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.

1 of 1 pages1 / 1
Top Guest favourite
A well-organized kitchen features white cabinetry and dark countertops, complemented by light wood flooring. A small dining table with black and white checkered placemats is set for meals. Open shelving displays decor and essentials, while a refrigerator and appliances are neatly arranged for convenience.
Apartment in McConnellsburg
4.87 out of 5 average rating, 168 reviews

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.

Top Guest favourite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown
4.99 out of 5 average rating, 163 reviews

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.

Guest favourite
A modern kitchen is presented with stainless steel appliances and a spacious island featuring wooden bar stools. The design highlights a mix of new cabinetry and exposed brick walls, creating a stylish atmosphere. Shelves are mounted above the stove, adorned with glassware and decor.
Apartment in Chambersburg
4.94 out of 5 average rating, 108 reviews

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.

Top Guest favourite
The studio apartment features a compact kitchen with white cabinetry and stainless-steel appliances. A dining table with two wooden chairs is positioned beside a cozy seating area, which includes a striped armchair. Natural light fills the space, highlighting the warm hardwood flooring.
Apartment in Bedford
5 out of 5 average rating, 128 reviews

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.

Superhost
A bright living area is showcased with a comfortable seating arrangement, including a dark sofa and a pair of accent chairs. A dining table with six chairs sits nearby, while a television is positioned across the room. Natural light filters through the windows, enhancing the airy feel.
Apartment in Harpers Ferry
4.76 out of 5 average rating, 157 reviews

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.

Top Guest favourite
A sectional sofa is positioned against the wall, accompanied by a large blue wall art piece depicting a map. A dining area with a small round table and two stools can be seen in the background, along with a sliding door leading to another room.
Apartment in Shepherdstown
4.95 out of 5 average rating, 179 reviews

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.

Guest favourite
A cozy living room features a modern grey couch with decorative pillows, flanked by two side tables with lamps. A wooden coffee table sits at the center, and colorful framed artwork adorns the dark blue wall. A plush rug covers the floor, enhancing the inviting atmosphere.
Apartment in Shepherdstown
4.93 out of 5 average rating, 380 reviews

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

Top Guest favourite
A spacious bed is positioned against a dark wall, featuring exposed brick accents. Natural light enters through a large window, illuminating soft textiles and decorative pillows. A cozy seating area includes a textured throw blanket and pillows, paired with plants that add a touch of nature.
Apartment in Chambersburg
4.99 out of 5 average rating, 215 reviews

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.

Superhost
A cozy bedroom features a spacious bed complemented by a neutral-colored blanket. Wooden flooring and a rustic dresser add warmth, while an angled ceiling showcases natural wood panels. Soft light filters through the window, enhancing the tranquil atmosphere.
Apartment in Gettysburg
4.87 out of 5 average rating, 107 reviews

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!

Top Guest favourite
The exterior of The Quarters at Belgrove is showcased, featuring a charming white facade with decorative paneling. Two large garage doors and a welcoming entrance are visible, complemented by planters filled with vibrant flowers. Natural greenery surrounds the property, enhancing its serene setting.
Apartment in Leesburg
5 out of 5 average rating, 216 reviews

The Quarters at Belgrove

The Quarters at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment with separate entrance is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle. There is generally very good cell service but there is no Wifi.

Top Guest favourite
A charming view of downtown Shepherdstown showcases a row of historic buildings, each displaying unique architectural features. A vibrant green tree adds a touch of nature, while a clear blue sky enhances the picturesque streetscape.
Apartment in Shepherdstown
4.97 out of 5 average rating, 264 reviews

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!

Top Guest favourite
The open kitchen features dark cabinetry and modern appliances, including an oven and refrigerator. A round dining table with two bar stools is positioned nearby. A patterned area rug and two coffee tables add a cozy touch to the living space, with warm wood flooring throughout.
Apartment in Shepherdstown
4.96 out of 5 average rating, 431 reviews

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.

Popular amenities for Greencastle apartment rentals