Vacation rentals with breakfast in Jessamine County

Find and book unique accommodations with breakfast on Airbnb

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Popular amenities for Jessamine County accommodations with breakfast

House rentals with breakfast

Home in Lawrenceburg
New place to stay

Historic Downtown Spot - on the Bourbon Trail

TimothyRating, 5 stars1 week ago
This was a great place to stay for our first visit to the Bourbon Trail. The owner is incredibly responsive, charismatic, and thoughtful. The amenities were great and the place was spotless.
Top guest favourite
Private room in Georgetown
5 out of 5 average rating, 62 reviews

East Suite-Bleubird Studio- Southern Charm, KY

BrittanyRating, 5 stars1 month ago
I loved my stay and even joined yoga class on Saturday morning! I wish I had more time to enjoy everything and not be so rushed. It’s a great individual, couples, or guys/girls getaway. It’s not family friendly but for me as an individual it was perfect! I had everything I needed and more. The host was so friendly and nice. I loved all the artwork and even purchased a piece. I definitely will be back.
Guest favourite
Home in Lexington
4.94 out of 5 average rating, 16 reviews

Elegant spacious 4 BD 3 full bath house!

LeeRating, 5 stars5 months ago
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.
Home in Lancaster
4.38 out of 5 average rating, 16 reviews

The Guest House Inn of Kentucky - Entire House

JamshidRating, 5 stars5 months ago
A warm welcome and great hospitality experience with Debra. Thank you, Debra!
Top guest favourite
Home in Georgetown
5 out of 5 average rating, 26 reviews

Kentucky Horse Park-10 mins, Fire Pit, Luxury Beds

JenniferRating, 5 stars1 week ago
The Layover House was clean and was decorated with style and great attention to detail. Brooke was available to communicate with and responded quickly.
Superhost
Home in Lexington
4.89 out of 5 average rating, 64 reviews

Warfield Manor/ Walk to Greyline Station

JeanineRating, 5 stars1 month ago
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.
Superhost
Private room in Lexington
4.72 out of 5 average rating, 53 reviews

Cozy bedroom

DawnRating, 5 stars3 weeks ago
The host met me upon arrival to assist with my things. He was very friendly and helpful. There was a refrigerator and microwave in the private room with complimentary bottled water and snacks. The bed was comfy and room had a tv and wifi. Breakfast was provided but I was in a hurry to start back traveling. I would highly recommend this Airbnb for lodging it was quiet and met all my expectations as listed on the Airbnb site.
Guest favourite
Home in Lexington
4.94 out of 5 average rating, 48 reviews

Woodlawn Estate

AllenRating, 5 stars1 month ago
The house had all the amenities described in the listing. If something went wrong with anything the Kentucky Life's support team was super responsive. Location was very close to stores and downtown, but far enough away to feel like you were not in the city. If you want to feel like you are in the board game Clue with separate rooms this is the house for you, plenty of room for our party of 7.

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Lexington
4.95 out of 5 average rating, 375 reviews

Three rooms: bedroom, bath & library Quiet street

StacyRating, 5 stars1 day ago
Brenda welcomed us into her home on a last minute booking. Made everything very easy for us and gave us great recommendations for breakfast the next day! Will definitely stay again if we come back to Kentucky! Thank you
Private room in Paris
4.79 out of 5 average rating, 29 reviews

Art on High Room 2

AmyRating, 5 stars12 months ago
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!
Top guest favourite
Private room in Wilmore
4.98 out of 5 average rating, 140 reviews

1898 Red Bud Bed & Breakfast (Gourmet breakfast!)

SeanRating, 5 stars1 month ago
Suzann’s place is great! She makes the most amazing breakfast- gourmet food every morning. That alone is worth the price of admission. Wi-Fi is great, comfortable bed, nice sitting area downstairs. Will come back for sure.
Hotel room in Paint Lick
5 out of 5 average rating, 4 reviews

Denny House Bed and Breakfast, Traveler's Porch Rm

Eileen Rating, 5 stars36 months ago
Beautiful house and wonderful host!! We had a great stay here.
Top guest favourite
Private room in Nicholasville
5 out of 5 average rating, 21 reviews

Purple Room Creekside B & B

KelleyRating, 5 stars11 months ago
My sister and I stayed over night for a quick trip to run a half marathon. Our room was great and the whole place was very cozy. Leslie and Tiffany made us feel so welcomed and went above and beyond with hospitality. They had a ton of snacks available for us and the breakfast was amazing! They also were able to accommodate a later checkout so that I could shower after the race. As a bonus we loved their animals- the peacocks and poms were an amazing surprise. We will certainly be back and will also recommend to others.
Guest favourite
Private room in Nicholasville
5 out of 5 average rating, 19 reviews

Green Room Creekside Bed and Breakfast

DerekRating, 5 stars11 months ago
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!!!
Top guest favourite
Private room in Nicholasville
5 out of 5 average rating, 28 reviews

Blue Room Creek Side Bed and Breakfast

ElaineRating, 5 stars7 months ago
Absolutely wonderful! We felt like we were welcomed home to family we hadn't met yet; we felt so welcomed. The home is so beautiful and comfortable. Then the breakfast - oh my goodness - it was amazing. Leslie and Tifanny are wonderful and we are so grateful to have found this place. ❤️

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