A steel bridge spanning a river in a forested valley.

Wilmore Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Wilmore holiday rentals

Exterior

1. Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free

Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free
Wilmore
10.0 out of 10, Exceptional, (1 review)
"The home was very cozy and the upstairs bathroom had plenty of towels and toiletries! The bedroom itself was very comfortable"
United States
Alena N.
The price is HK$2,498
HK$4,534 total
includes taxes & fees
21 Sept - 22 Sept
Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free
Living area

2. Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lexington
9.2 out of 10, Wonderful, (102 reviews)
"Perfect house"
United States
Brionna
The price is HK$1,137
HK$2,076 total
includes taxes & fees
8 Sept - 9 Sept
Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Exterior

3. Villa on Bourbon Trail with HOT TUB-6

Villa on Bourbon Trail with HOT TUB-6
Harrodsburg
9.8 out of 10, Exceptional, (16 reviews)
"Thanks so much for a great stay! The view is stunning, location with several cabins is convenient when there are multiple families, cozy and comfy. "
United States
Katie C.
The price is HK$1,270
HK$2,118 total
includes taxes & fees
8 Sept - 9 Sept
Villa on Bourbon Trail with HOT TUB-6
Living area

4. Your Home Away From Home

Your Home Away From Home
Lexington
9.8 out of 10, Exceptional, (234 reviews)
"Great house and overall experience for a Keeneland weekend "
United States
Dan D.
The price is HK$1,482
HK$4,250 total
includes taxes & fees
8 Sept - 9 Sept
Your Home Away From Home
Property grounds

5. Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (26 reviews)
"The location was perfect for our itinerary. Bathroom area was very small. There was no toaster of all things to heat a bagel or toast in the morning. Bed was comfortable. Rooms were clean. We could not get any standard TV channels on the TV's. But we really did not use the TV's much. Not sure I would recommend for what we paid over the weekend. But maybe that is the going rate for that area."
United States
Joel
The price is HK$1,247
HK$2,805 total
includes taxes & fees
8 Sept - 9 Sept
Woodford Stables / Walk to Eckert's Orchard
Living area

6. The Shanklin House by C&K

The Shanklin House by C&K
Nicholasville
10.0 out of 10, Exceptional, (16 reviews)
"We love the Shanklin house, the location, the amenities. "
United States
susan h.
The price is HK$2,689
HK$5,102 total
includes taxes & fees
8 Sept - 9 Sept
The Shanklin House by C&K
Outdoor dining

7. Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location

Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Lexington
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay! "
United States
Michael T.
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Interior

8. Bourbon Retreat With Hot Tub 9

Bourbon Retreat With Hot Tub 9
Harrodsburg
9.6 out of 10, Exceptional, (13 reviews)
"Beautiful house that served our family well "
United States
Judy D.
The price is HK$1,482
HK$2,734 total
includes taxes & fees
14 Sept - 15 Sept
Bourbon Retreat With Hot Tub 9
Interior

9. Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's

Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
Lexington
10.0 out of 10, Exceptional, (18 reviews)
"Our stay was great! Awesome communication with the host, and it was in such a convenient location. We would stay again!"
United States
Caroline B.
The price is HK$876
HK$2,410 total
includes taxes & fees
13 Sept - 14 Sept
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
Interior

10. Stylish Hartland Location. 2 Kings, 2 Full Baths, Fenced Yard, Pet Friendly

Stylish Hartland Location. 2 Kings, 2 Full Baths, Fenced Yard, Pet Friendly
Lexington
10.0 out of 10, Exceptional, (12 reviews)
"Had a great stay! Will definitely try to stay here again when in the area."
United States
Bill B.
Stylish Hartland Location. 2 Kings, 2 Full Baths, Fenced Yard, Pet Friendly
Interior

11. Cecil's Cozy Cottage

Cecil's Cozy Cottage
Lexington
9.4 out of 10, Exceptional, (89 reviews)
"Very clean and well appointed "
United States
Allison
The price is HK$902
HK$1,756 total
includes taxes & fees
10 Sept - 11 Sept
Cecil's Cozy Cottage
Living area

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

It's rare to find a place that's both historic & one-of-a-kind
Harrodsburg
9.8 out of 10, Exceptional, (64 reviews)
"Beautiful and cozy place to spend my time in! Absolutely recommend this stay to anyone who is shopping around the area 🥰"
United States
Kayla C.
The price is HK$627
HK$1,231 total
includes taxes & fees
9 Sept - 10 Sept
It's rare to find a place that's both historic & one-of-a-kind
Exterior detail

