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Apartment vacation rentals in Frederick County

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Top-rated apartment rentals in Frederick County

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

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Top guest favorite
A contemporary building with a mix of stone and modern gray walls is showcased, featuring large glass windows and wooden accents. A bright yellow door provides a pop of color at the entrance. The surrounding area includes wooden railings and landscaped greenery.
Apartment in Winchester

Old Town 1920s Gas Station with Hot Tub

1920s Refurbished Gas Station with hot tub repurposed into a beautiful luxury apartment. Private parking/EV charging, private hot tub, full kitchen, custom rain shower, high speed wifi and smart TV. There is plenty of light with frosted garaged doors, all modern appliances, laundry and coffee nook in an open living design. Be a part of Old Town Winchester in this unique getaway, walking distance to shops, downtown eateries and our neighborhood Pizzoco Pizza Parlor one block away. Pets welcome!

4.91 out of 5 average rating, 424 reviews
Guest favorite
Apartment in Winchester

Magnolia Wind 3 BR 1 BA loft… walk to downtown.

If you are coming to Winchester and you want to stay in an elegant renovated loft just steps from the iconic John Handley library and the downtown walking mall… then this is the spot. Hardwood floors, floor to ceiling windows all the charm that a building built in the 1900’s exudes. Guests will enjoy the fully stocked kitchen, comfortable king size bed, as well as a queen bed room with desk /a sleeping porch with two twins /and pull out sofa bed in the loft for extra guests. You will love it!

4.81 out of 5 average rating, 26 reviews
Top guest favorite
Aerial view captures the historic downtown Winchester at sunset, with buildings showcasing varied architectural styles. The warm glow of the sun illuminates the skyline, highlighting the rooftops and the distinctive features of the surroundings. Streets lined with trees provide a scenic backdrop.
Apartment in Winchester

Downtown FUN! Personal Mid Century 2bd Apartment!

Welcome to Blossom! Your own, private pied-à-terre, located in Winchester's historic district, 1 block from the Old Town Walking Mall! Blossom's UBER-LUX upgrades include a fully-stocked custom kitchen, marble countertops, new stainless steel appliances, high speed internet, gleaming hardwood floors, queen size canopy beds, heavenly memory foam mattresses, 50' smart TV, all delivered with a Euro MCM flare! Blossom is ideal for a romantic getaway, smart business travel, or a quick City escape!

4.9 out of 5 average rating, 280 reviews
Top guest favorite
A spacious dining area features a wooden table with woven placemats, surrounded by upholstered chairs. Natural light fills the room through the windows. A comfortable seating arrangement with a sofa is visible in the background, complemented by a television on a console.
Apartment in Winchester

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

4.97 out of 5 average rating, 359 reviews
Top guest favorite
The living area features a spacious sectional sofa positioned around a round coffee table. A soft area rug lies beneath. Natural light filters through multiple windows with blinds, illuminating the hardwood floors. A decorative plant adds a touch of greenery, while a lamp provides warm lighting.
Apartment in Winchester

Old Town Loft Modern Oasis In Downtown Winchester

Location, Location! A completely renovated, 2 bed/1 bath, 1100 sq. ft. apt in the highly desirable center of Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, memory foam mattresses, high speed Wi-Fi, 60’ smart TV, Xfinity HDTV, AC/Heat, Washer/Dryer, dishwasher and 2 free parking spaces.

4.98 out of 5 average rating, 163 reviews
Superhost
The room features two spacious beds, one made with a white coverlet. A wooden dresser and open closet provide storage. Light filters through the blinds of the windows, and red accent walls are complemented by framed artwork depicting a cow.
Apartment in Inwood

Traveling Professional and Tourist Suite

You will feel right at home in this ground floor apartment located close to two main hospitals, P&G, Amazon, Clorox and more. If you're not here to work, you will enjoy local historical civil war sites, national parks, beautiful rivers and all West Virginia has to offer in the Eastern Panhandle. Backpack through Harpers Ferry, explore the Appalachian Trail, visit the local farm markets, go antique shopping or visit a local festival-- You will love it here! West Virginia- Wild and Wonderful!

