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Cottage holiday rentals in Lexington

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Lexington

Cottage rentals with a hot tub

Top guest favourite
Cottage in Lawrenceburg
4.96 out of 5 average rating, 91 reviews

Bourbon Barrel Cottages #3 on the Kentucky Bourbon Trail

MichelleRating, 5 stars1 month ago
We loved this beautiful, clean, and fun place to stay! Angie was available to answer any and all of our questions. The snacks, toiletries and decor made this cottage very comfy with a touch of home. There were even fresh quail and regular eggs available! We really appreciated the speaker, jacuzzi and fire pit (firewood and starter kit were available on sight). Most places we visited were within a 30 thirty minute drive give or take. The bed was a little hard for us but others might prefer that. We would definitely stay here again! Thank you for sharing your beautiful place! We even got adorable t-shirts from the hosts! Michelle & Steve
Superhost
Cottage in Winchester
4.91 out of 5 average rating, 86 reviews

Life is Better On The River

CatherineRating, 5 stars6 months ago
We loved staying at Spencer's place! It was the perfect place for a long weekend getaway and had everything we needed. It was probably the best stocked place we ever stayed in! From utensils, pots and pans, seasonings, to coffee and coffee creamer, it had everything. The big porch overlooking the river with the nice hot tub for those cool fall evenings couldn't have been better. If we had anything to say that wasn't 100%, the shower water doesn't stay hot, every 2-3 minutes it would get cold for 30 seconds and then get hot again. We adjusted once we figured out it might just be that way but we wanted to give people a heads up. Overall we really enjoyed our time here and will probably come back the next time we are in town. Thanks for everything!
Guest favourite
Cottage in Shelbyville
4.95 out of 5 average rating, 63 reviews

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

LaurenRating, 5 stars4 weeks ago
If you’re planning a bourbon tour, this Airbnb is an absolute gem! We couldn’t have picked a better spot—close enough to hit several major distilleries but tucked away just enough to relax after a day of tastings. The location made it super convenient to explore the trail without feeling rushed or overwhelmed. The space itself was spotless, cozy, and well-stocked with everything we needed. Comfy beds, a great outdoor space to unwind, and even some thoughtful local touches that made us feel right at home. The hosts were friendly, responsive, and gave great recommendations for nearby restaurants and hidden gem distilleries we wouldn’t have found otherwise. We’ll definitely be back next time. If you’re into bourbon and want a perfect home base for your tour, look no further!
Top guest favourite
Cottage in Lawrenceburg
4.95 out of 5 average rating, 65 reviews

Bourbon Barrel Cottages #5 on the Kentucky Bourbon Trail

HeatherRating, 5 stars3 months ago
Beautiful cabin just as described and loved that it was dog friendly! Plenty of towels, kitchen necessities, and more. The cabin was extremely clean and well maintained. Angie And Jay were extremely responsive and very welcoming. While the location was private, it offered beautiful views and close enough to town and distilleries. We will definitely book again!

Pet-friendly cottage rentals

Top guest favourite
Cottage in Willisburg
4.99 out of 5 average rating, 70 reviews

A Romantic Getaway on the Bourbon Trail

RobertRating, 5 stars1 month ago
My wife and I had a wonderful vacation at Judith's cottage. She and her husband were very welcoming and super responsive. The cottage is centrally located to the heart of the Bourbon Trail. We also took our dogs on this vacation. While the weather didn't cooperate (think dogs and mud), Judith did everything possible to make us feel welcome and to ensure we had a great time. I highly recommend this cottage for anyone looking to get away and unplug while sampling the Bourbon Trail.
Top guest favourite
Cottage in Lawrenceburg
4.96 out of 5 average rating, 91 reviews

Bourbon Barrel Cottages #3 on the Kentucky Bourbon Trail

MichelleRating, 5 stars1 month ago
We loved this beautiful, clean, and fun place to stay! Angie was available to answer any and all of our questions. The snacks, toiletries and decor made this cottage very comfy with a touch of home. There were even fresh quail and regular eggs available! We really appreciated the speaker, jacuzzi and fire pit (firewood and starter kit were available on sight). Most places we visited were within a 30 thirty minute drive give or take. The bed was a little hard for us but others might prefer that. We would definitely stay here again! Thank you for sharing your beautiful place! We even got adorable t-shirts from the hosts! Michelle & Steve
Top guest favourite
Cottage in Lawrenceburg
4.95 out of 5 average rating, 65 reviews

Bourbon Barrel Cottages #5 on the Kentucky Bourbon Trail

HeatherRating, 5 stars3 months ago
Beautiful cabin just as described and loved that it was dog friendly! Plenty of towels, kitchen necessities, and more. The cabin was extremely clean and well maintained. Angie And Jay were extremely responsive and very welcoming. While the location was private, it offered beautiful views and close enough to town and distilleries. We will definitely book again!
Top guest favourite
Cottage in Wilmore
4.98 out of 5 average rating, 248 reviews

River House - Cottage with KY River View & Access

AllisonRating, 5 stars1 month ago
Great place for a quiet retreat. Simply beautiful with gorgeous views and light. Perfect place to spend time with a friend or loved one. Clean and fit description.
Guest favourite
Cottage in Georgetown
4.92 out of 5 average rating, 91 reviews

