Apartment vacation rentals in Greencastle

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Top-rated apartment rentals in Greencastle

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Guest favorite

A stylish living area features a cozy sofa facing a modern coffee table. Black walls provide a dramatic backdrop to the space, complemented by golden curtains framing large windows. A sleek bookshelf and a decorative fireplace enhance the room's character, while a circular rug adds warmth.

Apartment in Chambersburg

4.92 out of 5 average rating, 130 reviews

The Study on Main Located on the Square!

Enjoy this stylish apartment at this centrally-located Study on Main St! With hints of painted exposed bricked, original hardwood floors, a full kitchen with new quartz countertops, heating and AC, we know you will love this stylish yet comfortable space we have put together for you! You will be in the heart of downtown Chambersburg, steps away from coffee shops, local favorites for food and shopping, art galleries, the courthouse and our public library! *We ask that all guests sign a renters a

Top guest favorite

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

4.98 out of 5 average rating, 125 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.

Superhost

The studio features a spacious bed with soft white linens against a subtle beige wall. A colorful piece of artwork depicting fish is displayed above a small table and two chairs. A floor lamp provides warm lighting, while a stand for hanging clothes is positioned nearby.

Apartment in Downtown Frederick

4.89 out of 5 average rating, 219 reviews

Stylish in Premier Downtown Frederick MD

Private and Stylish Studio Efficiency available in premiere location in historic downtown Frederick, MD with private entrance. Ready for you with fresh linens, dishware, hardwood floors, tiled walk-in shower, refrigerator, microwave, coffeemaker and induction cooktop. Roku TV and wireless internet (included). Minutes from Starbucks, downtown pubs and restaurants, the Park, shopping and few blocks from the MARC train. Perfect for work travel, school, or anyone wanting to stay within the city.

Guest favorite

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, 119 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. This little haven is close to multiple big towns such as Mercersburg and Chambersburg, yet located just far enough away that you can enjoy the country side and the quiet little town feeling. With hiking and two overlooks on neighboring mountains you can embrace nature at it's fullest. Come and enjoy it for yourself!

Guest favorite

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, 141 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 favorite

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

4.94 out of 5 average rating, 329 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 favorite

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, 163 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.

Top guest favorite

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

4.98 out of 5 average rating, 185 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!

Guest favorite

Delicate white flowers bloom on branches, contrasting with the brown siding of the historic house. The background reveals a green door and two windows, allowing glimpses of the home’s rustic charm. The scene captures the tranquility of the surroundings, marked by budding magnolia blossoms.

Apartment in Burkittsville

4.97 out of 5 average rating, 114 reviews

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.

Top guest favorite

A view of a quiet residential street reveals two parked vehicles alongside well-maintained sidewalks. Lush green hedges and trees provide shade, while a brick home is visible in the background, characterized by a welcoming front porch and well-kept landscaping.

Apartment in Gettysburg

4.97 out of 5 average rating, 501 reviews

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!

Guest favorite

A modern kitchen and living area are presented with an open layout. Stainless steel appliances include an electric range and refrigerator. A wooden island with wheels sits at the center, with a couch and fireplace visible in the adjacent living space.

Apartment in Fairfield

4.97 out of 5 average rating, 144 reviews

Among the Trees, Minutes from Liberty Mtn.

Stay and enjoy this wonderful treehouse like home inspired by Fixer Upper. We're 10 miles southwest of Gettysburg and minutes from Liberty Mountain Resort. You can hit the slopes, play a round of golf, enjoy the local wineries or tour the historical sites surrounding Gettysburg. On the weekends, enjoy the best pit beef only a mile down the road. If you decide to book with us, it would be our pleasure to host you!

Guest favorite

A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.

Apartment in Carlisle

4.94 out of 5 average rating, 326 reviews

Quiet, Cozy, Contemporary

Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.