
Wake up in a historic caboose in the heart of downtown Damascus, Virginia. With the Virginia Creeper Trail and Appalachian Trail at your doorstep, Laurel Creek flowing through your backyard, and restaurants, bike shuttles, and shops just steps away, there's no better place to experience Trail Town USA.
Set along Laurel Creek in downtown Damascus, our caboose rentals offer direct access to the Virginia Creeper Trail and Appalachian Trail while surrounding you with unique amenities you won't find anywhere else. Enjoy private hot tubs, full kitchens, washers and dryers, projection screens, fire pits, kayaks, bidets, and creekside gazebos with hammock beds designed for ultimate relaxation.
The fun continues throughout the property with an illuminated volleyball court, dog washing station, creative greenhouse, and a playhouse for young adventurers. Walk to restaurants, bike shuttles, and local shops, then return to your own one-of-a-kind caboose retreat where comfort, adventure, and unforgettable memories come together.


Our Cabooses are not only located directly on the Virginia Creeper Trail and Appalachian Trail in front, but in the back yard...you are directly on the Laurel Creek.

You can enjoy the conveniences being in town with restaurants, shuttle shops, shopping, grocery store, etc...all less than a mile from your front door.

The Virginia Creeper Trail and The Appalachian Trail combine into one and the trail goes along the front of the property.

You literally can coast into your front yard from the Virginia Creeper Trail as you enter Damascus from White Top.
In the backyard, enjoy the deck that overlooks the River.
All Within Walking Distance
to the House:
Bike Shuttles open
YEAR ROUND:
Restaurants:
You literally can coast into your front yard from the Virginia Creeper Trail as you enter Damascus from White Top.
In the backyard, enjoy the deck that overlooks the River.
All Within Walking Distance
to the House:
Bike Shuttles open
YEAR ROUND:
Restaurants:
Ice Cream Store
Other Shuttles, Restaurants and Attractions within
1-2 miles of the house:
Adventure Damascus Bicycle & Outdoor
Antique Shops
Craft Shops
Downtown Park

Our completely renovated cabooses will have everything we can think of to make your stay fun and comfortable!
Cupola Caboose:
One Queen Bed,
Two RV Sized Fold Out
Full Beds
One Bathroom
Bay Window Caboose:
One Queen Bed,
One RV Sized Fold Out
Full Bed
One Bathroom
Both Cabooses will have:
Fully stocked kitchens, including pots, pans, dishes, utens
Our completely renovated cabooses will have everything we can think of to make your stay fun and comfortable!
Cupola Caboose:
One Queen Bed,
Two RV Sized Fold Out
Full Beds
One Bathroom
Bay Window Caboose:
One Queen Bed,
One RV Sized Fold Out
Full Bed
One Bathroom
Both Cabooses will have:
Fully stocked kitchens, including pots, pans, dishes, utensils, and staple spices.
Coffee/Tea Bar with coffee and teas.
Private Decks with patio furniture, propane grill, and hot tubs!
Outdoor seating by the river with a propane fire pit
Bike Rack
Wifi
Linens included
For the little ones: Stroller, Highchair, Playpen, toys, sippy cups, non breakable plates, and a video monitor
For Privileged Pups that are Approved:
Food/ Water Bowl
XL Kennel for when you leave the pup at the home unattended and an outdoor bathing station
There is a Shared Volleyball area (that lights up for night play as well), a plant potting/art studio and toddler playhouse for both cabooses to enjoy.

Caboose for up to four people: $175+/night
Caboose for up to six people: $200+/night
$150 Refundable Deposit Fee
$100 Cleaning Charge
$150 per Dog Fee
(up to 2 dogs and
approval needed)