Entire apartment

Railroad Caboose

Lakefront apartment with kitchen and patio

Photo gallery for Railroad Caboose

TV
Terrace/patio
Fridge, microwave, oven, stovetop
Interior
Dining
Nestled in the quaint town of Lake Placid, this Railroad caboose at Simpsonville Station offers a unique retreat. Step inside and unwind with 2 TVs, high-speed internet, and cable or step out onto the back deck addition with a full bath and barbecue grill.

Reviews

10 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Air conditioning

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About this property

Entire place

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

Railroad Caboose

I'm offering a completely remodeled Railroad caboose located at 227 Lake June Dr. Lake Placid Fl. 33852. right next to the railroad tracks in the cutest little town you never heard of, Lake Placid Florida. The train passes by 5 days a week. The caboose has an addition on the back deck with a full bath and stacking washer dryer. There is a full kitchen and a barbecue grill. 2 TVs, high-speed internet and cable. There is a short queen Murphy bed and a mini split air condition / heater. You can go to YouTube and type in... "Simpsonville Station Caboose," for a short video tour.

Lake Placid is a quaint little town located about 120 miles south of Tampa in the center of the state on highway 27. The next closest town would be Sebring. It is 15 mi north of Lake Placid and best known for the 12-hour races at Sebring.
Lake Placid has 29 named lakes, so fishing and water sports are enjoyed by many who come to visit.

Lake Placid is also known as "The Caladium Capital of the World" You will see Caladiums growing in many of the flower beds around town, and the bulbs can be purchased from local vendors.

Another enjoyable feature of this cute little town are the 49 murals painted on sides of buildings. They are magnificent, and most are within walking distance. You can pick up a mural magazine at the chamber of commerce building where they also show a 10 minute video of some history of the town and murals.

Another great place to visit would be the old Lake Placid Atlantic Coastline Depot. The Historical Societies Railroad Museum is a great learning experience for all who visit.

There are parks, restaurants, and golf courses, something for everyone. So come spend a couple nights in the Railroad Caboose at the Simpsonville Station. Explore the lovely town of Lake Placid and take with you a lifetime of memories.

Please note, I take great pride in providing a pristine space for you to enjoy your vacation. To do so, I charge a minimal host fee for cleaning services, if anything is not to your satisfaction, be sure to let me know and I will personally ensure it is corrected.

Thank you for looking, Jerry

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In the city center
  • Near a hospital
  • On a lake

Things to do

  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Motor boating nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property does not allow children

Similar properties

Policies

Check-in

Check-in time starts at 1:30 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Pets

Pets not allowed

Children and extra beds

This property does not allow children

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, 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

Property is also known as

Railroad Caboose Apartment
Railroad Caboose Lake Placid
Railroad Caboose Apartment Lake Placid

About the neighborhood

Map
Lake Placid, FL

What's nearby

  • Historical Society Depot Museum - 15 min walk - 1.3 km
  • Lake Placid Tower - 18 min walk - 1.6 km
  • Murals of Lake Placid - 18 min walk - 1.6 km
  • Lake June-in-Winter Scrub State Park - 8 min drive - 8.1 km
  • Sebring International Raceway - 22 min drive - 24.3 km

Getting around

  • Sebring Station - 20 min drive
  • Sebring, FL (SEF-Sebring Regional) - 23 min drive

Restaurants

  • ‪Wawa - ‬20 min walk
  • ‪McDonald's - ‬3 min drive
  • ‪Mainstreet America - ‬16 min walk
  • ‪Jaxson's On The Lake - ‬6 min drive
  • ‪dock 633 - ‬7 min drive

Frequently asked questions

Is Railroad Caboose pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Railroad Caboose?

Check-in begins at 1:30 PM.

What time is check-out at Railroad Caboose?

Check-out is at 11:00 AM.

Where is Railroad Caboose located?

Located in the heart of Lake Placid, this apartment building is within 1 mi (2 km) of Historical Society Depot Museum, American Clown Museum & School, and Murals of Lake Placid. Lake Placid Tower and AdventHealth Lake Placid are also within 2 mi (3 km).

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Railroad Caboose Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 64 out of 65 reviews
Rating 8 - Good. 0 out of 65 reviews
Rating 6 - Okay. 0 out of 65 reviews
Rating 4 - Poor. 1 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 reviews

10/10

Cleanliness

9.6/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Daniel S.

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

Pleasant and as advertised!

The property was clean, unique, and fun and Jerry was a gracious and communicative host!
Stayed 3 nights in Dec 2024

10/10 Excellent

Paula K.

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

Something different

We enjoyed staying somewhere unique Loved our stay and our host was very accommodating
Stayed 14 nights in Mar 2025

10/10 Excellent

Tamela F.

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

Refreshing Caboose Getaway

Our stay at the caboose was very relaxing and in a quiet neighborhood. Short drive to stores. Beautiful view of the lakes in the neighborhood.
Stayed 18 nights in Jan 2025

10/10 Excellent

James P.

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

Can't wait to come back

Great place. More then we expected
Stayed 3 nights in May 2022

10/10 Excellent

Linda T.

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

Cute Caboose

Very clean
Stayed 3 nights in Jun 2025

10/10 Excellent

Virginia C.

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

Fabulous

Staying in an actual caboose was awesome! The restoration and incorporation of modern amenities make for a perfect little getaway
Stayed 7 nights in Oct 2023

10/10 Excellent

Kathie R.