4.82 out of 5 average rating, 11 reviews
Guest favorite
A comfortable sitting area is illuminated by natural light filtering through sheer curtains. A floral-patterned couch is paired with a wooden side table, featuring a small decorative arrangement. Artwork depicting floral themes adorns the wall, complementing the elegant drapery.
Apartment in Winchester

Cameron Grace brand new downtown 1 BR loft

Stunning brand new 1 BR apt within walking distance to everything downtown. Meticulously maintained and beautifully decorated. Full of light and plenty of space to live and work. The apt is overtop of the garage in the rear of another established Airbnb. Designated Free driveway parking spot just steps up to your own private oasis overlooking the treetops. Whether you plan to stay for a night, a week or longer this private relaxing spot will not disappoint! You will LOVE it!

4.95 out of 5 average rating, 19 reviews
Top guest favorite
A spacious living area features a comfortable green sofa set and a beige recliner. A large flat-screen TV is positioned across from the seating. Soft lighting is provided by two table lamps. Two glass doors lead to the outside, with a patterned rug anchoring the space.
Apartment in Winchester

Lovely 1100 Sq. ft. 1 bedroom basement apartment

Forget your worries in this large serene space. We are conveniently located 10 minutes west of Winchester and the Medical Center and about 15 minutes from downtown. Enjoy the basement apartment which is closed off from the rest of the house so you will be left undisturbed. You have a private entrance with key code so you may come and go as you please. This is a perfect place for those temporarily working in Winchester or nearby. We look forward to hosting your stay!

5.0 out of 5 average rating, 33 reviews
Top guest favorite
Apartment in Berkeley County

Private basement unit Bunker Hill, WV (WV-VA line)

Forget your worries in this private, fully furnished, spacious unit located on the WV-VA line. Follow a lighted paver path to the side gate into your own sub fence leading to the basement unit. The unit has a dorm refrigerator, microwave and 2 burner portable induction cook top for anyone wanting to cook. Our home is 5mins off of Interstate 81 and from the Amazon distribution center. We are approximately 20mins to Winchester, VA and 20mins to Martinsburg, WV.

5.0 out of 5 average rating, 24 reviews
Superhost
A cozy sitting area is illustrated with two floral paintings on light green walls. A beige sofa is adorned with colorful pillows in shades of orange and green. A sleek black lamp is positioned beside the sofa, providing focused lighting, while a small table holds decorative items.
Apartment in Stephens City

Newtown Cozy Cottage Basement

Keep it simple at this peaceful and centrally-located brand new apartment. Enjoy a walk or run in the quiet neighborhood. Minutes away from Rt.11, Rt. 81 and Rt. 37. Also minutes from shops, delicious restaurants, wineries, and one of the few remaining drive-in movie theaters in the country. Historic downtown Winchester is only minutes away. Nearby national parks and historic sites offer endless possibilities. Take a day trip to DC- less than 2 hours away.

4.93 out of 5 average rating, 14 reviews
Top guest favorite
A cozy living area features a red sofa adorned with decorative pillows, facing a wooden media console with a television. A round coffee table sits centrally on a patterned rug. Two lamps provide soft lighting, creating an inviting space for relaxation.
Apartment in Stephens City

Spacious Charming Basement Apt

This newly renovated space with private entrance is perfect for traveling professionals and vacation travelers alike. Close proximity to shopping and restaurants. Just off Main St (Rt 11), it is convenient to Rts 37 and 81. Less than 15 minute drive to Winchester Medical Center, Shenandoah University. Visit Local Wineries/Family Drive In Theater/ Harpers Ferry/ Skyline Drive/ Historic Winchester/ Take a day trip to DC- just 1.5 hours away. Options abound!

5.0 out of 5 average rating, 22 reviews
Top guest favorite
Apartment in Winchester

Cameron Loft 2 Story Studio with 1.5 Bath Downtown

Discover the perfect blend of modernity and convenience at Cameron Loft, located mere steps from the heart of downtown Winchester. This two-level studio apartment is ideal for solo travelers or couples, offering a host of amenities to ensure a comfortable and memorable stay. Enjoy fast WiFi, a fully-equipped kitchen, in-unit laundry facilities, and complimentary parking. Book your stay at Cameron Loft and experience unparalleled comfort and style!

