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

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Exterior - Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country (Midway)
Terrace/patio - Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country (Midway)
Interior - Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country (Midway)
Interior - Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country (Midway)
TV, books, offices - Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country (Midway)
Midway's charming downtown is just steps away from this newly renovated home, with clean, allergy-free space and hardwood floors throughout. With three flat-screen TVs and WiFi access, you can unwind in the spacious living room or relax on the private porch with an infrared grill.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 7177 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

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 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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  • 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
Information provided by the property may be translated using automated translation tools

Pets

Pets not 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
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

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 while in town? See what's going on at Keeneland Racing Course, or consider a night out at The Kentucky Castle. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Midway travel guide
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Map
Midway, KY

What's nearby

  • Kentucky Horse Park
    Kentucky Horse Park
    14 min drive - 28.7 km
  • Equus Run Vineyard & Winery
    4 min drive - 7.5 km
  • Old Friends Thouroughbred Retirement Farm
    8 min drive - 14.9 km
  • Kearney Hills Golf Links
    10 min drive - 20.9 km
  • Headley-Whitney Museum
    11 min drive - 14.3 km

Getting around

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

Restaurants

  • Dairy Queen
    10 min drive
  • McDonald's
    3 min drive
  • Circle K
    10 min drive
  • Rocky’s Pub
    11 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 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).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 126 out of 129 reviews
Rating 8 - Good. 2 out of 129 reviews
Rating 6 - Okay. 1 out of 129 reviews
Rating 4 - Poor. 0 out of 129 reviews
Rating 2 - Terrible. 0 out of 129 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Connor A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. Cottage was very clean, well stocked, and cozy.
Stayed 2 nights in Oct 2025
Verified

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
Verified

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
Verified

10/10 Excellent

Holly W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent choice to stay, relax, laugh and renew. This cottage was perfect for our long weekend. The rooms inside were comfortable and cozy. The artwork and decor were an added plus. The outside deck was so relaxing for our morning coffee and pastries from the bakery 2 doors down. Steve is the host with the most. We love what Midway has to offer and will be back. Thank you Steve! Holly, Sue, Patty and Roxann
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Linsley H.

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

Kentucky charm

We came down for a 70th birthday party nearby and this cute cottage was perfect for 3 friends over the weekend. Spacious inside and out. Loved the rocking chairs on porch! Plenty of places to chat and kitchen was the most well-stocked kitchen we've ever seen in a rental. Thank you so much! Would absolutely stay again and may do so for the fall races!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Susan V.

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

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
Verified

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
Verified

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
Verified

10/10 Excellent

Mary Beth S.

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

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
Verified

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
Verified

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
Verified

10/10 Excellent

Eddie B.

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

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
Verified

10/10 Excellent

Brandon H.

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

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
Verified

10/10 Excellent

cameron s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about this cottage was terrific!
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Jana K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming community and lovely home. Close to shopping and restaurants. Host is helpful and responsive, yet non-intrusive. It was a quiet and peaceful stay. Just what I needed to unwind and relax.
Stayed 4 nights in Sep 2025
Verified

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
Verified

10/10 Excellent

Jamil F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and access to main Street Midway. Also logistically accessible to many Bourbon distilleries in the area. Very spacious house with capability to house larger parties. The deck was awesome to relax and enjoy bourbon.
Stayed 2 nights in Aug 2025
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Terry M.

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
Verified

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
Verified

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
Verified

10/10 Excellent

Debbie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was a perfect location! Also very comfy, cozy & quaint! Plenty of room. The beds were very comfortable. The owner was very attentive and helpful in all ways! The bakery, just a few steps away, is fantastic. The deck is great for sitting out in the evening or morning coffee. We would stay here again. And I would highly recommend.
Front porch
Back deck
Stayed 2 nights in Jun 2025
Verified

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