Guesthouse holiday rentals in Jefferson County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Jefferson County guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Louisville
4.95 out of 5 average rating, 66 reviews

Retro Chic Private Getaway in the Highlands.

WilliamRating, 5 stars1 month ago
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!
Guest favourite
Guesthouse in Louisville
4.94 out of 5 average rating, 78 reviews

Yoga Barn with 90’s Loft Bedroom

FeliciaRating, 5 stars2 weeks ago
This was the perfect location for a peaceful getaway, but close enough to easily enjoy the things Louisville has to offer! I visited with 2 dogs and the barn was the perfect size for us- complete with a beautiful porch and a fenced yard. Anne was very responsive and accommodating as my plans changed. I would highly recommend this location, and would stay again if passing through Louisville.
Superhost
Guesthouse in Pendleton
4.87 out of 5 average rating, 68 reviews

The Waterfall Place, Suite and Walkout!

KatRating, 5 stars1 week ago
We had a great stay! We were there for a bachelorette trip and it was the perfect spot. It was secluded in this beautiful spot in the woods, the rooms were big and spacious. The waterfall was an amazing touch and the brides only request was a pool and hot tub; and Alicia had both! Very much recommend this place for a getaway with your friends.
Guest favourite
Guesthouse in Louisville
4.9 out of 5 average rating, 135 reviews

Cottage Park Carriage House. Rest w/Hollyhock

William LoriRating, 5 stars2 weeks ago
Wonderful accommodations with many generous amenities, including a little coffee bar with lots of coffees, many spices for cooking, and everything you need in the bathroom, including body wash, shampoo, conditioner, and hairdryer. A perfect accommodation for those who love to travel light. The apartment is in a lovely neighborhood and has its own private entrance, up some outside stairs. It was clean and spacious. Thanks for a wonderful stay. We can’t wait to return.
Guest favourite
Guesthouse in Shepherdsville
4.94 out of 5 average rating, 54 reviews

Bourbon Country/ Derby Guest House

KaseyRating, 5 stars8 months ago
RaMona and Steve were extremely friendly and even reached out to us before we got there about what the weather was going to be like. For my first time using Airbnb, I could not have picked a better location and hosts.
Guest favourite
Guesthouse in Louisville
4.92 out of 5 average rating, 299 reviews

Charming Carriage House with 2 private baths.

LoriRating, 5 stars1 month ago
Stacy’s place is located a beautiful neighborhood. I enjoyed morning walks and felt very safe staying there. Her place was exactly as described and suited my daughter and i very well.

Guesthouses with a patio

Guesthouse in Charlestown
4.17 out of 5 average rating, 6 reviews

Watson Mansion Carriage House

KarlaRating, 5 stars1 month ago
I’m originally from this area so I’m partial to it. Where the house was located is safe and close to the square where you can sometimes find live music, restaurants, and other seasonal activities. The host was responsive and without asking, turned the lights on since our arrival was going to be late. The place was exactly as described. Not really knowing what to expect, we were planning to use the pull out bed in the living room, however it’s about a 3 inch folded memory foam on top of solid wood so for anyone with a questionable back you might want to bring an air mattress or something else. We definitely plan to stay here again when we are back in the area.
Guesthouse in Louisville
4.85 out of 5 average rating, 26 reviews

Chic Louisville Carriage Apt - Game Room -Sleeps 4

TonyRating, 5 stars1 month ago
This was the place I needed for the weekend. It was very Peaceful and the place was so nice, clean and relaxing! Maria was so nice and very easy to communicate with. I would recommend this place to everyone.
Top Guest favourite
Guesthouse in Bloomfield
5 out of 5 average rating, 9 reviews

Country 1 bedroom guesthouse with heated pool

EmilyRating, 5 stars9 months ago
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!!
Guesthouse in Crestwood
5 out of 5 average rating, 4 reviews

Lots of cozy and fun space!

