Photo by Michael Schuier

Wilmore Holiday Rentals

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Holiday Rentals in Wilmore

Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
10.0 out of 10, Exceptional, (234)
"Fantastic property. Owner is responsive and friendly without being too much. Top notch. Will stay again!"
The price is NZ$408
per night
6 Jun - 7 Jun
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
10.0 out of 10, Exceptional, (115)
"This historic home is in the best neighborhood in Lexington, right in the middle of other historic homes and walking distance to many great restaurants. It is nicely appointed, very clean, and very comfortable. The listing photos depict it very well. My family and I would stay here again."
The price is NZ$843
per night
30 May - 31 May
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital
9.2 out of 10, Wonderful, (18)
"I stayed in Lexington for a week for my son’s surgery. This house had everything I needed. A nice back yard for my dog to romp and play. Close proximity to food and medical center Will definitely be back"
The price is NZ$340
per night
17 Jun - 18 Jun
Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital
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Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
10.0 out of 10, Exceptional, (58)
"There is something for everyone here! It was the perfect home for our family get together!"
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
175 LEX - Spacious Two Bedroom Downtown Lexington
9.8 out of 10, Exceptional, (8)
"Perfect spot for our family group (five adults) to stay while attending graduations of our niece and nephew from University of Kentucky."
The price is NZ$377
per night
9 Jun - 10 Jun
175 LEX - Spacious Two Bedroom Downtown Lexington
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.
9.8 out of 10, Exceptional, (9)
"Listing was accurate. House was great as advertised. Host was responsive and generous."
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.
Treetops on Garden
10.0 out of 10, Exceptional, (58)
"I stayed several days and was able to check out both rooms rented by the host. The room I stayed in was quiet and well maintained. Nice neighborhood for walking. The host was friendly and accommodating. Highly recommended!"
Treetops on Garden
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
10.0 out of 10, Exceptional, (59)
"Nice location, exactly as represented, made for a great trip!"
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Totally renovated downtown home walk to all
9.6 out of 10, Exceptional, (43)
"The location was perfect for the Kentucky theater, and there were nice dining options in walking distance. The home was easy to access, and the cookies were AMAZING. The biggest drawback was that we couldn’t get the wi fi to work (although the antenna did mostly). "
The price is NZ$506
per night
16 Jun - 17 Jun
Totally renovated downtown home walk to all
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
10.0 out of 10, Exceptional, (263)
"This house is always clean and welcoming on arrival. The location is great with lots of restaurants and shopping nearby. We golfed every day of our stay and the area courses are in great shape and reasonably priced. We love it here and hope to return."
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
Gorgeous Lexington Retreat ~ 2 Mi From UK!
9.8 out of 10, Exceptional, (15)
"Beautiful property in a quiet neighborhood"
Gorgeous Lexington Retreat ~ 2 Mi From UK!
Lexington Apt. with parking & private entrance Preview listing
10.0 out of 10, Exceptional, (105)
"Everytime my wife and I come to Lexington to watch the races at Keenland we try to stay here. Place is peaceful, quiet, and joyce is an the best host."
The price is NZ$232
per night
3 Jun - 4 Jun
Lexington Apt. with parking & private entrance Preview listing
"King's Quarters" Modern Urban Stay - Downtown LEX
10.0 out of 10, Exceptional, (6)
"This property was perfect for over night stay! It was very clean and smelled good (first thing we noticed). The check out process was a breeze. Thanks Nathan and Luke!"
The price is NZ$702
per night
30 May - 31 May
"King's Quarters" Modern Urban Stay - Downtown LEX
Pool | Hot Tub | Covered Porch | Patio | Game Room
9.8 out of 10, Exceptional, (90)
"It was our daughter’s graduation weekend from University of Kentucky. Such a great house to spend quality time with friends and family. I would totally recommend this home. The house manager Seth was great and very accommodating."
The price is NZ$1,293
per night
30 May - 31 May
Pool | Hot Tub | Covered Porch | Patio | Game Room
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
9.8 out of 10, Exceptional, (40)
"Perfect house for a weekend with friends in Lexington!"
The price is NZ$677
per night
11 Jun - 12 Jun
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
5 Star Location | Walk to Downtown | Patio | Fire Pit
10.0 out of 10, Exceptional, (137)
"Perfect for the 6 of us. We enjoyed the outdoor space and gaming."
The price is NZ$1,008
per night
7 Jun - 8 Jun
5 Star Location | Walk to Downtown | Patio | Fire Pit
Homey Horse Farm Hideaway ~ 6 Mi to KY Horse Park!
9.8 out of 10, Exceptional, (48)
"My daughter and I stayed here while we attended an event at the Kentucky Horse Park. It is conveniently located and in a beautiful setting surrounded by horses and green paddocks. John and Debbie are very friendly and helpful. Was lovely to see all the fouls that were born in the weeks before we got there."
Homey Horse Farm Hideaway ~ 6 Mi to KY Horse Park!
Horse country home - no stairs - sleeping and dining for 10
9.2 out of 10, Wonderful, (72)
"Beautiful home. Exactly as described. Only suggestion more bathroom towels. Overall 5⭐"
The price is NZ$620
per night
3 Jun - 4 Jun
Horse country home - no stairs - sleeping and dining for 10
The Green Cabin-on-The Bourbon Trail
9.8 out of 10, Exceptional, (176)
"What a great property to unwind after a day of Bourbon Trail visits. The peace and quiet and sitting out on the front porch with a beverage was just what we needed. The house was just as advertised. The decor was wonderful, snacks and waters got us thru some afternoons. The walk up the hill to see the sunset is a must. Beautiful pictures with the horse that came by. Would absolutely come back again, we are planning next years trip already. Had no issues at all."
The Green Cabin-on-The Bourbon Trail
Luxury Home | Outdoor Deck | Great Location
10.0 out of 10, Exceptional, (55)
"This is my groups second stay at this property and it didn’t disappoint. Well adorned, comfortable furnishings and a great location. We will absolutely be back."
The price is NZ$758
per night
25 Jun - 26 Jun
Luxury Home | Outdoor Deck | Great Location
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See all available properties in Wilmore
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.

