House
5

Aisling House - Historic Hospitality

Property ID: 553455WinchesterKYUS
Sleeps 167 BR4 BA
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Most trips qualify for free 48 hour cancellation. Add dates for more information.

Description

1891 Queen Anne Victorian

Nestled within Winchester’s Thomson District, a nationally recognized historic place, Aisling House offers 7 bedrooms, 8 beds, an iconic, historic porch, 1,700 square feet of patio, a greenhouse, chef’s kitchen and scullery, outdoor kitchen, and elegantly appointed rooms for rest or gathering across 4,800 square feet. Convenient to Blue Grass Airport, Lexington, UK Football Shuttle, Rupp Arena, Keeneland, Kentucky Horse Park, Red River Gorge, and the Bourbon Trail

Amenities

  • Free Parking
  • Essentials
  • Kitchen
  • Laptop Friendly
  • Central Heating
  • Central Air Conditioning
  • Wireless Internet (WIFI)
  • Washer

Map

Location Details

- .5 mi to Main Street: restaurants, cafes, antiques

- 2 mi to I-64; 17 mi to I-75

- 15-45 mi to Bourbon Trail distilleries

- 20 mi from 10 equestrian centers

- 23 mi to Lexington, University of Kentucky, Rupp Arena, UK Football Shuttle

- 27 mi to Kentucky Horse Park

- 29 mi to Keeneland

- 29 mi to Red River Gorge Geological Site & 38 mi to Natural Bridge State Resort Park

- 29 mi to Blue Grass Airport (LEX)

- 99 mi to Cincinnati; 95 mi to (CVG)

Reviews

5
2 reviews
  • Love for Aisling House

    5/5

    During my trip, I stayed in the dreamy attic room! The bathroom was an absolute sanctuary with a clawfoot tub with its fireplace view for a bath before curling up in the king-sized bed. A perfect experience after an evening spent on the terrace and out on the front porch for late-night rocking chair conversations. In the morning, the butler's pantry and kitchen are such a delight for their welcoming space and easy-going comforts. I loved this house. The library feels like a warm hug, and every room has something to offer here. I hope everyone picks out their favorite here.

    Cassie
    Published August 11, 2026
    Manager's Response:

    Cassie, thank you for such a beautiful review. We loved hearing how you experienced Aisling House and that you found favorite moments throughout the home. Creating a place where people can settle in, gather together, and truly enjoy the house is exactly what we hoped for. We are so glad the Attic Suite was yours for the stay, and we hope to welcome you back to find another favorite next time!

  • FIVE STAR

    5/5

    Unforgetable weekend in a beautifully restored Victorian home, perfectly appointed and decorated with period furnishings in every room except for 21st century beds, baths, and kitchen. Plenty of room for a small reunion or retreat. I will definitely reserve it again!

    Sharon
    Published August 10, 2026
    Manager's Response:

    Sharon, thank you so much for your kind review. We are delighted that you had such a memorable weekend at Aisling House. It means so much to us to hear that you enjoyed both the historic character of the home and the modern comforts throughout your stay. We would be honored to welcome you back again!

  • 1

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5
2 reviews

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Guests
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  • This property has a maximum occupancy of 16 guests, not including infants.
  • Pets are not allowed at this property.
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