Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
The great outdoors
Guests love the outdoor space here.
Firepit available
One of the few properties with a dedicated outdoor firepit.
Centrally-located
You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 7
Popular amenities
Garage parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Deck or patio
Explore the area
Midway, KY
Equus Run Vineyard & Winery
Place, Equus Run Vineyard & Winery
4 min drive
Kearney Hills Golf Links
Place, Kearney Hills Golf Links
11 min drive
Kentucky Horse Park
Place, Kentucky Horse Park
13 min drive
Lexington, KY (LEX-Blue Grass)
Airport, Lexington, KY (LEX-Blue Grass)
21 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 Single Bed and 1 Queen Bed
2 bathrooms
Bathroom 2
Toilet · Shower only
Upstairs Bath
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area
About this property
Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country
This newly renovated and furnished home is only 3 1/2 blocks from historic Midway's downtown shops and restaurants. Clean, allergy & scent-free space. Hardwood & tile floors throughout. There are two bedrooms upstairs, one w/ a Queen and twin, one w/ two twin that can convert to a King and the Master Bedroom downstairs has a Queen bed. It can sleep seven. There are three flat screen TV's, one in the Living room and one in each bedroom upstairs w/HBO & SEC channels.Wifi Internet Access is provided. The Kitchen/Breakfast room is spacious w/ microwave, coffeemaker & toaster oven. There is equestrian and local art throughout. The porch is charming, relaxing and private with a ceiling fan and infrared grill. On site off street parking with a two car garage. There is a Bakery two doors down and a playground behind. The cottage is located in the heart of Thoroughbred and Bourbon country. Midway is off of I-64, just 20 minutes from Lexington and and hour from Louisville- you can hit every destination on your vacation easily.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Midway
Midway is home to this holiday home. Kentucky Horse Park and Headley-Whitney Museum are cultural highlights, and some of the area's landmarks include Buffalo Trace Distillery and Blue Grass Railroad Museum. Looking to enjoy an event or a game? See what's going on at Keeneland Racing Course or Rupp Arena. Relax and indulge in the area's winery tours and health/beauty spas, or seek out an adventure with hiking/biking trails and cycling nearby.
Equus Run Vineyard & Winery - 4 min drive - 7.8 km
Kearney Hills Golf Links - 11 min drive - 21.2 km
Masterson Station Park - 12 min drive - 17.5 km
Kentucky Horse Park - 13 min drive - 22.8 km
Woodford Reserve Distillery - 14 min drive - 19.1 km
Getting around
Lexington, KY (LEX-Blue Grass) - 21 min drive
Restaurants
Dairy Queen - 10 min drive
McDonald's - 3 min drive
Rocky’s Pub - 11 min drive
Circle K - 10 min drive
The Midway Bakery - 1 min walk
Frequently asked questions
Is Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?
As of 26 Aug, 2026, prices found for a 1-night stay for 2 adults at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country on 16 Nov, 2026 start from S$798, 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 Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?
On-site parking is available at the property.
What time is check-in at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?
Check-in begins at 4:00 PM.
What time is check-out at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?
Checkout is at 10:30 AM.
Where is Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country located?
Situated in Midway, this holiday home is within 9 miles (15 km) of Equus Run Vineyard & Winery, Headley-Whitney Museum and Nostalgia Station Toy Train Museum. Old Friends Thouroughbred Retirement Farm and Raintree Gallery and Framing are also within 9 miles (15 km).
About the host
Hosted by STEVE SIMOFF
I am a high energy, people kinda person! I enjoy my family, friends, horses, being outdoors, gardening & yard work, doing things for others, and giving back to my community. This year (2016) I am running for a seat on the City Council in Midway, my hometown.
Originally from a small farming community in Iowa, I grew up with thoroughbred horses. I earned a degree in commercial advertising and graphic design and started working in the travel industry. I went on to own and manage several successful travel agencies which I eventually sold.
I moved to the midwest and had a successful thoroughbred training operation in Ky for 18 years before retiring. I am now a (ROAP) certified Racing Official in the industry.
Why they chose this property
This was my home for over 10 years and we wanted to renovate it and give it a new purpose but keep it in the family. I was a thoroughbred trainer for 18 years and currently a certified racing official.
What makes this property unique
Beautiful sunrises & sunsets. Pastures with horses and cattle nearby and the occasional hawk or deer. Off-street parking, city park w/ basketball courts & swings for the kids. Intriguing landscape makes it very private in summer especially.
It's a short walk to downtown shops and restaurants. Fun to walk around town and see the different styles of houses.
There's a walking trail being developed at the Walter Bradley Park that meanders in and around the creek to add to the walking experience. We'd be happy to tell you how to find it!
Languages:
English
Premier Host
They consistently provide great experiences for their guests