
Apartment vacation 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.

The Resting Place
Take it easy at this tranquil getaway in a small town nestled in the valley of the Appalachian mountains. Ten minutes from turnpike Exit 180 - Fort Littleton/McConnellsburg. Or a small hop off Route 30. This little haven is close to 2 State Parks. Meadow Grounds is wonderful for fishing and has a great tail to hike to Jarret Falls. Cowens Gap is a smaller lake, but has rental boats, fishing, a swimming beach, and 1 easy, 6 moderate & 5 hard trails to hike. Trails are on the All Trails app.

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.

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!

Charming Studio Apt on German St
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

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.

Summer Kitchen
This renovated ‘summer kitchen’ is close to Gettysburg battle field and Gettysburg university. There are a set of fairly steep steps that lead to the bedroom, so please ensure that you are able to climb these (see pics). There is a small sitting room, bathroom and kitchenette on the first floor, and the bedroom is the only thing on the 2nd floor. There is plenty to do in historic Gettysburg, or if you like to ski or snowboard, Ski Liberty is only about 20 mins away!

The Study on Main Located on the Square!
Stylish apartment at this centrally-located Study on Main St! With painted exposed bricked, original hardwood floors, a full kitchen with quartz countertops, heating and AC. You will love this stylish yet comfortable space located in the heart of downtown Chambersburg, close to coffee shops, restaurants and shopping, the courthouse and our public library! *We ask that all guests sign a renters agreement and hold a $100 security deposit upon booking in case of damages*

Game Room | Sleeps 6 | 2 mi to Ski Liberty
Bring the whole family to this great place with lots of room for fun. Just under 10 miles outside of Gettysburg and 2 miles to Liberty Mountain! Enjoy the game room featuring an arcade, foosball and darts! Quick car ride to many attractions including: * 2 miles to Liberty Ski Resort * 2 miles to Gettysburg National Golf Club * 8 miles to Downtown Gettysburg * 9 miles to Gettysburg National Military Park & Attractions * 1 hour drive to Harrisburg, PA (State Capital)

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!

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.

The One at 321- Apartment A
When friends and family ask where you're staying, you can tell them "The One at 321!" Be close to it all in the heart of Chambersburg’s downtown. With a beautiful sun room, stocked kitchen, and oversized bathroom, this space is perfect for you and your family. We are within walking distance from all your favorite event venues- Barrel House, Grant Street Loft, Corpus Christi, King Street Church, etc.
Popular amenities for Greencastle apartment rentals
Weekly apartment rentals

Downtown Modern 2BR step from dining and shopping

Heart of Gettysburg Walk to Everything!

Villa with majestic views of the Monocacy River!

Home Away From Home - Apt in Historic Gettysburg

Carroll Creek Private Apt./Luxury King Bed

A Hub for History Buffs!

The Teal Door

Among the Trees, Minutes from Liberty Mtn.
Private apartment rentals

The One (Hagerstown, MD)

Uptown Cottage Of Greencastle

Air Hill Haven

Spacious apt with King beds in DT Charles Town

A little piece of the country in the town

Private efficiency apartment

Hearth | Cozy Studio with Modern Farmhouse Charm

Loft Apartment in Hagerstown
Apartment rentals with a hot tub

Epic Brunswick Apartment with Deck!

Nice place

WV Gold (lower unit)

Grand Point Crossing- Residential close to 81

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

The Carlisle House - Ewing Room

The Carlisle House - English Library

Mountain Escape Near Skiing, Golf & Hiking
Destinations to explore
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- Liberty Mountain Resort
- Berkeley Springs State Park
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cacapon Resort State Park
- Caledonia State Park
- South Mountain State Park
- Rock Gap State Park
- Raystown Lake Recreation Area
- Whitetail Resort
- Hollywood Casino At Charles Town Races
- Gambrill State Park
- Green Ridge State Forest
- Bluemont Vineyard
- Greenbrier State Park
- Antietam National Battlefield
- Weinberg Center for the Arts
- Messiah University
- Big Cork Vineyards
- Old Town Winchester Walking Mall
- Catoctin Mountain Park
- Museum of the Shenandoah Valley





