Bourbon Trail, Horse Park & Farms, Keeneland, Vineyard & Winery

Midway, Kentucky
$299 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

The Cottage is an old family farm house that's been totally renovated and offers all new amenities. You also have the perfect front porch view of picturesque Equus Run Vineyards, located just across the road, and access to South Elkhorn Creek. Have a cup of coffee on the front porch and enjoy the sunrise over the vineyard.

It's in heart of horse country, but close to:
Kentucky Bourbon Trail
Kentucky Horse Park
Keeneland Race Track
Equus Run Vineyard & Winery
Saddlestone Distillery
Old Friends Thoroughbred Retirement Farm
Historic Midway
Lexington, Georgetown, Frankfort and Louisville.

Excellent dining choices are close by in Midway, Lexington, Georgetown and Frankfort.

The cottage is easily accessible from I-64 via two exits and sits on 15 acres on a beautiful country road nestled in the midst of thoroughbred horse farms. Guests have access to the entire house. Feel free to walk throughout the 15 acres, read a book on the front porch, fish down at the South Elkhorn Creek, put your kayak in the creek, or relax on the back covered patio or gazebo.

Each of the three bedrooms has a queen bed and private full bath. Bed linens, towels, basic toiletries and hair dryers are provided. The kitchen is fully functional so you can enjoy cooking tasty creations or just opting for a cup of coffee in the morning. A full laundry room is off the kitchen area. The living and dining area is a wonderful co-mingled space with views out to the vineyard. The house is comfortable, cozy, and updated.

For Kentucky Bourbon Trail Explorers--
This is the perfect spot to stay if you're working your way through the Kentucky Bourbon Trail. Five of the distilleries are less than 25 miles away; the furthest is 75 miles away. Several craft distilleries, breweries and wineries are also nearby. In just a few short day trips you will be able to take in the trail and hit some other spots as well!

For Horse Lovers and Racing Fans--
Saddlestone's neighbors are thoroughbred farms including Glencrest, Audubon, and Margaux farms. Zenyatta, a Breeder's Cup favorite, resides at Lane's End Farm, and triple crown winner American Pharaoh is at Coolmore's Ashford Stud--both in Versailles, which is a short 15 minute drive away. Old Friends Thoroughbred Retirement Farm is 5 minutes away and Keeneland and the Kentucky Horse Park are each about a 15 minute drive.

For Foodies and Gastronomes--
It's a definite--you will not go hungry! Lexington, Midway and Georgetown have an amazing array of non-chain, independent restaurants. There's farm-to-table, southern infused, time-honored recipes to the latest culinary trends, the restaurant scene is sure to impress.

For History Lovers--
You'll want to visit Ashland, the estate of Kentucky's greatest statesman, Henry Clay, and the Mary Todd Lincoln home. Both are located in Lexington. Dr. Thomas Hunt Morgan, the father of modern day genetics, was born in Lexington and was the first Kentuckian to win a Nobel Prize. The Hunt-Morgan House, located in beautiful, historic Gratz Park, is also open for tours. On the Frankfort side, you can visit Daniel Boone's grave in the Frankfort Cemetery or take in a tour of Rebecca Hunt Candy. Shakertown at Pleasant Hill is a wonderful place to hike, bike, and dine. Take in some amazing architecture and stay for a delicious meal at the Trustees Table.

For Civil War Buffs--
Camp Nelson was established as a supply depot and hospital during the Civil War for the U.S. Army and became a large recruitment and training center for African American soldiers (USCTs), and a refugee camp for their wives and children. Thousands of enslaved people escaped to this site with the hope of securing freedom and ultimately controlling their futures by aiding in the destruction of slavery.

Perryville Battlefield became the site of the most destructive Civil War battle in the state which left more than 7,600 killed, wounded or missing. The Perryville Battlefield park museum tells of the battle that was the South’s last serious attempt to gain possession of Kentucky.

Birthplaces of Abraham Lincoln and Jefferson Davis. Both presidents during the Civil War were born in Kentucky. Lincoln in Hodgenville and Davis in Fairview.

