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

Top rated by guests
Built in early 1800,s
Cookie Nook between 2 bedrooms
Cookie Nook to Clover Room
Cookie Nook
Entrance/Parlor
review stars
9.7Outstanding
(52 Ratings)
"Noting but character and charm in this historic house in the beautiful town of Midway, KY. This is the epitome of a Bluegrass experience. When you visit, don't fail to eat and Heirloom, just down th..."
John T.
Don't miss out! Price and availability may change
9.7 / 10
Outstanding(52 Ratings)

House in Midway, KY

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
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About this house rental

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 NEED TO CONFIRM THEY CAN HANDLE THE ORIGINAL OLD STEEP & NARROW STAIRCASE BEFORE BOOKING ACCEPTED.
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. GUESTS MUST ACKNOWLEDGE THEY HAVE SEEN/READ RE. STAIRS BEFORE BOOKING IS ACCEPTED 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.

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

Non-smoking
No pets allowed

Map of Midway, KY


Ratings and reviews

9.7 / 10
Outstanding(52 Ratings)
10 / 10Outstanding·May 2026
Noting but character and charm in this historic house in the beautiful town of Midway, KY. This is the epitome of a Bluegrass experience. When you visit, don't fail to eat and Heirloom, just down the street.
10 / 10Outstanding·May 2026
We thoroughly enjoyed our stay! Ellen is an excellent host and accommodated our every request with gladness. The atmosphere and decor of this lovely home takes one back to another time in old Midway. It’s walkable to all of the best dining and shopping in downtown Midway. The staircase does have steep stairs, and some may find the shower a little small, but neither were issues for us. The rooms were comfortable. We were provided a small fridge, single cup coffee maker and tea kettle with great tea and coffee selections. There were so many cute touches. We will be returning for sure.
10 / 10Outstanding·Apr 2026
I loved being in this cozy, historic home. So refreshing being somewhere with history and personality. Ellen is an absolute joy, and being surrounded with her artwork made me smile every day. The beds are comfy, the little coffee nook and mini fridge is such a nice, hospitable touch. The location is perfectly centered between Keeneland and The Horse Park. Also, easy to get to Buffalo Trace for those bourbon lovers. Downtown Midway had a surprising number of resteaunts to choose from in walking distance. And do NOT miss going to your host's charming art gallery before dinner. Absolute gem.
10 / 10Outstanding·Apr 2026
We love, love, love staying here! It’s beautiful, comfortable and just steps from everything in Midway. We love staying here! Ellen is very gracious accommodating. Can’t wait to stay here again.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.