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Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country

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Exterior
3 bedrooms, iron/ironing board, WiFi, bed sheets
Interior
Terrace/patio
TV, books, offices

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 7177 sq m

Popular amenities

  • Parking available
  • Barbecue grill
  • Washer
  • Outdoor space
  • Air conditioning
  • Kitchen

Explore the area

Map
Midway, KY
  • The Kentucky Castle
    ‪15 min drive‬
  • Kentucky Horse Park
    ‪16 min drive‬
  • Keeneland Racing Course
    ‪21 min drive‬
  • Lexington, KY (LEX-Blue Grass)
    ‪21 min drive‬

Room options

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About the area

Midway

In Midway .A stay at this vacation home places you within half a mile (1 km) of Damselfly Gallery and 6 miles (10 km) of Equus Run Vineyard & Winery. Also within 9 miles (15 km) are Headley-Whitney Museum and Nostalgia Station Toy Train Museum.
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What's nearby

  • Equus Run Vineyard & Winery - 8 min drive - 6.8 km
  • The Kentucky Castle - 15 min drive - 14.6 km
  • Kentucky Horse Park - 16 min drive - 18.0 km
  • University of Kentucky - 20 min drive - 28.1 km
  • Keeneland Racing Course - 21 min drive - 22.1 km

Getting around

  • Blue Grass Airport (LEX) - 21 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dairy Queen - ‬10 min drive
  • ‪Wallace Station - ‬3 min drive
  • ‪The Midway Bakery - ‬1 min walk
  • ‪Heirloom - ‬12 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.

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.

Property manager

STEVE SIMOFF

Languages

English

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  • Washer
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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Car required
  • Limited onsite parking (max 2 spaces)
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Golf
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Hiking/biking trails nearby
  • Wildlife walks nearby
  • Winery tours 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

  • Electric car charging station
  • Garden
  • Unit size: 1,900 square feet

Policies

Check-in

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

Check-out

Check-out before 10:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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 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. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 114 out of 117 reviews
Rating 8 - Good. 2 out of 117 reviews
Rating 6 - Okay. 1 out of 117 reviews
Rating 4 - Poor. 0 out of 117 reviews
Rating 2 - Terrible. 0 out of 117 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Laura M.

Liked: Cleanliness
Best location in Midway!
Close to the charming downtown of Midway, right outside of Lexington. So cozy and clean. Great host and a great stay!
Stayed 2 nights in Mar 2025

10/10 Excellent

Beth H.

Liked: Cleanliness
Perfect location!
This is a charming cottage with lots of character & creature comforts. The breezy covered deck behind the house is ideal for hangin’ out. Owner is gracious & helpful. Location was perfect for our girls’ trip. Enjoyed gorgeous fall foliage, Kentucky Bluegrass Rail Explorers (so much fun!), walked to quaint downtown Midway for shopping & lunch, visited the champion thoroughbreds of Claiborne Farm (home of Secretariat), Race Day at Keeneland, toured the decks of Noah’s life-sized ark, and roamed beautiful Kentucky Horse Park. ♥️🐎
Stayed 4 nights in Oct 2024

10/10 Excellent

Lou U., Stamford

Liked: Cleanliness
Perfect get away
This wonderful cottage is everything it says it is. Charming and well appointed and walking distance to town.
Stayed 2 nights in Sep 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness
eclectic Fun and great location
Wonderful property!! Looking forward to our next stay
Stayed 3 nights in Aug 2024

6/10 Okay

Jason N.

Great Location but Odd Experience
Overall the experience was fine, not great or good. The kitchen had random left over alcohol in the pantry, random condiments and various food in the fridge. Needs a refresh of pots and pans to cook with. There was an odd odor that we could not determine to be skunk or weed that was kept in the home. Upstairs air conditioner units did not function well. Interaction with the owner were awkward, invited himself into the home for a drink and cigar, lit a bonfire in the backyard with his grandson, after we were gone all day he came then to mow the grass when we wanted to just unwind. Overall, the place was fine but not somewhere I am returning to anytime in the future.
Stayed 2 nights in Jul 2024

10/10 Excellent

Darci C.

Liked: Cleanliness
Wedding party
Perfect place for bride and bridesmaids. We had the best time!
Stayed 2 nights in Jul 2024

10/10 Excellent

Floyd D., Memphis, TN

Liked: Cleanliness
Golf & Bourbon Trail Trip
Steve is a great host and the property is exactly as described. Our trip went smoothly with no issues at all! Looking forward to a return trip in the very near future!
Stayed 4 nights in Jul 2024

10/10 Excellent

Gail C.

Liked: Cleanliness
Bourbon Trail Newbies
My brother, myself and our spouses combined bourbon and a family gathering. I looked at The Charming cottage location and the pictures plus glowing reviews. I decided right away that this was the place for us. I don’t like to brag, but I picked us a winner! Steve is a wonderful host.
Stayed 3 nights in Jun 2024

10/10 Excellent

Susan V.

Liked: Cleanliness
Stevehaven Trail Blazers
Wonderful location in the heart of bourbon and horse country. Owner was very accommodating and informed us about many activities that we may have missed including the wonderful bakery located just a few doors down from the house.
Stayed 3 nights in Jun 2024

10/10 Excellent

Joni S.

