
Apartment holiday rentals in Greencastle
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Top-rated apartment rentals in Greencastle
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The Boundary House Apartment
Located on this one of a kind spot, the front of the home is considered Historic Harpers Ferry, and the back Historic Bolivar. Either way you look at it you are centrally located within walking distance. On a private road it is not only private, it is quiet. There is a quaint bakery at the top of Boundary Street to the right and to the left there are 2 restaurants, and the local band hot spot. You will find this spot VERY spacious as it is a 1 bed, 1 bath, full kitchen that is almost 1000 sq ft.

Villa with majestic views of the Monocacy River!
The River House is located on the Monocacy River with the Monocacy National Battlefield on the opposite shore. Downtown Frederick, Maryland is just 3 miles away. A brick charcoal barbecue grill is offered for outdoor grilling. There are 3 units available in the River House. This is the largest and includes a full modern kitchen with island seating for 5, 2 full baths, washer/dryer and sleeps 5 comfortably. The property is served by T-Mobile high speed internet. The Villa is not pet friendly.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Seven East Patrick
"7 East" Welcome to beautiful & historic Downtown Frederick, Maryland. Find yourself nestled among the tree tops above our lovely town...at "Square Corner", the intersection of Patrick and Market Streets. The commercial and financial heart of Frederick for over 250 years. Here, the National Road meets several important north-south roads leading to PA, Virginia, and Washington, D.C., all in under an hour drive! Entertainment and nightlife, historic sites & tours, enough for the whole family.

Carroll Creek Private Apt./Luxury King Bed
Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

Near I-81, but private! Laundry! No fees!
Welcome to your peaceful retreat! This spacious and clean apartment features a fully equipped kitchen, dual shower heads, a cozy living area, and a washer/dryer for your convenience. Ideal for travelers seeking a quiet getaway or a stopover along I-81, our home is close to Antietam Battlefield, Hagerstown Shopping Outlets, C&O Canal, Tomahawk MotoX, Greenbrier State Park, Shepherdstown, and Harper's Ferry. Enjoy a comfortable stay with thoughtful amenities designed to make you feel at home!

Downtown Modern 2BR step from dining and shopping
Welcome to a modern and conveniently located two-bedroom apartment in the heart of Shepherdstown. Whether you're planning a weekend getaway or visiting the university, this apartment offers a perfect escape for your trip. Inside, you'll find a thoughtfully designed space with a coffee bar, a cozy living room, a versatile work/play room, high-speed internet, and a state-of-the-art kitchen. Explore downtown and discover a wide variety of dining options, shopping, and recreation activities.

Charming Studio Apt in Downtown Shepherdstown
Live like a local in our newly renovated, studio apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor studio apartment – which features space for no more than 2 guests – is located in a 100-year-old building directly behind Shepherd University's campus on German Street. Walk to the town’s restaurants, shops, and the university during Theater season, sporting events, or graduation. Comes with one free parking space.

Rebel Hollow
Come stay with us for the ultimate battlefield experience! The 1920s Farmhouse on 10 wooded acres on Willoughby Run directly across the street from the Herbst Woods where the first day's infantry battle occurred on July 1st, 1863. It is hard to get much closer, with less than a 2 minute drive to the battlefield and a 4 minute drive to historic downtown Gettysburg. On our property you will encounter our ducks, geese, chickens, Friday the cat, 2 goats and 2 friendly farm dogs

REmix REtreat, curated and styled by REmix Design
Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

The 1763 House - Stay in Downtown Shepherdstown
Welcome to our charming downtown Shepherdstown apartment, originally built in 1763 and nestled in the heart of town. Ideal for getaways, visiting family/friends, or university trips. Enjoy a spacious interior, comfortable living room, state-of-the-art kitchen, and private patio. Our downtown location on the Main Street offers convenient access to a wide selection of restaurants, unique shopping, and the Potomac river, all just a short walk away!

Quiet, Cozy, Contemporary
Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.
Popular amenities for Greencastle apartment rentals
Weekly apartment rentals

The Delaware Mid-Mod Escape

Mountain Chic Retreat w/ Lake Beach Passes!

Heart of Gettysburg Walk to Everything!

Summer Kitchen

Top o' the Hill Apt. in historic Harpers Ferry

Uptown Cottage Of Greencastle

Air Hill Haven

Studio Apartment Downtown Bedford
Private apartment rentals

Mountain Top Suite close to Gettysburg 15 miles

"Over The Ridge" Vintage Modern Apartment

Jackson's Ballad

Gettysburg's cozy neighbor

Brent House | Downtown Frederick

The Real Log Cabin

Downtown Frederick Getaway

Hidden Gem (Hagerstown, MD)
Apartment rentals with a hot tub

Nice place

Grand Point Crossing- Residential close to 81

West Virginia Gold (lower unit)

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Rockwell Suite #201 at the Inns at Whitetail

Carlisle House Bed & Breakfast - Ewing Room

Carlisle House Bed & Breakfast - English Library

West Virginia Blue (upper unit)
Destinations to explore
- Plainview Holiday rentals
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- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Big Cork Vineyards
- Rock Gap State Park
- Bluemont Vineyard
- Antietam National Battlefield
- Messiah University
- Raystown Lake Recreation Area
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Hollywood Casino At Charles Town Races
- Catoctin Mountain Park
- Greenbrier State Park