Linden Place LLC

WilliamRating, 5 stars3 weeks ago
I highly recommend this cottage. Extremely clean with all the comforts of home. Keurig with Kcups, breakfast items and bottled water. Wonderful choice of bathroom toiletries. Host greeted us with true southern charm so much that we immediately felt right at home. She even directed us to a local restaurant that was fabulous!! The best part was the peaceful surroundings with a beautiful backyard view of horses and birds from the private deck. Will definitely stay there again in the future.
Top guest favourite
Cottage in Lexington
4.93 out of 5 average rating, 159 reviews

Retro Mid-Century English Cottage

RachelRating, 5 stars2 days ago
We visited to hit a horse race & visit a few spots on the Bourbon Trail. Host was responsive & how great is it to be able to bring your fur baby with you. There is a nice area in the back that is fenced in. She even provided some essentials for your dogs in case you forgot them (leash, bed, poop bags, etc).
Guest favourite
Cottage in Lexington
4.96 out of 5 average rating, 67 reviews

Springwood Cottage in the heart of the Bluegrass.

CatherineRating, 5 stars1 month ago
We stayed at the cottage last year also. Ut is just as listed. Everything was clean and comfortable. The surroundings are beautiful. It is a short drive to the Kentucky Horse Park We will definitely stay again.
Guest favourite
Cottage in Frankfort
4.92 out of 5 average rating, 113 reviews

2 BR Cottage on the River

RosanneRating, 5 stars4 months ago
Great place to stay. Feel like you’re far away from town but it’s really not far. Very hilly terrain to get there but so beautiful.

Private cottage rentals

Guest favourite
Cottage in Lexington
5 out of 5 average rating, 17 reviews

Cozy cottage nestled in scenic Bluegrass country

ChelseaRating, 5 stars14 months ago
I travel for work and this place was by far my favorite!! Heather and her husband were so nice and very welcoming! The house is simply beautiful and very homey!! highly recommend staying here!
Top guest favourite
Cottage in Perryville
4.97 out of 5 average rating, 70 reviews

Cozy Pre-Civil War Home on the Bourbon Trail

TeresaRating, 5 stars2 weeks ago
Love staying at your place. So peaceful and feel right at home. Everything we needed, was there for us. Sylvia is very kind and wants to make sure you have everything you need. Can’t wait to stay there again. Thank you for sharing your home with us.
Superhost
Cottage in Lexington
4.75 out of 5 average rating, 4 reviews

Quaint Cottage | Neighboring Legacy Trail + DT Lex

KacieRating, 5 stars4 weeks ago
Paige was a great host. Quick to respond when we had any questions. The house was perfect for our quick weekend in Lexington.
Cottage in Georgetown
4.75 out of 5 average rating, 4 reviews

Cozy Georgetown Cottage on a Working Horse Farm!

VanessaRating, 5 stars12 months ago
The cottage was lovely and Emilia was wonderful. She was friendly, responsive, and a fantastic host. She even provided us with fresh eggs and coffee. The location was excellent, only 20 minutes from the Kentucky Horse Park. It was perfect for us, and it was also close to restaurants and shopping in the charming town of Georgetown, Kentucky. Our stay was very pleasant! The cottage was perfect, and I can recommend it with no reservations. It’s wonderful !
Guest favourite
Cottage in Lancaster
4.92 out of 5 average rating, 26 reviews

Lake view cottage on Kennedy lane

WilliamRating, 5 stars6 months ago
The house was exactly as advertised. Had a beautiful view of the lake. It was perfect for what i was looking for and only 3 minutes from the launch ramp for our tournament.
Guest favourite
Cottage in Harrodsburg
4.95 out of 5 average rating, 59 reviews

Cozy Tree House @ Herrington Lake near Lexington

BridgetRating, 5 stars4 weeks ago
Lucy was great. The kids loved the room upstairs, it was all great. We felt right at home.
Cottage in Danville
4.79 out of 5 average rating, 34 reviews

Dogwood Cottage at The Farm LLC

KimberlyRating, 5 stars5 months ago
My family & I stayed in their beautiful farmhouse. We were there for my father’s funeral. The Cottage was PERFECT!! We were all able to stay there together. My nephew & wife brought their 4 month old & not only was there a high chair but a pack & play!! The farm animals were an added perk. It was so peaceful & we could all spread out. It made a sad occasion a little easier. We would DEFINITELY recommend this beautiful place while visiting Danville, Ky. Check in & out was seamless. Thank you for hosting us.
Guest favourite
Cottage in Frankfort
4.91 out of 5 average rating, 11 reviews

Two Bourbon Barrel Cottages

JackieRating, 5 stars3 months ago
They only think I would change about the cabins, a full length mirror in the cabin and a way to cover the front doors. All the windows are able to be covered. IIr would have been nice to have full privacy with coverings for the door

Quick stats about cottage rentals in Lexington

  • Total rentals

    10 properties

  • Nightly prices starting at

    £68 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington
  6. Cottage rentals