Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

See all properties

Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms1 bathroomSleeps 4

Popular amenities

Outdoor space
Parking available
Free WiFi
Air conditioning

Explore the area

Midway, KY

Equus Run Vineyard & Winery
‪8 min drive‬
Kentucky Horse Park
‪16 min drive‬
Keeneland Racing Course
‪22 min drive‬
Lexington, KY (LEX-Blue Grass)
‪22 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Clover Room

1 Double Bed

Poppy Room

1 Queen Bed

1 bathroom

Little Blue

Toilet · Shower only

Spaces

Garden

About this property

This unique, early 1800’s historic house sits 50 FEET from the railroad. The train blows by 3x during the day, tooting & whistling away & once or twice at night. It is the second oldest residence built in Midway. The plot of land where the house sits was one of the initial purchases from the railroad company which was one the first towns in KY to build a Railroad Town.
Guests will enjoy their private, bright & cozy upstairs with 2 nicely sized bedrooms with plenty of closet space. The bathroom in between the bedrooms & breakfast nook is very small, but clean & efficient. There is a mini fridge, coffee & tea station. Ice bucket @ 5:00 pm each night is available upon request. Entrance & exit is through the front door & through the one-room art gallery which is closed off from the rest of the house. 9 ORIGINAL VERY STEEP & NARROW STAIRS leads to the cheery upstairs accommodations. STAIRS ARE NOT FOR PEOPLE WITH MOBILITY ISSUES. BIG, HEAVY SUITCASES ALSO WILL POSE A PROBLEM IF YOU ARE NOT UP FOR WRANGLING THEM UP THE 9 STAIR CLIMB. Please see pictures :)
Ample off street parking is available. If you are bicycle-touring/racing, garage arrangements in back can be be made for bicycles. Off street horse trailer parking can also be arranged.
Ellen, the host, lives in the back part of the house which is closed off from the art gallery room & upstairs. The house is located on the residential side of Main St. (aka Railroad St.) & is 1/2 block away from restaurants & shops where you will also find Ellen’s Art Gallery & Gift Shop THROW ME A CARROT. She can be reached anytime if needed on her cell phone (preferably by text) during your stay.

Property manager

Ellen Skidmore

Premier Host

Languages

English

Add dates for prices

Amenities

Free WiFi

Air conditioning

Outdoor space

Parking available

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Kitchen
Washer
Dryer
Air conditioning

House Rules

Check in after 12:00 PM

Minimum age to rent: 21

Check out before 12:00 PM

Children

Adults only

CHILDREN FROM 9 YRS IS PREFECT FOR THE PROPERTY

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Please place used dishes etc. in basket. If you’d like clean dishes and refreshed ice-bucket, please leave at top of stairs when leaving for the day.

Please park in house’s off-street driveway to right of house leaving space for another car to your side not in front of the house

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

Long-term renters welcome

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

About the area

Midway

Located in Midway, this holiday home is in the city centre. Buffalo Trace Distillery and Equus Run Vineyard & Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Kentucky Horse Park and Cove Spring Park. Looking to enjoy an event or a game? See what's going on at Keeneland Racing Course or The Red Mile Racetrack. Discover the area's water adventures with power boating and fishing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.

Midway, KY

What's nearby

Equus Run Vineyard & Winery - 8 min drive - 6.1 km
The Kentucky Castle - 16 min drive - 15.4 km
Kentucky Horse Park - 16 min drive - 17.3 km
University of Kentucky - 20 min drive - 27.4 km
Keeneland Racing Course - 22 min drive - 22.9 km

Getting around

Lexington, KY (LEX-Blue Grass) - 22 min drive

Restaurants

‪McDonald's - ‬17 min walk
‪Wallace Station - ‬4 min drive
‪The Midway Bakery - ‬14 min walk
‪Heirloom - ‬2 min walk
‪The Goose & Gander - ‬3 min walk

Frequently asked questions

Is Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

Check-in begins at 12:00 PM.

What time is check-out at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

Checkout is at 12:00 PM.

Where is Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland. located?

Located in the heart of Midway, this holiday home is steps from Damselfly Gallery and within 9 mi (15 km) of Equus Run Vineyard & Winery and Headley-Whitney Museum. Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are also within 9 miles (15 km).

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

9.0/10

Amenities

9.4/10

Property conditions & facilities

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

John T.

15 December 2024

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

A taste of Kentucky

Beautiful historic house in a village setting. Surrounded by the best of the bluegrass.

Stayed 2 nights in Dec 2024

10/10 Excellent

Amy D.

1 December 2024

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

Stayed 3 nights in Oct 2024

10/10 Excellent

David C.

26 October 2024

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

Midway gem!

What a quaint and lovely home! Well preserved 200 year old home with beautiful artwork to enjoy. Great location for Keeneland, UK activity and bourbon trail!! Ellen was a great hostess!!

Stayed 2 nights in Oct 2024

10/10 Excellent

wendy R.

