
Apartment holiday rentals in Greencastle
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Greencastle
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

Downtown Frederick Modern Studio
Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

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.

Private Studio Apartment - Own Entry
Welcome to The Yellow Door on Our Lane! Private entry into studio apartment for 2 with queen size bed and bathroom. Work on Starlink WiFi then relax. Step out for a walk in the country or be next to the bonfire for dinner and games. Look up to Stargaze with limited light pollution. Sit on the deck to see the sunrise. Need something else? Ask as I’m here to help. My family lives in the adjoining house. Ample parking for RV and Haulers. Easy road from Turnpike, I-99 and Route 30 to Breezewood.

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!

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.

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*

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!

Home Away From Home - Apt in Historic Gettysburg
Come & explore Gettysburg while staying in a charming 1 bedroom, 1 bath apartment in the heart of downtown Gettysburg within walking distance of stores, restaurants & attractions. You'll have free private parking & private entrances (accessible by key), & a private back deck to relax and enjoy a view of the battlefield. During your stay, I'll only be a phone call or text away to help make your stay as comfortable as possible!
Popular amenities for Greencastle apartment rentals
Weekly apartment rentals

Downtown Modern 2BR step from dining and shopping

Horn O Plenty Restaurant- Historic Upstairs Flat

A little piece of the country in the town

Best location! The Pullman Apt @ historic 1799 Inn

Historic Home in Downtown Carlisle - Free Parking!

A Hub for History Buffs!

Historic Downtown The Red Door- 1st floor

Ted n Cindy's
Private apartment rentals

Mountain Chic Retreat w/ Lake Beach Passes!

Uptown Cottage Of Greencastle

Air Hill Haven

Gettysburg's cozy neighbor

Charming Apartment

Hidden Gem (Hagerstown, MD)

The One at 321- Apartment A

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

Sweater Weather Unit 701

Condo at Blue Knob Ski Resort

West Virginia Gold (lower unit)

Grand Point Crossing- Residential close to 81

Condo in Claysburg

Rockwell Suite #201 at the Inns at Whitetail

Elegant & Cozy 3BEDS @Blue Knob All Seasons Resort

The Carlisle House - English Library
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Liberty Mountain Resort
- Roundtop Mountain Resort
- Berkeley Springs State Park
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Cacapon Resort State Park
- Whitetail Resort
- South Mountain State Park
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Raystown Lake Recreation Area
- Rock Gap State Park
- Hollywood Casino At Charles Town Races
- Antietam National Battlefield
- Messiah University
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Weinberg Center for the Arts
- Old Town Winchester Walking Mall
- Greenbrier State Park
- Catoctin Mountain Park





