Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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5
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Bathrooms
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4
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House Rules
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No pets allowed, service animals permitted
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Adults only
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Smoking is not permitted
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No events allowed
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Max Occupancy
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8
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Property Id
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3318092
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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 with seating; 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.
Georgetown is home to this vacation home. The Kentucky Castle and Equus Run Vineyard & Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Cove Spring Park and Veterans Memorial Wildlife Management Area. Looking to enjoy an event or a game? See what's going on at Rupp Arena or Keeneland Racing Course.
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