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

Highlands - Elegant Calm Clean & Green - Walkable
One of the best Airbnbs I’ve ever stayed in. Paulo and Chris’s attention to detail is incredible. It didn’t feel like a full time Airbnb… it felt like home. It’s obvious that Paulo and Chris have a good eye. Paulo’s check-ins and friendliness were incredible. So close to shops and restaurants, plus Cherokee Park, while simultaneously being peaceful and serene. Don’t look elsewhere… this spot is amazing! Thank you so much for letting us stay at your place! We will be back.

Treetop Hideaway
This is a great place to stay in the capital City of Kentucky. We were so close to everything. We needed a softer bed but that is because we have a sleep number at home. Other than that, everything was wonderful. Even the coffee pot not working was replaced with a gift card for a coffee at the local coffee shop. Excellent customer service and care. Beautiful home and rental also.

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!

Carriage House Loft
Me and my partner really enjoyed our stay here. The hosts were super helpful and made us feel right at home. From the decor to the basic amenities, everything was super enjoyable and we appreciated the quick responses. Would definitely stay here again!

Johnson Hills Farm Bed and Breakfast
Highly recommend! Just an hour from the Ark, and got to tour their farm, pet their horse, amazing breakfast, and beautiful scenery. Look no further.

Germantown Carriage House w/garage
Nice layout, fully furnished kitchen and bathroom, clean, well organized, the garage was very helpful because we had a full car since we were moving (the garage is a must in this situation!)

Cottage Park Carriage House. Rest w/Hollyhock
Best location, 7 minutes to everywhere I needed to go! Very friendly and great communication!
Guest house rentals with a patio

Rural Getaway
Beautiful nature getaway not too far from town. Great place to stay.

Cozy studio with private pool and firepit
Bryan’s place is great. It is comfy, cosy and was just what we needed. Bryan is a great host and very helpful. If I’m ever in Lexington again I would stay again!

Forest Edge Retreat; Cozy Charm w Hottub Wi-Fi
Very clean and relaxing! This was a perfect stay for me and my dog! Had a fantastic nights sleep after relaxing in the hot tub most of the day! I will definitely be returning!

Lightning Bug *HOT TUB* Rustic cottage home
Excellent host, very friendly, accommodating, responsive. We enjoyed our stay very much.

*BRAND NEW* Gem of Germantown Private Derby Suite
Bryan was an excellent host! Very responsive and extremely helpful. The studio was spotless and cozy but the location is what sold us. It is in Germantown and walkable to many great restaurants and pubs! We have friends that live a block over and I will stay here every time we visit Louisville!!

The Lodge at Three Pines
This place far exceeded my expectations. This is probably the best rental we have ever had. It was spotless, spacious, comfortable, quiet and just wonderful. Thank you!

Cozy 1 bedroom cottage on picturesque horse farm
This was our second time staying at this beautiful property! The location is perfect for a getaway while options for restaurants and shopping are minutes away. The cottage is cozy and clean with a spacious bathroom and closet for storage. The host even contacted us to see if we wanted fresh towels after a few days. James really is a superhost! He alerted us to some work being done on the property during our stay and answered any messages we sent timely. Highly recommend this guesthouse.

The Ponderosa Guesthouse
We had a relaxing stay at Ponderosa! The area is so quiet and the lake is beautiful. Spring was so helpful with the check-in and check-out process and local recommendations! The cabin is spacious and homey, it was exactly what we were looking for.
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.

Tiny Tailor House
Dan's place checked all of our boxes! It is in a great area for walking to the Cincinnati Reds ballpark and Cincinnati Bengals stadium. It is halfway between the Arc Museum and the Creation Museum. And there is a great restaurant/shopping area called Mainstrasse Village that is only two blocks away. Very easy to walk to. We met Dan and Becca. Both great people. Dan gave us some interesting history on the Tiny Tailor House and showed us our private parking space. Great visit to the area and we will check to see if Dan and Becca's place is available if we are in the area again.

Lofty Lodge on the Bourbon Trail
We were a group of 8 men from Indiana, Georgia and North Carolina touring the Bourbon Trail for 3 days. The Lodge was exactly the space we needed — large amount of bedrooms and beds; a huge communal room with a living room, bar/bar tables and expansive dining table; and an outdoor space that included a silo-tv and bar area, corn-hole and fire-pit. The lodge had everything we needed for our stay! Andy is a fantastic host — very responsive and attentive to anything we needed. And coincidentally we met Andy as we were preparing to leave — very gracious and exactly what we expected based on how well he took care of us. We will be back!!!

Carriage House - Crescent Hill (Frankfort Avenue)
Brooke’s apartment was the perfect home base for a weekend trip to visit family. The unit matched the description perfectly and had everything we needed to feel at home. The location is super walkable, with lots of restaurants, shops, and coffee stops nearby. We will definitely be planning to stay again for future trips to the area!

The City Cottage…quiet, peaceful, and convenient!
My third time staying here on a work trip. I'm a repeat guest because this is a very nice AirBnB with a nice host. Everything was perfect as usual. Clean and comfortable. Enjoyed sitting outside on a nice day, listening to the birds and also loved seeing the adorable dogs. Great place, recommended.

Modern & Luxurious Carriage House on Paris Pike
Wonderful weekend get away. Great little carriage house with everything you could want/need. The house was very clean and well decorated. The bed was comfortable with nice linens and extra pillows. Plenty of towels available. Nice kitchen amenities with sharp knives and abundant cookware options. Meredith was responsive and made sure we had all we needed. Close to downtown Lexington and all fun activities. We will definitely stay again when we return to the area. Thanks for a great vacation!

Peaceful Easy Feelin’
It is exactly as advertised. The wifi and tv was great and it is definitely a place to detach and unwind.

Charming Cottage in country setting
Lisa's place was outstanding! We traveled with our two beagles and it was the PERFECT place for them. The space was super clean and had everything we needed. There was also a yard for our dogs to hang out in. The location was perfect, very close to downtown Lexington but far enough away that it was very peaceful. My dogs didn't want to leave! I will be returning to Lisa's place for sure.
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