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Historic Simmstown Manor Located on Bourbon Trail

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Dining
Fridge, microwave, oven, stovetop
6 bedrooms, WiFi, bed sheets
Games room
Terrace/patio

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms6 bathroomsSleeps 12

Popular amenities

  • Parking available
  • Breakfast available
  • Washer
  • Dryer
  • Kitchen
  • Barbecue grill

Explore the area

Map
Springfield, KY
  • Lincoln Legacy Museum
    ‪12 min drive‬
  • Maker's Mark Distillery
    ‪36 min drive‬
  • My Old Kentucky Home State Park
    ‪41 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Simmstown Manor Located on Bourbon Trail

A stunning historic countryside property located in Springfield, KY. A perfect place for a weekend away, bourbon trail homebase, company retreat or large event. The house features three bedrooms, three and a half baths and a full kitchen. The Carriage House features 3 bedrooms, two baths and a game room. With the rental of the house you also have the ability to add on the rental of the private lake located on the property. For event rental details please contact owner.

Additional people may be added to the rental. Please contact us to add on the Carriage House as a part of your stay. This increases the number of people in house to 12 total (6 additional spots).

History:
Built in 1842 the historic Simmstown Manor has lots to offer. The house was originally built by Harvey McElroy for his daughter, Mariah McElroy Simpson. The original owners were devastated by the Civil War and the property was then sold to John Simms. John Simms had amassed a great amount of wealth prior to the war and unlike many others was able to sustain it during the war and use it to purchase the sizable brick mansion and the surrounding lands. After a few years he owned the 2400 acres surrounding the great house. The Simms family completed a two story wing on the north side of the house and moved in in 1868. The house held many grand parties and entertainments during the Simms’ time and often opened its doors to the most prosperous and socially prominent families around. When John Simms wife, Sarah Celclia Simms, died in 1895 he surveyed his 2400 acres of land and divided it among each of his five surviving children. His youngest child, Mary Simms Smith was given Simmstown as her part of the property divide and her father continued to live with her until his death. Upon Mr. Simms' death Mary kept the house and it was passed through the family until 1983 when Mr. and Mrs. E. O. Kelly Jr., the great grandson of Mr. Simms decided to sell the house to the current owner, Mr. Larry Hodge. The house and grounds both went through an extensive renovation with efforts to keep historical aspects in as many ways possible.

Note: The home has security cameras to monitor the driveway, as a safety precaution. (This is required to be disclosed to renters.)
During your stay at this vacation home, you'll be close to Lincoln Legacy Museum. You'll find features like breakfast (surcharge), laundry facilities, and an arcade/game room. A jetted tub and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 5.5 bathrooms
  • Breakfast is offered for a fee
  • Amenities include laundry facilities
  • 9 minutes by car from Lincoln Legacy Museum and 13 minutes from Marion County Public Library
This vacation home offers its guests barbecue grills, an arcade/game room, and a garden. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Breakfast available for a fee

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a rural location
  • On a lake

Things to do

  • Arcade/game room

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
  • Security system
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 12:00 PM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Onsite parties or group events are strictly prohibited
Note from host: Please contact for details.
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system, a first aid kit, and a deadbolt lock
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

Vrbo Property
Simmstown Manor
Historic Simmstown Manor Located on Bourbon Trail
Historic Simmstown Manor Located on Bourbon Trail Springfield

Historic Simmstown Manor Located on Bourbon Trail Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Bryan H.

Liked: Cleanliness

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

10/10 Excellent

Martha P.

Liked: Cleanliness

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

10/10 Excellent

Lisa B.

Liked: Cleanliness

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

10/10 Excellent

Lynda M.

Liked: Cleanliness

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

10/10 Excellent

Nicole C.

Liked: Cleanliness
Stayed 3 nights in Oct 2024

10/10 Excellent

Emma R.

Liked: Cleanliness

Simply amazing

We spent a long weekend here with adult family (party of 8) celebrating a 50th birthday on the bourbon trail & Keeneland. The manor seemed a good place to land in between activities. But once we got here, we realized that just staying in at this magnificent property would have been sufficient for an incredible time! The photos don't do this property justice! it is stately, glamorous and elegant but also homely and comfortable. There's so much to do to enjoy Kentucky in just the borders of this property: walks on the grounds, runs on the trails, visit the horses, sit on the deck and sip a coffee watching the sun rise over the fields, cook a gourmet dinner then feast in style in a magnificent dining room, sit and curl up with a book or your friend in the stately drawing room, sip bourbon by the fire pit, sip beer in the games room in front of a huge TV while playing pool, or just sleep in within the confines of a four poster bed. We celebrated in style with a personal chef one night that our host, Larry, helped us organize. Thoroughly recommend this! The hosts couldn't be more gracious and helpful. Check in and check out was a breeze and we felt like their guests who they were striving to keep comfortable (there weren't those obnoxious messages left everywhere about don't do this or that, or don't touch this or that everywhere which you usually find at VRBO's). I certainly hope we can find our way back to this magnificent property in the near future. Thank you for hosting us!!!
Stayed 4 nights in Oct 2024

10/10 Excellent

Lesli Y.

