
Guesthouse holiday rentals in Kentucky
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Top-rated Guesthouses in Kentucky
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for Kentucky guesthouses
Family-Friendly guesthouses

Highlands - Elegant Calm Clean & Green - Walkable
One of the best stays we’ve ever had. Loved the place and all the help while we were there. Great host!

Coach House at the 1898 Red Bud B & B
Suzann was a great host!! We stayed in the coach home of her bed and breakfast which was perfect for our family of 3. There was a playset with swing, slide, sandbox and pirate ship on top that our son enjoyed. This location was close to all that we did...we stopped at Ark Encounter (we are from Ohio) and had about a 65 min drive to Suzann's place. We went to Kentucky Horse Park which was only 40 minutes away and Shaker Village was only 16 minutes away!! And not to forget about Buc-ee's which is 52 minutes from Suzann :-) Great location, clean and comfortable!!!!!

The Waterfall Place, Suite and Walkout!
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.

Bourbon Country/ Derby Guest House
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.

Carriage House Loft
Excellent place with excellent hosts!

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
Our second time staying here and will most likely do so again when passing thru Louisville. This is a great spot - with easy access from highway, easy/private access to unit, and lots of neat nightlife/entertainment spots nearby.

Cottage Park Carriage House. Rest w/Hollyhock
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.
Guesthouses with a patio

Rural Getaway
If I could give this 10 stars I would. It was so peaceful to come out to the country after being in the city all day. My boyfriend is 6’3” and he loved the fact that the shower head was taller than him. We absolutely LOVED the heated floors throughout the place. 100% will come back next time we’re in town

An Appalachian Mountain Getaway. ATV friendly
Don was an excellent host, who made sure our stay was a pleasant one. His BnB had everything we needed. There is even a barbecue grill on the front porch, and walking trails, if you feel so inclined. We came down for Seedtime on the Cumberland, a musical event produced by Appalshop in Whitesburg, Kentucky, and to visit family members who live in the area. We look forward to staying at Don's BnB on our next trip to the area, as well.

Forest Edge Retreat; Cozy Charm w Hottub Wi-Fi
This was a fun rental for our family. The space was exactly as described and was really comfortable for us. We lucked out that our friends were right across the road. Our kids and dog had fun exploring the ridge behind the house. We had a question about our stay and Margo responded to us very quickly. We would love staying here again on a future trip!

Judy Creek Retreat
I usually don’t leave reviews but this place blew me away! It was our first time in Kentucky and this place exceeded expectations, the room was spacious, clean and new. They left us coffee for the Keurig and check in was a breeze even though we arrived late at night. In the morning we had coffee on the BEAUTIFUL deck they have and we just wanted to stay there all day. Highly recommend this place to anyone staying in and outside the area- definitely worth a long drive.

*BRAND NEW* Gem of Germantown Private Derby Suite
My fiancé and I absolutely loved our stay here! The Airbnb was clean and comfortable, and Bryan's hospitality was top-notch. He checked in to make sure we were having a great experience. Highly recommend!

Cozy 1 bedroom cottage on picturesque horse farm
James was great! The property was beautiful and the guest house was exactly as pictured. Space was comfortable, quiet and we felt right at home. Both he and his wife were extremely welcoming and friendly during our stay. We will definitely be booking with him again in the future! If you’re looking for a great weekend getaway or even a long stay, I would highly recommend this property!

The Lodge at Three Pines
Cutest place! We were in late and out early but boy do I wish we could’ve stayed. The back porch area overlooking the fountain looked so peaceful. The charm was out of this world!

Art Studio at Turtle Hill, 5-Acre Oasis Near City
We walked in and were immediately amazed. The place was clean, and beautiful inside. Lots of amazing artwork. We felt right at home. We loved how close all the cute restaurants were. Both Doug and Beth were so accommodating and very friendly. We forgot toothpaste, they had that covered! We opened the cabinet and there were a few items in there in case anyone forgot anything! So cute and a great touch.
Guest house rentals with a washing machine and dryer

Family Guest House-near Red River Gorge&MuirValley
The place was perfect for my anniversary getaway with my wife . Close to great hiking and other activities in the Red River Gorge, it was ideal for coming back to chill after hiking and exploring all day. Sitting by the fire with a drink and a cigar was the most peaceful evening I have enjoyed in years. Everything we needed to cook at home was there and more. Would highly recommend for any couple seeking a private retreat away from the city.

Lofty Lodge on the Bourbon Trail
My stay at Andy’s Airbnb in Kentucky was nothing short of fantastic! The place itself is great, with stunning views that make it a perfect retreat for anyone looking to unwind. The property is well-maintained, comfortable, and has everything you need for a relaxing stay. What truly sets this Airbnb apart, though, are the hosts. Andy and the team were incredibly friendly, welcoming, and personable from the moment we arrived. They went above and beyond to accommodate our needs, making us feel right at home. Their warmth and hospitality made the experience even more memorable. Whether you’re visiting for the scenery or just a peaceful getaway, I can’t recommend Andy’s place enough. The combination of a wonderful location and exceptional hosts makes this a must-stay spot in Kentucky. Five stars!

Stones Throw Country Inn - includes breakfast!
Loved everything about the Stone Throw in! Spotlessly clean, decorated to perfection, 3 bedrooms with comfy beds, delicious breakfast served every morning! AND less than 5 min from the CREATION MUSEUM! The outside picnic table is an added benefit. The grounds are meticulously mowed, multiple kinds of flowers in bloom! Beautiful sunsets seen to end the day. Our hosts were so kind and answered any questions within minutes. We were blessed to find such a place as theirs. We highly recommend a stay with them.

Carriage House - Crescent Hill (Frankfort Avenue)
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.

The City Cottage…quiet, peaceful, and convenient!
We stayed for 9 days and enjoy every minute. Kenn's cottage is big, clean, private, quiet, and very cozy. The bedroom & attached bath are spacious and the king bed is extremely comfortable. Plenty of close space. The interior is roomy and the shady patio and large yard surrounded by old shade trees provides a quiet private sitting space for breakfast lunch or dinner. The cottage is located in a very nice, upscale, quiet, secure neighborhood in the east end of Louisville very close to shopping and restaurants of all kinds. Louisville is loaded with great parks and hiking trails and are all easy to get to from the cottage. Downtown Louisville and all the major freeways in the city are minutes away and easily accessible from this location. Kenn was great. Very proactive and very responsive to the few questions we had. My wife and I have stayed in a lot of places that leave a lot to be desired. But Kenn's place is a seriously great value and is super comfortable . We will be back!

Kentucky Farm Stay: Cozy Duplex
Great location . Very well equipped . Convenient to rt27 and Somerset which is what we needed. Beds were very comfortable.

Peaceful Easy Feelin’
Very peaceful location. The road there about the last 10 mins or so, was on a two lane road but left like 1. Very hilly I guess you can saw there was a bit of blind spots definitely was scared driving at night there! The driveway up the house is all gravel, we did take our Corolla vs our AWD. Definitely wished we would’ve taken the AWD, we had to drive really slow up the driveway because we almost got stuck while I was driving. But host were great and very responsive. Loved that there was a wash and driver. Couch does turn into a futon!

Pumpkin Patch
The Pumpkin Patch was very clean and comfortable. Our host was readily available for any questions or concerns. This was our second stay at this location and, hopefully, not our last!
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