Holiday rentals with a hot tub in Jessamine County

We enjoyed our stay at the Mint Tulip! We loved playing music on jukebox and playing putt-putt in the basement. It was a great location to visit Lexington and Louisville.

Better than expected. Fantastic and well-stocked kitchen - everything we needed for a full Thanksgiving feast. So many thoughtful details for a comfortable stay. Hot tub and backyard were awesome. Nice walkable neighborhood. Close to all things horses and handy to downtown. Highly recommend and will definitely stay again when in town.

Kyles place was wonderful. From the coffee bar to the little nightlights in the bathroom, his place felt right at home. His space was kept very clean and is only a short drive to distilleries and restaurants. I would highly recommended staying here for your next vacation to Kentucky. We will be booking again!

Austin has a beautiful property with peaceful surroundings. Had everything we needed. Would definitely stay again!

A buddy and I did a little golf/fishing weekend and had a great time. Very peaceful, great views, great fire pit, good quality grill. Nice TV and sound system. Everything we needed. It was great to have the kayaks there to paddle around and do some fishing. We were close enough to Keeneland to make a day out of it and go watch the Spring Meet. At least 4 nice golf courses within 20 minutes of the house. It did rain quite a bit on our trip, but having the full on covered/screened in porch was great for hanging out outside regardless of the weather. Would definitely come back.

I organized a ladies getaway with my 5 adult daughters. Although initially, it was challenging to come up with a weekend we could all agree on, the Sapphire was perfect. We had a wonderful time Shopping, eating and gabbing. I recommend Apollo’s pizza and lunch at Boone Tavern. Thanks Alex and Jordan, for providing a very clean, quiet place to get away.

Jeff was very accommodating. We had to make a quick trip to Lexington for an ill family member. Jeff was quick to respond about distance from Lexington to house. Very beautiful home. Clean, neat with beautiful views. Definitely would stay again.

Thea was a wonderful host. The home was perfectly as described. The added touches like labeling light switches, drawers, etc .. just so helpful. We can’t wait to return and will be sure to stay here again.

Very friendly and helpful

Very relaxing, very quiet. Definitely will be staying here again.

Great location and a great home base for a bourbon trail tour. Only issue was not getting sent a code to unlock the house, but this was quickly rectified so it was only a brief hiccup during a great stay.

This is a great place for a weekend getaway. Small town is sweet with friendly people and some fun attractions. Quick drive to Lexington for bigger city type stuff. The cabin was clean and had everything you need for a weekend trip away. The hot tub is such a nice luxury! The cabins are close together, but it still felt super private! Beautiful location. Would absolutely recommend this place to anyone.

Our stay was very nice and relaxing was not bothered by owner at all he was very responsive when we called but only got automated messages over text which was completely fine for me just wish it would have been stated calling would have been easier for him and myself the place was very clean and everything was all set and ready to go when we arrived overall would most definitely recommend this over a hotel and may be staying here in the future for another trip or on another one of his properties if they are all as good as this one

The Villa met and exceeded expectations! It was much bigger than I had originally thought, which was a pleasant surprise. The hot tub was clean and was a wonderful amenity after a long week of camping. Would definitely stay here again!

Absolutely loved Bourbon Barrel cottages! Beautiful setting out in the rolling hills of Kentucky. Lose to distilleries and restaurants yet out far enough to enjoy the peace and quiet. Angie was out every day tending to the beautiful landscaping. They even offer fresh eggs on-site. Book this place next time you’re in bourbon country, you won’t be disappointed!

John’s cabin was perfect for our family. It had more than we needed to make us feel right at home and live comfortably for a few days. We enjoyed the big porch and the beautiful, quiet scenery. This cabin is such a little hidden gem and we would love to stay again! If you have the chance to stay here then book this cabin!

I visited here with my two friends and we haven’t been able to stop talking about it since. I can’t wait to come back here. The property is beautiful. The hot tub is perfectly set up to view a stunning sunset. The area was also very quiet. The inside is so unique and inviting. Very very clean and fantastic layout!

This is an amazing place, out in the country and away from the hustle and bustle of the Bourbon Trail. Located a few minutes out of Harrodsburg, and roughly 35 minutes away from Bardstown. So close enough, but just far enough away to get away from everything. It’s a great spot, can’t wait to come back again in the future.

We love this place! It's so perfectly appointed. We're a group of older women who go away together on a regular basis. 1.) We need to have enough beds that we don't have to share one (but will if its a king). No one needs to share here! We almost all get our own rooms which is incredibly wonderful!! 2.) Our mission is to get away from life for a few days and hang out together. The main living room offers plenty of seating for most - with super comfortable seats with reclining and foot rests - all circle the wood burning fireplace. Heaven! 3.) The kitchen has everything you'll need - and I say that on behalf of the 10+ plus women who have cooked for decades. 4.) Bridgette is so great with communication and responded quickly to our requests and even offered more than we asked we asked for, thank you Bridgette!!

I cannot recommend this Airbnb highly enough. The home is incredibly beautiful, with thoughtfulness and intention evident in every single detail. From the moment we arrived, we knew we had chosen the right place to stay! The hosts were outstanding—responsive, gracious, and clearly committed to creating a wonderful experience for their guests. We came to Kentucky for the bourbon trail and the Derby, and while those were unforgettable highlights, the real joy came from the time we spent together as a family in this amazing space. It brought us closer, gave us room to relax and reconnect, and truly made our trip something extraordinary. This was more than a place to stay—it was part of the magic of our trip. If you’re considering it, don’t hesitate. It was the perfect choice for us, and I’m certain it will be for you too.

We had an amazing stay at Brent’s place! The house is beautiful and has everything you need for a relaxing getaway. We enjoyed the outdoor space and the hot tub very much. The views from the balcony are great. The hiking was a blast with our dogs as well. I highly recommend staying here and we would definitely return for another stay.

We were in town for a swim meet in Danville. It was very easy to drive there. The house was very comfortable with lots of space for our family. My son enjoyed being in the hot tub after swimming all day. John was a wondeful host! Would definitely stay again!