
Holiday houses in Wilmore
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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 $70 NZD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wilmore holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wilmore rentals

4.9 Average rating
Wilmore stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Wilmore
Guests agree: these stays are highly rated for location, cleanliness and more.

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
4.97 out of 5 average rating, 386 reviews
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!
4.92 out of 5 average rating, 158 reviews
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.
4.98 out of 5 average rating, 399 reviews
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.
4.96 out of 5 average rating, 210 reviews
Kinlaw Valley-View Hideaway
Your "hideaway" is conveniently situated in the Bluegrass and Bourbon Trail region of beautiful central Kentucky, just a few miles south-west of the eclectic city of Lexington. You are a short walk from Asbury University/Seminary and from the Centennial Park. Keeneland Race Track, The Kentucky Horse Park, UK, and Bluegrass Airport are within a short half hour's distance. The Daniel Boon National Forest, the Ark Encounter and Churchill Downs are each within a 90-minute picturesque drive.
4.98 out of 5 average rating, 102 reviews
Woodford Stables / Walk to Eckert's Orchard
Welcome to Woodford Stables, your serene retreat nestled amidst rolling hills and picturesque paddocks. This charming farmhouse boasts a modern kitchen, three inviting bedrooms, and two pristine bathrooms. Relax in the cozy living area, or step outside to savor breathtaking views. With horses grazing nearby, it's a tranquil escape. Conveniently located, you can stroll to Eckerts Orchard for a delightful local experience. Ask us about boarding your horses during your stay!!
4.84 out of 5 average rating, 148 reviews
*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
5.0 out of 5 average rating, 109 reviews
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.
4.93 out of 5 average rating, 315 reviews
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.
4.96 out of 5 average rating, 170 reviews
Milk & Honey Farm Cottage House
The Milk & Honey Farm Cottage House Farm Stay! Conveniently located in Wilmore, KY just 15 miles to Lexington! 5 minutes to Asbury University, 19 miles to Keenland and 13 miles to Shaker Village. Our peaceful Farm setting provides for a wonderful relaxing atmosphere, with all the amenities, and yet convenience to all that Central Kentucky has to offer! Take a stroll, visit the animals, enjoy the sunset, and wind down in our comfortable cottage house.
4.99 out of 5 average rating, 70 reviews
Eleanor's House
This spacious 3 bed, 2 bath home features an open concept design that seamlessly connects the living, dining, and kitchen areas. Natural light flows throughout, accentuating modern finishes and ample space for entertaining. Step outside onto the large deck—perfect for alfresco dining, relaxation, or hosting gatherings. Enjoy a blend of indoor-outdoor living in a home designed for both comfort and style. Permit #9692
4.87 out of 5 average rating, 60 reviews
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.
4.92 out of 5 average rating, 326 reviewsPopular amenities for Wilmore holiday rentals
Other great holiday rentals in Wilmore

Cozy 3BR House with garage, patio near Asbury/Lex
4.85 out of 5 average rating, 20 reviews
The HUB House
5.0 out of 5 average rating, 18 reviews
Home in Versailles on the Bourbon Trail
5.0 out of 5 average rating, 67 reviews
Stone&Cedar Lodge pool, hot tub, sauna, fire, EV
5.0 out of 5 average rating, 39 reviews
River Retreat: Cabin Getaway
5.0 out of 5 average rating, 70 reviews
5BR Bluegrass Getaway Near Keeneland | Sleeps 12
5.0 out of 5 average rating, 67 reviews
Breathtaking Horse Farm views, private! Keeneland!
4.88 out of 5 average rating, 34 reviews
Normans Camp - Herrington Lake
4.97 out of 5 average rating, 59 reviewsFrequently Asked Questions
Are there family-friendly house rentals in Wilmore?
Wilmore has more than 10 family-friendly house rentals. 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 a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen 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.
What are the most popular amenities for House Rentals in Wilmore?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Bardstown Bourbon Company
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- My Old Kentucky Home State Park
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Kroger Field
- Talon Winery & Vineyards
- Equus Run Vineyards
- Old Fort Harrod State Park
- Masterson Station Park
- Fort Boonesborough State Park





