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Trainmaster’s Inn: Retro Caboose Vacation Stay

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This is a beautiful little slice of history! Stay in this real train caboose that’s been turned into an Airbnb in Massachusetts! The interior of the space is creamy white with retro pops of red that mimic the red exterior of the caboose.

Inside there’s a tiny bathroom and kitchen to make your stay comfortable, and two sets of bunk beds in the back for guests to sleep in. The cupola has train seats in it, where you can sit and pretend you’re headed West! Too fun!

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Red Retro Train Car Turned Hotel Room

Retro Train Caboose 7

Images via Airbnb/Robin

The bold retro-style sink is such a nice touch.

Retro Train Caboose 12

Images via Airbnb/Robin

Red accents pop off of the white shiplap walls.

Retro Train Caboose 13

Images via Airbnb/Robin

Look at the cozy wood stove in the center of the space.

Retro Train Caboose

Images via Airbnb/Robin

The red leather chairs give you a spot to relax.

Retro Train Caboose 4

Images via Airbnb/Robin

You can get some work done at the desk.

Retro Train Caboose 9

Images via Airbnb/Robin

There’s a TV as well.

Retro Train Caboose 8

Images via Airbnb/Robin

You can sleep in the fun bunkbeds at the back of the caboose.

Retro Train Caboose 3

Images via Airbnb/Robin

The plaid bedding is a great touch.

Retro Train Caboose 10

Images via Airbnb/Robin

There’s an exit right by the beds.

Retro Train Caboose 5

Images via Airbnb/Robin

You can also hang out up here!

Retro Train Caboose 6

Images via Airbnb/Robin

These old train seats look out the windows.

Retro Train Caboose 11

Images via Airbnb/Robin

What do you think of this space?

Retro Train Caboose 2

Images via Airbnb/Robin


  • Original caboose turned into a tiny home.
  • Four bunk beds at the back of the caboose.
  • Cool original train seats up in the cupola.
  • Wood stove to keep warm.
  • Small kitchenette and bathroom.
  • Located close to restaurants.
  • Tons of train memorabilia

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Natalie C. McKee

Natalie C. McKee is a contributor for Tiny House Talk and the Tiny House Newsletter. She's a wife, and mama of three little kids. She and her family are homesteaders with sheep, goats, chickens, ducks and quail on their happy little acre.

Latest posts by Natalie C. McKee (see all)

{ 4 comments… add one }
  • Marsha Cowan
    February 26, 2024, 10:17 am

    Where’s the bathroom? 🤔

    • James D.
      February 26, 2024, 1:35 pm

      Parallel to the kitchen… In the photo showing the entrance by the red fridge, note the open door to the that small room to the left side, should be the powder room… While there’s an additional photo on the AirBNB site where you can see the clawfoot tub/shower right opposite where the kitchen sink is located…

      • Marsha Cowan
        February 26, 2024, 3:14 pm

        Thanks! I’ll check out the Airbnb pics.

  • Don Widger
    February 26, 2024, 10:37 am

    Beautiful. Obviously a lot of care (and I’m guessing money) went into this creation.

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