
Holiday rentals in Wilmore
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Top-rated holiday 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!

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

The Beaumont Parlor, 8 miles to Shaker Village
It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg

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.

Creekside- Bourbon Trail Oasis
Welcome to Creekside, a unique vacation experience nestled in the heart of Versailles, KY. Steeped in nature, Creekside offers majestic views of the river with peaceful waterfalls. In the evening, gather round the crackling fire pit, creating memories under the stars. When you're ready to explore, you'll find downtown Versailles is just a 10-minute drive away. For bourbon lovers, we are just 25 minutes from the famous Woodford Reserve. We now have Starlink wifi to always keep you connected!

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

*KY Charm*Asbury-Lex-Keeneland-King bed-spacious
This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248

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.
Popular amenities for Wilmore holiday rentals
Other great holiday rentals in Wilmore

Cozy studio with private pool and firepit

Sip, Soak & Stay | Bourbon Trail Lakehouse Gem

New Quiet Retreat Hot Tub Shaker Village Danville

The Blue Heron Lakeside Chalet

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

The Cottage at Montresor

Cozy Tree House @ Herrington Lake near Lexington

Blue Moon Horse Farm House
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 holiday rentals in Wilmore

Total holiday rentals
Explore 20 holiday rentals in Wilmore

Nightly prices starting at
Wilmore holiday rentals start at £30 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Wilmore holiday rentals include wifi 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
- The Arboretum, State Botanical Garden of Kentucky
- Bardstown Bourbon Company
- Raven Run Nature Sanctuary
- My Old Kentucky Home State Park
- Heaven Hill Bourbon Experience
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Lovers Leap Vineyards and Winer
- Equus Run Vineyards
- Cove Spring Park
- Kroger Field
- Fort Boonesborough State Park





