Entire home

Historic Simmstown Manor Located on Bourbon Trail

Photo gallery for Historic Simmstown Manor Located on Bourbon Trail

A grand hallway with a wooden staircase, a large patterned rug, and a view of a garden through an open door.
A spacious living room with a white sofa, a round coffee table, and a fireplace.
A dining room with a wooden table, white chairs, a fireplace, and a painting above it.
A room with a brown leather sofa, a patterned rug, and a large window with shutters.
A stone gate with a metal fence, leading to a building with a brick facade.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Barbecue
  • Arcade/game room
  • Air-conditioning
  • Refrigerator
  • Breakfast for a fee

Explore the area

View map
Springfield, KY
  • Place, Lincoln Legacy Museum
    ‪10 min drive‬
  • Place, Limestone Branch Distillery
    ‪15 min drive‬
  • Place, Lincoln Homestead State Park
    ‪17 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

2 Single Beds

5 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet · Shower only · Jetted bathtub

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

Add dates for prices

Similar properties

Night time at the lodge
Lofty Lodge on the Bourbon Trail
Springfield
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Laundry room
10.0 out of 10, Exceptional, (108 reviews)
Lofty Lodge on the Bourbon Trail

About the area

Springfield

Located in Springfield, this holiday home is in a rural area and on a lake. Limestone Branch Distillery and Rosewood Golf & Country Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lincoln Homestead State Park and Marion County WMA and State Forest.
View more Holiday homes in SpringfieldOpens in a new window
Map
Springfield, KY

What's nearby

  • Lincoln Legacy Museum - 10 min drive - 13.7 km
  • Marion County Heritage Center - 13 min drive - 17.6 km
  • Limestone Branch Distillery - 15 min drive - 22.0 km
  • Rosewood Golf & Country Club - 17 min drive - 22.7 km
  • Lincoln Homestead State Park - 17 min drive - 22.3 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 56 min drive

Restaurants

  • ‪McDonald's - ‬11 min drive
  • ‪Los Mariachis - ‬11 min drive
  • ‪Cedarwood Restaurant - ‬11 min drive
  • ‪Wendy's - ‬10 min drive
  • ‪Henning's Restaurant - ‬17 min drive

Frequently asked questions

Is Historic Simmstown Manor Located on Bourbon Trail pet-friendly?

No, pets are not allowed at this property.

How much is parking at Historic Simmstown Manor Located on Bourbon Trail?

On-site parking is available at the property.

What time is check-in at Historic Simmstown Manor Located on Bourbon Trail?

Check-in begins at 4:00 PM.

What time is check-out at Historic Simmstown Manor Located on Bourbon Trail?

Checkout is at 12:00 PM.

Where is Historic Simmstown Manor Located on Bourbon Trail located?

Situated on a lake, this holiday home is within 9 miles (15 km) of Lincoln Legacy Museum, Marion County Public Library and Graham Memorial Park. Marion County Heritage Center and Marion County Fairgrounds are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 48 reviews
Rating 8 - Good. 1 out of 48 reviews
Rating 6 - Okay. 0 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location, easy to get around to nearby distilleries.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property. A step back in history. The owner was very accessible and helpful.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice
Stayed 4 nights in Sep 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice property for a family that needs a getaway in a peaceful area. Lots of space to socialize amd bond. Antique but feels modern. Google needs to update the address.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing historic house!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a beautiful property to enjoy. Time slows down there. We loved it.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

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

Wonderful stay and hope to go again!

Beautiful home and wonderful communication from owners.
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were in town for the KBF and this house had everything we needed. We had a chef one night and it was an amazing experience and highly recommend (ask the owner about Chef Gwyn). Highly recommend!!!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Excellent stay in rural Bourbon country

Beautiful historic home that’s been updated but also preserves the history of the house. Was an excellent, comfortable stay for our large group that split between the main house & carriage house. It was an easy drive to distilleries in the area and into Bardstown or Springfield.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

Beautiful home and property!

We LOVED the house and property. It was exactly the retreat we needed during a difficult time. The owner was lovely to visit with and the horses were beautiful. We will be staying here again.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Travel friends

We are a group of 5 couples that love to travel together. The manor was a perfect place to stay while we explored the Bourbon trail. Fabulous!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was amazing. Beautiful large rooms,and very well furnished. Kitchen has everything you need,and no shortage of plates,glasses,etc. Next time I would plan to have a day to just enjoy the property,with all the nice outdoor settings and furniture. The property is very secluded and very quiet. The Hosts were very friendly and easy to work with. Would love to stay again some time!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location

Great property

We stayed out on the patio most of the time we were at the house would love to have a fan outside but other than that it was wonderful for the 8 of us
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Good for Repeat Business

Absolutely gorgeous interior and furniture! The grounds were beautiful, beds were very comfortable and huge jacuzzi in bathroom. Enjoyed the large dining room and living room for gathering and laughing. Perfect location for the Bourbon Trail and also enjoyed the restaurants/shopping in Bardstown. This property was private and peaceful for relaxing- just what we were looking for!
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

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

Family

Beautiful.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

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

Stunning property

Simmstown Manor was the perfect landing spot for our bourbon tour adventure. The house is even more gorgeous in person, but what really sets it apart from other rentals, was how well-stocked it is. Attention to details meant we had everything we needed and more. The space was well laid out, so our group of 10 had plenty of room to spread out, but plenty of large gathering areas for when we were all together. Our only complaint is that we didn't stay longer!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Gorgeous house and grounds