So, relax and enjoy the perfect home base for touring the Bourbon Trail, visiting Keeneland, taking in historical sites or enjoying a glass of wine on the front porch swing. This is the perfect country retreat while being close to everything!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children Unit Size: 1900 Sq Ft (177 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Hunting Nearby Kayaking Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books DVD Player Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Hospital Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Cynthia S.

    Submitted Nov 17, 2025

    Stayed Nov 8, 2025

    Perfect home to stay with friends. Clean and comfortable and great location.

  • Pam B.

    Submitted Oct 27, 2025

    Stayed Oct 23, 2025

    This was our second stay at Saddlestone Cottage, and, once again, everything was exceptional. The kitchen is more than adequate, and everything is so clean. Communication with the owner great. Plenty of seating for everyone. We didn’t lack for anything. Plus, having the winery right across the road is great!

  • Lisa Z.

    Submitted Oct 12, 2025

    Stayed Oct 2, 2025

    This home is beautiful and well appointed. The beds are super comfy and it was perfect for three couples with each bedroom having its own bath and a half bath downstairs for everyone to use. The winery is across the road and beautiful! We will definitely be back!

  • Ingrid B.

    Submitted Oct 3, 2025

    Stayed Sep 29, 2025

    Nice inside. Outside porches need updates.

  • Daniel S.

    Submitted Sep 14, 2025

    Stayed Sep 11, 2025

    It is a beautiful and clean home. There was plenty of room for 6 adults in the house and around the dinner table. There is a newer pergola in the back of the house that wasn't listed which was a nice surprise. I would stay here again.

  • Shelia M.

    Submitted Jun 29, 2025

    Stayed Jun 27, 2025

    The house is even better than the pictures show. Everything was great!! The bedrooms with bathrooms were large and had everything needed. The yard was beautiful. The house was the cleanest house we’ve ever rented. The kitchen is fully stocked. Beds and furniture were comfortable! We walked to the winery and it was amazing.

  • Tim T.

    Submitted Jun 9, 2025

    Stayed Jun 6, 2025

    We liked the amount of space in the bedrooms. Kitchen had everything we needed including two types of coffee makers. It was beautifully landscaped and in a great location. We would stay again next time we hit the bourbon trail.

  • Karen P.

    Submitted Jun 2, 2025

    Stayed May 30, 2025

    Beautiful property. We didn't get much time at the house. The house is nicely renovated. Beds were comfortable. Squeaky floors to be expected.

  • Beth M.

    Submitted Apr 4, 2025

    Stayed Mar 26, 2025

    We truly enjoyed our stay! The house is clean and in a nice quiet area. The host was wonderful to work with. The WiFi is rather weak, but other than that it was perfect!

  • erin h.

    Submitted Feb 26, 2025

    Stayed Feb 21, 2025

    This was the perfect house for our trip. We met up with two other couples and each bedroom has its own bathroom, it is located close to town with conveniences and central to many distilleries. We arrived a bit early so we hung out at the winery and had a great time! At the end of each day, whether we made dinner at home or played games and laughed, we all felt so comfortable and cozy. Highly recommend! Just be careful on the stairs; they are very slippery.

  • Jen P.

    Submitted Jan 19, 2025

    Stayed Jan 15, 2025

    Excellent accomodations, clean. Pam thought of everything. We cooked in one night bfast in am.. kitchen fully stocked.. comfortable beds and living area

  • Denise L.

    Submitted Jan 1, 2025

    Stayed Dec 26, 2024

    Our vacation rental was a delightful haven, providing a pleasant and cozy atmosphere. The spacious layout fostered a sense of togetherness, encouraging meaningful connections and memories among our group.

  • Shelly C.

    Submitted Dec 8, 2024

    Stayed Dec 6, 2024

    Property was nice, easy to get to. Cute three bedroom each had its own bathroom. Complaint is, the toilet paper was the cheapest crap ever. Carpet was kind of stained. Bed was comfy.

  • Rachel H.

    Submitted Nov 12, 2024

    Stayed Nov 8, 2024

    This property was very accommodating for our 3 couples friends getaway. It was close to everything we wanted to do! Midway restaurants were excellent! The Equuis winery next door was a bonus!

  • Andy O.

