Holiday houses in Gapland

WV Blue AND Gold (entire property)

Entire house 2 kitchens, 1 living room w/ day bed & trundle w/ real mattresses, 1 living room w/ daybed with 2 real mattresses (~king), 2 dining rooms w/ seating for 6, 3 queen BRs, 1 twin BR, 1 bathroom w/ bathtub & 1 bathroom w/ an easy step in shower! No dock/steps to river, but a weed whacked path. 3 kayaks, hot tub for 6, grill. Early checkin/ late checkout will not be considered until the day prior to arrival/departure. 2 night min weekends & holidays. We’re next door if you need anything.

Mountain Church Cottage

Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Just 12 min from Harpers Ferry National Historical Park, this recently renovated & refurnished home is located ON THE POTOMAC RIVER! Stairs just off the huge backyard lead you into the river, or take a short car ride to our private riverfront gazebo & fire pit. Hot tub, kayaks, SUP, river tubes & more! Located 1.5 hours from DC and Baltimore, dozens of wineries/breweries within 15 miles, 10 min from River Riders, & 18 min from Charlestown Races & Slots! Golf cart no longer included with rental.

Riverfront Cottage in Shepherdstown, WV

Escape to this tranquil, riverfront retreat with stunning, year-round river views, a private dock (available late May-Sept) & firepit. Relax, fish, explore, or visit nearby attractions in Shepherdstown, Sharpsburg, & Harper's Ferry. Two kayaks, a canoe, paddles, & lifejackets are available for your use. All water activities are at your own risk. WV DNR requires all boaters to have a lifejacket and all boats to have a whistle. Please bring your own whistle(s). MD or WV fishing license is fine.

1813 circa Historical Farmhouse

Nestled atop a knoll with breathtaking views of rolling hills, pastures and beautiful South Mountain, our farm is your peaceful home away from home. Swing on the wrap around porch, or enjoy dinner on our 800 sq ft back patio. If adventure is more your thing, you will enjoy the walking trails, creeks and ponds. Guests will have exclusive access to the farmhouse and surrounding 2 acres. The remaining 27 acres is a working farm, with seasonal farm activity. Guests may explore the whole farm.

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

"Rusty Rose~amazing restored Farmhouse located in the heart of Jefferson. The perfect combination of "Leather & Lace"~ restoration met renovation to offer a unique property like no other to guests. Set your sights on adventure! Downtown Frederick restaurants, shops, parks, & nightlife. VA, MD, & WV local wineries & breweries. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes. Golf 18 holes. Go antiquing. Tour quaint nearby towns restaurants & shops.

Beautiful historical town, 3 bedrooms, countryside

Beautiful home is on the 3.5 acres around peaceful farm area, with a barn and stunning views of the valley and mountains. You are able to see and hear the neighbor’s animals, see the rhythm of farm life, and enjoy being in nature. We hope you will find the house is supper comfy, welcoming. Great location not too far from Main St in Middletown with its restaurants & shopping. Minutes from the highway, yet still in the country. A little over 20 minutes drive to the Whitetail Ski Resort.

Harpers Ferry House for Family Events

Welcome to the Harpers Ferry House, your private retreat to relax with family & friends or host family gatherings. We host events up to 60 guests. History surrounds you in your rustic but elegant chef’s kitchen with beams up-cycled from barges that once ran the historic C&O canal. For the adventuresome, it’s river tubing, zip lining & hiking the AT. Minutes from Loudoun’s best vineyards, breweries & Historic Harper's Ferry. Our two other AirBnBs are within a 2 minute drive.

Happy Harbor | Riverside w/ Water Hole + Game Room

BNB Breeze Presents: Happy Harbor! Nestled in the Appalachian Mountains near the Potomac River, this stunning destination is perfect for your next retreat into nature! Your incredible amenity list includes: - Private Swimming Hole + small Waterfall on Site! - Removable Pickleball Court - Covered Basketball Court! - Game Room w/ Ping-Pong + Pool! - 12 Private Acres to Roam + Explore - Large Year-Round Stream - Beautiful Screened-In Porch w/ Egg Chairs + Lounge Furniture!

Trailhead House | Cozy Hiking Retreat

Trailhead House is a peaceful mountain retreat near Harpers Ferry, Knoxville, and some of the region’s best hiking trails, river towns, and outdoor adventures. Spend the day exploring nearby trailheads, kayaking, fishing, or visiting local shops and restaurants, then come back to relax on the patio, play games, and unwind in a warm, comfortable space designed for families, couples, hikers, and weekend travelers looking to recharge and enjoy the outdoors together.

Steps to Winery and Battlefield – 1 Acre Retreat

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Charming Burkittsville 1747 Home

Studio apartment located in the rural historic town of Burkittsville MD (Est. 1824) at the base of South Mountain, surrounded by beautiful farmland. About 25 minutes to Antietam battlefield, Harpers Ferry WV, Shepherdstown WV, Middletown MD, Frederick MD. Close to many activities including wineries, breweries, award winning restaurants, theater, hiking, biking, river activities, Appalachian trail, C&O canal, national and state parks.