Train holiday rentals in Mississippi River

1928 Luxury Railcar | Secluded Romantic Stay

Stay in a beautifully remodeled 1928 Rock Island Railway train car on 10 secluded acres in Long Lane, Missouri. Near Bennett Springs Enjoy Floating and Fishing the Niangua River! Enjoy fishing at the private pond or relaxing in the cozy car with a king bed, queen sofa sleeper, full kitchen, and a bathroom with a deep soaker tub. This peaceful retreat offers modern amenities with historic charm. Free Starlink Wi-Fi. Perfect for couples, solo adventurers, or nature lovers seeking tranquility.

Luxury Caboose Retreat-Sleeps 4- Loft and Firepit

Climb aboard a beautifully restored train caboose for an unforgettable getaway! This cozy retreat blends nostalgic railroad charm with modern comforts, perfect for a couples escape or a fun family adventure. Kids love the loft and spacious yard. Explore the area's best hiking and kayaking and relax while stargazing by the firepit, creating memories lasting beyond your stay. . Nestled in Fredericktown, Missouri near Hwy 67—a unique stay for romance, family fun, and unforgettable experiences!

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, fishermen 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.

Sleep in a Real Historic Caboose Riverfront Escape

Welcome to The Caboose at the Mason House Inn — a one of a kind stay inside an authentic railroad caboose set along the river. This fully restored caboose blends historic character with modern comfort. Inside, you’ll find a well-equipped kitchen, dining space, private sleeping area, TV, and the essentials needed for a comfortable and memorable stay. Whether you’re staying one night or settling in for a longer visit, the caboose offers a cozy riverside escape you won’t find anywhere else.

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!

Livingston Junction Depot Cottage private HOT TUB

You'll love this unique and romantic escape in the hills of the ozark. At night you get to gaze at the stars in the hot tub. The large stone fireplace will give you a time for snuggle in and feel the warmth. The Queen size bed has 2 windows facing the spectral views of the Ozark hills. The kitchen has the availability to use plenty of utensils to master your meals.The bathroom does have a jetted spa tub to soak in while giving you the option for a shower. Very private wooded views.

Train Wreck Inn - The Ticket Booth

The Ticket Booth is a special spot within the Train Wreck Inn - a retro train motel in Grand Coteau, LA! Vibrancy and efficiency make your stay in a retired ticket booth unforgettable. Inspired by filmmaker Wes Anderson’s infamous color palettes, this space is complete with a record player, antique glassware, and a custom kitchen. Enjoy our courtyard’s hammock and seating areas, or walk to the nearby cafe and shops. The Ticket Booth is ready to take you on your next adventure!

Caboose 1430

FRISCO Caboose 1430 is an exceptional rail car that's been updated for the modern time. The interior is a marriage between the past and future. We've kept parts of the caboose that's unique to the space while modernizing others for the comfort of our guests. This rental is located on an active railroad track and you WILL hear the train on occasion. They do not have a set schedule so it's possible that the train horn will blast during the night/early morning.

Vintage Train Car from 1896 plus pool ~2 bedrooms

Step back in time and experience the ultimate in unique, vintage accommodation with our refurbished train car. This one-of-a-kind property features two cozy bedrooms, complete with three comfortable beds, kitchen and a study area, making it perfect for families or small groups of friends. Experience the nostalgia of yesteryear with the comfort of today. Book your stay today and make unforgettable memories !

Family Fun or Romantic Escape in a Unique Caboose!

History and beauty at its best: 1912 Wood Caboose and 1940's Freight Car has everything needed to Rest & Relax on a Milwaukee Railroad rightaway. Trains are set on actual tracks! Explore 80 acres of walking trails just steps away. Bike trails at Morgan Creek Park, New BIRD Preserve and Iowa wetlands preserve is just a few miles away. A great getaway just because! A lil R&R welcomes you!

Enchanting Train Car Retreat Next to Lake Superior

Step back in time with this one-of-a-kind Train Car Retreat in Duluth, MN—a charming, elegantly converted 1920s-30s passenger train car transformed into a cozy, historic home. Nestled just steps from Lake Superior’s pristine shores, with public beach access only a few minutes’ walk away, this unique stay offers an unparalleled blend of vintage allure and modern comfort.

Uniquely Quaint Santa Fe Train Caboose 4

Our fourth, of four, Cabooses. Each Caboose is perfect for quick, short stays. Five Star’s: "Step out the door, & it's lake, firepits & grills." The Caboose is perfect for you if you: • Have a small family (4 or fewer) • Want a cozy, romantic weekend, but don't need the frills • Eat out, eat light, or love grill-or-firepit cooking