A bridge over a calm river with a sunset reflection.

Wilmore Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Wilmore vacation 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 ￥51,816
￥100,191 total
includes taxes & fees
Nov 17 - Nov 18
Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free
A spacious living room with a large chandelier, wooden beams, a dining area with a table and chairs, and a kitchen in the background.

2. 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 ￥13,603
￥25,790 total
includes taxes & fees
Oct 26 - Oct 27
It's rare to find a place that's both historic & one-of-a-kind
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.

3. 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 ￥65,799
￥117,255 total
includes taxes & fees
Nov 17 - Nov 18
The Shanklin House by C&K
A single-story wooden cabin with a gabled roof, a front door, and a porch with railings.

4. 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 ￥25,282
￥42,597 total
includes taxes & fees
Nov 2 - Nov 3
Villa on Bourbon Trail with HOT TUB-6
A fire pit surrounded by a wooden bench and a grassy area with trees.

5. 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)
The price is ￥14,520
￥49,613 total
includes taxes & fees
Nov 4 - Nov 5
The Luxe/ Hot Tub/ On Bright Leaf Golf Course
A spacious living room with a fireplace, a dining area, and a kitchen.

6. 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 ￥25,149
￥43,049 total
includes taxes & fees
Oct 31 - Nov 1
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
An outdoor seating area with Adirondack chairs around a fire pit, surrounded by a gravel area and a wooden fence.

7. 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 ￥25,149
￥56,933 total
includes taxes & fees
Nov 4 - Nov 5
Woodford Stables / Walk to Eckert's Orchard
A wooden deck with two chairs and a small round table, surrounded by lush greenery.

8. Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (93 reviews)
"Great place to stay!"
United States
Anna C.
The price is ￥12,527
￥28,124 total
includes taxes & fees
Oct 27 - Oct 28
Treetops Solar Sanctuary
A modern living room with a fireplace, white sofas, a coffee table, and a ceiling fan.

9. 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 ￥22,935
￥42,254 total
includes taxes & fees
Nov 8 - Nov 9
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 wooden cabin with a gabled roof, large windows, and a porch with railings.

10. Bourbon Trail Retreat With Hot Tub- 7

Bourbon Trail Retreat With Hot Tub- 7
Harrodsburg
9.4 out of 10, Exceptional, (6 reviews)
"Location to distilleries was great, and we enjoyed the hot tub."
United States
Christine R.
The price is ￥29,894
￥56,908 total
includes taxes & fees
Oct 26 - Oct 27
Bourbon Trail Retreat With Hot Tub- 7
A single-story house with a front porch, a small garden, and a clear pathway leading to the entrance.

11. 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 ￥11,388
￥35,616 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 1-bedroom in Lexington
A kitchen with white cabinets, a black countertop, and a patterned rug.

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

‘Edith’ Carriage House Getaway - Hamburg/I-75!
Lexington
9.6 out of 10, Exceptional, (5 reviews)
"A great one night stay! Plenty of room. Nice kitchen area and outside deck."
United States
Kevin P.
The price is ￥7,909
￥22,764 total
includes taxes & fees
Nov 1 - Nov 2
‘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.

13. 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 ￥10,314
￥30,329 total
includes taxes & fees
Oct 27 - Oct 28
Modern Studio - Stylish Apartment in Downtown Lexington
A log cabin interior with a wooden desk, leather armchair, and a patterned rug.

14. 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 traveler
The price is ￥16,924
￥30,659 total
includes taxes & fees
Oct 25 - Oct 26
Unique Stay in a 1907 Log Cabin on The Kentucky River
A backyard patio with a grill, chairs, and a table, surrounded by a wooden fence and string lights.

15. 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, (11 reviews)
"Great place to stay! "
United States
Michael T.
The price is ￥19,645
￥51,624 total
includes taxes & fees
Nov 8 - Nov 9
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
A hot tub with a wooden deck overhead, a pool, and outdoor furniture.

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, (35 reviews)
"It was the perfect place to spend all of your time away relaxing!"
United States
Meagan B.
The price is ￥52,119
￥163,996 total
includes taxes & fees
Oct 25 - Oct 26
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
A spacious living area with a high ceiling, a staircase leading to an upper level, a blue sofa, a wooden coffee table, and a TV mounted on the wall.

17. 1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful place to stay while hitting the bourbon trail. Perfectly decorated to help the bourbon trail experience."
United States
Justin F.
The price is ￥18,058
￥47,457 total
includes taxes & fees
Oct 26 - Oct 27
1BD Modern Bourbon Cottage
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 ￥18,147
￥48,603 total
includes taxes & fees
Nov 22 - Nov 23
"The Meridian" Modern Stay near Downtown / Airport with Hot Tub
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.

19. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (122 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is ￥17,241
￥31,386 total
includes taxes & fees
Oct 25 - Oct 26
High style on the Bourbon Trail
A spacious living room with a piano, a fireplace, and a staircase leading to an upper level.

20. Your Home Away From Home

Your Home Away From Home
Lexington
9.8 out of 10, Exceptional, (236 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 ￥29,894
￥86,286 total
includes taxes & fees
Nov 11 - Nov 12
Your Home Away From Home
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

8/10 Good
"Everything was great. We did specifically book there’s because of the indoor pool and the larger rooms, but the pool was closed. The rooms were spacious, clean and they had a pack n play for our use as well. Breakfast was great and our check in and out process was smooth."
Jonathan 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 vacation rentals in Wilmore?

Yes, we offer vacation rentals close to popular points of interest in Wilmore, or you can go with a secluded option if you're looking for relaxation. 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 vacation home rentals that Wilmore has to offer?

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!: This vacation home rental near Wilmore is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Wilmore?

With 3 Expedia vacation rentals, you're sure 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 vacation rentals like in Wilmore?

Vacation rentals are private accommodations you can book for several days or more in Wilmore. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.