Train holiday rentals in Southern United States

Belle Plain Caboose: Relaxing Romance w/Fishing!

Step into the Belle Plain Caboose, a one-of-a-kind romantic retreat on an 800-acre working ranch, where the charm of a converted train caboose meets the allure of the outdoors. Offering some of the best fishing in the area, this unique getaway invites you to cast a line from its exceptional back dock. Relax on the screened porch or gather around the firepit under the stars. This transformed caboose not only provides a cozy stay but also adds a touch of novelty, making it an unforgettable escape.

Boxcar #2 Santa Fe Chief

Have you ever slept in a train car? Come enjoy this unique experience of staying in a newly renovated train car that actually used to be used for transporting goods along the rails between Chicago and Las Angeles. Come enjoy the peaceful, quiet, wide open spaces where we have chosen to park this boxcar, walk out through through the patio doors onto the back deck and soak up the beautiful sunsets surrounding you, not to mention the sunrises you are able to see in the mornings! No pets please

Livingston Junction caboose 103 Private HOT TUB

You'll love this unique and romantic escape. This Caboose Cabin is set up on the rails, just as it was when it was rolling across the American countryside. You will find the Caboose furnished with a Full Bed, stand up shower, TV DVD player & Kitchenette. You will be able to relax on the spacious deck. The Hot Tub is an incredible place to enjoy an evening under the stars. Wooded views surround the Caboose, providing privacy and creating an intimate setting a place that you will never forget.

Secluded railcar and caboose with incredible view

Quiet and peaceful setting overlooking Elm Valley just 9 min from Buffalo Gap. The fully renovated railcar and caboose are connected by a large back patio that boasts one of the most spectacular views in Taylor County. The railcar is the larger of the two and has a king size bed, walk in shower, full kitchen, and living area. The caboose has a queen size bed, small living area, half bath, mini fridge and coffee bar. Smart TVs and WI-FI in each. Relax and unwind at this one of a kind retreat.

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

1920's Vintage Caboose on Lake Limestone in Texas

Vacation from your worries and enjoy the life of the "Red Bobber" 1920s Caboose. Restored and renovated into a fully functional tiny getaway for the family or water enthusiast. This 1920s Caboose takes you back in time. From the minute you step on board It has both the original classic touches of restored history with a modern chic renovation. You clearly see that every paint stroke, every nail, every touch was crafted with appreciation for the original masterpiece that it once was.

Renovated Train Car Tiny Home Near Smoky Mountains

Hop inside this time capsule dating back to WWII. Platform1346 is a renovated troop train kitchen car that sits on the family's flower farm and is adjacent to the Smoky Mountains. It has been showcased on television on The Design Network's "Tiny Bnb" and websites like the Travel Channel and NBC's Today Show, countless TikTok's, YouTube and IG videos and also news outlets all over the world! This 1943 train car offers a maximized and well designed layout for your relaxing getaway!

Route 66 Oklahoma City 1925 Red Caboose

Enjoy a wonderful night in our 1925 CB&Q wooden caboose. As you pull into the driveway of our little farm, you won’t believe you’re only 20 minutes from downtown Oklahoma City and less than 10 minutes from Edmond. You may encounter deer, turkeys, road runners and much more. Enjoy the lonesome howl of distant coyotes in the evening as you step outside this old waycar. If you’re looking for a unique experience and you’re a romantic fool such as I, come stay a night in 13744.

Train Caboose w/ River Views <.5 mi to Downtown

✨Named the most wish-listed Airbnb in Virginia! ✨ All aboard! Welcome to James Station by All Belong Co, a train caboose overlooking the James River. • 1/2 mi walk (or bike!) to downtown Lynchburg and paved Blackwater Creek nature trails • Large deck, Solo Stove fire pit & gas grill • Porch swing overlooking river + hammock swings • Watch the trains + factory action below! • Full-size shower w/ rain-head shower & Public Goods soaps

Cap's Caboose 30 minutes from Cheaha State Park

Looking for a unique place to stay? We have it. Cap's Caboose is a one of a kind overnight rental. It is in a quite friendly community, and is within a 30 minute drive of the beautiful Cheaha mountains (State Park). Ashland is the nearest town only 6 miles away and has several restaurants including McDonalds, several privately owned cafes and a Piggly Wiggly for groceries. There is a Dollar General in Millerville just 2 miles away.

Authentic Caboose 10 min to historic EBT Railroad

Enjoy the natural beauty surrounding this historic getaway. This getaway includes many amenities for you to enjoy. ~10 minutes from train and trolley rides~ ~On 5 acres along a country road~ ~Heat and AC~ ~Hot Showers in the Caboose~ ~BBQ Grill~ ~Queen Bed and two singles in the loft~ ~Coffeemaker~ ~Microwave~ ~Refrigerator~ ~WIFI is coming soon~ ~Fire ring with firewood~ ~Picnic Table~ ~Toaster~ ~WIFI~ ~Smart TV~