Apartment holiday rentals in Western Maryland

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Top-rated apartment rentals in Western Maryland

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a contemporary home is showcased, featuring large windows that allow natural light to filter inside. Surrounding the entrance, colorful planters filled with various plants add a touch of greenery to the gravel pathway.
Flat in Harpers Ferry
4.97 out of 5 average rating, 169 reviews

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.

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.
Flat 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.

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.
Flat 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.

Top guest favourite
A spacious bedroom is furnished with a wooden bed featuring a patterned quilt. Soft lighting is provided by two bedside lamps. A small window is dressed with a plant on the sill, allowing natural light to brighten the inviting space.
Flat in Cumberland
4.99 out of 5 average rating, 582 reviews

Steeple View Flat in Historic District

Relax in your first level flat. Entire private efficiency suite with a secure self check in. The entrance located along side of the main house in Cumberland’s Historic District. You can safely park your car and walk to many of Cumberlands amenities. If you’re biking, they can be stored inside. Canal Place has unique shops a winery and a bike rental facility. Cumberland theater is adjacent to the property, also Baltimore St. Promenade offers a delicious choice of indoor and outdoor dining.

Top guest favourite
The exterior of a modern barn features a combination of dark and light siding, with large windows and double doors at the center. A landscaped area with grass and trees surrounds the structure, with a gravel pathway leading to the entrance.
Flat in Leesburg
4.99 out of 5 average rating, 192 reviews

The Barn at Belgrove

The Barn 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 is located above the barn. It 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 in a rustic environment. There is generally very good cell service but there is no Wifi.

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.
Flat 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 comfortable living area features a dark sofa and a patterned lounge chair, complemented by a round coffee table. Large windows framed with shutters allow natural light to brighten the room, revealing forest views. Vintage rugs add warmth to the hardwood floors.
Flat in Thomas
4.99 out of 5 average rating, 618 reviews

Dandy Flats - The Nonchalant

Located in a historic building on the main drag and adorned with 135-year old hardwood floors, original woodwork, local art, huge rain shower, and forest views - this tastefully styled flat feels like being transported to a 19th century boarding house. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

Top guest favourite
An open living area features a cozy seating arrangement with a dark leather couch and a stylish futon. A glass coffee table sits in the center, while natural light pours in from a large window, illuminating the space. A wall-mounted TV and a fireplace are also visible.
Flat in Harpers Ferry
4.99 out of 5 average rating, 449 reviews

Taylor Den

John Brown’s stomping grounds! Adjoining the Harpers Ferry National Historical Park, just off the Appalachian Trail and a short jaunt from Old Town Harpers Ferry - TAYLOR DEN kindly welcomes and accommodates you. Delight in nature’s magic and the whimsy of Harpers Ferry with Taylor Den as your private home base.

Top guest favourite
A spacious living area features large windows that provide natural light and views of the outside deck. A blue sofa and two accent chairs surround a circular wooden coffee table, creating a comfortable seating arrangement. Simple shelving adds a touch of style to the room.
Flat in Hancock
5 out of 5 average rating, 113 reviews

Jackson's Ballad

Jackson's Ballad overlooks the C&O Trail and the Western Maryland Rail Trail. Walk to C&O Bike Shop as well as local restaurants. Check out Flannel on the Trail for shopping. Park your bike in the Red Barn then head on up to a beautiful 2nd Floor Apartment with a deck and LOTS of space.

Top guest favourite
A bison is shown grazing in a peaceful natural setting, surrounded by open fields and trees adorned with autumn foliage. Additional bison can be seen in the background, contributing to the serene ambiance of the landscape.
Flat in Somerset
4.98 out of 5 average rating, 480 reviews

The Tatunka Trail House

We are a complete 1400 square foot basement apartment in a beautiful panoramic country setting. Located just 30 minutes from Fallingwater and Ohiopyle State Park. Only 20 minutes from Seven Springs, Hidden Valley, Laurel Ridge... Laurel Hill... and Kooser State Parks and Flight 93.

Top guest favourite
The living area features a dark, comfortable sofa adjacent to a round coffee table. Large windows allow natural light to fill the space, framed by sheer curtains. A colorful area rug with floral patterns covers the floor, contributing to the room's welcoming ambiance.
Flat in Hagerstown
4.99 out of 5 average rating, 103 reviews

The Violet Femme Studio

This apartment is a glamorous second floor walk-up studio with a full kitchen, 3/4 bath, with a private foyer and back balcony porch that is located in a historic district. It is walking distance from the downtown area and one of the most beautiful city parks in the USA.

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