
Vacation rentals in Wilmore
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Top-rated vacation rentals in Wilmore
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Timberframe on Farm Lexington, KY Solar Power
Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

The Flower Pot
Welcome to The Flower Pot! Come and stay at our newly renovated mid century modern home complete with a record player collection and great natural sunlight. This location is a hidden gem in Lexington! HIGHLIGHTS: - One turn off main road for easy access to ALL attractions and necessities in Lexington - The Distillery District, Rupp Arena, Keeneland, Red Mile(Railbird Music Festival), UK Campus all approximately 10 MINUTES OR LESS - 1 King bed/ Two Queen Beds with smart TVs - New luxury bathroom

Basement apt. w/private entrance & kitchenette
Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

Cottage Retreat - Wine, Horses, Convenient
Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

Highbridge River Cabin, Private Dock, EV Charger
Relax at the river cabin. Retreat right on the Kentucky River with private dock for easy river access. The cabin has Dual Plug Type 2 EV charger. Cozy cabin on stilts with stone fireplace & porch with table and chairs. Surrounded by nature & beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 mins or less from LEX Airport, Keeneland and Shaker Village. No extra guests without permission, no parties.

Bourbon Trail: Caboose on the Farm
Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Quaint little farm house close to Keeneland/horses
Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Cali King beds w/ Koi pond Oasis. 15 min from LEX
Nicholasville's finest short term rental! We recently finished remodeling this spacious ranch home in Nicholasville Ky and are extremely excited to share it with future guests. High quality touches on the inside and has a tranqiul oasis in the backyard with water effects/ koi pond. It is close to all the great things to do in Lexington including Keeneland and the University of Kentucky. Mattresses are top of the line and will ensure you have a very comfortable stay.

Coach House at the 1898 Red Bud B & B
Lovingly renovated coach house unit was originally the workshop attached to the back of the coach house. It is a ground floor accommodation with private entrance located behind the main bed & breakfast. We are only two city blocks from Asbury! We make a perfect base to explore the area. The Bourbon Trial, numerous horse farm tours, vineyards, Keeneland, the Horse Park, and historic sites such as Shaker Village of Pleasant Hill. Only 11 miles from Lexington.

Relax in the hot tub with a view of the River!
Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

The Bunkhouse at Big Red Stables
There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

The Roosting Place
Enjoy the comforts of home while visiting charming Wilmore! We are located on a quiet street within walking distance to Asbury University and Asbury Seminary. Our guest suite is located in the daylight basement of our family home and can accommodate up to 4 guests. We are a 20-minute drive from Blue Grass Airport and Keeneland. Only 15 minutes from Shaker Village of Pleasant Hill.
Popular amenities for Wilmore vacation rentals
Other great vacation rentals in Wilmore

NEW Woodford Reserve Suite @ The Woodford Hotel

Sleeps 12 | Kentucky Derby Weekend 5BR

Willow Springs 2br/1ba- Sleeps 8 33 acres w/trails

Home in Versailles on the Bourbon Trail

Creekside- Bourbon Trail Oasis

Cozy Tree House @ Herrington Lake near Lexington

The Cottage at Montresor

60 minutes to Churchill downs. Derby & Bourbon
Frequently Asked Questions
Are there family-friendly vacation rentals in Wilmore?
Wilmore has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wilmore?
Experience the best of Wilmore with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Wilmore?
Yes! Work meets play with ease at over 10 vacation rentals in Wilmore featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Wilmore have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Wilmore. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilmore have wifi?
Absolutely! We offer over 10 house rentals with wifi in Wilmore. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilmore have free parking?
Absolutely! We offer over 10 house rentals with free parking in Wilmore. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Wilmore

Total vacation rentals
Explore 20 vacation rentals in Wilmore

Nightly prices starting at
Wilmore vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wilmore vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wilmore rentals

4.9 Average rating
Wilmore stays are highly rated by guests—averaging 4.9 out of 5!
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- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- Raven Run Nature Sanctuary
- Bardstown Bourbon Company
- Heaven Hill Bourbon Experience
- My Old Kentucky Home State Park
- McConnell Springs Park
- The Arboretum, State Botanical Garden of Kentucky
- Shaker Village of Pleasant Hill




