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The Winchester

Winchester vacation home with kitchen

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Fridge, microwave, oven, stovetop
4 bedrooms, desk, iron/ironing board, free WiFi
Terrace/patio
Exterior

Reviews

8.4 out of 10
Very good

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Winchester, KY
  • Place, Wiseman Park
    ‪2 min walk‬
  • Place, Winchester Traveling Trail
    ‪20 min walk‬
  • Place, Bluegrass Heritage Museum
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪31 min drive‬

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About the neighborhood

Winchester

In Winchester .You'll find Wiseman Park and College Park within a 15-minute walk of this Winchester vacation home. Community Park and GRCHS Baseball Field are also within 2 miles (3 km).
View more Vacation Homes in LexingtonOpens in a new window

What's nearby

  • Wiseman Park - 2 min walk - 0.1 miles
  • College Park - 12 min walk - 0.7 miles
  • Community Park - 17 min walk - 0.9 miles
  • Winchester Traveling Trail - 20 min walk - 1.1 miles
  • Bluegrass Heritage Museum - 2 min drive - 1.7 miles

Getting around

  • Blue Grass Airport (LEX) - 33 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dairy Queen - ‬3 min drive
  • ‪Popeyes Louisiana Kitchen - ‬3 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪Sonic Drive-In - ‬4 min drive

About this property

Entire place

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

The Winchester

About this space
Work groups or families welcome. Bring the whole family there is lots of room for everyone.
Home covers all the bases from comfortable living spaces to movie watching or gaming in the theatre/game room. Many table games to choose from. Out door space with a 6 foot privacy fence. Fire pit , bbq grill, picnic table , deck, patio, covered front porch. Off street parking, Home is straight across the street from a nice city park. Close to lexington and Natural Bridge a huge tourist area.
The space
Just under 2000 square foot home with 4 bedrooms and bonus room. Large living room where one area is being devoted to office work space. Large primary bedroom with tv and king size bed. Large back yard with 6 foot privacy fence. Driveway will park 6 avg size cars
Guest access
Full access with the acception of the garage
Other things to note
Close to Boonesboro State Park and Natural Bridge state park. A city park right across the street with playground for children and a full basketball court. All recently updated

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

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

Check-out

Check-out before 11:00 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

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items and remove leftover food and drinks
Turn off the lights, lock the doors, and return the keys
You should have two garbage curbies provided outside for your trash. Wash your dishes we are happy to put them away as we can make sure they are clean and ready for our next guest. Thank you.
Do not strip beds as it interferes with housekeepings process.
Failure to complete these may result in a negative review from the host.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited.

Frequently asked questions

How close is The Winchester to the airport?

This vacation home is 26.3 mi (33-min drive) away from the Blue Grass Airport (LEX) airport, the closest popular airport to the property.

How much does it cost to stay at The Winchester?

As of Mar 31, 2026, prices found for a 1-night stay for 2 adults at The Winchester on Apr 1, 2026 start from $309, 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.

Does The Winchester have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does The Winchester offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The Winchester?

No, there is no casino at this vacation home.

What time is check-in at The Winchester?

Check-in begins at 4:00 PM.

Is there free parking at The Winchester?

Free parking is not available at this vacation home.

Does The Winchester have a pool?

This vacation home does not have a pool.

Does The Winchester have a spa?

There are no spa services available at this vacation home.

How close is The Winchester to downtown Winchester?

This vacation home is 1 mi away from Winchester.

The Winchester Reviews

Reviews

8.4

Very Good

Rating 10 - Excellent. 4 out of 7 reviews
Rating 8 - Good. 2 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 1 out of 7 reviews

9.6/10

Cleanliness

Reviews

8/10 Good

Karen C.

Liked: Cleanliness
The host was welcoming but some of the amenities were lacking.
Stayed 2 nights in Oct 2025

10/10 Excellent

Gary N.

Liked: Cleanliness
The house worked very well for our needs. Plenty of room. House was easy to find. The neighborhood is working class but felt very safe. Enjoyed the park across the street. Was surprised that the kitchen and living room were on the second floor but that was not a problem for us. It was nice to eat our meals on the balcony. Winchester was central to areas we wanted to visit. A lot less traffic in Winchester than in Lexington. A short drive to Walmart and Kroger.
Stayed 9 nights in Sep 2025

2/10 Terrible

Tiffany B.

Stayed 7 nights in Jul 2025

10/10 Excellent

Polly H.

Liked: Cleanliness
Loved it. Will be back
Stayed 3 nights in Aug 2025

10/10 Excellent

Karissa A.

Liked: Cleanliness
I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly
Stayed 3 nights in Jul 2025

10/10 Excellent

Charlie

Stayed 2 nights in May 2025

8/10 Good

Lori H.

Liked: Cleanliness

Nice place

It was nice place to stay to many stairs for me. Everything was upstairs but washer and dryer.
Stayed 2 nights in May 2024