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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!

Private bedroom & bath, queen bed, luxury linens, window seat with view of lake.
Private entrance from porch, beamed ceiling, antique furnishings.
A wooden dining table with a vase of flowers, a chessboard, and a chair.
Room
Bedroom view of lake and woods. The hammock awaits you!

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Onsite parking available
  • Air-conditioning
  • Barbecue grill
  • Deck or patio
  • Free Wi-Fi
  • Fireplace

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

About this property

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

Enjoy staying in a private bedroom on a wooded hillside overlooking trees and a pond just 18 minutes from Churchill Downs. Private entrance to your bedroom and private bath. Experience a taste of Kentucky with a hot gourmet breakfast on weekends served on the wide front porch or eat in the log living room decorated with antiques and a massive fireplace. Continental breakfast is served on weekdays. Take a quiet break after a hectic day at the track with a walk along the creek. Take in the beautiful flower garden throughout the changing seasons. Finish a perfect day with homemade bourbon balls.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
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Children

Children allowed: ages 3–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number STR930950
Property # 1264019vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Louisville

Located in Louisville, this holiday home is next to a golf course and on a lake. The area's natural beauty can be seen at Louisville Mega Cavern and Louisville Waterfront Park, while Louisville Zoo and Kentucky Kingdom are popular area attractions. 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 mountain biking and cycling nearby.
View more Holiday homes in LouisvilleOpens in a new window
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 - 7.8 km
  • Outer Loop Plaza Shopping Center - 10 min drive - 10.5 km
  • Southeast Christian Church - 11 min drive - 10.8 km

Getting around

  • Louisville, KY (LOU-Bowman Field) - 17 min drive

Restaurants

  • ‪Freddy's Frozen Custard & Steakburgers - ‬10 min drive
  • ‪Circle K - ‬7 min drive
  • ‪Starbucks - ‬8 min drive
  • ‪Taco Bell - ‬8 min drive
  • ‪I Love Tacos - ‬8 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 does it cost to stay at Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!?

As of 11 Jul 2026, prices found for a 1-night stay for 2 adults at Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary! on 18 Aug 2026 start from £169, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 Jeffersontown Commons Shopping Center and Indiana Emergency Care. Piccadilly Square Shopping Center and Hunnington Place Shopping Center are also within 6 miles (10 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. 19 out of 20 reviews
Rating 8 - Good. 1 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Josh W.

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

10/10 Excellent

Cynthia L.

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

10/10 Excellent

Ryan V.

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

10/10 Excellent

Elliot S.

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

10/10 Excellent

Rob Z.

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

10/10 Excellent

Lynn W.

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

10/10 Excellent

Heather K.

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

10/10 Excellent

Dennis S.

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

Long, lovely weekend.

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

10/10 Excellent

Carly K.

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

10/10 Excellent

Greg C.

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

10/10 Excellent

Tom T.

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

10/10 Excellent

Cari H.

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

10/10 Excellent

Sherra B.

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

10/10 Excellent

Crystal M.

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

Great Hosts!

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

10/10 Excellent

Gregory L.

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

10/10 Excellent

Marie B.

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

10/10 Excellent

Jeff W.

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

Great place to stay

Very cozy
Stayed 1 night in Jun 2021
Verified

10/10 Excellent

Natalie H.

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

10/10 Excellent

Rebecca V.

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

8/10 Good

Lisa M.

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

About the host

Hosted by Tammy Donelson

Host profile image
We love hosting people from all over the world in our Captain's Cabin Bed & Breakfast. We opened Captain's Annex in our home for Derby and special events. My husband, Jan, is a licensed architect specializing in log and timberframe homes so when we found this property featuring TWO log cabin homes, we had to live here. I, Tammy, am a marketing consultant for healthcare companies and home sharing host. I love to cook and spoil my guests with gourmet breakfasts and lots of goodies. We are history buffs, especially the Lewis & Clark period. The cabins are full of artifacts and historic replicas from Jan's 2004-2006 bicentennial trip to the Pacific Ocean in a keelboat to commemorate the Lewis & Clark journey of 1804-1806.

Why they chose this property

This property has a peace and tranquility that is hard to find. Wildlife abounds. The front porch provides a great view of the lake. The creek is just a few steps away where you can go wading or explore the waterfall.

What makes this property unique

Everybody loves our breakfasts (available on weekends)! So will you! Walking around the property to see the creek, lake and wildlife like deer, fox, ducks, geese, herons and turtles is worth the visit. The window seat offers a great place to read or rest.

Languages:

Spanish
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