Entire home

Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

Photo gallery for Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

A rustic wooden cabin with a brick exterior, a porch with white curtains, and a large potted plant in the front yard.
A bathroom with a sink, vanity, mirror, and toilet.
A window with a view of a forest.
A river with a rocky bank and trees with yellow leaves.
A bedroom with a wooden bed, a nightstand, a lamp, a window with curtains, and a door.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Firepit available
    One of the few properties with a dedicated outdoor firepit.

Popular amenities

  • Patio
  • Breakfast included
  • Barbecue grill
  • Air-conditioning
  • Internet
  • Onsite parking available

Explore the area

View in a map
Louisville, KY
  • Place, Chenoweth Park
    ‪2 min drive‬
  • Place, Piccadilly Square Shopping Center
    ‪7 min drive‬
  • Place, Skyview Park
    ‪9 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪21 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Annex

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Garden
Dining area

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About the area

Louisville

Located in Louisville, this holiday home is next to a golf course and on a lake. Louisville Mega Cavern is worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Louisville Zoo and Kentucky Kingdom. Looking to enjoy an event or a game? See what's going on at L&N Federal Credit Union Stadium or Churchill Downs. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
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Map
Louisville, KY

What's nearby

  • Chenoweth Park - 2 min drive - 1.1 km
  • Piccadilly Square Shopping Center - 7 min drive - 6.2 km
  • Skyview Park - 9 min drive - 6.8 km
  • Jeffersontown Commons Shopping Center - 9 min drive - 7.1 km
  • Outer Loop Plaza Shopping Center - 10 min drive - 10.5 km

Getting around

  • Louisville International Airport (SDF) - 24 min drive

Restaurants

  • ‪McDonald's - ‬8 min drive
  • ‪Circle K - ‬7 min drive
  • ‪Freddy's Frozen Custard & Steakburgers - ‬10 min drive
  • ‪I Love Tacos - ‬8 min drive
  • ‪McDonald's - ‬7 min drive

Frequently asked questions

Is Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!?

On-site parking is available at the property.

What time is check-in at Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!?

Check-in begins at 3:00 PM.

What time is check-out at Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!?

Checkout is at 12:00 PM.

Where is Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary! located?

Situated in Louisville, this golf holiday home is 2.9 mi (4.7 km) from Skyview Park and within 6 miles (10 km) of Bluegrass Indoor Karting and Jeffersontown Commons Shopping Center. Indiana Emergency Care and Piccadilly Square Shopping Center are also within 6 miles (10 km).

Reviews

9.8

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. 20 out of 23 reviews
Rating 8 - Good. 3 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
As advertised, partitioned bedroom and bath. Beautiful property. Problem with the check-in time, but it worked out.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time! the host is great, i would recommend this stay to anyone. The host went above and beyond to make our stay as conformable as it couldve been. We will definitely stay there again when we go back to Louisville area.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the location our in the country nice quiet. Loved the creek out front and swings. Host very nuce and friendly met us when we arrived showed us around. Highly recommend for a stay will be back uf in the Homemade treats were amazing.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

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

An Incredible Spring Break!

Tammy & Jan provided such an amazing stay filled with history, backwoods, and Louisville culture! I would highly recommend their place!
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I were in town for a 4 day music festival. 4 days of loudness. Captain’s Annex is tucked away so peacefully, away from all the chaos. But still close to everything!! It was so welcoming at the end of every day. And our hosts were wonderful! If we had a need, they provided. We enjoyed conversations over breakfast. A lovely couple indeed. Jan, i’m sorry we didn’t get to see that sword, we were looking forward to it. Thank you both for everything!!
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

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

Louisville stay

My wife and I came up from Alabama and had the pleasure of staying at this beautiful place! Check in was super easy, everything was clean and well kept as well. The host made us a welcome tray and it's excellent (especially the bourbon balls) also we the host made us breakfast also amazing! Overall I highly recommend anyone staying here!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

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

Fantastic host and relaxing location

Tammy was a delightful host and we enjoyed our conversation with her during our stay. Breakfast was outstanding and we were able to sit on the front porch and listen to nature while we ate. Located in a secluded neighborhood having a nice view of a pond with herons, ducks, geese and turtles, etc. We would absolutely stay here again in the future!
Stayed 1 night in Jun 2023
Verified review

10/10 Excellent

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

Beautiful setting

Lovely property. We unexpectedly had to leave early, and Tammy was so gracious and accommodating.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

Beautiful property with wonderful hosts

We stayed for 6 nights. Tammy and Jan were the most gracious hosts, answering our every need. I also recommend the cooking experience- so delicious and fun! We will definitely return
Stayed 6 nights in Sep 2024
Verified review

10/10 Excellent

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

Long, lovely weekend.

