HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

Midway, Kentucky
$1452 avg/night Minimum Stay 3 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

Holiday House of Midway, Kentucky is a neoclassical southern estate home perched majestically atop a hill overlooking Elkhorn Creek and bordered on the remaining three sides by an esteemed thoroughbred farm. 

Notable features of the 2.5-acre property include the 5-bedroom home with two screened porches, wood burning fireplace, wine cellar, dry sauna, steam shower, and home gym; brick paved terrace; stone tiled pool deck with gas-heated swimming pool, in-ground brick fire-pit withseating; grassy lawns and mature trees, including the prized 300+ year old Cinquapin Oak that pre-dates the founding of Lexington. The property is bordered by an impressive Kentucky stone fence and from every window, porch and terrace, you’ll be greeted with views of Margaux Farm’s horse paddocks, where thoroughbreds in training or rehab spend their days grazing and playing. The cheerful sound of whinnying and neighing horses outside makes one want to shut off the phone and music and just enjoy authentic country living!

HOUSE DETAILS: From the front entry, steps lead up to the main floor and down to the lower level. The main floor includes at the front, our “Sunset Room”, a sitting room with west views down to the creek, and at the back of the house, the modern open kitchen, family room and dining room with sliding doors to a screened porch and french doors out to the pool area. In between is a home office, enclosed by french doors and open to the sunset room. Down the hall, there are three bedrooms - a king suite (king bed, ensuite bath with dual vanities, large soaking tub and steam shower), queen suite (queen bed, ensuite bath with tub/shower combo), and a large guest bedroom (two twin beds plus a day bed and trundle, sleeps up to 4). In addition to the two ensuite bathrooms, there is a full bath off the hallway that serves the guest bedroom and as a powder room. Downstairs, two additional guest bedrooms, one with a king and one with a queen bed, share a common bathroom with a tub/shower combo. Also downstairs is the TV room with a leather power recliner sectional, 65” TV, and Bourbon tasting setup; a small home gym with Cybex Arc trainer, free weights, bands and mats; wine cellar and dry sauna; and a laundry room with large washer and dryer.

LOCATION: The property is set in the perfect location for enjoying all the best of the inner-Bluegrass region. Downtown Lexington is a straight shot down Leestown Road, about 20 minutes, and notable attractions such as Keeneland Race Track, the Kentucky Horse Park, Buffalo Trace Distillery and Woodford Reserve Distillery are within a 20-30 minute drive down the breathtakingly beautiful Kentucky scenic byways. Historic and charming downtown Midway is a 5-minute drive and Equus Run Vineyards is just a mile down Moore’s Mill Road - a horse farm and winery, how’s that for neighbors Elkhorn Creek, which forms the west border of the property, is a popular local destination for small mouth bass fishing, fly fishing and whitewater rafting and you will see people park at the end of the driveway to launch their rafts.

Holiday House is truly a special place and we look forward to welcoming groups of couples and mature families, for whom the property is ideally setup to accommodate.

IMPORTANT NOTES:
- The pool is open seasonally from Memorial Day-Labor Day. If you want to heat the pool, gas usage for the pool heater will be charged separately from your booking costs.
- There is a security camera that surveils the driveway/parking area that picks up audio. There are no cameras inside the residence or outdoor living areas.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Security System Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Day Bed
  • GENERAL

    Property Does Not Allow Children Unit Size: 4863 Sq Ft (452 Sq M)
  • KITCHEN

    Blender Coffee Grinder Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Includes Off-street Options
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture Terrace
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool Sauna
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • THINGS TO DO

    Fitness Center
  • ENTERTAINMENT

    Books Stereo Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Toni G.

    Submitted Sep 3, 2025

    Stayed Aug 29, 2025

    The House was perfect for our multigenerational gathering! Communication was easy and super helpful. We would love to stay again!

  • Marc G.

    Submitted Apr 16, 2025

    Stayed Apr 9, 2025

    Great home and location. Helped with every angle of stay hpuse we very well kept and great location

  • brooke b.

    Submitted Sep 1, 2024

    Stayed Aug 27, 2024

    Impeccable property and home. All the amenities. Host is exceptional. This home was the highlight of our week in Kentucky. No regrets choosing this property.