MarcRating, 5 stars8 months ago
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!
Top Guest favourite
Guesthouse in Jeffersonville
4.9 out of 5 average rating, 69 reviews

Modern Guesthouse overlooking Ohio River

EvanRating, 5 stars2 months ago
Great little spot for 2-3 guest!
Guest favourite
Guesthouse in Louisville
4.95 out of 5 average rating, 21 reviews

The tiny Walnut in Beechmont

CandaceRating, 5 stars1 week ago
The property is in a neighborhood with older remodeled homes. They have clearly done updates and basic necessities are provided. We had a large work group and their additional tiny home was a huge help with an additional bathroom and kitchenette. Albeit “tiny” Please know that this is a modest older home that is in line with surrounding homes. Don’t book expecting high end finishes etc. that could cost them a negative review. Comfortable, clean, roomy, safe neighborhood with easy access to expressways and minutes to University and Expo Center. They were excellent thoughtful hosts that were very accommodating to our large group.
Guest favourite
Guesthouse in Louisville
4.91 out of 5 average rating, 85 reviews

Chic Derby stay minutes from Churchill Downs!

AprilRating, 5 stars1 month ago
Apartment was in a great location for my son’s Archery tournament at the Kentucky Expo Center. It was also close to the Zoo, Kentucky Kingdom and other attractions. The house was clean and easy to access.
Guesthouse in Louisville
4.65 out of 5 average rating, 17 reviews

Cozy & fun Studio Near Churchill Downs/Fairgrounds

IvanRating, 5 stars2 weeks ago
Thank you for a great stay! It was quiet and relaxing. The outside nook was perfect to relax in after my daughter’s volleyball tournament. Location was great about 15 minutes from the Expo Center.

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Louisville
4.98 out of 5 average rating, 88 reviews

Highlands Carriage House - Deer Park

RichardRating, 5 stars1 month ago
Kellie was very helpful , providing simple yet detailed instructions for check in well ahead of time. We booked only a week out, yet we got everything we need quickly. Kellie provided some local suggestions for food and places to visit. The space was nice, cozy yet spacious. Very nice bathroom and kitchen. Having our own parking spot was great! And the location was wonderful. Walkable neighborhood with plenty to do and see. An abundance of coffee shops and restaurants only a quick walk away. The place was also very reasonably priced. We'll be back.
Guesthouse in Louisville

Modern Hideaway in Historic Butchertown

MichaelRating, 5 stars6 months ago
Kay & Bruce are amazing hosts and I couldn't have asked for a better stay. Sarah was so helpful in the process as well and both were very responsive and punctual. Lovely place and two amazing people to stay with. I will definitely be looking to stay with them again in the coming months visiting back to Louisville. Amazing stay all around!! Went truly above and beyond.
Guest favourite
Guesthouse in Louisville
4.94 out of 5 average rating, 113 reviews

Carriage House - Crescent Hill (Frankfort Avenue)

DeborahRating, 5 stars1 month ago
Frankfort Ave is a terrific location as it is easily walkable to anything you might want. This was also a minutes’ walk to our friend’s home, so absolutely perfect for us as we were there for a celebration. The accommodations were lovely although we did not fully enjoy them as it was basically a place to sleep. This is definitely a go to place we would use again and I highly recommend it. The only suggestion would be to bring a sleep mask as there is a lot of light intrusion by the street lights.
Top Guest favourite
Guesthouse in Louisville
5 out of 5 average rating, 60 reviews

New custom guesthouse | Free parking | Sleeps 4

CarrieRating, 5 stars3 days ago
I had a great stay during a long work week and it was the perfect environment to focus while also being close to walkable shops and local restaurants. Stylish custom build with beautiful antique furniture too. Friendly hosts and a wonderful stay!
Top Guest favourite
Private room in Prospect
5 out of 5 average rating, 11 reviews

Lewis & Clark Trail Guest Suite

RobertRating, 5 stars4 months ago
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!
Guesthouse in Louisville

Private, Detached, Cottage House

DavidRating, 5 stars28 months ago
Emily was very responsive and helpful! Nice and peaceful place for me to stay while in town for a class. Would definitely recommend
Top Guest favourite
Guesthouse in Louisville
5 out of 5 average rating, 78 reviews

Lavish church suite with choir loft

ErikaRating, 5 stars3 weeks ago
Hands down, the most beautiful place we’ve stayed at ever…and we’ve stayed at over a dozen Airbnb’s. Everything was absolutely perfect! We loved the location, walkable neighborhood, options for entertainment and we felt safe the whole time!!
Guesthouse in Louisville

Carriage House in Old Louisville

Destinations to explore