    Submitted Oct 28, 2024

    Stayed Oct 24, 2024

    We had a delightful stay with three adult couples. The house and adjoining property were very well equipped and maintained. The layout was perfect for our group, cozy and comfortable. We highly recommend this property. The host was very gracious and accommodating.

  • Lisa C.

    Submitted Oct 26, 2024

    Stayed Oct 17, 2024

    Wow! We all loved the house and the property. Everything was as advertised. The location was perfect for exploring Lexington and the other small, quaint towns nearby. An added bonus was the winery across the street.

  • Barbara S.

    Submitted Oct 23, 2024

    Stayed Oct 20, 2024

    This house was perfect for my family vacation, it is in a perfect location, with an amazing Winery across the road.

  • Melanie W.

    Submitted Sep 30, 2024

    Stayed Sep 27, 2024

    We stayed during Helene and Pam was great about staying in communication with me regarding roads/power outages. The house was perfect for 3 couples. Plenty of seating in the family room to enjoy each others company. The grounds were beautiful, though we weren't able to explore like we wanted to with the abundance of rain. Would definitely recommend

  • Jacob W.

    Submitted Sep 17, 2024

    Stayed Sep 13, 2024

    The house is so pretty and gives you that homestead feel. It was perfect for my newlywed wife and I to spend our wedding weekend ❤️

  • Bruce T.

    Submitted Sep 14, 2024

    Stayed Sep 8, 2024

    Beautiful property and charming house with 3 master suites. Convenient to the area attractions and the restaurants in historic Midway were a pleasant surprise. Owners were easy to communicate with.

  • Bonnie s T.

    Submitted Sep 7, 2024

    Stayed Aug 30, 2024

    Our group enjoyed this property and its quiet location. The three bedrooms and en-suite bathrooms were perfect. The kitchen had everything we needed to cook a few meals. Would definitely stay again.

  • Beth P.

    Submitted Aug 25, 2024

    Stayed Aug 22, 2024

    My family used this as home base for a few bourbon tours and some historical Lexington sighteeeing. The home was in a great location for this and was clean, well appointed and updated nicely. You can’t beat having 3 ensuite bathrooms for three couples! And having the winery with life music across the street was a bonus! We would absolutely stay again!

  • Richard L.

    Submitted Jul 23, 2024

    Stayed Jul 18, 2024

    Just as described, the property has everything you need. Perfect for 3 couples, we each had our own room and bathroom. We had one issue but Pamela got it sorted quickly.

  • Eric W.

    Submitted Jul 8, 2024

    Stayed Jul 5, 2024

    What a gem this is! We had a big group heading to Versailles for a friend's wedding and I was nervous to find a spot given the limited inventory in the area. Once I found Saddlestone Cottage; however, my mood lifted and all of a sudden I'm the hero of our section of the group (3 couples) for finding such a pristine and perfect place. Not only is the setting peaceful and idyllic (situated directly across the street from a winery) the house itself is well-appointed and the fact that each bedroom has its own full bathroom is spectacular. If we ever find ourselves needing a place to stay in that part of Kentucky, you better believe we're checking Saddlestone for availability first!

  • Submitted Jun 26, 2024

    Stayed Jun 19, 2024

    The house has large bedrooms with sitting areas, plus a couple of common rooms. This gave us space to be together as well as our own spaces when we wanted it. There is a winery across the street, a nice yard and it is close to the Bourbon Trail. We will definitely stay there again if we return to the area.

  • Karen G.

    Submitted Jun 18, 2024

    Stayed Jun 7, 2024

    It was so nice to have so much room for 3 couples traveling together for a long weekend, attending the Midway Bourbon & Blues Festival. Having 3 bedrooms with 3 insuite bathrooms was a bonus. We enjoyed the property, the gazebo, flowers & found the blueberry bush with blueberries ripening. I’ve already mentioned coming back & staying here again.

  • Kris A.

    Submitted Jun 15, 2024

    Stayed May 30, 2024

    Me and two friends have stayed in this house at least four times and we keep coming back because both the house and the host (Pamela) are just wonderful! We have already booked another stay. Book with confidence!

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Total

Includes taxes and fees
$299+
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