Train holiday rentals in Appalachian Mountains

Caboose Retreat with Hot Tub

The Cozy Rose Caboose – A Unique Luxury Retreat Near Asheville 🏆 Prime Location: Just 10 miles from downtown Asheville 🚂 One-of-a-Kind Stay: Fully renovated train caboose 👫 Perfect for Couples & Small Families ☀️ Hot tub, fire pit & fully fenced yard 🛁 Huge two-person indoor whirlpool jacuzzi + walk-in shower ❤️ Cozy and thoughtfully designed space 💻 High speed Internet, streaming, board games, yard games, and more 🌆 Explore Asheville by day, unwind in your private retreat by night

Romancing the Rails

Fulfill your Romantic dreams of railways and sense of adventure by staying in one of two authentic train cars at Shogomoc Railway Site in downtown Florenceville-Bristol, N. B., Canada. Note travel restrictions at this time. Romancing the Rails Train car is stylishly furnished with a queen bed, an electric fireplace, seating area, ensuite washroom, kitchenette with continental breakfast and everything you need for that romantic train get-away that you have always dreamed of. *Price includes HST

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!

Foothills Caboose - NC wineries! 5 mins to TIEC

NC Foothills. Mins from TIEC & 4 wineries. 50 mins from Asheville & Blue Ridge Parkway! Newly renovated 270 sq ft historical caboose, bursting with character and amenities! It traveled thousands of miles before coming to us! Imagine the stories it would tell if it could talk! Placed on rails, in a wooded hill, surrounded by acres of family land. Secluded yet super safe! We live ~ 400 yards away. Can be booked with our other Airbnb for extended family/friends getaway! Just ask us!

Apple Ridge Farm Caboose Bed & Breakfast - #1

Go back in time in this stylishly remodeled 1978 Norfolk Southern Caboose Car with queen bed, futon, table for two and attached outside deck. The overnight stay in this lovely Caboose #1 includes a complimentary breakfast. Guests can enjoy 96-acres of beautiful mountain property and 4+ miles of hiking trails. This is a unique and unforgettable experience. All proceeds support Apple Ridge Farm, a non-profit that "Helps Kids Grow!". This rental is Pet Friendly with a $25 per pet fee.

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!

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~

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!

Chessie System Yellow Train Caboose & Amazing View

Completely remodeled C&O train caboose with a large deck and an amazing view looking over the Ohio river and West Virginia. A full size Murphy bed, original writing desk, the dining table is an old sleeper bed turned upside down and all the lights are original out of Pullman train cars No smoking inside the caboose. Thanks

Side Tracked in Muskoka

Welcome to Side Tracked in Muskoka, Muskoka’s premier railway-themed stay. Step back in time inside a beautifully restored Ontario Northland Railway Caboose No. 122. Thoughtfully designed, the interior pays homage to the caboose’s railway history while complementing Muskoka’s cozy cottage feel.