Photo by Michael Schuier

Holiday Homes in Wilmore

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Featured Holiday Homes in Wilmore

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
Outdoor dining

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

9.0 out of 10, Wonderful, (29)
"Property was all that it was advertised to be. Multiple rooms and sleeping areas. Very responsive owner. Close to several bourbon tasting venues and to Keeneland horse racing park."
The price is AU$749
includes taxes & fees
30 Nov - 1 Dec
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Exterior detail

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (79)
"This house is clean and well located. It is not fancy, but it is lots of fun! We came with another couple for the bourbon trail and to see the horses. At the end of each day, instead of watching TV, we took advantage of the wonderful selection of games. We played darts, cards, and chess. It made a great trip even better. "
The price is AU$265
includes taxes & fees
8 Dec - 9 Dec
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
Fridge, microwave, oven, stovetop

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!
Newly renovated Historic House within walking distance to UK.
Property grounds

Newly renovated Historic House within walking distance to UK.

10.0 out of 10, Exceptional, (92)
"This house was perfect for a mom’s getaway weekend. Plenty of space, comfortable beds, and close to lots of restaurant options. Easy checking. Highly recommend. "
Newly renovated Historic House within walking distance to UK.
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Property grounds

Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft

9.6 out of 10, Exceptional, (125)
"Perfect location to visit the horse farms. Super clean and the owner goes above and beyond to make sure you have everything you need. Also gave us good ideas where to eat and visit."
The price is AU$260
includes taxes & fees
1 Dec - 2 Dec
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Fridge, microwave, oven, stovetop

Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

9.4 out of 10, Exceptional, (34)
"My daughters and I were stopping for the night on our way into Knoxville and the house was perfect for a girls spa night! Dalton was great and very friendly. One of the cleanest houses we’ve ever stayed in. My only wish was that we stayed for more than one night. Would highly recommend. "
The price is AU$391
includes taxes & fees
8 Dec - 9 Dec
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Experience the Grand Getaway: Centrally Located Luxury
Interior

Experience the Grand Getaway: Centrally Located Luxury

4.0 out of 10, (2)
"If the owner would invest some money to make some small upgrades to his home it would make a world of difference. Leather couch is extremely worn & was flaking off onto our clothes. No means to make coffee which should be a basic item available and can get a cheap Keurig to cover that. There was no welcome basket as described.First place I have stayed in that didn’t provide even body soap much less shampoo. Bathrooms need a deep cleaning as bottoms of toilet were filthy. Even bathroom drawers...
The price is AU$924
includes taxes & fees
27 Nov - 28 Nov
Experience the Grand Getaway: Centrally Located Luxury
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
Fridge, microwave, oven, stovetop

Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room

10.0 out of 10, Exceptional, (155)
"Appreciated the K-cups! Nice layout and Great Location. "
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
Exterior

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
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
Fridge, microwave, stovetop, dishwasher

Cozy Lexington Townhome ~ 3 Mi to UK Campus!

9.2 out of 10, Wonderful, (5)
"Overall this place is great. Very clean which is important to my husband and I. Felt very safe as well. A week before arriving I emailed to find out what kind of coffeemaker was in unit. Four days later, the response was both a Mr. Coffee and a Keurig. I packed plenty of K cups but there wasn’t a Keurig, only a Mr. Coffee. No big deal I guess as regular coffee was on counter. Check-in info said dishwasher pods, extra toilet paper and garbage bags were in unit. They were not. I did text property...
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.
Terrace/patio

NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.

10.0 out of 10, Exceptional, (12)
"Had a great time going to Keeneland and Woodford Distillery"
NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.
Isla's Landing - Charming Historic 1940s Home
TV

Isla's Landing - Charming Historic 1940s Home

10.0 out of 10, Exceptional, (31)
"👍"
Isla's Landing - Charming Historic 1940s Home
It's rare to find a place that's both historic & one-of-a-kind
Interior

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
3 Dec - 4 Dec
It's rare to find a place that's both historic & one-of-a-kind
Lexington Home ~ 5 Mi to University of Kentucky!
Fridge, stovetop, dishwasher, coffee/tea maker

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!
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
Pool

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (106)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior

This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

8.6 out of 10, Excellent, (14)
"Nice little gem"
The price is AU$297
includes taxes & fees
1 Dec - 2 Dec
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Your Home Away From Home
Interior

Your Home Away From Home

9.8 out of 10, Exceptional, (197)
"Nice property in a nice neighborhood. Easily accessible and convenient "
Your Home Away From Home
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

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$487
includes taxes & fees
26 Nov - 27 Nov
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.
ONE OF A KIND Sanctuary with POOL (Keeneland, Bourbon Trail)
Terrace/patio

ONE OF A KIND Sanctuary with POOL (Keeneland, Bourbon Trail)

10.0 out of 10, Exceptional, (19)
"Longtime (50 years) friends and I got together in Lexington for a reunion in mid October. I selected this property based on the size, layout, and photos. From the moment I first walked in to this home, I was stuck by its' beauty- in a word, breathtaking. There was plenty of room and privacy for the 12 of us. I've been planning these annual get-togethers with this same group of friends for about 20 years and to a person, they declared this home to be their all-time favorite! Very large living...
ONE OF A KIND Sanctuary with POOL (Keeneland, Bourbon Trail)
Hot Tub | 7 Beds | Fire Pit | Patio & Grill
Terrace/patio

Hot Tub | 7 Beds | Fire Pit | Patio & Grill

10.0 out of 10, Exceptional, (51)
"The stay was wonderful! Place was exactly as described. Our friends and kids enjoyed it so much. Will stay here again for our next trip to Lexington. "
Hot Tub | 7 Beds | Fire Pit | Patio & Grill
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!
Fridge, microwave, oven, stovetop

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
Smart TV, fireplace, books

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
26 Nov - 27 Nov
1800’s Historical Log Cabin near I-75 Interstate
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
Outdoor dining

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

9.0 out of 10, Wonderful, (29)
"Property was all that it was advertised to be. Multiple rooms and sleeping areas. Very responsive owner. Close to several bourbon tasting venues and to Keeneland horse racing park."
The price is AU$749
includes taxes & fees
30 Nov - 1 Dec
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
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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