5.0 out of 5 average rating, 19 reviews

Popular amenities for Frederick County apartment rentals

KitchenWifiFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
Private room in Star Tannery

Mountain Gap Garage Loft

4.96 out of 5 average rating, 23 reviews
Top guest favorite
A tire swing hangs from a tree, with sunlight filtering through the branches, casting rays across the grassy yard. The background offers a view of distant hills and trees, creating a serene outdoor space ideal for relaxation.
Apartment in Winchester

Merrimans Meadow

4.99 out of 5 average rating, 85 reviewsA cozy kitchen features a brick accent wall and a vintage clock. The space includes a gas stove and an under-counter sink, with warm light provided by string lights along the window. A white kitchen cart and various utensils are neatly arranged for guest use.
Apartment in Winchester

Nostalgia Lane 3 BR in the heart of the city

4.85 out of 5 average rating, 243 reviews
Guest favorite
Two plaid armchairs are positioned beside a black fireplace, featuring a round mirror above. A lamp sits on a side table, casting soft light, while a decorative vase adds a touch of color. A warm, inviting space is created with neutral and checked patterns.
Apartment in Winchester

WonderClock House steps from Handley Library

4.77 out of 5 average rating, 185 reviewsA cozy living area displays a double futon adorned with floral cushions. A green tufted ottoman sits nearby, topped with a woven basket. Soft lighting is provided by two lamps, creating a warm ambiance. A framed painting is positioned above the futon.
Apartment in Winchester

The Blue Door steps from Handley Library

4.75 out of 5 average rating, 116 reviewsA cozy living area features a plush sofa and an armchair, complemented by a wooden coffee table. Light from large windows illuminates a floral area rug and creates a welcoming ambiance. A decorative wall clock and a standing lamp add character to the space.
Apartment in Winchester

Pretty Little Apt by the Train I

4.75 out of 5 average rating, 226 reviewsAn open living area showcases a green futon couch, a stylish lamp, and a wooden table with four white upholstered chairs. Warm light filters through the space, complementing the colorful artwork on the wall and offering a glimpse of the kitchen area and bedroom beyond.
Apartment in Winchester

Dreamweaver Bright 1BR 2 blocks to Walking Mall

4.84 out of 5 average rating, 51 reviewsA cozy living area is presented, featuring a floral-patterned couch adorned with throw pillows. A soft, neutral-colored ottoman sits in front of the couch. A small lamp provides warm lighting, while a colorful abstract painting adds a touch of vibrancy to the wall.
Apartment in Winchester

Rosamond downtown studio apt w/free parking

4.79 out of 5 average rating, 81 reviews

Private apartment rentals

Guest favorite
The exterior of a historic building is showcased, displaying a combination of red and blue painted sections alongside stone walls. Traditional windows with shutters complement the architecture. Flags are positioned by the entrance, and a pathway lined with grass leads to the entrance.
Apartment in Winchester

Newly repurposed Historic Home in Winchester VA!

4.9 out of 5 average rating, 147 reviews
Guest favorite
A cozy living area is furnished with a sofa and an accent chair, positioned around a coffee table. A warm fireplace complements the space, while a dining area with a table and chairs is visible in the background. Soft lighting enhances the inviting ambiance.
Apartment in Winchester

Scarborough Fair walk to downtown two story apt

4.9 out of 5 average rating, 149 reviews
Top guest favorite
An open-concept kitchen, dining, and living area is highlighted by original hardwood floors. Natural light fills the space through dual windows, showcasing a dining table adjacent to a breakfast nook. The kitchen has modern appliances, and a cozy seating area is complemented by framed nature artwork on the walls.
Apartment in Bath (Berkeley Springs)

"Over The Ridge" Vintage Modern Apartment

5.0 out of 5 average rating, 30 reviews
Top guest favorite
A cozy seating area is arranged with a light-toned sectional sofa and a single armchair, both accented by a yellow cushion. A round glass table sits in the center, accompanied by a decorative bowl. Walls are neutrally painted, enhancing the warm wooden floor.
Apartment in Bunker Hill

