Train holiday rentals in California

4.98 out of 5 average rating, 101 reviews

A yellow caboose is positioned alongside a rustic railroad crossing sign. Large stones are placed around the base, and weathered wooden wheels enhance the vintage theme. In the background, a windmill stands against a clear blue sky, contributing to the unique railway setting.

Train in Palmdale

Unique Caboose #444

Experience the charm of the railway world like never before at our unique property where three full-size trains have found their home. Located on a picturesque setting, our Caboose accommodations offer an unforgettable stay for train enthusiasts and adventure seekers alike. A perfect get away with a king size bed, private entry, outside seating area w/ firepit. Along with a seating area in the Coppola for enjoying the sunset with a glass of wine or sipping your morning coffee with the sunrise.

Private room in Upper Lake

An elegant room features a spacious bed, complemented by a beautiful art deco mirror above a Jacuzzi tub for two. Soft lighting illuminates the area, and plush bathrobes are draped nearby, enhancing the relaxing ambiance.

4.92 out of 5 average rating, 13 reviews

Orient Express Mystery Railroad Caboose Cabin

If you've ever dreamed of a journey on the famed Orient Express, our Mystery on the Orient Express themed caboose is for you. The beautiful art deco mirror behind the Jacuzzi tub for two is the focus of this elegant room. A private deck with views of Clear Lake, Mount Konocti & our sun-sets & second-story cupola for views too. We are a standard ol' style bed & breakfast, with your Caboose Cabin stay, 2 breakfasts are included! Please let us know via message if you would like to add on another.

Guest favourite

Train in Oakhurst

5 out of 5 average rating, 10 reviews

Little Red Caboose near Yosemite

Located in Oakhurst, 20 miles from Yosemite South Entrance and 2.7 miles from Ahwahnee, Little Red Caboose has accommodations with free WiFi, air conditioning, a tennis court and a terrace. The vacation home is in an area where guests can engage in activities such as fishing and canoeing. The vacation home is equipped with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchenette, and a patio with garden views.

4.89 out of 5 average rating, 326 reviews

A vintage train caboose is surrounded by a wooden deck featuring white outdoor furniture. A round table with four chairs is set for outdoor dining. The bright red caboose has a blue accent on a smaller connected cabin, complemented by natural greenery in the background.

Train in Agoura Hills

All Aboard the Glamour of the Orient Express

All Aboard for Romance & Adventure! Your Private Orient-Express Caboose! Vintage charm meets modern comfort in this restored train caboose tucked in the Agoura Hills. Cozy hideaway for two with velvet/wood/mountain views, and starry nights. Think Orient Express meets California mountain retreat. Wake to golden light and birdsong, relax under the California trees, and enjoy tranquility, and storybook charm, just minutes from Malibu beaches, hiking, wineries, and historic ranches.

4.98 out of 5 average rating, 60 reviews

A restored yellow caboose, marked with 'Union Pacific' insignia, is situated on a grassy bluff. The vibrant orange and red hues of a sunset illuminate the sky, while rolling hills and train tracks can be seen in the background.

Train in Tehachapi

Yellow Caboose Tehachapi

This beautiful caboose, built in September1955, has been completely restored/renovated with its own private driveway, and perched on a bluff in Tehachapi overlooking the train tracks at Cable. Retrofitting the space outfitted with modern amenities such as a full size 1.75-bathroom, bedroom with queen size bed and kitchen. Blending the comforts of home with a historical significance, this unique tiny home offers a truly special experience.

4.93 out of 5 average rating, 448 reviews

A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

A bright yellow wooden caboose, marked 'ERIE', is nestled among tall trees, providing a rustic charm. The surrounding area showcases gravel pathways and landscaped greenery, leading to additional lodging units in the background.

4.82 out of 5 average rating, 39 reviews

Caboose #1 - Jubilee Railroad Wilderness Lodge

Welcome to the gateway of your railroad adventure! Caboose #1 is the first caboose you'll encounter as you enter Jubilee Railroad, and it's one of the property's most beloved treasures. This historic Erie wooden caboose, with its distinctive yellow exterior and charming single-side cupola, has been lovingly preserved to offer an authentic piece of railroading history with all the modern comforts you desire.

A Santa Fe red caboose is depicted, featuring bold yellow lettering. The cupola atop the caboose provides additional seating. The structure is situated amidst a backdrop of tall trees, with a gravel path leading to the entrance.

4.94 out of 5 average rating, 94 reviews

Caboose #27 - Jubilee Railroad Wilderness Lodge

This Santa Fe red cupola caboose offers a serene, pet-free retreat reserved exclusively for adult guests. With its unique blend of charming knotty pine and original steel details, this caboose showcases authentic railroad character while providing a peaceful escape on the quiet side of the property. It is one of the most consistently praised units on the property.

Guest favourite

4.92 out of 5 average rating, 26 reviews

Caboose #18 - Jubilee Railroad Wilderness Lodge

This striking Great Northern Railway bay window caboose with its distinctive sky blue exterior is one of the highest-rated family units on the property. With room for up to 4 guests, a prime spot near the pool, and a front porch with magnificent Castle Crags views, it's a top choice for families looking for a memorable mountain getaway.

Guest favourite

5 out of 5 average rating, 18 reviews

Caboose #16 - Jubilee Railroad Wilderness Lodge

This striking Yreka Western bay window caboose with its bold blue exterior is one of the highest-rated units on the entire property. With room for up to 5 guests, a picnic table right outside the door, and a prime spot steps from the pool and hot tub, it's the top choice for families looking for a great experience together.

The exterior of Caboose #8 features a bold red paint job with white lettering identifying it as Southern Pacific 4212. A small platform is visible at the entrance, leading to metal steps that provide access into the caboose.

4.76 out of 5 average rating, 21 reviews

Caboose #8 - Jubilee Railroad Wilderness Lodge

Experience the classic charm of this Southern Pacific bay window caboose with its iconic red exterior and warm knotty pine interior. Perfectly positioned alongside the relaxing babbling brook and steps from the pool, Caboose #8 offers a serene, allergen-free retreat for guests seeking a peaceful mountain escape.

A renovated green box car is featured alongside a wooden entryway. The structure showcases a small window and pristine exterior details, framed by surrounding trees in a natural setting.