We stayed here with a group of 6 couples for a Bourbon Trail trip. The house was amazing and we especially loved the game room in the carriage house. We also took the owner's suggestion and booked Chef Gwyn for a private dinner which was so worthwhile. Enjoyed taking a walk by the pond and over to visit with the horses. Hope to visit again someday!
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

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

Manager’s Retreat

I am the Director of a non profit program for children. This is the second year that I have taken my managers (all ladies) on a work retreat. WOW what an amazing property! A well preserved and restored piece of history with ALL the modern comforts. We had a wonderful 3 night stay at the Manor. The vote is for us to return here again next year!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

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

Bourbon Binge

Wonderful home. Historic, yet has all the amenities you need. Very quiet and comfortable. Great place to return to after a day on the trail. Would highly recommend Chef Gwyn. Excellent food, and she will cook about anything you desire. We loved the dog that was on the property. She was alert, and we felt we had a guard at all times. Hosts very helpful and responsive to requests. Will definetly stay again if our bourbon supply runs low!
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

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

Graduation Party weekend

My family rented this property to celebrate my son's graduation. We rent 5 or more VRBO properties per year and none is as nice as this property. Each room is a work of art. The mansion is a working horse and cattle farm and it was wonderfully relaxing just to watch. While we spent a great deal of time doing all the surrounding activities, we could not wait to return to this property just to continue to explore all the nooks and crannies. The house is filled with history, the architecture is wonderful, and the experience of staying in an authentic Kentucky mansion is not to be missed.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

Bourbon and Horses Friends Weekend

A group of 12 HS friends (couples) from Missouri and Northern KY spent 4 days at Simmstown Manor enjoying bourbon tastings, horse racing at Keeneland and the culinary cuisine of Chef Gwyn. This was the perfect location for all of the activities and the Manor, situated on acres of beautiful rolling bluegrass hills with frolicking horses and gorgeous scenery, could not have been a more fitting setting. The home is period-perfect but with all the necessary amenities that make it an easy place to relax and immerse yourself into the beautiful southern Kentucky charm. We have already decided to return. All of the rooms were lovely and so many charming places to read and cuddle The meals from Chef Gwyn could not be matched- just incredible. Thank you for this getaway gem
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

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

50th Birthday

Amazing first impression! Photos are accurate but there is so much more to see in person. The house is gorgeous and the renovations are great for modern times while keeping the spirit of the age of the house. The property is kept photo ready. Beautiful sunsets, horses, a mini lake, patios, spiral staircase and more. One critique… It says it sleeps 12 w/ the carriage house, just know the beds are small in the carriage house and the 3rd room does not have a bathroom of convenience. The bedrooms in the main house are large with nice beds and plenty of room to spread out in the many sitting rooms. Large tables for games, a nice bar and fully equipped kitchen. Location is perfect as well for an easy drive to many sites and distilleries. The host goes above and beyond to make you feel welcome. We highly recommend!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

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

Thanksgiving & a Bourbon Birthday

Our family consisted of eight adults arriving from SC, GA, and AL. We all were mesmerized by the Manor located on a quaint farm with retired horses and rolling hills. The home is quite spacious with stunningly decorated rooms. We utilized every room playing games in the front parlor and upstairs sitting room, the men played pool and watched football in the carriage house, and we all strolled outside and sat around the fire pit. The girls' favorite room with the elegant dining room with enormous windows and banquet dining room table. The kitchen was also spacious and an extremely easy place to work. We went to four distilleries, and loved returning to the Manor with the decor of horse champions and bourbon.The bedrooms were comfortable and elegant and all had bathrooms within a few steps of each. We were saturated in KY culture and loved the entire weekend including our sprinkling of snow on the last day.
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Bourbon Trail With Friends

Amazing property! Beautiful old southern manor which has been maintained true to its heritage. We felt privileged to stay in this beautiful home. The surrounding grounds are meticulously cared for and offer a peaceful, beautiful base for a Kentucky Bourbon Trail trip. We were 11 long-time friends (five couples and one single) gathering in Kentucky for three days. The home and carriage house provided ample room for sleeping, cooking and socializing. There are so many positives about this home and property that it would take much more space than allocated to go into detail. Just know that if you choose to book this property for your visit to Kentucky you will not be disappointed. Additionally, if you are like our group, your breath will be taken away by its beauty and charm! An added benefit is the attentive response by the owner, Larry, to any questions or requests you may have. We did not meet Larry, but did reach out a couple of times via text and phone with questions and he responded in a timely manor. Thank you Larry for a wonderful experience!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Annual Work family trip

Small group of us 6 couple in total gather annually somewhere with spouses to spend 3-4 days together. This year was Bourbon Trail and this historic home was the perfect place to be before and after the trail. Kitchen was well equipped for throwing together dinner and breakfast along with the long tables for serving and dining. The grill worked well also. We utilized the entire home and refurbished garage area. The house was super hot in the upstairs 2 bedrooms due to the air conditioner needing service and Larry was right on it. They brought us fans to use to pull air from the hall ways into those bedrooms and worked like a charm. I would recommend a fan outside on the porch to keep bugs and flies at bay- very helpful keeping that area comfortable. All in all we love the place, only draw back is that one bedroom doesn't have a bathroom so middle nigh needs to you to go outside to get to the house.
Stayed 3 nights in Jul 2024
Tell us how we can improve our siteShare feedback