Vacation rentals in Gapland

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Top-rated vacation rentals in Gapland

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Top guest favorite

A charming cabin is nestled among lush greenery, featuring a large covered porch that extends along the front. The surrounding area includes well-maintained grass and several trees, creating a serene outdoor environment that invites relaxation.

Cabin in Myersville

4.96 out of 5 average rating, 318 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

Guest favorite

The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.

Cabin in Myersville

4.96 out of 5 average rating, 163 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favorite

The living area features a pull-out futon in front of a patterned area rug. Two wooden chairs are positioned at a small table beside a large window, with a vibrant artwork depicting a barn mounted on the wall. A kitchenette area is visible in the background.

Home in Knoxville

4.91 out of 5 average rating, 352 reviews

Outdoor Basecamp at Tiny Hidden Ridge

Our basecamp apartment is perfect for the outdoor enthusiast looking for an escape to the countryside. We are 1/2mile from the C&O Towpath and Potomac river and less than 2 miles from Harpers Ferry and the Appalachian Trail. Our location makes this perfect for couples, families or groups looking to hike, bike, or raft. Make use of our deck, grill, fire pit, and bike tools. We recently got internet. But no TV, and weak cell signal. The kitchenette has a hotplate, toaster oven, and coffee maker.

Guest favorite

A cozy tiny home is surrounded by lush greenery. Outdoor seating is provided with a small table and chairs, while planters filled with flowers enhance the space. A soaking tub is visible on the patio, adding to the charm of the outdoor area.

Tiny home in Harpers Ferry

4.97 out of 5 average rating, 148 reviews

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.

Guest favorite

A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.

Home in Middletown

4.96 out of 5 average rating, 113 reviews

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.

Top guest favorite

A bright and airy loft apartment features a queen bed with a patterned coverlet. A cozy sofa is present, complemented by a small side table. The fully equipped kitchen is visible, along with a dining area set for four and a smart TV mounted on the wall.

Loft in Brunswick

4.94 out of 5 average rating, 228 reviews

Loft Apt Just off C&O near Harpers Ferry and AT

This beautiful loft apartment is right in the center of downtown Brunswick! The apartment offers a queen bed on the main floor and two twin beds in the loft. There is a small section sofa that can be used for an additional sleeping space. The apartment offers a fully equipped kitchen with a stove, oven, microwave and refrigerator along with a washer and dryer. There is wifi and a Smart TV, which is on a swivel mount so you can watch your favorite streaming services from the couch or the bed.

Top guest favorite

A bright and modern living area is highlighted by two red accent chairs and a comfortable sofa. A coffee table sits centrally, with a television mounted on the wall. Natural light filters in through large windows, enhancing the inviting space.

Guest suite in Sharpsburg

4.94 out of 5 average rating, 265 reviews

Guest Apartment by C & O Canal and Battlefield

Luxurious, modern comfort with KING & QUEEN sized super comfy beds.Newly remodeled. 3min to center of Sharpsburg in quiet country setting, w/1200 square ft. of space that’s all one level inside. Bright & modern basement apartment with private entrance. Firepit and beautiful outdoor seating. Lots of large windows and natural light. Fully equipped kitchen, 2 BR, 1 BA. It’s on the ground floor and Hosts live on top, main floor. Shepherdstown 7 mi. C & O canal 1/3 mi. Antietam Battlefield 1/2mi

Guest favorite

A charming tiny house is set among greenery, featuring a red tin roof and welcoming porch. A new wooden staircase leads to the entrance, bordered by planters with colorful flowers. Surrounding foliage creates a serene, natural environment.

Tiny home in Jefferson County

4.89 out of 5 average rating, 482 reviews

❤️ 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.

Superhost

A spacious living area features a large sectional sofa adorned with navy blue cushions, arranged around a wooden coffee table. A patterned rug rests on polished wooden floors, while a large window allows natural light to fill the room.

Home in Knoxville

4.79 out of 5 average rating, 129 reviews

Escape from the city. Farmhouse Near Harpers Ferry

Secluded Country Retreat Near Harpers Ferry 3BR | 2BA | Private Trails | EV Charging | 100+ Acres Escape to a peaceful retreat on 100+ acres of pristine countryside, minutes from Harpers Ferry, Shepherdstown, and the C&O Canal. This secluded 3-bedroom, 2-bath home blends modern comfort with rustic charm, perfect for families, couples, and outdoor enthusiasts. Enjoy private trails and nature at your doorstep. Events are allowed in a separate indoor/outdoor event space available for rent.

Guest favorite

A serene countryside view showcases a spacious green lawn bordered by trees and hills in the background. Two houses are visible: one with a wraparound porch and the other a smaller structure. An organic garden is seen in the foreground, framed by a simple fence.

Guesthouse in Keedysville

4.97 out of 5 average rating, 225 reviews

City Dog Farm

Comfortable, light-filled one bedroom apartment on 10 acres in Maryland near Antietam battlefield and Harpers Ferry, WV. We have chickens, an organic garden, hills, woods and a stream. Apartment is 15 minutes from Harpers Ferry, Antietam battlefield, the C&O canal, river rafting on the Potomac or Shenandoah, vineyards, the Appalachian trail and small towns including Boonsboro and Shepherdstown, WV. 30 minutes to Frederick or Hagerstown/1.5 hours to DC or Baltimore. SORRY NO PETS

Guest favorite

The exterior of a renovated mobile home showcases a colorful façade with horizontal stripes of orange, yellow, and white. Lush greenery surrounds the home, with a well-maintained lawn and coniferous trees providing a natural backdrop. A shed is visible alongside the mobile home.

Place to stay in Middletown

4.87 out of 5 average rating, 53 reviews

Vintage Mobile Home and Storage Workshop

Renovated in 2021, this 1960's era mobile home has character that will make you smile! Includes WiFi, one bedroom with a queen bed, full bathroom, walk-in closet, full kitchen, and front porch. Guests have access to a large funky workshop for large storage needs (kayaks, bicycles, skis, snowboards, fishing gear, etc.). This rare gem is nicknamed "Don't Stop Believing" because even though it is a bit aged, it holds on to the ability to provide you with a home away from home!

Top guest favorite

A panoramic view captures rolling hills covered in autumn foliage, with vibrant reds and oranges visible on the trees. A green tractor and a dark pickup truck are parked on the grassy area, which leads toward the distant mountains under a soft sky.

Farm stay in Knoxville

4.97 out of 5 average rating, 299 reviews

Paradise Farm—Near Harpers Ferry

If you love animals and the country this is the place for you! Come visit our "paradise." Horses, cows, goats, and a range of feathered exotics are right out your front door. Short drive to the Potomac river, C&O Canal, Harpers Ferry National Historic Park, Antietam Battlefield, Appalachian Trail, Shepherdstown, WV. Outfitters nearby offer rafting, kayaking/canoeing, tubing, ziplines. Vineyards all around. Hosts live in attached house and are nearby if needed.