13. Beautiful 4-bedroom home, close to Downtown/UK

Beautiful 4-bedroom home, close to Downtown/UK
Lexington
9.8 out of 10, Exceptional, (10 reviews)
"Newly renovated, all the creature comforts, spotlessly clean and the host was super helpful and available. 5☆ Property!"
United States
Christopher
The price is HK$902
HK$2,255 total
includes taxes & fees
8 Sept - 9 Sept
Beautiful 4-bedroom home, close to Downtown/UK
Interior

14. Luxurious 1-bedroom with Free Parking

Luxurious 1-bedroom with Free Parking
Lexington
9.8 out of 10, Exceptional, (79 reviews)
"It was perfect for a couple. We were there for a wedding and it was a great location."
United States
Deb A.
The price is HK$508
HK$1,691 total
includes taxes & fees
8 Sept - 9 Sept
Luxurious 1-bedroom with Free Parking
Living area

15. My Old Kentucky Home

My Old Kentucky Home
Lexington
9.8 out of 10, Exceptional, (33 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is HK$612
HK$1,984 total
includes taxes & fees
8 Sept - 9 Sept
My Old Kentucky Home
Terrace/patio

16. Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
Lexington
10.0 out of 10, Exceptional, (33 reviews)
"It was the perfect place to spend all of your time away relaxing!"
United States
Meagan B.
The price is HK$2,355
HK$7,782 total
includes taxes & fees
14 Sept - 15 Sept
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
Exterior

17. Historic Farm Stay at The Hager Hideaway

Historic Farm Stay at The Hager Hideaway
Harrodsburg
9.8 out of 10, Exceptional, (16 reviews)
"It was a perfect place to stay. Clean, great communication, quiet and the beds were so comfy! Would stay again!"
United States
Lisa H.
The price is HK$1,066
HK$2,014 total
includes taxes & fees
8 Sept - 9 Sept
Historic Farm Stay at The Hager Hideaway
Dining

18. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
10.0 out of 10, Exceptional, (348 reviews)
"It felt like home during our stay! Friendly staff made us feel welcome."
United States
Anonymous traveller
The price is HK$476
HK$523 total
includes taxes & fees
8 Sept - 9 Sept
2 Full Beds | Non-Smoking, Micfridge
Living area

19. 1800’s Historical Log Cabin near I-75 Interstate

1800’s Historical Log Cabin near I-75 Interstate
Lexington
9.4 out of 10, Exceptional, (77 reviews)
"The property is so cool! It has so much history within it. We loved just walking around and looking at the small details. It was cozy and comfy. The property was easy to find and we were given clear instructions for check in and such."
United States
Sarah
The price is HK$1,019
HK$1,957 total
includes taxes & fees
20 Sept - 21 Sept
1800’s Historical Log Cabin near I-75 Interstate
Room

20. "The Meridian" Modern Stay near Downtown / Airport with Hot Tub

"The Meridian" Modern Stay near Downtown / Airport with Hot Tub
Lexington
9.8 out of 10, Exceptional, (38 reviews)
"This was an amazing stay! Everything was exactly as described and the communication with hosts was the best I’ve ever had! Would highly recommend this place if you are ever in the area. Thank you for an incredibly wonderful experience!"
United States
Brian R.
The price is HK$869
HK$2,420 total
includes taxes & fees
9 Sept - 10 Sept
"The Meridian" Modern Stay near Downtown / Airport with Hot Tub
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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Top Wilmore Hotel Reviews

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"The room was exceptionally nice The only thing we noticed was some of carpet in the room was very stained as well as some other carpet in the hotel. We were looking for a place with a good breakfast and we got it!!!"
Cherie 1-night trip
Posted 3 hours ago
Hyatt Place Lexington

Find out more about Wilmore

Search for holiday rentals in Wilmore on Expedia! You can easily find your home rentals, villas, holiday apartments in Wilmore using one of the methods below:

  • View our selection of featured holiday rentals in Wilmore
  • Use the map to find apartments and other holiday homes in the Wilmore neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wilmore while they last

Look no further and take a look at our great range of rental properties in Wilmore!

Frequently asked questions

Can I find holiday rentals in Wilmore?

Yes, there are holiday rentals close to the most popular sights in Wilmore, or you can select a more secluded option if you're looking for a relaxing stay. Wilmore is known for its restaurants and shopping. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best holiday rentals that Wilmore has to offer?

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!: This holiday home rental outside of Wilmore is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Wilmore?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Wilmore stay.

What can I see and do in Wilmore?

Explore the area and family-friendly sights such as Blue Grass Railroad Museum, or get out into nature at a spot like Herrington Lake. B. L. Fisher Library and Wilmore City Hall are other places to visit while you're in town.

What are holiday rentals like in Wilmore?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilmore. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.