
Guesthouse vacation rentals in Jefferson County
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Top-rated guesthouse rentals in Jefferson County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Jefferson County guesthouse rentals
Family-friendly guest house rentals

Retro Chic Private Getaway in the Highlands.
Stacy was so friendly and helpful and took measurements of the space to make sure my wheelchair would fit. Great first floor stay with space for smaller manual wheelchairs! Would definitely stay again.

Yoga Barn with 90’s Loft Bedroom
Our stay at Anne’s place was absolutely perfect! The home was spotless, comfortable, and had everything we needed. Anne was incredibly responsive and helpful throughout our stay, making everything seamless. The location was fantastic—easy to access and close to great restaurants, bars, and activities. We couldn’t have asked for a better experience. Thank you, Anne!

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

Less than 20 min to Churchill - KY Derby-Sleeps 4!
Lots of space, plenty of games, open concept and clean. Close to town but on a secluded property which was really refreshing. Host was super responsive and made our stay worthwhile.

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!
Lauren was very accommodating and very helpful. She went above and beyond to make our stay great! Highly recommend and would stay again if I needed a place in the Louisville area. House was clean and looked just like the photographs!

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.

New | Custom & Creative Space | Walk to Top Shops
I can’t say enough great things about this carriage house and the amazing hospitality of Christina and Shane! From the moment I arrived, it was clear that every detail had been thoughtfully selected to create a welcoming and comfortable stay. The space itself is absolutely gorgeous—open and bright with plenty of natural light and equipped with automatic blackout shades for the perfect night's sleep. Everything was impeccably clean, and the high-end appliances (including a great coffee maker, washer, and dryer) made it feel like a true home away from home. The kitchen was impressively stocked with cookware, utensils, and a variety of seasonings, making it easy to prepare meals. I especially loved the thoughtful touches that gave the space a unique Kentucky charm! This is hands-down one of the best Airbnb stays I’ve had, and I highly recommend it!
Guest house rentals with a washer 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!

Lavish church suite with choir loft
The space is incredible, with fantastic furnishing, tile, wallpaper, massive windows, and a triple-height space with beautiful wood trusses. The kitchen was great, and the dining banquet was so nice that my wife now wants one. The attention to detail, like the record player, variety of glassware, and cabinet staples, made our stay feel like we were staying in a home and not a rental unit. The neighborhood is excellent, with restaurants, shops, liquor stores, and markets all within a block three-block radius. Even Whiskey Row is less than a mile away, with three distilleries within a two-block walk. I can't imagine a better place to stay if you consider visiting downtown Louisville.

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.

Your Derby Weekend Getaway
Stayed here for two months and wish I could've stayed longer! Perfect amount of space to live and work. Very clean, lots of light, stocked with all the essentials, comfortable bed. The location is in walking distance of a few restaurants and entertainment. A quick drive (or bike ride) to the riverfront and NuLu. The small fenced in courtyard was really convenient to let my dog out. Joan was a great host, very friendly and accommodating.
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- Big Four Bridge
- Buffalo Trace Distillery
- Heritage Hill Golf Club
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- River Run Family Water Park
- Waterfront Park
- Kentucky Derby Museum
- Angel's Envy Distillery
- Turtle Run Winery
- Falls of the Ohio State Park
- Evan Williams Bourbon Experience
- Frazier History Museum
- Muhammad Ali Center
- Hurstbourne Country Club
- Kentucky Science Center
- Valhalla Golf Club
- Kentucky Kingdom & Hurricane Bay
- Big Spring Country Club
- Charlestown State Park
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