Apartment in Bunker Hill

4.97 out of 5 average rating, 35 reviewsA spacious living area is visible, featuring a rustic brick fireplace and a bar area with two wooden stools. The kitchen displays rich wooden cabinetry and modern appliances, with light-colored tile flooring that enhances the open feel of the space.
Apartment in Winchester

Country in the Valley

4.77 out of 5 average rating, 13 reviewsA living area is illuminated by warm lamps. A gray sofa is positioned across from a simple coffee table. A dark wooden desk is set against the wall, complemented by light wooden flooring and abstract wall art.
Apartment in Winchester

Cozy 1-bedroom Apt Winchester

3.5 out of 5 average rating, 6 reviewsA spacious living area features a comfortable sofa and two teal armchairs. A wooden coffee table sits in the center, surrounded by warm hardwood flooring. A staircase is visible in the background, along with decorative wall art and a large entertainment unit.
Apartment in Winchester

Quiet Country living

The exterior of a brick house is shown, featuring a front staircase leading to an upper entrance. Lush green grass surrounds the home, with a neatly maintained landscape. Utility poles are visible in the background along the road, providing context for the location.
Apartment in Inwood

Cozy apartment, 5 min from I-81

Family-friendly apartment rentals

Top guest favorite
A spacious dining area features a wooden table with woven placemats, surrounded by upholstered chairs. Natural light fills the room through the windows. A comfortable seating arrangement with a sofa is visible in the background, complemented by a television on a console.
Apartment in Winchester

Downtowner

4.97 out of 5 average rating, 359 reviews
Top guest favorite
Aerial view captures the historic downtown Winchester at sunset, with buildings showcasing varied architectural styles. The warm glow of the sun illuminates the skyline, highlighting the rooftops and the distinctive features of the surroundings. Streets lined with trees provide a scenic backdrop.
Apartment in Winchester

Downtown FUN! Personal Mid Century 2bd Apartment!

4.9 out of 5 average rating, 280 reviews
Top guest favorite
A contemporary building with a mix of stone and modern gray walls is showcased, featuring large glass windows and wooden accents. A bright yellow door provides a pop of color at the entrance. The surrounding area includes wooden railings and landscaped greenery.
Apartment in Winchester

Old Town 1920s Gas Station with Hot Tub

4.91 out of 5 average rating, 424 reviews
Top guest favorite
A spacious living area features a stylish black leather sofa adorned with a shearling throw. Behind it, an artistic wall is covered in colorful vinyl records. A coffee table with a glass top sits on a vibrant area rug, complementing the eclectic design.
Apartment in Winchester

Old Town Modern Twist! Rock n’ Roll FUN w/Parking!

4.95 out of 5 average rating, 211 reviews
Top guest favorite
A light-filled living area features a cream-colored sofa with yellow accent pillows and a patterned ottoman. A dining table with chairs is visible in the background, along with a large window allowing natural light to illuminate the space.
Apartment in Winchester

Easy like a Sunday Morning 1 BR apt great location

4.95 out of 5 average rating, 133 reviews
Top guest favorite
The living area features a spacious sectional sofa positioned around a round coffee table. A soft area rug lies beneath. Natural light filters through multiple windows with blinds, illuminating the hardwood floors. A decorative plant adds a touch of greenery, while a lamp provides warm lighting.
Apartment in Winchester

Old Town Loft Modern Oasis In Downtown Winchester

4.98 out of 5 average rating, 163 reviews
Top guest favorite
A comfortable seating area features a gray sofa positioned against exposed brick walls. A tan upholstered bench serves as a coffee table in front of the couch, while a light accent lamp provides illumination. Hardwood floors add warmth to the space.
Apartment in Winchester

Old Town Loft In Highly Desirable Area Downtown

4.99 out of 5 average rating, 267 reviews
Superhost
A cozy sitting area is illustrated with two floral paintings on light green walls. A beige sofa is adorned with colorful pillows in shades of orange and green. A sleek black lamp is positioned beside the sofa, providing focused lighting, while a small table holds decorative items.
Apartment in Stephens City

Newtown Cozy Cottage Basement

4.93 out of 5 average rating, 14 reviews

Destinations to explore