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Entire home·Private host

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

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

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

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 7177 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Outdoor space

Add dates for prices

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

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

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

Kitchen

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

  • Laundry facilities
  • 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

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Cozy cabin in the heart of horse country

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  • Washer
  • Dryer
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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

Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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

We should mention

A car is required for transport to and from this property

About the area

Map
Midway, KY

What's nearby

  • Equus Run Vineyard & Winery - 5 min drive - 7.5 km
  • Kentucky Horse Park - 19 min drive - 29.6 km
  • The Kentucky Castle - 20 min drive - 18.3 km
  • Buffalo Trace Distillery - 21 min drive - 28.0 km
  • Keeneland Racing Course - 25 min drive - 27.9 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 21 min drive

Restaurants

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

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 0.6 mi (1 km) from Damselfly Gallery and within 9 miles (15 km) of Equus Run Vineyard & Winery and Headley-Whitney Museum. Nostalgia Station Toy Train Museum and Old Friends Thouroughbred Retirement Farm are also within 9 miles (15 km).

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

Reviews

10

Exceptional

Rating 10 - Excellent. 120 out of 123 reviews
Rating 8 - Good. 2 out of 123 reviews
Rating 6 - Okay. 1 out of 123 reviews
Rating 4 - Poor. 0 out of 123 reviews
Rating 2 - Terrible. 0 out of 123 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

eclectic Fun and great location

Wonderful property!! Looking forward to our next stay
Stayed 3 nights in Aug 2024

10/10 Excellent

Amy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing family getaway

The cottage was perfect for our trip! Comfortable, cozy, and homey!
Stayed 3 nights in May 2024

10/10 Excellent

Lou U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Patrick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

Great stay and spot! Look forward to returning!
Stayed 4 nights in May 2024

10/10 Excellent

Kathy w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

We couldn't have a better stay or host.
Stayed 4 nights in Oct 2022

10/10 Excellent

Molly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Floyd D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Darci C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding party

Perfect place for bride and bridesmaids. We had the best time!
Stayed 2 nights in Jul 2024

10/10 Excellent

Terry M., Dallas, TX

The cabin was great. Very comfortable.

Steve, the owner, very nice and helpful on information. We would certainly stay here the next time we visit this area.
Stayed 3 nights in Apr 2019

10/10 Excellent

Nancy V.

Great Location!

Great location with a relaxing patio! Steve is very knowledgeable about the area and provided excellent recommendations and assistance in seeing the highlights of the area!
Stayed 2 nights in May 2019

10/10 Excellent

Horseencore J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Ann B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girl trip

We had a great time seeing so many horses.
Stayed 4 nights in Oct 2023

10/10 Excellent

Kimberly E., Franklin

Liked: Cleanliness, check-in, communication, location, listing accuracy

Horse Country Stay

We loved our stay in Midway at this charming property! Steve was wonderful at providing us with recommendations for the area! We walked in and there were fresh flowers in every room —what a special touch. When coming back to the area, we will definitely stay here again!!
Stayed 3 nights in Apr 2022

10/10 Excellent

Debbie K.

Great location, plenty room

Enjoyed our stay. The house was comfortable & great for relaxing at the end of the day. Location was central to our planned activities in the area. Steve was easy to work with & gave us some good tips about the area in advance of our trip. The Midway Bakery 2 doors down was excellent!
Stayed 3 nights in Oct 2018

10/10 Excellent

Linda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golden Girls Princesses

We had a great time ! Steve was great to work with.
Stayed 3 nights in Sep 2023

10/10 Excellent

Teddy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Darcy S., Edmond, OK

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing cottage and host

This amazing cottage is very clean, has everything you could possibly need, and is conveniently located. The back yard is so peaceful. Steve is a terrific host who went above and beyond to make our stay so very special and memorable. I would definitely book this property again!
Stayed 3 nights in Apr 2021

10/10 Excellent

Beth H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Trent M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Tyler P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Gail C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Kevin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Kenneth D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect !!

We really enjoyed the home and the town of Midway ! Steve was great and very accommodating ! We loved the back porch and the coziness of the home. We will be returning in the future !!!
Stayed 2 nights in Aug 2022

10/10 Excellent

Joni S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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