17 October 2024

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

Beautiful Historic Home Right in Midway

This is such a beautiful historic home. Location couldn’t have been better for our days at Keeneland since we could go in the pretty back roads and miss the huge traffic jams. At night, we booked dinner in some fabulous small restaurants in Midway, which were just a few steps away. The home was comfortable and yes, the stairs are steep, but no problem for us. Would absolutely stay here again!

Stayed 2 nights in Oct 2024

10/10 Excellent

Elizabeth V.

25 September 2024

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

Great Host! Convenient location!

Host is awesome-- would love to come back!

Stayed 4 nights in Sep 2024

10/10 Excellent

Melissa Rusher M.

7 June 2024

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

Serenity

Beautifully appointed home in historical and charming Midway where art, restaurants (foodie delight), unique boutiques, quiet walks and pleasant greetings are plentiful. Downtown is just across the street to these conveniences. Taking a tour of a horse farm, Bourbon distillery or winery is only minutes away and well worth the time spent. Lexington is minutes away for all the attractions, but quite honestly Midway and this beautiful home provided such serenity that we felt this was a home away from home and it was hard to leave. The host is very warm and welcoming and we were treated like friends as if we've known each other our whole life. This entire trip has been memorable for the ages and this property and host were the little gem that made is absolutely perfect!

Stayed 4 nights in May 2024

10/10 Excellent

Chris P.

16 May 2024

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

Charming Property and Awesome Stay

We booked this property the weekend of the derby. It was perfect for us. Everything is well thought of- and just absolutely charming. Property owner is accessible and wonderful to communicate with- we will definitely rebook in the future ❤️

Stayed 2 nights in May 2024

10/10 Excellent

Anna S.

19 April 2024

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

Great and will stay again

Perfect for a short trip. I believe it'd be perfect for a long trip too.

Stayed 3 nights in Apr 2024

10/10 Excellent

SUSAN R.

7 August 2023

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

Charming 1830’s cottage

A girlfriend and I had an event in Frankfort, just 15 miles away, and wanted a more interesting experience than can be found in a hotel. We both really enjoyed this home, full of the owner/artist’s colorful, whimsical art. Each of us had a spacious bedroom of antique furniture, with a small well equipped bathroom, and a sitting area with window, coffee, tea and small refrigerator off of the landing between us. The gardens were beautiful, and Ellen was a great host. The steps are steep but we had no problems climbing them, and the rope handrail felt authentic. We would definitely stay here again. We also enjoyed the eclectic little shops and restaurants in downtown Midway, within easy walking distance.

Stayed 2 nights in Aug 2023

10/10 Excellent

Megan S.

21 June 2023

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

Loved LOVED Loved it!

Beautiful home, perfectly and accurately described. Ellen was a great host. Her art is inspirational. The small town of Midway was a breath of fresh air from the city. Everyone we encountered was gracious and polite. We can't wait to visit again.

Stayed 3 nights in Jun 2023

10/10 Excellent

Nicole R.

7 May 2023

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

Weekend Getaway

As two working moms, we were excited to have a weekend where our calendars aligned. This cute little house was the perfect space and location. In the morning we were able to walk and grab a cup of coffee before heading out to a few distilleries. In the evenings, we took advantage if the nearby restaurants. The space was clean and there were cute touches throughout. As stated in the description, the stairs up are narrow and steep. The shower is also very small, functional and clean, but small. If you sleep late, you will want to know there are a couple trains that go by “early”(after 7 am). The tracks are just on the other side of the street close to the front of the house. As an early riser, this wasn’t a problem for me. Overall, it was prefect for two moms needing a couple of nights away. I would definitely stay here again.

Stayed 2 nights in May 2023

8/10 Good

Jennifer D.

3 May 2023

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

Charming Midway

We were in town for the Land Rover three day event. Midway was charming and the people were unbelievably friendly! Ellen was awesome. Her home was comfortable with delightful furnishings and really added to our experience.

Stayed 3 nights in Apr 2023

10/10 Excellent

Holly W.

24 April 2023

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

Just what we needed.

This is our 3rd stay with Ellen for a well needed girl’s weekend. As always, we left with more great memories. Ellen is a very attentive host and we love the convenience of being able to walk to the dinner on Main St. Having coffee in the morning was very cozy. That’s all we needed! Thanks Ellen, We’ll be back.

Stayed 4 nights in Apr 2023

10/10 Excellent

Kevin H.

27 March 2023

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

Quaint and cozy accommodations

Ellen was a wonderful She was very knowledgeable about the area and gave us many fantastic recommendations for activities and eateries. The accommodation were as stated on the site. Lovely!

Stayed 2 nights in Mar 2023

10/10 Excellent

Susan J.

7 March 2023

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

Unique and lovely…. Very personal experience.

A new experience for us…nothing else like it! Wonderfully novel!

Stayed 2 nights in Mar 2023

10/10 Excellent

Sunny M.

