
Apartment holiday rentals in Greencastle
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Top-rated apartment rentals in Greencastle
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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.

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.

Downtown FUN! Personal Mid Century 2bd Apartment!
Welcome to Blossom! Your own, private pied-à-terre, located in Winchester's historic district, 1 block from the Old Town Walking Mall! Blossom's UBER-LUX upgrades include a fully-stocked custom kitchen, marble countertops, new stainless steel appliances, high speed internet, gleaming hardwood floors, queen size canopy beds, heavenly memory foam mattresses, 50' smart TV, all delivered with a Euro MCM flare! Blossom is ideal for a romantic getaway, smart business travel, or a quick City escape!

Fort Chambers Flat on Main
50% off monthly stays! This spacious two bed apt has been redesigned with all the new finishes alongside 120 year old exposed brick including new bath and kitchen with quartz countertops, stainless steel appliances and new hardwood floors throughout. Centrally-located on Main Street in Chambersburg, the flat backs up to the waterfalls of Fort Chambers park and walking trails. Steps from several coffee shops, local favorites for restaurants and storefronts, art galleries and historical sites.

Best location! The Pullman Apt @ historic 1799 Inn
Immerse yourself in rich history while you relax in your comfy, one-bedroom apartment with kitchenette in the 2nd oldest building in town. The perfect location if you're cycling the C&O, hiking the AT, or coming by train. And you'll be just steps from historic Lower Town Harpers Ferry. The Harpers Ferry train station is just across the street. A 2-minute walk brings you to the scenic confluence of the Potomac and Shenandoah rivers as well as Harpers Ferry National Park and John Browns Fort.

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.

1 Bedroom Apt in Historic Downtown Shepherdstown
Live like a local in our newly renovated, one-bedroom apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor apartment – which features space for no more than 3 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.

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.

King Bed Apt./Carroll Creek Promenade
Enjoy the best possible location very near Carroll Creek Promenade in heart of historic downtown Frederick. Sit on your private porch and listen to concerts or enjoy the evening sunsets over the city. Private parking off street is on site behind the building. Walk right out to enjoy the city sights, events and amazing restaurants. King size bed & full kitchen plus two streaming TVs and free wi-fi. Come see us and enjoy!
Popular amenities for Greencastle apartment rentals
Weekly apartment rentals

Uptown Cottage Of Greencastle

Air Hill Haven

A little piece of the country in the town

Private efficiency apartment

Historic Home in Downtown Carlisle - Free Parking!

Hidden Gem (Hagerstown, MD)

Taylor Den

Near I-81, but private! Laundry! No fees!
Private apartment rentals

Mountain Top Suite close to Gettysburg 15 miles

Mountain Chic Retreat w/ Lake Beach Passes!

Still Waters on Lake Kay

Inn on Potomac-South

Gettysburg's cozy neighbor

Brent House | Downtown Frederick

The Speakeasy Listening Room

Cozy Apt on King: creekside patio & large backyard
Apartment rentals with a hot tub

Nice place

WV Gold (lower unit)

Grand Point Crossing- Residential close to 81

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Rockwell Suite #201 at the Inns at Whitetail

Mountain Escape Near Skiing, Golf & Hiking

The Carlisle House - English Library

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





