A steel bridge spanning a river in a forested valley.

Wilmore Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Wilmore vacation 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.
Four+ bedroom historic house near campuses in Wilmore. Fragrance/mold-free
TV, offices

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, (103 reviews)
"Perfect house"
United States
Brionna
The price is AED 709
AED 1,106 total
includes taxes & fees
14 Oct - 15 Oct
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
Property grounds

3. 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 AED 337
AED 1,087 total
includes taxes & fees
28 Oct - 29 Oct
The Luxe/ Hot Tub/ On Bright Leaf Golf Course
Exterior

4. Cozy 1-bedroom in Lexington

Cozy 1-bedroom in Lexington
Lexington
9.6 out of 10, Exceptional, (17 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 AED 264
AED 819 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 1-bedroom in Lexington
Smart TV, fireplace, books

5. 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 AED 378
AED 695 total
includes taxes & fees
29 Sep - 30 Sep
Unique Stay in a 1907 Log Cabin on The Kentucky River
Exterior

6. 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 AED 595
AED 956 total
includes taxes & fees
29 Sep - 30 Sep
Villa on Bourbon Trail with HOT TUB-6
Exterior detail

7. Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (92 reviews)
"Great place to stay!"
United States
Anna C.
The price is AED 291
AED 653 total
includes taxes & fees
29 Sep - 30 Sep
Treetops Solar Sanctuary
Interior

8. Cecil's Cozy Cottage

Cecil's Cozy Cottage
Lexington
9.4 out of 10, Exceptional, (90 reviews)
"Very clean and well appointed "
United States
Allison
The price is AED 422
AED 801 total
includes taxes & fees
19 Oct - 20 Oct
Cecil's Cozy Cottage
Outdoor dining

9. 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 AED 428
AED 1,115 total
includes taxes & fees
30 Sep - 1 Oct
Boho-Glam Bungalow 2 Kings, Fire Pit, Fenced Yard, Pet Friendly, Prime location
Microwave, oven, stovetop

10. Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
9.6 out of 10, Exceptional, (13 reviews)
"very clean & great location"
United States
BJ F.
The price is AED 240
AED 704 total
includes taxes & fees
29 Sep - 30 Sep
Modern Studio - Stylish Apartment in Downtown Lexington
Interior

11. 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.
Great Locatoin- Mins to Rupp-Kroger Field-Downtown Lexington- Modern Retro 70's
Smart TV, fireplace, books

12. Your Home Away From Home

Your Home Away From Home
Lexington
9.8 out of 10, Exceptional, (235 reviews)
"Great house and overall experience for a Keeneland weekend "
United States
Dan D.
The price is AED 694
AED 1,880 total
includes taxes & fees
29 Sep - 30 Sep
Your Home Away From Home
3 bedrooms, iron/ironing board, travel crib, WiFi (free)

13. "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, (41 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 Meridian" Modern Stay near Downtown / Airport with Hot Tub
Smart TV

14. My Old Kentucky Home

My Old Kentucky Home
Lexington
9.8 out of 10, Exceptional, (34 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is AED 349
AED 981 total
includes taxes & fees
5 Oct - 6 Oct
My Old Kentucky Home
Property grounds

15. Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (27 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 AED 584
AED 1,233 total
includes taxes & fees
14 Oct - 15 Oct
Woodford Stables / Walk to Eckert's Orchard
Smart TV, fireplace, books

16. 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, (80 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 AED 477
AED 895 total
includes taxes & fees
29 Sep - 30 Sep
1800’s Historical Log Cabin near I-75 Interstate
Interior

17. 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 AED 694
AED 1,212 total
includes taxes & fees
29 Sep - 30 Sep
Bourbon Retreat With Hot Tub 9
TV, offices

18. 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 AED 294
AED 577 total
includes taxes & fees
26 Oct - 27 Oct
It's rare to find a place that's both historic & one-of-a-kind
Private kitchen

19. ‘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 AED 162
AED 491 total
includes taxes & fees
5 Oct - 6 Oct
‘Edith’ Carriage House Getaway - Hamburg/I-75!
Exterior

20. Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Lexington
10.0 out of 10, Exceptional, (304 reviews)
"Good size kitchen and master bedroom...big tv..comfy couch...nice dining table...quiet and private."
United States
Lindi
The price is AED 645
AED 1,047 total
includes taxes & fees
29 Sep - 30 Sep
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
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
"All good!"
Roxane 1-night trip
Posted 8 hours ago
Hyatt Regency Lexington

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 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 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.