Liked: Cleanliness
Convenient and Clean
We had a group of friends meet up that live in different states. The property was convenient to activities and restaurants and also had a great outdoor space to hang out and catch up. Nice lay out. Everyone had their own bed without having to stay in separate hotel rooms. The owner was helpful and friendly.
Stayed 2 nights in Apr 2024

10/10 Excellent

Amy M.

Liked: Cleanliness
Relaxing family getaway
The cottage was perfect for our trip! Comfortable, cozy, and homey!
Stayed 3 nights in May 2024

10/10 Excellent

Patrick B.

Liked: Cleanliness
Getaway
Great stay and spot! Look forward to returning!
Stayed 4 nights in May 2024

10/10 Excellent

Eddie B.

Liked: Cleanliness
Top Shelf! Absolutely Awesome!
Steve is an incredible host! This property surpassed all expectations. The house has everything and more that you would need and is perfectly located between Keeneland and Buffalo Trace. Steve is a fantastic wealth of knowledge about Midway and has great recommendations on anything needed from restaurants to places to visit. Easily the best host and house we have worked with and stayed t! Steve's communication was exceptional throughout the entire process. We cant wait to return.
Stayed 4 nights in Apr 2024

10/10 Excellent

Molly R.

Liked: Cleanliness
Nice getaway
We stayed for 3 nights to relax after the holidays. The area was wonderful for us to spend time together.
Stayed 3 nights in Dec 2023

10/10 Excellent

Mary Beth S.

Liked: Cleanliness
Midway
Comfortable house, quiet location, beautiful country. Location is very convenient to both Lexington and Frankfort. Steve is very friendly, accommodating, helpful. We planned an extra day to explore the area and wished we had longer. We will return for a longer staywhen we get the opportunity.
Stayed 3 nights in Oct 2023

10/10 Excellent

Kevin T.

Liked: Cleanliness
Quaint cottage in beautiful horse country
Absolutely perfect little cottage in horse country. Close to Keeneland for a perfect weekend trip with the family. Beautiful porch and fire pit in the yard. Would 100% recommend. Steve was incredibly helpful with not only the home but recommendations in the area and keeneland tips.
Stayed 2 nights in Oct 2023

10/10 Excellent

Ann B.

Liked: Cleanliness
Girl trip
We had a great time seeing so many horses.
Stayed 4 nights in Oct 2023

10/10 Excellent

Linda P.

Liked: Cleanliness
Golden Girls Princesses
We had a great time ! Steve was great to work with.
Stayed 3 nights in Sep 2023

10/10 Excellent

Brandon H.

Liked: Cleanliness
College move in
Our family stayed here while moving our daughter in to the University of Kentucky. The location of this property is ideal for anyone visiting bourbon distilleries, horse farms, universities, or the charming town of Midway. The property has a warm homey feel (not the cold white sterile looks to many rentals lately). The owners communicates well and was very accommodating to us as we had a late arrival. He made sure we were able to find his property easily. It was clean and the kitchen seems well stocked although we didn’t prepare any meals. I would recommend this property to friends and would stay again.
Stayed 2 nights in Aug 2023

10/10 Excellent

Trent M.

Liked: Cleanliness
Golfing and bourbon
Between the bourbon distilleries and the golf courses that we chose to play the location was ideal. The property was everything that we needed and Steve was great. He was there for anything if we needed it.
Stayed 4 nights in Jul 2023

10/10 Excellent

Horseencore J.

Liked: Cleanliness
Midway Retreat
Very convenient . Really nice property. Very much enjoyed our stay. We definitely plan to be back.
Stayed 2 nights in Jun 2023

10/10 Excellent

Teddy D.

Liked: Cleanliness
Great place to stay!
My friends and I spent 2 nights in this marvelous cottage. The town is quite unique with delicious places to eat, where you can sit outside, if you want to watch those passing by. We sat around the firepit in the evening-great place to sip bourbon :). Location has easy access to the many bourbon sites and tours. I highly recommend staying here, Stephen was a great host, we hope to return..
Stayed 2 nights in May 2023

10/10 Excellent

Ryan S.

Liked: Cleanliness
Great outdoor space to unwind and catch up
We had a men's family golf outing for a few days and several of us wanted an alternative to the hotel most were staying at. This location was perfect as it was closer to both golf courses. We weren't at the property a ton of time but really enjoyed the evenings after golfing talking on the back porch and around the large fire pit. Steve was attentive and a great guy. Chatted with us a bit but left us alone unless we needed something etc. The bakery director next door was a nice place to get a breakfast sandwich and soak up the remainder of the bourbon from the previous night 😉
Stayed 3 nights in May 2023

10/10 Excellent

Tyler P.

Liked: Cleanliness
Fun and convenient
This is a fun and fascinating property. Within a short walk of attractions in Midway you’ll enjoy peace and quiet with a beautiful view of the sunset.
Stayed 2 nights in Apr 2023

10/10 Excellent

Cory A.

Liked: Cleanliness
What an amazing find!
The listing is very charming with lots of great pictures, but the house was even more charming in person. What you can't see is that it sits in a beautiful small town with several great restaurants within walking distance. Couldn't have had a better experience!
Stayed 3 nights in Mar 2023