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Apartment holiday rentals in Western Maryland

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Western Maryland

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

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Top Guest favourite
Apartment in Bluemont
4.95 out of 5 average rating, 325 reviews

A Great Getaway — Foxglove Retreat

Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

Top 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.
Apartment in Harpers Ferry
4.97 out of 5 average rating, 172 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
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, 134 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.
Apartment in Cumberland
4.99 out of 5 average rating, 591 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.

Guest favourite
A bright sleeping area features a queen-sized bed with fresh linens and accent pillows, accompanied by a cozy armchair. Natural light filters through sheer curtains, highlighting the relaxed color palette and stylish artwork on the wall.
Apartment in Shepherdstown
4.92 out of 5 average rating, 279 reviews

Charming Studio Apt in Downtown Shepherdstown

Live like a local in our newly renovated, studio apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor studio apartment – which features space for no more than 2 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

Guest favourite
Apartment in Gainesville
4.93 out of 5 average rating, 115 reviews

Cozy 2 bedroom, 2 bath apartment/Basement

This walkout Basement/Apartment in Gainesville, VA. Easy excess to Route 66 and 29. It has 2 bedrooms 2 full bathroom . The master bedroom has an attached bathroom. The kitchenette comes with a microwave, k cup coffee maker, Hot water kettle,toaster,Refrigerator, Washer and Dryer. The living room has a smart TV, The accommodation has its own private entrance from the back of the house. Our family lives upstairs. Jiffy Lube: 2mi IAD: 25 mi D.C: 37 mi Free street parking available.

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.
Apartment 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
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, 266 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
A table set with checkered linens is surrounded by rustic wooden chairs, situated on a lush green lawn. In the background, a two-story home features a blend of contemporary and rustic design, with prominent windows and a sloped metal roof.
Apartment in Marshall
4.96 out of 5 average rating, 201 reviews

The Lodge at Turkey Creek

Your low-tech getaway awaits in the heart of the coveted Virginia Piedmont horse & wine country! Nestled in the woods at the end of a half mile private drive you will find quiet & solitude. Your tranquil sanctuary includes a charming lower level apartment and patio. Located in the midst of expansive horse farms, quaint towns, idyllic scenery, mountains and wineries. Only 40 min to Shenandoah Nat’l Park & 20 min to Sky Meadows State Park.

Guest favourite
A spacious living area features a comfortable sectional sofa and a wooden coffee table. Exposed brick walls add warmth, while a staircase is visible in the background. A dining area can be seen, with a view of the gourmet kitchen through an archway.
Apartment in Occoquan
4.9 out of 5 average rating, 690 reviews

The Farmhouse in Historic Occoquan Close to D.C.

This private home is spacious, bright, open, and welcoming. The second floor has 2 master suite bedrooms. One bedroom with a king bed, jacuzzi tub and shower plus a queen bed with a tub. The living room has convertible sofas and air mattresses. The home sleeps up to 10 and has lots of storage. Perfect for families and groups, but no parties please! We have a strict NO pets rule because one of the owners has life threatening allergies.

Guest favourite
An open living space features a modern kitchen with stainless steel appliances and a wooden countertop. Two circular coffee tables rest on the polished concrete floor, accompanied by a grey armchair. A large window allows natural light, complemented by a wall art piece highlighting the local area.
Apartment in Davis
4.88 out of 5 average rating, 112 reviews

Blackwater Bed & Bikes 5

Outdoor adventure in style and comfort! Relax after a day on the trails in this fully equipped apartment. Adventure enthusiasts couldn’t ask for more convenience. Located below Mountain Trails Outfitters and Blackwater Bikes, we have all your needs covered. Direct access to the regions top hiking and biking trails and a walk to the restaurants and shops of the hip mountain town of Davis, WV!

Superhost
A comfortable living area features two quilted upholstered chairs and a matching sofa, creating a welcoming seating arrangement. A wooden side table holds decorative items, while a vibrant area rug with an intricate pattern adds warmth. Natural light filters through two windows with simple trim.
Apartment in Bedford
4.82 out of 5 average rating, 401 reviews

Horn O Plenty Restaurant- Historic Upstairs Flat

This space is above Horn O Plenty restaurant. The building is owned by Mandisa & Jeffrey Horn. The flat is accommodating with a private entry and parking. The living space is very comfortable with a full living room, two queen bedrooms and full bathrooom. Originally built by the Todd family you can expect 17-18th century architecture that displays native wood and stone craftsmanship.

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