Vacation rentals in Charles Town

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Featuring large patio, outdoor dining area, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" outdoor soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

❤️ Secluded 1940s Romantic Tiny House on the River

Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 2.5 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way

Quaint and cozy studio apartment nestled on a quiet country lane just outside of Charles Town. Relax with a glass of wine on the private deck, enjoy a s'more at your personal fire pit or cool off in the built-in swimming pool. Keep an eye out for the deer that come to graze early morning and evening on the 3 acre property. Close to all area attractions without all the crowds. The loft apartment is in a separate building from our home, above my stained glass shop.

The Big Room - Historic Schoolhouse

Checkout as late as 8pm on Sundays! Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll. The Railside Market serves food and sundries one block away. (currently has limited hours) Multiple food options are available in nearby Charles Town and lots more in Winchester Virginia.

Hoping to see a Sasquatch?

Whether you're looking for hiking, river adventures, ziplining, a day at the beach (Mountain Lake Club) or just want to get away for a little R&R our place has it all within 15 to 30 minutes driving. Walking distance to the beautiful Shenandoah river, plenty of space to park if you want to bring a small boat. Spend the day out in nature, then come home to hotel style living. After a nice shower, get the fire pit going and cook out! We love pets!

Last Rodeo Cottage

Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

Blueridge Mountain Retreat Apartment

In the middle of VA wine country and only minutes from the Appalachian Trail, enjoy a private apartment in our mountain home with a separate entrance and your own deck with views of the Shenandoah Valley. There is a hot tub on the deck and a fire pit overlooking the valley. Plenty of wildlife. A welcome basket includes breakfast items.

The River House

Come unplug at this adorable, spacious cabin on the bank of the Shenandoah river. Enjoy peaceful dinners amongst the trees on a two tiered deck. Fall asleep to the rhythmic sounds of nature waking to coffee in sunroom. If you prefer social nightlife, you’re just 10 minutes from the casino, bars and restaurants