
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.

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.

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.

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.

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.

Quiet Country Setting
The apartment is approximately 3 miles from downtown Gettysburg and Gettysburg College and about 12 minutes from the Gettysburg National Military Park Museum & Visitors Center on Baltimore Street. It is only 5 minutes from the reenactment site on Pumping Station Rd and also about 12 minutes from Liberty Mountain Resort. Other popular wedding venues nearby: Hauser Estate Winery, Adams County Winery, Lodges, Rock Creek Farm, Links. The apartment is close to everything yet in a quiet setting.

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 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!

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.
Popular amenities for Greencastle apartment rentals
Weekly apartment rentals

The Delaware Mid-Mod Escape

Downtown Frederick Getaway

Uptown Cottage Of Greencastle

Air Hill Haven

Trundle Private Suite Location Lily Garden BnB

Best location! The Pullman Apt @ historic 1799 Inn

Private Apartment Minutes from Gettysburg!

Hidden Gem (Hagerstown, MD)
Private apartment rentals

Mountain Top Suite close to Gettysburg 15 miles

Mountain Chic Retreat w/ Lake Beach Passes!

Lovely 1100 Sq. ft. 1 bedroom basement apartment

"Over The Ridge" Vintage Modern Apartment

Cozy Historic Stay • 10 Minutes to Gettysburg

Jackson's Ballad

Downtown-Studio Sky, Penthouse Apartment!

Suite Creekside Frederick
Apartment rentals with a hot tub

Sweater Weather Unit 701

Condo at Blue Knob Ski Resort

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

The Carlisle House - Ewing Room

Elegant & Cozy 3BEDS @Blue Knob All Seasons Resort
Destinations to explore
- 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
- Pocono Mountains Holiday rentals
- 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
- Cacapon Resort State Park
- South Mountain State Park
- Big Cork Vineyards
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Rock Gap State Park
- Bluemont Vineyard
- Antietam National Battlefield
- Messiah University
- Museum of the Shenandoah Valley
- Raystown Lake Recreation Area
- Old Town Winchester Walking Mall
- Hollywood Casino At Charles Town Races
- Greenbrier State Park
- Catoctin Mountain Park
- Weinberg Center for the Arts