  • Janet A.

    Submitted Jul 31, 2024

    Stayed May 2, 2024

    I do not have enough adjectives in my vocabulary to describe the beauty of this home. The home itself and its surroundings are the perfect Kentucky getaway, especially with the horses galloping in the field right outside your window! The house was the cleanest VBRO location that I have ever stayed in and it is decorated with the perfect touches! The only negative things I can think of to say is the water pressure problem when the horses are being water. The owner told us but we were still caught off guard when we could not even get enough water to run the shower, but honestly, just shower around those times and soak up the beauty of this place! We hope to return one day soon, when the pool and hot tub are open and we don’t have so much planned and just hang out and soak up the beauty of this home and surroundings!

  • Scottene S.

    Submitted Jul 28, 2024

    Stayed Jul 20, 2024

    Every two years we love to bring the family together to experience a new environment and share quality time. Our family consists of us (retired parents), two adult children and their families, and great grandmother. We’ve enjoyed lake houses, ocean front houses, and now a thoroughbred farm and private Holiday House. This property is exactly as pictured on the website and more. It is well theme decorated, very clean, very comfortable in every aspect, and well laid out. The kitchen and great room allowed everyone to be together. We all cook, and the kitchen did not lack any appliances; love the Bosch oven. The backyard pool area is fenced in and beautiful with the farmland all around for endless outdoor views. Early mornings the horses would be in the small pastures out the kitchen window. We toured Ark Encounters, Red Mile Harness Racetrack, Woodford Reserve, and Buffalo Trace. We had one dinner catered by Gibson's Midway and the food was delicious. This property is extraordinary and our thanks to the property managers for great communications and availability.

  • joe j.

    Submitted Nov 22, 2022

    Stayed Nov 3, 2022

    Easy from start to finish. Great property in wonderful setting perfect for our visit to horse country. Will be looking for excuse for return visit soon!

  • troy m.

    Submitted Oct 19, 2022

    Stayed Oct 7, 2022

    Fantastic setting to immerse yourself in horse racing, bourbon history and tasting. The property is surrounded by Marguax Farm, so you can always see horses out in grass paddocks and the Elkhart Creek runs across the front of the property. There is a winery less than a mile down the rode, could walk there in less than 20 min. There were 8 adults and everyone had plenty of space, we were able to gather for meals, games, and watching tv. Easy access to large hot tub. The house was spotless and beautifully appointed. Chefs kitchen had everything you needed to prepare and serve meals. The 2 upstairs bedrooms had on suite bathrooms, the 2 downstairs bedrooms could share a full bath or there was another full bath on 1st floor in hallway so everyone had there own bathroom. Wonderful screened in porch which we used multiple times. We had a fire each night in the family room fireplace, there was also another large family room with TV downstairs. The home is conveniently located - 20 min to keeneland (south), golf courses nearby, - 20 min to buffalo trace, castle and key, Woodford(west). Town branch and James Pepper distilleries are about 20 min south in Lexington. After touring distilleries in Lexington we went to dinner in town - Giuseppe's (Italian) and Merrick Inn (about 15 min farther). Ate at Heirloom in Midway (6 min away from house). Loved all our dinning choices. Going to and from most places our guidance took us on the most beautiful back roads, lined with trees and got to see so many horse farms. Property manager was very helpful and kept in touch throughout the stay. Asked if we needed anything before our arrival. Truely a memorable getaway! slight drawback for some might be the front steps and entering home you have to go up about 5 to go to first floor or same to go to basement. We did not have any trouble with suitcases or packages but you should know in case someone in your party has trouble navigating stairs.

  • Tim A.

    Submitted Aug 8, 2022

    Stayed Jul 30, 2022

    5 stars

  • peter n.

    Submitted May 18, 2022

    Stayed Dec 11, 2020

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Peaceful weekend away from the kiddos.

  • Eleanor D.

    Submitted Feb 25, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything about the house was perfect. Its is thoughtfully appointed for comfort making it an easy transition to the Holiday Life.

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Total

Includes taxes and fees
$1,452+
View details