Peaceful. Absolutely peaceful.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Didnt realize this was a private room in a shared house but it was not a problem. The listing was accurate just hard to find that info, more of an app issue i think. Weekend breakfast was fresh and warm.Great host very friendly
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I was in town for a conference downtown Louisville but want to stay outside of town, in a safe, rual setting with a country vibe to it.Well i hit a homerun picking this place!Right off of the bat i knew that i was in good hands by the quick responses to my messages.The hosts go out of their way to make your stay a great one. I highly recommend staying here.5 Stars is not enough. Add a bonus star
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Road Trip

This place was like a home away from home. The couple are wonderful beautiful people. Took a walk on their property and sat on the swing. Very serene and peaceful. Tammy had continual breakfast for us. This was more than 5 stars for us. Thank you Tammy & Jan for a very memorable stay while we visited our family.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

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

Quiet Corner of Louisville

My wife and I enjoyed our stay with Tammy and her husband Jan. Unique location, back in a wooded area on several acres. Very quiet and relaxing. Room was comfortable and right next to a private bathroom. We didn't need an entire house and Tammy made us feel at home. We signed up for one her bourbon cooking classes on Saturday evening at the house and enjoyed the dinner with two other couples passing through on the Bourbon Trail.
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

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

Incredible host and hostess

My girlfriend and I had an incredible stay at this VRBO. We were treated like royalty. We had a bottle of wine, fresh cheese, crackers and home made peanut chocolate balls for starters. We had unbelievable home made breakfasts and our overall experience was a ten plus. Cannot say enough nice things about their residence, sweet dog and them. We were simply treated like royalty. I HIGHLY RECOMMEND THIS VRBO to anyone visiting Louisville or the surrounding area.
Stayed 3 nights in Oct 2022
Verified review

10/10 Excellent

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

Great Hosts!

Wonderful hosts and beautiful property!
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

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

Quiet cozy cabin

Tammy and Jan are great hosts. Their location is far enough out of town to be peaceful, yet close enough to everything. This was our base for a bourbon tour trip to Louisville. Couldn't ask for any better. The baked goods Tammy made for us for breakfast were delicious. Only wish we were there on the weekend for a full breakfast. Guess we'll have to return again and stay a weekend.
Stayed 2 nights in May 2022
Verified review

10/10 Excellent

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

Excellent property

Wonderful host and beautiful property. Everything worked out perfectly.
Stayed 3 nights in May 2022
Verified review

10/10 Excellent

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

Great place to stay

Very cozy
Stayed 1 night in Jun 2021
Verified review

10/10 Excellent

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

Get away not too far away

This amazing log house makes you feel like you have escaped the city and gotten away to a slower pace. It is amazing clean and comfy. The breakfast was way more than we expected and so delicious. And all this minutes from Louisville.
Stayed 2 nights in Sep 2019
Verified review

10/10 Excellent

A great stay in Louisville.

We had a wonderful stay in this lovely room. Tammy and Jan are so hospitable and welcoming. Breakfast was wonderful each morning and we really enjoyed learning about the Lewis and Clark connection and seeing some of the memorabilia associated with the bicentennial celebration. The grounds are lovely and it was nice to stay a bit outside Louisville surrounded by trees and a small lake. Tammy also offered a cooking with Bourbon class which was very enjoyable as well. As it was Derby week, the Captain's cabin was already rented so we stayed in the main house. However, we toured the Captain's Cabin and it would be a wonderful place to stay if you ever get the chance. It is truly the cutest and coziest cabin we've ever seen.
Stayed 3 nights in Apr 2019
Verified review

8/10 Good

Out if the hustle and bustle, beautiful surroundings

We were expecting a separate bed/bath so we were surprised that the room was part of the main house with the bathroom down a shared hallway. The owners, however, were very conscientious to ensure our privacy but very engaging. The breakfasts were also amazing!
Stayed 7 nights in Apr 2019
Verified review

8/10 Good

Stayed 1 night in Jun 2026
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