Entire home

Aisling House - Historic Hospitality

Winchester vacation home with kitchen

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Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms4 bathrooms4800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Winchester, KY
  • Place, Bluegrass Heritage Museum
    ‪9 min walk‬
  • Place, Winchester Opera House
    ‪11 min walk‬
  • Place, Winchester Traveling Trail
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪33 min drive‬

Room options

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About the neighborhood

Winchester

In Winchester .Within a 10-minute walk of the vacation home, you'll find Clark County Public Library and GRCHS Baseball Field. College Park and Bluegrass Heritage Museum are also within half a mile (1 km).

What's nearby

  • Bluegrass Heritage Museum - 9 min walk - 0.5 miles
  • Winchester Opera House - 11 min walk - 0.6 miles
  • Winchester Traveling Trail - 2 min drive - 1.3 miles
  • Wiseman Park - 2 min drive - 1.7 miles
  • Community Park - 3 min drive - 1.3 miles

Getting around

  • Blue Grass Airport (LEX) - 37 min drive

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Aisling House - Historic Hospitality

1891 Queen Anne Victorian

Thoughtfully restored historic home in Winchester’s nationally recognized Thomson District, with elegantly appointed rooms for resting and gathering across 4,800 square feet. Enjoy a chef’s kitchen and scullery, 1,700 square feet of terraces, a greenhouse, an outdoor kitchen, and seamless indoor-outdoor living. Convenient to Blue Grass Airport, Lexington, UK Football Shuttle, Rupp Arena, Keeneland, Kentucky Horse Park, Red River Gorge, and the Bourbon Trail.

-- THE PROPERTY --

INDOOR LIVING
- Original & restored architectural details throughout
- 2 original clawfoot soaking tubs
- Curated, elegant furnishings & décor
- Formal parlor
- Formal dining room (seats up to 8)
- Ballroom (seats up to 16) w/ French doors to the terrace
- Library w/ original built-in bookshelves & private book collection, w/ access to both a private terrace & the front porch
- Board games & outdoor activities
- Electric fireplaces
- 3 washer & dryer sets

INTERNET, WORKSPACES & MEETINGS
- 5G fiber internet throughout property
- Dedicated workspace in every bedroom
- Library workspace w/ wireless printer
- Attic Study w/ 4 workstations & wireless printer; one workstation includes a monitor & laptop stand
- Electrified greenhouse workspace (seats 4)

SLEEPING ARRANGEMENTS
- 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; Converts to Bedroom Upon Request): 1 king Murphy bed

OUTDOOR LIVING
- 1,700-sq-ft promenade w/ access to library, ballroom & kitchen terraces
- Expansive front porch w/ 6 rocking chairs & multiple seating areas
- Outdoor kitchen w/ gas grill, entertainment space & TV
- 4-person sauna
- Greenhouse w/ electricity for working, reading & relaxing
- Landscaped gardens w/ donated historic plants
- Outdoor games (golf chipping & driving, cornhole, croquet)

CHEF'S KITCHEN
- 2 sinks, 2 dishwashers, 2 refrigerators, 2 ovens, 60" gas range
- Attached scullery (butler's pantry)
- Drip & pod Keurig coffee maker, stove espresso, coffee bean grinder, milk steamer
- Fully stocked w/ cookware, bakeware, utensils, glassware, dishware & flatware
- Designed for kosher cooking

ACCESSIBILITY
- 3-story home, 10 steps to front entrance
- Step-free entry from driveway, through the garden, to the kitchen
- 1st-floor library suite (upon request)
- Attic study & attic primary bedrooms accessed via blue room

PARKING
- 185-ft driveway accessible via either the front or back of property (8 vehicles)
- Free street parking in front of home (first-come, first-served; up to 4 vehicles)
- Trailer, horse trailer & RV parking OK

-- THE LOCATION --

- 0.5 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)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No indoor smoking; tobacco use outdoors only
- No pets allowed
- No events, parties, or large gatherings without prior written approval from the Guest Contact. The total number of guests must not exceed the maximum occupancy at any time. Please reach out to the Guest Contact after booking to coordinate events
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- Please reach out to the Guest Contact after booking if your group requires the library suite configuration

SECURITY CAMERA INFORMATION
- 4 exterior solar security cameras
- Location: front entrance, driveway, kitchen terrace gate, garden gate
- Coverage: exterior property access points

Similar properties

Property amenities

Pool/Spa

  • Sauna

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Games
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Hiking/biking trails nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 4,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

553455

Frequently asked questions

How close is Aisling House - Historic Hospitality to the airport?

This vacation home is 29 mi (37-min drive) away from the Blue Grass Airport (LEX) airport, the closest popular airport to the property.

Does Aisling House - Historic Hospitality have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Aisling House - Historic Hospitality offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Aisling House - Historic Hospitality?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Aisling House - Historic Hospitality?

Free parking is not available at this vacation home.

Does Aisling House - Historic Hospitality have a pool?

This vacation home does not have a pool.

Does Aisling House - Historic Hospitality have a spa?

There are no spa services available at this vacation home.

How close is Aisling House - Historic Hospitality to downtown Winchester?

This vacation home is 0.3 mi away from Winchester.

Aisling House - Historic Hospitality Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

From a partner site

10/10 Excellent

Sharon

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!
From a partner site

10/10 Excellent

Cassie

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.