See all properties
Entire home

The Winchester

Choose dates to view prices

Photo gallery for The Winchester

Unclassified image, 1 of 26, button
Exterior
4 bedrooms, desk, iron/ironing board, free WiFi
Terrace/patio
Fridge, microwave, oven, stovetop

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, College Park
    ‪12 min walk‬
  • Place, Bluegrass Heritage Museum
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪31 min drive‬

Room options

About the neighborhood

Winchester

This vacation home is a short stroll from Wiseman Park and College Park. The vacation home includes a kitchen, a patio, and a refrigerator.
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
  • Winchester Traveling Trail - 1 min drive - 0.7 miles
  • Clark County Courthouse - 2 min drive - 1.5 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
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Indoor pool
Baymont by Wyndham Winchester
Winchester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
7.2 out of 10, Good, 795 reviews
$84 nightly
The price is $92
May 11 - May 12
Total with taxes and fees
Baymont by Wyndham Winchester

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Winchester, just steps from Wiseman Park. You'll also find College Park and Community Park less than a mile away.

How much does it cost to stay at The Winchester?

As of Apr 29, 2026, prices found for a 1-night stay for 2 adults at The Winchester on May 7, 2026 start from $292, 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.

Will I be able to park at The Winchester?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is The Winchester good for couples?

Couples staying at this vacation home will appreciate amenities like a smart TV and a kitchen as well as a firepit.

Does The Winchester have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does The Winchester have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Blue Grass Airport (LEX), which is 26.3 mi away (33 minutes by car).

Can I book a room with a balcony at The Winchester?

Yes, every house at The Winchester comes with a patio.

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