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

Charming, Cozy Caboose

The Charming Cozy Caboose greatly exceeded our expectations. The accommodations were great and the host was exceptional and always available if we needed anything. He left lots of instructions so that we could find everything and make our stay even more enjoyable.
Stayed 3 nights in Mar 2023

10/10 Excellent

Verified traveler

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

Gret experience

Unique experience staying in this beautiful Caboose. Great area with lots to do and see. Very responsive owner made this effortless to checkin and out. Highly recommend this experience.
Stayed 2 nights in Jul 2023

10/10 Excellent

Debra W., Otisfield

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

Unique Rental

What a wonderful experience this was. I always try to find a unique Rental when on vacation and this was certainly it! Jerry was a great host and made a beautiful home from this caboose. Well worth the rental if you are in the area!
Stayed 3 nights in Jan 2023

10/10 Excellent

Sally

Liked: Cleanliness, amenities, property conditions & facilities, communication
Jerry did a fantastic job restoring the caboose. We were more than pleased with everything. And Jerry is awesome . Thank you Jerry for everything. Great memories.
Stayed 2 nights in Nov 2023

10/10 Excellent

Jeff R.

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

Over delivered!

Host was excellent in all respects. Property is clean and manicured. Inside was clean and decorated to theme. Has a nice little gift store on the property. As a treat a train chugged by twice on the tracks behind the Simpsonville Station caboose.
Stayed 2 nights in Aug 2024

10/10 Excellent

Kevin J.

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

Lake Placid’s Little Gem

What an amazing idea and execution of such a great place to stay. I felt like a kid all over again when I arrived at the property and once I walked inside I was completely blown away. Jerry has done something special that he should be very proud of. His communication and dedication to his guests was second to none. Thank you for the opportunity, I most certainly will return!
Stayed 2 nights in Mar 2025

10/10 Excellent

Melissa P.

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

Cozy caboose

As written a cozy, comfortable, well equipped caboose cottage. Lots of little train touches throughout including a running HO train up in the cupola. Perfect place to stay for the caladium festival and sugar cane express train ride. Jerry checked in with us to make sure there were no problems throughout our stay. Beautifully restored and appointed.
Stayed 2 nights in Jul 2023

10/10 Excellent

Jim

Liked: Cleanliness, amenities, property conditions & facilities, communication
Staying in the caboose was great. We had coffee upstairs each morning watching the sunrise! Fun using the railroad gate each time we went in and out. Jerry is a very attentive host. He did an awesome job of refurbishing and remodeling this caboose.
Stayed 2 nights in Sep 2023

10/10 Excellent

Kandi B.

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

Chuga chuga choo choo!

This was just a hoot! SOOO many little touches that made this caboose a sweet three day stay..We highly recommend. Take in the towns beautiful quaint and super friendly atmosphere. Do some bass fishing ( Caught 8 bank fishing for only 2hrs ..4 on two diff days) and was able to stay in a cool cool place to boot!!
Stayed 3 nights in Apr 2024

10/10 Excellent

April A.

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

Perfect pick

Felt very luck to find this. Great property even if it wasn't a caboose. That just made it extra special. Quiet and safe.
Stayed 3 nights in Jun 2022

10/10 Excellent

Anthony A.

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

Wonderfully unique stay in nice quiet neighborhood!

I stayed here while attending my first in-person race weekend at Sebring. The Caboose was very comfortable, clean and had all the convinces I needed! With a easy 20 minute drive to the track, I will definitely make this a top choice to stay when attending future race weekends! Bring some train movies to watch! Nothing quite like watching Burt Lancaster in 'The Train' while staying on a train car!
Stayed 2 nights in Sep 2023

10/10 Excellent

Beverly C.

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

The Amazing Caboose!

The caboose doesn’t move anymore, but it quickly takes you to a stop of unique relaxation. The attention to detail ranging from the toy train in the cupola with its matching caboose to the well-placed Edison lights show the hand of an artist. Also appreciated were the two TVs and comfortable Murphy bed. The caboose—complete with its own crossing gate—is one ride you shouldn’t miss!
Stayed 7 nights in Jan 2023

10/10 Excellent

Cynthia T.

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

Best weekend ever

We had read all of the 5 star reviews, but until you experience this magical property, words cannot describe it! The owner Jerry is the sweetest man, who pays attention to every detail and wants to make everything perfect for you. Lake Placid is an amazing town. With over 50 murals, quaint shops, a beautiful lake, great restaurants, highly recommend this for anyone.
Stayed 2 nights in Jul 2025

10/10 Excellent

Mary F.

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

Caboose

Wow! The best caboose we have ever stayed in. We will definitely return. Such attention to detail and a warm creative environment. Town murals were interesting to visit. Relaxing on the deck with a burger is a real treat! Bonus to watch train travel by twice a day. A train lovers dream
Welcome door look at that detail! Thank you for your 
Hospitality
Stayed 3 nights in May 2025

10/10 Excellent

Inge L.

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

Cabose

I had a wonderful stay. Jerry put a great deal of effort into making this a unique experience.
Stayed 3 nights in May 2025

10/10 Excellent

Suzanne C.

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

Wonderful in every way!

This property is exactly as pictured in the listing, full of special touches on
Stayed 2 nights in May 2025

10/10 Excellent

Erika W.

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

Perfect Weekend Stay for 2

This property is perfect for a couple's weekend away! Very clean and so much thought and effort went into making this property an amazing place to stay!
Stayed 2 nights in Mar 2025

10/10 Excellent

Louie M.

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

Amazing Stay-Highly Recommend!

We had an incredible stay at the railroad caboose. The caboose was exactly as described: clean, well-maintained, and equipped with everything we needed. The host was friendly, providing clear instructions and recommendations. We will definitely stay here again.
Stayed 3 nights in Mar 2025

10/10 Excellent

Steve T.

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

Details Details Details

The attention to detail at the Caboose inside and outside was awesome. We had everything we needed!
Stayed 2 nights in Dec 2024