Where Daniel Boone first saw the bluegrass

Search Vacation Homes in Clay City

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

2 Jum. I - 4 Jum. I

In two weeks

9 Jum. I - 11 Jum. I

In one month

23 Jum. I - 25 Jum. I

In two months

20 Jum. II - 22 Jum. II

Compare 143 Vacation Homes in Clay City with updated reviews, rates, and availability.

"It was perfect for my children and I. The place was clean. Very close to the pool. And a very short convenient walk to the beach. Location was perfect! "

SAR 827 total

includes taxes & fees

1 May - 2 May

"Enjoyed our three night stay. We had plenty of room for six ladies. Very well stocked with everything we needed. The setting is absolutely beautiful and serene. Unfortunately, the weather was chilly and rainy and we couldn't enjoy the outdoors. Thanks for sharing your log home with us. "

"Charming house!Beautifully decorated!Excellent host communication!Lovely stay!Thank you!"

SAR 1,055 total

includes taxes & fees

4 May - 5 May

"Great place to stay for a larger group. Would have been nice to see the fence fully enclose the backyard but you could live without that for a few days."

"Nice property. Very friendly and responsive owner."

SAR 562 total

includes taxes & fees

30 Apr - 1 May

"We were in town for a family funeral. This home is clean, has all the basics and was very peaceful. It was nice to sit on deck at the end of the day and watch a few golfers. Away from traffic and daily bustle, made it perfect for our needs. Cassidy was great. Very quick to respond and help. "

"Wonderful place to stay, locationswas great, wonderful experiences. We will definitely be back"

"We had two families (4 adults and 4 youths) staying at Ben’s’ place. This was a great house for exploring Red River Gorge and the hikes in the area. The house was very clean and the pool was an added bonus for the kids when we came back from days activities. The kitchen was well stocked and the bedrooms great and comfortable. For me the only minor downside was that the pictures don’t show it’s actually located along a relatively busy road which I could hear in the mornings from the bedroom BUT...

"Place was nice and clean. Easy check in and check out. Would stay here again. "

"We had a great time staying here. Barely noticed the highway noise. "

SAR 956 total

includes taxes & fees

28 Apr - 29 Apr

"Great cabin in Red River Gorge area. Host very responsive. Huge area around cabin which is great if you have a pet. Nice fire pit!"

SAR 1,281 total

includes taxes & fees

28 Apr - 29 Apr

"See above"

SAR 3,970 total

includes taxes & fees

28 Apr - 29 Apr

"This cabin is beyond amazing. We did get lost trying to find it, but the owner called us on christmas day and walked us thru getting there. Its very secluded. We explored the mountainside and walked down the creek and found a valley. The cabin has everything u need to unwind for a few days. We will definetly be back!"

SAR 1,075 total

includes taxes & fees

28 Apr - 29 Apr

"This cabin was perfect for our family of 5! It was very clean and had all the essentials. The check in process was simple. We enjoyed our stay and highly recommend this cabin! "

"We chose the property because it looked clean in the pictures and has a hot tub -it was very clean and we enjoyed the hot tub after hikes and a day of climbing. The bed in the main bedroom was very comfortable -my husband has back pain and kept saying he wished he could take it home with us. Overall, a great experience! "

"Absolutely amazing. Ended up having our cermony right there on the property at the fire pit, due to all the rain. Amazing views, caretaker was amazing. Communications were super simple and quick responses. "

"Lovely place for my husband and I for a getaway. The place was clean and well organized, they had everything we needed. They asked that you bring your own shampoo and toothpaste, I would recommend also bringing some cooking oil or butter and your own coffee. We got to watch the lunar eclipse, it was beautiful! My highlander had no problem getting around the terrain even after the rain. The hottub was amazing after a long hike! I would definitively visit again, highly recommend. "

"Wonderful house! Plenty of room for our family of 6. The home had board games to play on rainy days. TV also had apps with plenty of options.Location is great if looking to go hiking. Plenty of hikes within 15-20 mins of the house.Only complaint was some smaller neighborhood dogs were roaming the neighborhood and they were aggressive. Not something the VRBO owner can control though"

"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "

SAR 1,249 total

includes taxes & fees

28 Apr - 29 Apr