Photo by Michael Schuier

Holiday Homes in Wilmore

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Featured Holiday Homes in Wilmore

Beautiful 14 Bedroom Lexington Kentucky Area Ranch with Pool

Beautiful 14 Bedroom Lexington Kentucky Area Ranch with Pool

2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

10.0 out of 10, Exceptional, (31)
"My wife worked at UK as a travel nurse and we booked very last minute. While she was at work I was in charge of watching the 4 month old and check in wasn’t till 1pm. We were able to call the house a home around 9:30am! Absolutely amazing service and PERFECT location for everyone! Definitely will be coming back "
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.

9.8 out of 10, Exceptional, (18)
"Great place. The lock was confusing but otherwise it was a great stay. Neighborhood is busy but we felt safe. "
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

9.4 out of 10, Exceptional, (14)
"Stayed at this location for Centre College Homecoming. Conveniently located in walking distance to campus and downtown. Tons of parking and very cute apartment. Good space to all hang out together in the large living room. Bed was very comfortable, but the futons were a bit stiff to sleep on. Would stay again for a future Danville event! "
The price is AU$275
includes taxes & fees
2 Dec - 3 Dec
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

9.0 out of 10, Wonderful, (109)
"Highly recommend this townhouse! Clean, everything you need in a quiet neighborhood. Very responsive to questions. Will definitely book again!"
The price is AU$482
includes taxes & fees
1 Dec - 2 Dec
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

Newly renovated Historic House within walking distance to UK.

10.0 out of 10, Exceptional, (92)
"Prob the best bang for the buck in Lex…clean w two nice full baths. Right in the middle on Nicholasville road so you are under a 10 min drive in one direction to Rupp and the other direction to the mall and Fritz shopping(and Blue Sushi, highly recommend). 1.1 miles to Ramsey’s diner as well is a nice bonus. Will stay if its available every time we are in Lex to watch the Cats win!"
Newly renovated Historic House within walking distance to UK.

Golf Simulator | Hot Tub | Game Room | Pool Table

10.0 out of 10, Exceptional, (34)
"Great location for Keenland and Kroger field and Very accessible to downtown. House was clean but probably could use a tankless water heater. Some of us had cold showers (party of 8). Great value compared to other locations we looked at. "
Golf Simulator | Hot Tub | Game Room | Pool Table

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

10.0 out of 10, Exceptional, (125)
"We had a lovely time with sisters and friends, celebrating friendship. The house is cozy and close to fine dining! "
The price is AU$800
includes taxes & fees
30 Nov - 1 Dec
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

3 Bdr/3 Bath House in Andover Convenient to All of Lexington

10.0 out of 10, Exceptional, (279)
"Can not say enough good things. Prperty is in a great area. We stayed 3 nights and we covered everything we could fit in. Great restaurants, the ARK, winery, distillery, casino, Horse Park... and much more. The management group/ owner was first class along with his support crew. They took geat care of us!!!thetotresponded"
3 Bdr/3 Bath House in Andover Convenient to All of Lexington

It's rare to find a place that's both historic & one-of-a-kind

10.0 out of 10, Exceptional, (25)
"Nice"
The price is AU$242
includes taxes & fees
15 Dec - 16 Dec
It's rare to find a place that's both historic & one-of-a-kind

Lexington Home ~ 5 Mi to University of Kentucky!

10.0 out of 10, Exceptional, (4)
"This property was located in a very nice area near the outer belt so it was easy to get around Lexington. House was tastefully decorated and very clean. We travel a lot and this might have had the best amenities of any house we have stayed at. "
Lexington Home ~ 5 Mi to University of Kentucky!

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay! The property was super nice and very spacious, it was in a perfect location to reach anywhere in downtown Lex. Will definitely book again!"
The price is AU$520
includes taxes & fees
1 Dec - 2 Dec
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

Bourbon Trail Cabin-Sleeps 10Hot Tub, Firepit

10.0 out of 10, Exceptional, (1)
"We had an unbelievable time at the Buckley cabin. The place was immaculate. The host was great. The location was secluded and beautiful. We will definitely be coming back again."
The price is AU$924
includes taxes & fees
4 Dec - 5 Dec
Bourbon Trail Cabin-Sleeps 10Hot Tub, Firepit

Firepit | Outdoor Deck | Great Location

10.0 out of 10, Exceptional, (65)
"Nice stay. Property was as expected. "
Firepit | Outdoor Deck | Great Location

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

9.8 out of 10, Exceptional, (65)
"Property was quaint and cozy! Quiet and peaceful. Enjoyed watching the beavers swim in lake and deer feeding! Clean and near accommodations in town. "
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

Westwood Luxuory Ranch Home includes washer/dryer

10.0 out of 10, Exceptional, (24)
"This house is as advertised. Super clean and spacious. Pretty toddler friendly. Communication was great. Would recommend! "
The price is AU$549
includes taxes & fees
3 Dec - 4 Dec
Westwood Luxuory Ranch Home includes washer/dryer

‘Clara’ Just Off I-75! 2 Full Bedrooms!

8.4 out of 10, Very good, (14)
"The propery was VERY clean, located optimally, and accomodated our needs. "
The price is AU$253
includes taxes & fees
23 Dec - 24 Dec
‘Clara’ Just Off I-75! 2 Full Bedrooms!

Enriched with history & tradition is where you will find Lexington's Carriage House

9.8 out of 10, Exceptional, (14)
"We had a wonderful one night stay in this beautifully decorated, super smart, well equipped charming house. The fun lights in the shower were a highlight! We would stay again! "
The price is AU$512
includes taxes & fees
9 Dec - 10 Dec
Enriched with history & tradition is where you will find Lexington's Carriage House

Cute Crib with Wide Screen Home Theater and Games

9.8 out of 10, Exceptional, (12)
"Will visit again."
Cute Crib with Wide Screen Home Theater and Games

1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!

10.0 out of 10, Exceptional, (62)
"Nicely renovated older home with lots of character and charm with plenty of room to easily accommodated 6 friends on a bourbon trail excursion. Location was centrally located for the distilleries on our tour list. We particularly enjoyed the Woodford room to hang out as a group! "
1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Wilmore

2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

10.0 out of 10, Exceptional, (31)
"My wife worked at UK as a travel nurse and we booked very last minute. While she was at work I was in charge of watching the 4 month old and check in wasn’t till 1pm. We were able to call the house a home around 9:30am! Absolutely amazing service and PERFECT location for everyone! Definitely will be coming back "
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

1800’s Historical Log Cabin near I-75 Interstate

9.4 out of 10, Exceptional, (21)
"This is a charming, historical, rental that we thoroughly enjoyed -- quirks and all. It was comfortable and we loved the fire ring out back."
The price is AU$316
includes taxes & fees
2 Dec - 3 Dec
1800’s Historical Log Cabin near I-75 Interstate

Lexington Apt. with parking & private entrance Preview listing

10.0 out of 10, Exceptional, (118)
"This was a planned vacation for my wife and I that turned into 4. Joyce was more than accommodating to that change. Every time that I messaged her, she responded quickly. We absolutely loved the apartment. It was immaculate. It was 100% accurate on description. Very quiet neighborhood but also within 10 minutes of downtown Lexington. When we come back next year, I'm definitely gonna book this place again. 5 star place and host"
The price is AU$223
includes taxes & fees
4 Dec - 5 Dec
Lexington Apt. with parking & private entrance Preview listing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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