
Guest house holiday rentals in Jefferson County
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Top-rated guest house rentals in Jefferson County
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Popular amenities for guest house rentals in Jefferson County
Family-friendly guest house rentals

Retro Chic Private Getaway in the Highlands.
We had a great stay; the place was nicely decorated but not over the top, the amenities were useful and location was on a quiet street in a nice neighbourhood and in walking distance of Bardstown Road. Stacey was very friendly and helpful!

Yoga Barn with 90’s Loft Bedroom
Anne’s place is located in a wonderful neighborhood within walking distance to great shops and restaurants (also a quick drive to the airport). We were very comfortable during our stay and had a lot of fun admiring the 90s nostalgia throughout the barn!

The Waterfall Place, Suite and Walkout!
This place is a slice of heaven. It’s quiet and perfect for a group of family / family friends / and for myself a bachelorette group. We enjoyed the tranquility and the feeling of right at home! The house was cute and clean. You get your bang for your buck here. My only advice would be if you book, bring a car that can climb a hill, as the home is on top of (what feels like) mountain! But makes for gorgeous views.

Bourbon Country/ Derby Guest House
Ramona and Steve were fantastic hosts. They made us feel right at home. Their location is beautiful and peaceful and just good for the soul! If my family and I are ever in the area again we will definitely love to visit again!

Charming Carriage House with 2 private baths.
This was my 2nd time to stay at Stacy's place. It was just as clean and accommodating as I remembered it! Stacy's place is located in a trendy neighborhood with international dining options. Louisville is a short 15 minutes away. I recommend visiting the zoo, which is just 5 minutes from the rental. Neighborhood is extremely safe and dog friendly. I couldn't recommend this place more!
Guest house rentals with a patio

Watson Mansion Carriage House
The guest house was spacious, clean, and a joy to stay in. There is lots to do in the area along the Ohio River. We will definitely try to stay here again if we are looking for a place in the area.

Less than 20 min to Kentucky Derby - Sleeps 4!
Maria’s place is so quiet and relaxing. It was just the spot that my dog & I needed for a couple of days to rest.

Country 1 bedroom guesthouse with heated pool
Valerie, Jim, and Dixie were absolutely fantastic! I can’t say enough good things about them and their lovely home. I felt so welcomed and had the best time. Valerie was especially personable and me feel comfortable and right at home. She gave me a few lifts to Bardstown, which were beyond helpful and shared some great recommendations! The pool and fishing pond are delightful, the hammock is amazing, and the views are beautiful. Angel’s Rest was pure paradise and I would 100% stay again!!

Lots of cozy and fun space!
Stephanie was incredible! She was super kind, welcoming, and accommodating, especially when we had an issue with another place we had planned on staying. She let us check in early and let us add another night last minute. The space was lovely! Very clean and homey. Plenty to do indoors, had all the amenities listed, and the surrounding area was beautiful. Whole heartedly recommend staying here! Stephanie is awesome and the space is awesome!

Modern Guesthouse overlooking Ohio River
Amazing clean and private apartment. Hosts are very helpful and accommodating. Also one of the best valued for the price paid properties in the area.

The tiny Walnut in Beechmont
Very convenient to the Expo Center... More comfortable than a chain hotel room. Would certainly use again if the price made sense.

Chic Derby stay minutes from Churchill Downs!
If you’re looking for a place to stay downtown, book this one! We stayed here for a volleyball tournament at the Expo Center, and it was perfect—great location, comfortable, and had everything we needed.

Cozy & fun Studio Near Churchill Downs/Fairgrounds
hosts are super friendly and helped with anything that we needed. everything was super clean and I loved sitting on the back porch at night and first thing in the morning. they also had everything you could need in kitchen and bathroom. I do plan to stay again when I come back to town. I had a really great time and very relaxing.
Guest house rentals with a washing machine and dryer

Highlands Carriage House - Deer Park
Awesome spot. Very private. Very walkable area close to some great bars, restaurants, coffee shops, local shops, and a cat cafe. The unit itself was spacious, very clean, and has everything you could need including a washer and dryer which we needed unexpectedly. The bed was really comfortable as were the linens. Kellie was a great host and is super fast in responses, and checked in on us to make sure we didn’t have any issues. I would love to stay here again in a future trip to Louisville.

New custom guesthouse | Free parking | Sleeps 4
The property was very convenient and in a great part of the city to access restaurants and small shops. It was also private and made the trip very relaxing. The home is extremely comfortable and stylish.

Lewis & Clark Trail Guest Suite
If I could i’d give Deborah more than 5 ⭐️ She was an amazing host and took extra time to set the room up specially for Valentine’s day. She went out of her way to make our stay the best experience we have had on AirBnb. She recommended lots of restaurants and the one we decided to go to might have had the best seafood i’ve ever had. She also sent me many trails where I could run at and was super informative on everything she recommended! The place was beautiful and it felt like a home and this is definitely some place i’d love to come back to! Thanks again Deborah!

DeaconessGuesthouseUnit2~Hot Tub~Pet~Lux Amenities
Fantastic hosts, the air bnb was exactly as described, a beautiful location close to many things in Nulu, The Highlands and Downtown. Very accommodating hosts and very easy to communicate with! I highly recommend this spot!

Lavish church suite with choir loft
This is one of the coolest Airbnbs we’ve ever stayed in! The space looks exactly like the photos, was easy to find, clean, and walkable within the Nulu district. We love a reclaimed building and felt safe in the area, but note that you are in the middle of a vibrant downtown bar district so there is loud car noises throughout the night. The hosts provided a white noise machine, ear plugs, and eye mask which was appreciated. The renovation of the space was very well done and we felt right at home. If you have an EV, note that there’s a hotel garage right around the corner with 8 chargers in it so it’s easy to park there overnight (which was a big factor for us booking here). Would stay here again!

DeaconessGuesthouseUnit4'Pets'Firepit'Waterfront
We’ve stayed in lots of Airbnb’s over the years but I have to say this tops them all. Beautiful house, very comfortable and inviting. The owner responded every time very quickly. The backyard, the front porch and the upper deck are perfect for hanging out with friends or enjoying the peacefulness of the river. Can’t wait to book this place again.
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- Big Four Bridge
- Buffalo Trace Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Muhammad Ali Center
- Louisville Slugger Museum & Factory
- Waterfront Park
- River Run Family Water Park
- Charlestown State Park
- Kentucky Kingdom & Hurricane Bay
- Angel's Envy Distillery
- Hurstbourne Country Club
- Kentucky Derby Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Turtle Run Winery
- Kentucky Science Center
- Valhalla Golf Club
- Frazier History Museum
- Falls of the Ohio State Park
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