at this beautifully furnished home. It is centrally located within the pristine Norton Commons community, and it is close to many shops and restaurants. Great place to make home base for a trip to Louisville!

EastEnd, 4bed2b, Pets Welcome, Private Driveway!
We had an amazing experience staying at this Airbnb! The place was exactly as described—clean, stylish, and very comfortable. John and Taylor incredibly responsive and welcoming, providing clear instructions and helpful local tips. The location was perfect, close to everything I needed but still quiet and relaxing at night. Everything from check-in to check-out went smoothly, and I truly felt at home. I would definitely stay here again and recommend it to anyone looking for a great place to stay in the area!

A Peaceful Oasis
Xavier’s place was very inviting, spacious, and so much fun to explore! The outside sitting area was refreshing. This house was very clean and perfect for our group. The host response time was excellent. The space, the amenities and the convenient location made a fantastic group trip. We’ll definitely be back!!

Charming Home in Oldham County!
This is a very nice home located about 20 miles outside of Louisville in a peaceful, quiet neighborhood. The area is in the country but within two miles of La Grange which has plenty of restaurants and stores. We were very impressed with the home. It is three levels with a back deck and a walk-out basement. It is an older house but there have been upgrades and remodels. We were particularly impressed with the kitchen. This was a very nice home for the price. We would stay here again.

Newly Remodeled 3BR with Hot Tub and Game Room
A beautiful place to stay

The Kentucky Spirit Retreat - Norton Commons
The home was beautiful! Owners paid attention to small details in decor and design, really clean and quiet neighborhood. It fit my family of 8 comfortably! Would definitely book again.
Destinations to explore
- Rentals with a fireplace Oldham County
- Family-friendly rentals Oldham County
- Waterfront rentals Oldham County
- Rentals with a patio Oldham County
- Family-friendly rentals Oldham County
- Pet-friendly rentals Oldham County
- Rentals with lake access Oldham County
- Rentals with breakfast Oldham County
- Rentals with a hot tub Oldham County
- Rentals with a washing machine and dryer Oldham County
- Rentals with outdoor seating Oldham County
- Fitness-friendly rentals Oldham County
- Rentals with a firepit Oldham County
- Rentals with pools Oldham County
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- Kentucky Kingdom & Hurricane Bay
- Buffalo Trace Distillery
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Big Four Bridge
- Muhammad Ali Center
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- Hurstbourne Country Club
- Turtle Run Winery
- River Run Family Water Park
- Kentucky Science Center
- Falls of the Ohio State Park
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Frazier History Museum