House holiday rentals in Oldham County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Oldham County

House rentals with a pool

Guest favourite
Home in Borden
4.88 out of 5 average rating, 40 reviews

Private Country Getaway 20min to Louisville w/Pool

MidraRating, 5 stars1 month ago
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 !
Guest favourite
Home in Shelbyville
4.97 out of 5 average rating, 30 reviews

Pool is Open! + Hot Tub, 10 min to Bulleit

AngelaRating, 5 stars1 week ago
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.
Superhost
Home in Louisville
4.85 out of 5 average rating, 26 reviews

Near Bourbon Trail, expo, 3 beds, off Outerloop

ElizabethRating, 5 stars1 week ago
Great for our little vacation with the kids. Great to have the pool and the game room in the basement.
Guest favourite
Home in Louisville
5 out of 5 average rating, 53 reviews

Countryside Getaway

ZacharyRating, 5 stars6 months ago
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!!
Guest favourite
Home in Shelbyville
4.94 out of 5 average rating, 70 reviews

B on the Bourbon Trail with pub, pool and hot tub

DanRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Louisville
4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

BrianRating, 5 stars1 month ago
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.
Top guest favourite
Home in Bagdad
5 out of 5 average rating, 31 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

MeredithRating, 5 stars1 week ago
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!
Top guest favourite
Home in Prospect
5 out of 5 average rating, 16 reviews

CIRCO LOCO - uNCommon Stay

KatieRating, 5 stars6 days ago
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

Home in La Grange
5 out of 5 average rating, 6 reviews

Reduced rates for remaining June dates!

EmmaRating, 5 stars2 months ago
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.
Home in Prospect
5 out of 5 average rating, 5 reviews

Peaceful, Riverfront Getaway

AmandaRating, 5 stars9 months ago
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 in Louisville
5 out of 5 average rating, 9 reviews

Home Baby Home

IanRating, 5 stars38 months ago
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!
Home in Louisville
5 out of 5 average rating, 14 reviews

Great patio - Northeast Louisville

GarrettRating, 5 stars13 months ago
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.
Home in Crestwood
5 out of 5 average rating, 53 reviews

My Old KY Home • Quiet Retreat • Pickleball & more

TrinaRating, 5 stars2 weeks ago
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!
Home in Goshen
4.73 out of 5 average rating, 11 reviews

The Boathouse: A Peaceful Paradise

KyleRating, 5 stars9 months ago
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!
Home in Crestwood
4.95 out of 5 average rating, 19 reviews

Private 5 acre A frame

KevinRating, 5 stars9 months ago
Great outdoor space and great entertainment in the basement!
Home in Prospect
4.6 out of 5 average rating, 30 reviews

Waterfront Vacation Rental Near Louisville!

BrandonRating, 5 stars14 months ago
Nice home on the river. Great to spend a little time outside with good weather.

Private house rentals

Home in Louisville

Relaxation Retreat

KaraRating, 5 stars13 months ago
Wendy was a wonderful, hospitable host and has an awesome space in an absolutely beautiful location!
Superhost
Home in Shelbyville
4.72 out of 5 average rating, 18 reviews

Peace and Quiet Close to Louisville - 80+ Acres

ManuelRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Prospect
5 out of 5 average rating, 9 reviews

NEW Bourbon Trail, Pet Friendly, Downtown, Shops

EthanRating, 5 stars1 week ago
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!
Home in Louisville
4 out of 5 average rating, 9 reviews

EastEnd, 4bed2b, Pets Welcome, Private Driveway!

DustinRating, 5 stars1 month ago
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!
Home in Louisville
New place to stay

A Peaceful Oasis

JenneishaRating, 5 stars1 month ago
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!!
Home in Crestwood

Charming Home in Oldham County!

CurtRating, 5 stars2 months ago
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.
Superhost
Home in Louisville
4.78 out of 5 average rating, 40 reviews

Newly Remodeled 3BR with Hot Tub and Game Room

RyanRating, 5 stars3 weeks ago
A beautiful place to stay
Top guest favourite
Home in Prospect
5 out of 5 average rating, 24 reviews

The Kentucky Spirit Retreat - Norton Commons

PartheniaRating, 5 stars2 weeks ago
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.

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