Liked: Cleanliness
Stayed 3 nights in Sep 2024

10/10 Excellent

Shawn C.

Liked: Cleanliness

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

10/10 Excellent

Cathie T., Huntsville AL

Liked: Cleanliness

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

10/10 Excellent

Jennifer W.

Liked: Cleanliness

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

10/10 Excellent

Susan S.

Liked: Cleanliness

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

10/10 Excellent

Paul C.

Liked: Cleanliness

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

10/10 Excellent

Rick M.

Liked: Cleanliness

Family

Beautiful.
Stayed 2 nights in Jul 2024

10/10 Excellent

Amanda D.

Liked: Cleanliness

Wonderful stay and hope to go again!

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

10/10 Excellent

Nancy H.

Liked: Cleanliness

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

10/10 Excellent

Nancy T.

Liked: Cleanliness

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

10/10 Excellent

Mark R.

Liked: Cleanliness

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

10/10 Excellent

Merry S.

Liked: Cleanliness

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

10/10 Excellent

Lily S.

Liked: Cleanliness

Wonderful extended family getaway

Our group of 9 (ages 4 to 77) rented the main house and the carriage house. We had plenty of room and everything felt clean. The house is just as gorgeous as the photos show. My daughter loved sleeping in her “princess bed” and keeps asking when we can go back to the manor. One day my husband drove around the area searching for bourbon that he can’t find in South Carolina. He came home with many new bottles. Mostly we just enjoyed the property and family time by walking around the grounds, making s’mores in the fire pit, interacting with the horses and cows, and playing soccer and board games. This is a special place.
Stayed 4 nights in Nov 2022

10/10 Excellent

Rachel W.

Liked: Cleanliness

Best house ever

The pictures don’t do this beautiful property justice. If you think it’s beautiful in pictures you need to see it in person. I’ve found a lot of hidden gems on VRBO but this is the best. We celebrated my husband’s 40th anniversary with 11 people total. The extra house gave us the perfect amount of rooms and a great place to hang out.
Stayed 2 nights in Nov 2022

10/10 Excellent

Gregory R.

Liked: Cleanliness

Fabulous Bourbon Trail Getaway

Simmstown Manor exceeded our expectations in every way! The house is beautifully furnished and the grounds were immaculate. Our large group enjoyed the outdoor patio and the many sitting areas inside. We cooked meals in the well equipped kitchen and dined in the large dining room. Simmstown Manor is near all of the popular distilleries, horseracing, historical landmarks, and Mammoth Caverns.
Stayed 6 nights in Oct 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness

Stunning property!

This manor exceeded our expectations! The rooms were huge and well decorated with antiques. The grounds were beautiful and spacious. We came to visit distilleries and decided to cancel our plans Sat evening in Bardstown in order to come back to the house and enjoy our surroundings. A bit off the beaten path but offered secluded country setting for our party.
Stayed 2 nights in Sep 2022

10/10 Excellent

Janna C.

Liked: Cleanliness

Great place!!

This place is better than words can explain. Always a great stay.
Stayed 3 nights in Sep 2022

10/10 Excellent

ROB T.

Liked: Cleanliness

Beautiful home with deep history

When you first walk into the home you can sense the great care given to this home. It has all the character of a home built in the mid 1800’s but with the conveniences of a modern day home. I do not want to exclude the remarkable land this home sits on. Too much to describe, but you will love the moment you reach the peak of the mound in the back of the property. Our group had a wonderful time and we felt honored to stay in such a lovely home.
Stayed 3 nights in Sep 2022

10/10 Excellent

Melissa S.

Liked: Cleanliness

One of a kind place!

Simmstown Manor exceeded all of our expectations! It was the perfect place for our family gathering- the amazing manor, fun carriage house, beautiful lake & grounds made it the perfect setting. Larry was a gracious host and we loved our personal tour of the house with him. We also hired Chef Gwyn to make a special birthday dinner- it was delicious! If you are thinking of booking this place - don't hesitate! It's a rare find.
Stayed 3 nights in Jul 2022