Other types of properties in Wilmore you may be interested in

GLō Best Western Lexington
3.0 star property
9.4 out of 10, Exceptional, (2257)
"The Hotel was so unique. The style and decor is amazing! The Breakfast bar wonderful! So many great options and clean! Friendly and kind staff. "
The price is NZ$192
per night
4 Jun - 5 Jun
GLō Best Western Lexington
Embassy Suites by Hilton Lexington Green
3.5 star property
9.2 out of 10, Wonderful, (1000)
"Lexington is a beautiful city to visit and this hotel made the stay even better! We had been on our trip for two weeks when we got to the Embassy Suites. This is a beautiful hotel with an excellent staff, complimentary cocktails during happy hour and a great breakfast. This was our best stay over the two weeks!"
The price is NZ$244
per night
20 Jun - 21 Jun
Embassy Suites by Hilton Lexington Green
GuestHouse Lexington
2.5 star property
8.2 out of 10, Very good, (1001)
"This place was fine for one night, traveling through the area. But I probably will not stay again. We booked a room for 2 adults and 1 child. We got a room with one queen bed. I assumed that meant there would be a cot or something for the child. But when we asked, they said they didn’t have cots. I’m not sure why the website would let us booked a room for three when this would only accommodate two people. ?? But the front desk staff was very friendly and helpful and quick to fix that for us,...
The price is NZ$127
per night
9 Jun - 10 Jun
GuestHouse Lexington
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wilmore holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wilmore. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wilmore. Seeing all the best attractions is bound to make you fall in love with Wilmore. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wilmore short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Wilmore?

Yes, there are holiday rentals close to the most popular sights in Wilmore, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Wilmore has to offer?

Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital: This holiday home rental outside of Wilmore is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Wilmore?

With 3 Expedia holiday rentals, you're guaranteed 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. Asbury University and Shaker Village of Pleasant Hill are a couple of places you'll find in the wider area.

What are holiday rentals like in Wilmore?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilmore. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.

Recent reviews of Wilmore properties
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