A bridge over a calm river with a sunset reflection.

Wilmore Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wilmore holiday rentals

House at night

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$2,569
HK$4,968 total
includes taxes & fees
17 Nov - 18 Nov
Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free
A living room with a brown leather sofa, a glass coffee table, and a patterned rug. There is a fireplace with a mirror above it.

2. The Shanklin House by C&K

The Shanklin House by C&K
Nicholasville
10.0 out of 10, Exceptional, (17 reviews)
"We love the Shanklin house, the location, the amenities. "
United States
susan h.
The price is HK$3,247
HK$5,798 total
includes taxes & fees
17 Nov - 18 Nov
The Shanklin House by C&K
A single-story wooden cabin with a gabled roof, a front door, and a porch with railings.

3. Villa on Bourbon Trail with HOT TUB-6

Villa on Bourbon Trail with HOT TUB-6
Harrodsburg
9.8 out of 10, Exceptional, (17 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$1,254
HK$2,112 total
includes taxes & fees
2 Nov - 3 Nov
Villa on Bourbon Trail with HOT TUB-6
An outdoor seating area with Adirondack chairs around a fire pit, surrounded by a gravel area and a wooden fence.

4. Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (30 reviews)
"Everything was as advertised. Would stay there again."
United States
Lori R.
The price is HK$1,247
HK$2,823 total
includes taxes & fees
15 Nov - 16 Nov
Woodford Stables / Walk to Eckert's Orchard
A spacious living room with a large chandelier, wooden beams, a dining area with a table and chairs, and a kitchen in the background.

5. 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)
"A wonderful place to stay!!! Communication with the host was excellent and very quick to answer any questions we had! Very clean and well stocked! Definitely recommend!!"
United States
Lora G.
The price is HK$627
HK$1,232 total
includes taxes & fees
27 Oct - 28 Oct
It's rare to find a place that's both historic & one-of-a-kind
A log cabin interior with a kitchen, dining area, and living room.

6. Bourbon Retreat With Hot Tub 9

Bourbon Retreat With Hot Tub 9
Harrodsburg
9.6 out of 10, Exceptional, (15 reviews)
"We stayed a couple days and really liked it. We had 6 of us and it worked perfectly. It says up to 8 people but there is only 3 beds and the couch didnt look to be a fold out. I just have a minor complaint. They need more towels and better ones. They are thin and small. If you use the hot tub and shower you will run out quick with 6 people."
United States
Chad S.
The price is HK$1,482
HK$2,822 total
includes taxes & fees
1 Nov - 2 Nov
Bourbon Retreat With Hot Tub 9
A fire pit surrounded by a wooden bench and a grassy area with trees.

7. The Luxe/ Hot Tub/ On Bright Leaf Golf Course

The Luxe/ Hot Tub/ On Bright Leaf Golf Course
Harrodsburg
9.8 out of 10, Exceptional, (8 reviews)
"Vary nice place"
United States
Doug B.
The price is HK$788
HK$2,543 total
includes taxes & fees
10 Nov - 11 Nov
The Luxe/ Hot Tub/ On Bright Leaf Golf Course
A modern living room with a fireplace, white sofas, a coffee table, and a ceiling fan.

8. 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, (104 reviews)
"Perfect house"
United States
Brionna
The price is HK$1,137
HK$2,104 total
includes taxes & fees
10 Nov - 11 Nov
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
A hot tub with a wooden deck overhead, a pool, and outdoor furniture.

9. 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, (35 reviews)
"It was the perfect place to spend all of your time away relaxing!"
United States
Meagan B.
The price is HK$2,279
HK$7,752 total
includes taxes & fees
27 Oct - 28 Oct
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
A single-story house with a front porch, a small garden, and a clear pathway leading to the entrance.

10. Cozy 1-bedroom in Lexington

Cozy 1-bedroom in Lexington
Lexington
9.6 out of 10, Exceptional, (20 reviews)
"We loved staying at this super lovely little house! It was perfect for two people, everything we needed and great location! If we ever plan a trip to Lexington- this is absolutely where we will stay!"
Canada
Renae
The price is HK$565
HK$1,766 total
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom in Lexington
A spacious living room with a fireplace, a dining area, and a kitchen.

11. Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Harrodsburg
9.4 out of 10, Exceptional, (34 reviews)
"Great clean place in good location. "
United States
Pierre B.
The price is HK$1,231
HK$2,110 total
includes taxes & fees
31 Oct - 1 Nov
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
A spacious living room with a piano, a fireplace, and a staircase leading to an upper level.

12. Your Home Away From Home

Your Home Away From Home
Lexington
9.8 out of 10, Exceptional, (237 reviews)
"We enjoyed the site. Information automatically provided by VRBO was not accurate about garage door openness, but ALL information provide directly from owner was accurate and helpful."
United States
Jeanne W.
The price is HK$1,482
HK$4,278 total
includes taxes & fees
11 Nov - 12 Nov
Your Home Away From Home
A compact bathroom with a white sink, a toilet, and a striped shower curtain.

13. ‘Edith’ Carriage House Getaway - Hamburg/I-75!

‘Edith’ Carriage House Getaway - Hamburg/I-75!
Lexington
8.8 out of 10, Excellent, (8 reviews)
"A great one night stay! Plenty of room. Nice kitchen area and outside deck."
United States
Kevin P.
The price is HK$392
HK$1,183 total
includes taxes & fees
1 Nov - 2 Nov
‘Edith’ Carriage House Getaway - Hamburg/I-75!
A modern kitchen with teal cabinets, a black stove, and a black microwave. There is a black and white rug on the floor.

14. Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
9.6 out of 10, Exceptional, (13 reviews)
"Nice, clean and pet friendly place to stay! Close to downtown!"
United States
Ruthie C.
The price is HK$511
HK$1,504 total
includes taxes & fees
27 Oct - 28 Oct
Modern Studio - Stylish Apartment in Downtown Lexington
A log cabin interior with a wooden desk, leather armchair, and a patterned rug.

15. Unique Stay in a 1907 Log Cabin on The Kentucky River

Unique Stay in a 1907 Log Cabin on The Kentucky River
Lexington
9.6 out of 10, Exceptional, (114 reviews)
"Cabin was very unique, and charming. Had everything we needed. Steps a little wonky but easy to get through. Would definitely stay again. "
United States
Anonymous traveller
The price is HK$839
HK$1,520 total
includes taxes & fees
3 Nov - 4 Nov
Unique Stay in a 1907 Log Cabin on The Kentucky River
A two-story house with a dark exterior, a front door, and a small front yard with steps leading to the entrance.

16. Downtown Danville Luxury House, Pets OK, Centre

Downtown Danville Luxury House, Pets OK, Centre
Danville
9.6 out of 10, Exceptional, (37 reviews)
"Great place and wonderful location "
United States
Addam P.
The price is HK$894
HK$2,524 total
includes taxes & fees
27 Oct - 28 Oct
Downtown Danville Luxury House, Pets OK, Centre
A modern living room with a wooden coffee table, a grey sofa, and a dining area in the background.

17. 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, (13 reviews)
"Had a great stay! Will definitely try to stay here again when in the area."
United States
Bill B.
The price is HK$1,143
HK$2,802 total
includes taxes & fees
16 Nov - 17 Nov
Stylish Hartland Location. 2 Kings, 2 Full Baths, Fenced Yard, Pet Friendly
A neatly arranged bedroom with a large bed, two bedside lamps, a wooden floor, a wall-mounted painting, and a sliding door.

18. "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, (44 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$827
HK$2,316 total
includes taxes & fees
22 Nov - 23 Nov
"The Meridian" Modern Stay near Downtown / Airport with Hot Tub
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

19. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (64 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is HK$931
HK$1,620 total
includes taxes & fees
8 Nov - 9 Nov
Bourbon Trail Cabin on the Farm
A modern kitchen with teal cabinets, a dining area with a wooden table and white chairs, and a cozy seating area with a patterned rug and a potted plant.

20. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (123 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is HK$855
HK$1,565 total
includes taxes & fees
27 Oct - 28 Oct
High style on the Bourbon Trail
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 Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"We love staying at the Hyatt when attending events at Rupp we considered it a must. Great location, great rooms and lovely service."
Olivia 1-night trip
Posted 2 hours ago
Hyatt Regency 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 Explorium, 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.