Train holiday rentals in North America

Ruby the Red Caboose

Stay in a REAL train car in historic Virginia City, NV. Authentic 1950s caboose converted into a private guest suite that captures the glory days of train travel. Enjoy the famous 100-mile view from the cupola as you sip your coffee in the morning or your cocktail in the evening. Watch the steam engine (or the wild horses) go by from your private covered deck. Easy access to the V&T Railroad, bars, restaurants, museums, and all that VC has to offer. Choo choo! Please note the pic of the stairs!

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.

The Blue Train Car

The Blue Train Car is a gem at the Train Wreck Inn - a retro train motel in Grand Coteau, LA! Vibrancy and efficiency make this unique stay on a retired mail car an unforgettable getaway. 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 take a stroll to the cafe and shops. The Blue Train Car is ready to take you on your next adventure in style.

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!

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

Wallace Ranch Boxcar Bunkhouse - Hot Tub !

The Wallace Ranch Boxcar Bunkhouse is located on the Wallace Ranch 6 miles south of Canyon Texas. The 114 year old Boxcar Bunkhouse was restored and converted into a unique one of a kind property! We have hosted guests and large groups/families at the ranch for several years and with the addition of the Boxcar Bunkhouse we are excited to add another level of unique accommodations to the Panhandle area!

Chessie Rails - Caboose w/HotTuB

Stay in a private caboose!!! Book your stay at Chessie Rails and experience a renovated caboose. But this is no ordinary train car. In October 2022 we started the process of bringing this vintage 1969 caboose back to life. Set back in your own private field with rolling hills as well as cows grazing on green grass. The outdoor space showcases a Hot Tub, Waterfall, Wood Fire Pit, Outdoor Shower, and more!