
Book your escape where vintage charm meets modern comfort
The H&R Caboose Roost
Welcome to The H&R Caboose Roost
Step into a beautifully restored 1950s train caboose and experience a getaway like no other. From the moment you arrive, you’ll feel the magic of stepping into a piece of American rail history. This one-of-a-kind retreat blends nostalgic charm with updated amenities, offering a cozy, meticulously maintained escape perfect for families, couples, and adventure-seekers.
Every detail has been thoughtfully designed for comfort and ease. Inside, you’ll find a fully refreshed interior with climate control, a smart TV, quality essentials, and mid-century décor paired with vintage touches that honor the caboose’s past. High-end bedding, a bright inviting layout, and carefully curated details create a space that’s both stylish and steeped in history.
New! A One-of-a-Kind Train Retreat
Fredericktown, MO, United States
Our cozy cupola loft, once used as a train lookout is now a playful hideaway that kids (and adults!) adore—perfect for sleeping, hanging out, and taking in the elevated view. Enjoy firepit nights under the stars and the unique feeling of staying somewhere truly different.
Whether you’re planning a romantic weekend, a fun family adventure, or a unique stay close to the area’s best hiking, kayaking, and outdoor attractions, The Caboose Roost delivers comfort, character, and adventure in equal measure. We're more than just a place to stay-we're an experience you'll want to share, remember and return to!

4 Guests

1 Bedroom with Loft

1 Bathroom with shower
Amenities:
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Fresh Breakfast Muffins
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WiFi
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Mini Fridge
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Microwave
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Coffee Maker
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Kitchenette Supplies: Coffee, Tea, Local Honey, Sugar, Creamer, Salt and Pepper, Dishwashing Liquid, Corkscrew, Ice Cream Scoop, Can Opener, Children's Plastic Plates
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Games and Playing Cards
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Brita Water Pitcher
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Kitchen Sink
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Utensils, Dishes, Glassware Including Wine, Champagne and Beer Glasses, Napkins
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Universal Chargers
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Mini Bluetooth Speakers
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Fire Pit Area w/Firewood with Seating
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Bedroom with Queen-Size Bed
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Loft with Full Size Mattress
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Full Bathroom w/Shower
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Free Parking
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Hair Dryer
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Hand Soap, Body Wash, and Shampoo
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Bed Linens
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Sound Machine
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Towels
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Bath Robes
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Hangers
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Smart TV
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Air Conditioning/Heating
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Fans
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Smoke Alarms
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Fire Extinguisher
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Keyless Entry
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First Aid Kit
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Bug Spray
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Train Library (Including Adult & Children's Books)
Guest Reviews
The caboose exceeded our expectations. From the moment we arrived, with the railroad crossing lighting up as we drove through to the evening under the stars by the adorable fire pit area, everything was just perfect. Tina quite literally didn't forget one detail. We had everything we needed and more, and by more I mean she had a sound machine by the bed, phone charges, fresh muffins in the perfectly put together tiny kitchen, and there were even bath robes. We loved that it even had a nice yard area, where our kids ran and played chase while my husband and I sat around the fire of the evening. We will definitely be visiting again !
- Shakara
This place was amazing. The kids absolutely loved it and so did we. Tina was a great host and communicated well. This is one of the coolest Airbnb’s we have stayed at. Highly recommend for anyone looking to share a unique experience.
- Andy
We loved our stay in the Caboose! It was a fun getaway for our family.
- Colleen
Thank you so much for everything. We had an amazing time. We’ll definitely be back and recommend the cozy caboose to all of our friends!
- Jeffrey
This place is fantastic! I love it! It is so very cute, you have done an amazing job of thinking of everything. What a great place to spend my birthday. Looking forward to returning. You are an amazing hostess with such a wonderful venue that supplies such a wonderful experience! Thanks again and best of luck!
- D and C
Wow! What a wonderful place you've created! The kids absolutely loved the caboose. I loved all the details and thoughtfulness you included. Our stay was too short for sure!! Congrats on creating something truly special.
- S, C, T, and E
We’ve stayed at a number of Airbnbs and cleanliness is important to us, and this place was exceptionally clean! We came with our kids and they loved it. Such a neat experience for them. It was nice having a good amount of space to play outside away from the road as well. We hadn’t stayed in Fredericktown before, but there are quite a few restaurants and a nice coffee shop to check out. Tina was a great host. We enjoyed our stay and will have to come back again!
- Cody
We had such a special stay at the Caboose! Ours was last minute booking and Tina was only too happy to accommodate us. With only two hours from booking to our arrival, she had made sure the spot was ready for us; Christmas lights were twinkling, the space was spotless, and there was delicious muffins waiting for us. She has honestly thought of everything and I was impressed with how much convenience she had tucked into every corner. She also had everything we needed to start a fire and spend a couple hours staring up at the stars. The caboose was a short drive to restaurants (we had a nice dinner at Palos and coffee in the morning at The Station) and was only 30 minutes away from Elephant Rocks State Park. The care and attention Tina put so obviously put into the caboose's renovation is the same care and attention she doles out on her guests. It's absolutely worth the visit and I would 100% stay again.
- Nikki



