Aisling House - Historic Hospitality

Photo gallery for Aisling House - Historic Hospitality

A two-story house with a porch, a picket fence, and a flag.
A porch with a white railing, a mailbox, and hanging flower baskets.
A porch with white rocking chairs and a view of a white house in the background.
A grand staircase leading to a door with a floral arrangement on a console table.
A well-appointed living room with a fireplace, a blue dresser, and two white armchairs.

Reviews

10 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Bluegrass Heritage Museum

Popular amenities

  • Balcony
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View map
Winchester, KY
  • Place, Clark County Public Library
    ‪5 min walk‬
  • Place, Bluegrass Heritage Museum
    ‪9 min walk‬
  • Place, The Holler
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪33 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Bedroom 1 (Primary Suite)

1 King Bed

Bedroom 2 (Green Room)

1 King Bed

Bedroom 3 (Gold Room)

1 King Bed

Bedroom 4 (Blue Room)

1 Queen Bed

Bedroom 5 (Attic Study; Access via Blue Room)

2 Queen Beds

Bedroom 6 (Attic Primary; Access via Blue Room)

1 King Bed

Bedroom 7 (Library Suite; Upon Request)

1 King Bed

4 bathrooms

Full Bathroom

Full Bathroom

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Balcony
Garden

Add dates for prices

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About the area

Winchester

Winchester is home to this holiday home. Bluegrass Heritage Museum and Kentucky River Museum are cultural highlights, and some of the area's activities can be experienced at Southwind Golf Course and Cassell Creek Golf Course.
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Map
Winchester, KY

What's nearby

  • Clark County Public Library - 5 min walk - 0.4 km
  • College Park - 8 min walk - 0.7 km
  • Bluegrass Heritage Museum - 9 min walk - 0.8 km
  • Winchester Opera House - 11 min walk - 0.9 km
  • The Holler - 2 min drive - 2.4 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 37 min drive

Restaurants

  • ‪Taco Bell - ‬2 min drive
  • ‪7 Brew Coffee - ‬4 min drive
  • ‪Sonic Drive-In - ‬4 min drive
  • ‪Popeyes Louisiana Kitchen - ‬4 min drive
  • ‪Dairy Queen - ‬17 min walk

Frequently asked questions

Is Aisling House - Historic Hospitality pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Aisling House - Historic Hospitality?

As of 7 Nov 2026, prices found for a 1-night stay for 2 adults at Aisling House - Historic Hospitality on 8 Nov 2026 start from AU$2,781, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Aisling House - Historic Hospitality?

On-site parking is available at the property.

What time is check-in at Aisling House - Historic Hospitality?

Check-in begins at 4:00 PM.

What time is check-out at Aisling House - Historic Hospitality?

Checkout is at 10:00 AM.

Where is Aisling House - Historic Hospitality located?

Situated in Winchester, this holiday home is within a 10-minute walk of Clark County Public Library, GRCHS Baseball Field and College Park. Bluegrass Heritage Museum and Winchester Opera House are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was wonderful. The rooms were all well appointed. The massive, luxury kitchen was an awesome amenity to utilize. Outdoor space was great with plenty of options to sit and enjoy some Kentucky Bourbon. Highly recommend
Stayed 4 nights in Oct 2026
From a partner site

10/10 Excellent

FIVE STAR

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!
Response from VrboOwner on 12 Aug 2026
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!
From a partner site

10/10 Excellent

Love for Aisling House

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.
Response from VrboOwner on 15 Aug 2026
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!
From a partner site

10/10 Excellent

Comfortable and accessible

My name is Betty. I am an 82-year-old woman with disabilities. There are places I cannot stay because they are not handicap accessible.Recently, I stayed at Aisling House, which was a wonderful change. I stayed in a space that was accessible, with everything I needed on the first floor. The bathroom was beside my space and had all the things I needed at hand.Unless a person is handicapped, they do not realize how important these things are.
Response from VrboOwner on 9 Sept 2026
Thank you, Betty! We are so glad our first-floor library suite and accessible bathroom made your stay at Aisling House comfortable. We truly appreciate you sharing your experience for future guests with similar needs. We would be honored to welcome you back again.
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