
Places to stay near Big Cork Vineyards
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Top-rated holiday rentals near Big Cork Vineyards
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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. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Studio: Downtown Hideaway & Waterside Garden Oasis
Our modern studio is on the Town Run and steps away from downtown Shepherdstown. Whether you’re here for a relaxing escape or a university visit, listen to a waterfall from our cozy, zen, spa-like space with outdoor gardens. It’s an oasis with a comfortable full bed, dedicated work area, and walk-in shower. Nestled in historic downtown, you can easily explore German St., with a variety of dining options, shopping, and outdoor activities a short walk away from the Potomac River and C&O tow path.

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.

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

Luxury Mountain Getaway: Sunsets, Wines & Views.
Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

❤️ 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 3 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.

Plum Lazy on the Potomac
With stunning views and prime river access, Plum Lazy is nestled on three partially-wooded acres sloping gently to the water's edge. Enjoy 150 feet of shoreline with a large landscaped expanse of grass perfect for play, picnics, or just shady naps. This riverfront area is exclusively for you and guests at our cabin on Knott Road. A rocky peninsula extends your riverfront another 100 feet into the Potomac. The large deck and stone patio features a variety of seating options and gas grill.

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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

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.

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!
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, a relaxing year-round hot tub, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away! Explore nearby trails or soak under the stars in the hot tub, all while enjoying the comforts of home.

Downtown: Explore Shepherdstown from cozy 1br apar
Welcome to our cozy and modern one-bedroom apartment, located just steps away from history, dining options, the beautiful outdoors, and Shepherd University campus! You'll enjoy the convenience of being right on the street while still having a peaceful and private escape from the downtown hustle and bustle. Nestled in downtown Shepherdstown, easily explore downtown, while also being a short walk away from the Potomac River.
Popular amenities for holiday rentals near Big Cork Vineyards
Condo rentals with Wi-Fi

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Bijou Space in Downtown Bethesda

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Downtown 1 BR Condo Steps to Everything

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Your Hideaway awaits/1-bedroom downtown pad.

Historic & Cozy ~ Near Antietam Battle & WhiteTail

Newly Renovated HUGE condo in heart of downtown!
Family-friendly house rentals

“The Rambler” In beautiful Middletown, MD ⛰

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

Gayte House Gay Owned, Liberal Oasis

Spacious Private Basement Apartment

Outdoor Basecamp at Tiny Hidden Ridge

The Inwood House- easy on/off I-81

Entire historic stonehouse 1 mi walk Harpers Ferry

Contemporary and newly renovated
Apartment rentals with air conditioning

The Boundary House Apartment

Cozy Getaway near Harper's Ferry, C&O & Potomac

Downtown Modern Studio apartment | History & Dining steps away

Trundle Private Suite Location Lily Garden BnB

A little piece of the country in the town

Private efficiency apartment

Carroll Creek Private Apt./Luxury King Bed

Escape from the City. Mountain Farmhouse Suite
Other great holiday rentals near Big Cork Vineyards

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Cabin on Middle Creek - Myersville MD - Middletown

Little Lodge

Spruce Run Cottage, Farm stay on Catoctin Mountain

Sleepy Hollow Log Cabin

Cottage Escape in Virginia Wine Country

Retro Tiny Cabin in the Trees

Historic Scrabble, Shepherdstown
Destinations to explore
- Walter E Washington Convention Center
- Georgetown University
- The White House
- Liberty Mountain Resort
- Whitetail Resort
- Howard University
- Stone Tower Winery
- Arlington National Cemetery
- George Washington University
- Georgetown Waterfront Park
- Marine Corps War Memorial
- Cunningham Falls State Park
- Great Falls Park
- Codorus State Park
- Ballston Quarter
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Reston Town Center
- Cacapon Resort State Park
- Gambrill State Park
- Smithsonian National Zoological Park
- Meridian Hill Park
- South Mountain State Park




