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Red train caboose vacation rental in Fredericktown, Missouri with a vibrant sunset sky behind it.
Fredericktown, Missouri

A Destination Worth Traveling For. A Stay You'll Never Forget. 

 Experience a one-of-a-kind overnight retreat at The H&R Caboose Roost. Perfectly restored for modern comfort, it’s the ultimate cozy escape for couples and an epic basecamp for family adventures.

American Flag Bokeh
Junior Conductor Certificate

Celebrate America's 250th at the Caboose!

Book a July stay and every child will receive a commemorative America's 250th Junior Conductor Certificate, a Freedom Pop, and enjoy Buy One, Get One FREE Junior Conductor Kits. Join us as we celebrate America's railroad heritage and create unforgettable family memories!

Junior Conductor Set

A Getaway Like No Other 

Where the Stay
Becomes the Experience

Inside, you’ll find curated details that bring railroad history to life, paired with the comforts that make it easy to settle in and stay awhile. From the cupola loft to the cozy main space, every part of the caboose is designed to feel memorable, relaxing, and a little different from the ordinary.

Outside, enjoy a spacious yard, firepit evenings, and slow mornings with coffee on the platform while the sights and sounds of rural Missouri come to life around you.

Queen Bed + Loft

Thoughtfully chosen linens, full-size mattress in the loft

Provided Breakfast

Coffee, tea, local honey, creamers & fresh muffins

Full Kitchenette

Mini fridge, microwave, coffee maker & essentials

Outdoor Firepit

Seating & firewood perfect for evenings under the stars

caboose interior with curated comforts
Caboose bedroom
full size loft in caboose cupola

Everything You Need

Curated Comforts
Inside & Out

Cozy Sleeping Spaces

  • Queen-size bed, restful and refined

  • Conductor's loft with full-size mattress

  • A guest-favorite for kids

Thoughtfully Equipped Kitchenette

  • Mini fridge, microwave, coffee maker, sink

  • Dishes, glassware, utensils & essentials

  • Coffee, tea, local honey & fresh breakfast muffins

Comfort & Convenience

  • WiFi, Smart TV, Bluetooth speakers

  • Air conditioning & heat, fans, sound machine

  • Universal chargers, hangers, free parking, keyless entry

Fun & Unique Touches

  • Indoor and outdoor games & playing cards

  • Train-themed book library for adults & children

  • Railroad crossing light welcomes you on arrival

Outdoor Living

  • Fire pit area with seating & firewood

  • Spacious yard perfect for kids and outdoor games

  • Coffee on the platform each morning

Bathroom Essentials

  • Full bathroom with shower

  • Towels, signature bathrobes, hair dryer

  • Shampoo, body wash & soap

Planning your caboose getaway?
Find answers to our most frequently asked questions about your stay, then contact us if there's anything else we can help with.

What Guests Are Saying

Rated 5 Stars

5 star guest reviews

Across Airbnb, VRBO & Google

My wife and I are absolutely blown away with the Caboose. Driving up to see this beautifully restored caboose was just the beginning! It is a wonderfully thoughtful layout that feels comfortable yet adventurous, a discovery and yet just like home. We cannot say enough wonderful things about our time on The Caboose Roost. 

star

Justin

We stayed in the caboose for Father's Day weekend and had an amazing experience! The caboose was spotless, beautifully decorated, and full of charm. It was such a unique and memorable place to stay. We would absolutely stay here again and highly recommend it to anyone looking for a one-of-a-kind getaway!

star

Melani

Ms. Tina was a wonderful host! She responded very quickly with any questions I had. I can't say enough about the caboose. It was perfect. It was very well decorated, spotless and very clean (that means a lot to me). The coffee and muffins were a nice surprise. Will definitely stay there again!!!

star

Tracy

We absolutely adored our magical stay at the H&R Caboose Roost this past weekend! The caboose is perfect in every way! The attention to detail and thoughtfulness was clear during every moment of our stay. We will definitely return for a longer stay in the near future. 

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CC

Reserve Your Stay


Choose your dates, select your guests, and request your caboose getaway.

☀️ Summer weekends (June–August) require a 2-night minimum stay, giving you more time to relax, explore, and enjoy the caboose experience​

 

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Missouri nature awaits you

Adventure is
right outside.

Located in Fredericktown, Missouri  just minutes from Elephant Rocks State Park and Johnson's Shut-Ins, and only 90 minutes from St. Louis.

Elephant Rocks

State Park just minutes away

Johnson's Shut-Ins

Hiking & swimming in the Ozarks

Millstream Gardens

Home of the Missouri Whitewater Championships

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Did You Know We Offer Micro Weddings & Elopements?

For couples looking for something intimate, meaningful, and a little different, our caboose offers a beautiful setting for small celebrations and unforgettable moments.

Sundays only • limited dates available

Ready to --

Get Away?

Book your stay today and create memories that will last a lifetime.

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