19 December 2022

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

70th Birthday

Brought our mom to midway to celebrate her 70th birthday. Our stay was amazing. Ellen is the best!! The place was just perfect!

Stayed 1 night in Dec 2022

10/10 Excellent

Jackie D.

23 October 2022

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

Very beautiful!!!

This house was very beautiful and accommodating for our needs!!!!

Stayed 2 nights in Oct 2022

10/10 Excellent

Connie R.

20 October 2022

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

In town for the Thoroughbred Makeover at the Kentucky Horse Park.

My stay couldn’t have been more perfect! The horse park is a short drive and several excellent restaurants are within walking distance. The town of Midway and the accommodations were absolutely charming. Ellen’s beautiful artwork, fascinating life story and love of horses (as evidenced in her art) made my stay even more memorable and special. I would definitely recommend a stay here. Ellen, thank you so much for a fabulous stay.

Stayed 5 nights in Oct 2022

10/10 Excellent

Mollijo R.

15 October 2022

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

Perfect stay in horse country!

Ellen’s house is a perfect location in Midway. It is within walking distance of shopping and the wonderful Heirloom Restaurant. It is a short and beautiful drive to Keeneland and many distilleries. Her home is charming, comfortable and full of her exquisite art! I want to own every piece ❤️ She is an excellent host and I would highly recommend her home to any visitor to Kentucky!

Stayed 3 nights in Oct 2022

10/10 Excellent

Sarah R.

22 September 2022

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

Adorable home in the heart of a cute small and historic town

We had a wonderful stay. The house was so cute and comfortable. Very affordable and we will definitely be staying again.

Stayed 2 nights in Sep 2022

10/10 Excellent

Hilary B.

20 September 2022

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

quaint cozy little getaway

We loved our time at Ellen's place. Cute, cozy, and in the center of little downtown Midway, KY. Walking distance from many great little restaurants, bars, and shops and a great walking trail too. Thanks Ellen!

Stayed 4 nights in Sep 2022

10/10 Excellent

Teresa F.

15 September 2022

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

A Cozy Place to Stay

Staying at Ellen's was very refreshing. Ellen was very easy to work with and very patient with answering my questions. I was a little concerned about being near the train tracks, but it was very cool! Most of the time we didn't know it had went by! The steep stairs were challenging, but staying in a historical place made it worthwhile.

Stayed 5 nights in Sep 2022

10/10 Excellent

Jill B.

10 August 2022

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

So Cute!

We had a wonderful stay in this adorable property. Very clean, comfortable bedrooms in a very quaint little house and community. Hostess was wonderful and we enjoyed all of her whimsical artwork. Bathroom is small but everything else totally makes up for it. We would definitely stay here again! Also, love Kentucky! Very convenient location!

Stayed 3 nights in Aug 2022

10/10 Excellent

Julia H.

6 August 2022

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

An Artistic Treasure!

Cannot say enough wonderful things about our 4 night stay at the Railway House in Midway, KY! From the darling home with very comfortable accommodations, immersion in the owner's gallery of bright whimsical equine art, the location in picturesque Midway to Ellen's gracious hospitality and engaging personality, made our visit 5 star plus! Great location & proximity to the entire Bluegrass area and Midway is the quintessential quaint Southern town with a variety of great restaurants and shops. We are looking forward to many more visits with Ellen!

Stayed 4 nights in Jul 2022

10/10 Excellent

Julia C.

1 June 2022

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

Wonderful stay in a charming place

We thoroughly enjoyed our stay at this charming and unique place. We loved the original features of the house, and the location was perfect for walking to restaurants and shops. Ellen is a wonderful host and artist and our stay at the house made our trip extra enjoyable.

Stayed 3 nights in May 2022

About the host

Hosted by Ellen Skidmore

Ellen has been behind the easel for almost 30 years. Her paintings are held in private and public collections across the US & in Europe. In Midway, she found the perfect place to open her own small gallery. With her unique designs, she started Throw Me A Carrot, LLC which specializes in equestrian themed gifts. A portion of these sales is donated to Thoroughbred Aftercare Alliance.

Why they chose this property

Perfect for people who appreciate historic homes. This house was built in the early 1800’s. It is located on the residential side of Main St. but Is only a short block’s walk to the Railroad Shops & restaurants of Midway.
Midway is just off interstate 64 so only15 minutes to the Kentucky Horse Park, Keeneland Race Course & the infamous Bourbon Trail, horse farm tours, etc.

What makes this property unique

Large desk, fast WiFi, great beds, reading/relaxing chairs, big closets. The Cookie Nook which is in between the two bedrooms and opposite the bathroom has a Keurig coffee maker, electric water kettle, mini fridge with sugar, cream, plates etc. provided.
Ellen lives and works full time on the property and is usually around to hopefully answer any questions preferably by text.

Languages:

English

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback

Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Photo gallery for Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

Clover Room

Poppy Room

1 bathroom

Little Blue

Spaces

About this property