
Holiday rentals with breakfast in Jessamine County
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Top-rated Holiday Accommodation with Breakfast in Jessamine County
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Holiday House Rentals with breakfast

Historic Downtown Spot - on the Bourbon Trail
We had a great stay! The host was extremely responsive. We had a slight issue with our AC and they took care of it in a very timely manner and made sure we were comfortable. Highly recommend!

Elegant spacious 4 BD 3 full bath house!
Great location for a quick Lexington weekend! It was perfect for our crew. Plenty of room and parking. Flexible check-in and check-out. Owner very responsive.

The Guest House Inn of Kentucky - Entire House
We are so thankful for wonderful host! Would definitely book again.

Kentucky Horse Park-10 mins, Fire Pit, Luxury Beds
We would like to give Lay Over House a huge heartfelt thank you . . . Five gal pals visiting Georgetown to ride the Horsey Hundred, we stumbled across this Airbnb listing when looking for a place to stay. From the time the reservations were made, all the way through check-out, we can't thank our Host enough. It was so wonderful to come "home" every night to a cozy house, with fluffy towels and comfy beds, and a relaxing backyard. The pictures and amenities were just as stated (and then some), and the bonus was a 2 car garage to house our gear and a driveway big enough to park 3 cars. Lay Over House was minutes from the event, close to great restaurants and a short drive into Lexington to squeeze in a distillery tour. And an added thank you to our Host for helping us plan a route to ride our bikes from the house to the park, and checking in periodically through-out our visit to make sure everything was perfect. Truly one of our best Airbnb experiences.

*New* Run for the Roses Retreat! 2 King beds/I-75
We Stayed there for the weekend with our kids. It Was in a good location with lots of restaurants around and it was easy to get to the downtown area. The house was clean and had lots of toys and activities for the kids to play with.

Historic Cottage, Old Fashioned Hospitality!
My favorite home away from home! The house is comfortable and spacious; a short walk from restaurants and boutiques; and a short drive to many other area attractions. Gina’s hospitality is unmatched! She’s truly thought of everything! This was our third visit and we are already looking forward to planning our next stay!

Eire Cottage Hot Tub & Private Waterfall Luxury
We thoroughly enjoyed our stay at the Eire cottage. The location was perfect for us and our dogs. The cottage had the best view of the creek. The cottage had more than enough amenities. The location near Frankfort offers plenty of places to see. Brandon was an outstanding host and very responsive. We loved the personal touches such as the snacks and hand written note. We also really loved the hot tub overlooking the creek. We would definitely love to stay here again.

Warfield Manor/ Walk to Greyline Station
This was a lovely home with lots of space for privacy. We only had 3 guests for 3 nights, which made it a little pricey per person but the house could easily accomodate a couple more people. The outdoor area was very pleasant. The host, Heath, responded quickly to my questions.
Bed and breakfast rentals with breakfast

Three rooms: bedroom, bath & library Quiet street
Brenda and John’s place was exactly what we needed on our road trip last minute. Very kind and considerate. The house was charming, clean, and cute. Thank you Brenda and John!

Bridal Suite / Suite Creekside Bed and Breakfast
If you are lucky enough to have this location pop up, your search has ended! Congratulations on winning the air bnb lottery! Leslie is such a warm and generous host that not only welcomes you into her home but into her heart as well! An eclectic location that looks like it is from the pages of your favorite fairytale complete with peacocks, birds, wildlife and of course a pair of adorable pomeranians! A soak in this divine tub will leave you craving for more. Comfy bed and plush towels to boot! Leslie and her helper cheryl really went above and beyond to make our stay everything we could have hoped it to be, and their breakfast spread is not to be missed! Close enough to downtown Lexington for an easy commute but far enough to give you a quiet getaway if that is what you are interested in. We will definitely be back!

Art on High Room 2
Art on High was a great spot for me. Easy to find and just a block away from Main St. I loved being able to meander through the quaint downtown so easily. The room and especially the bed were very comfortable. Bear in mind, this is a very old house and is a work in progress, so the creaky floors and squeaky doors are part of the charm. I wish the patio had been available, the weather was perfect and it would have been nice to have a place to sit outside. Once that area is finished, this will be the perfect place to spend a weekend!

1898 Red Bud Bed & Breakfast (Gourmet breakfast!)
Suzann is a great host and her home is lovely. The bed is very comfortable and the breakfast was delicious.

Denny House Bed and Breakfast, Traveler's Porch Rm
Beautiful house and wonderful host!! We had a great stay here.

Purple Room Creekside B & B
We loved our stay! Super friendly hosts and the food was wonderful! 10/10! Extremely convenient for those using the wedding venue right down the road!

Green Room Creekside Bed and Breakfast
Leslie and Tiffany are ABSOLUTELY AMAZING! Beautiful house near the creek! Peaceful and private! They will fill you up at breakfast time with wonderful food! The 2 best lil Pomeranian’s and beautiful peacocks! Leslie and Tiffany have the most beautiful, caring hearts and you can see it in EVERYTHING they do! I want to personally thank the 2 of you and recommend this beautiful house and beautiful people for your stay anytime for any occasion!!!

Blue Room Creek Side Bed and Breakfast
We had such a great time at the Creekside bed-and-breakfast. We we stayed in the blue room and it was so cute with beautiful decorations. The property was beautiful and the hosts were so welcoming and kind. We had a beautiful breakfast spread at 9 AM with and it the other guest. It was very lovely. Everything was so good and made just for us. We felt very at home and got to meet other animal lovers as well. We all found out with some conversation we all had a common interest those beautiful peacocks and loving animals. Thank you so much for letting us stay at your beautiful home. We very much enjoyed our stay and will cherish the memories of our first get away as a couple. <3
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