Apartment vacation rentals in Frederick County

A cozy living area features a light beige couch paired with a plush armchair in soft gray. A decorative area rug with intricate patterns lies under a glass table. Natural light filters through a window with yellow curtains, illuminating the space.

4.9 out of 5 average rating, 10 reviews

Retro Loves Company in Old Town Winchester

AmeliaRating, 5 stars2 days ago

A wonderful stay in historic Winchester, VA. The space was exactly as listed, and such a cool, unique, historical residential building to enjoy during my stay. Kim provided great recommendations for local spots, was incredibly responsive and accommodating, and was a stellar host. The accommodations were clean and comfortable. The location was safe, had off-street parking, and was very walkable- and worth a mention the bread/pastry shop recommended just a couple blocks away was amazing! I’d absolutely recommend a stay here for others exploring or passing through.

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.

4.93 out of 5 average rating, 154 reviews

Modern Twist in Old Town! Rock n' Roll FUN!

Kim & RobertRating, 5 stars1 week ago

This is a great space and a very good location if you are looking for something in downtown Winchester. Great fully stocked kitchen, comfy beds and cool decor with easy parking and a short walk to the Winchester Old Town mall. We didn't get to check out the beautiful historic library next door, but maybe next time.

Guest favorite

A cozy dining area features a wooden table with two placemats and a potted plant centerpiece. Light streaming through large windows is diffused by floral-patterned curtains, illuminating a comfortable sofa and two wooden chairs nearby. Decorative artwork hangs on the wall, adding character to the space.

4.8 out of 5 average rating, 294 reviews

Pretty Little Apt by the Train II

RobertRating, 5 stars8 months ago

Perfect apartment. Close to everything and Michele was the perfect hostess. I needed a place near my school where I teach while my house was undergoing renovations and Michele provided a safe, comfortable abode. Thank you Michele.

A spacious bedroom is highlighted by large bay windows with blue curtains. A dark wood bed frames a neatly made bed, complemented by a decorative table and elegant furniture pieces. A ceiling fan is mounted above, providing a comfortable ambiance.

4.67 out of 5 average rating, 33 reviews

The Flat of Old Town Winchester

SherryRating, 5 stars4 days ago

We were in town for a funeral so we didn’t require much. This place was perfect for our needs. It’s a cute space . The bed was super comfortable and the apartment was very clean. It is a small space. What you see in the pictures is exactly what you are getting so there are no surprises. For the most part it was fairly quiet considering it is in the city of Winchester. There are limited outlets so if you have multiple things you need to charge plan accordingly. I would definitely recommend and I would definitely stay here again.

A spacious one-room suite features a memory foam queen bed and a wooden bunk bed, suitable for children. Two comfortable armchairs and a small table provide additional seating. A small television is mounted on the wall, and a private entrance is visible, allowing easy access.

5 out of 5 average rating, 42 reviews

Peaceful Family Retreat in the Heart of Winchester

MarianRating, 5 stars2 weeks ago

Our stay at Maryssa and Mark’s in Winchester was exactly what we needed. Easy to find, very clean, and had places for all of us to sit comfortably. The property is in a lovely, safe area and even had a designated spot for parking. We spent a weekend in the area and we just needed a home base, a place to sleep and chill our water bottles. Thank you for being great hosts!

Apartment in Stephens City

A cozy sitting area features a tan sofa adorned with decorative pillows in vibrant colors. Above, two floral artworks enhance the wall. A circular glass coffee table sits in front, accompanied by coffee cups, adding to the inviting atmosphere of the space.

4.83 out of 5 average rating, 6 reviews

Newtown Cozy Cottage Basement

LauraRating, 5 stars6 months ago

Thanks so much for having us, Amy! I loved all the colors and decorations. We apprecaited how you all took this space and made it something really special. We could tell how much TLC was poured into it. Thanks for the awesome communication before and during our stay. **I did want to make note of a few things for future guest** If you are much over 6 feet tall, there are a few places you'll need to duck. My husband hit his head on a pipe in the hallway a few times before he remembered it was there. Also, just remember that full beds aren't as long as queens and kings. The kitchen sink water gets REALLY hot, so use cation. The shower had wonderful pressure and great temps! The bed was comfortable. We did hear the animals upstairs some in the night. It didn't bother us, but if you are sensitive to sound, make note that this is a basement rental and you may hear some above you. The TV doesn't come with cable or rabbit ears, you must log into and log out. Overall, it's unique!

Apartment in Stephens City

A vibrant red sofa is positioned in the living area, adorned with patterned throw pillows and a knitted blanket. Two floor lamps provide warm lighting, enhancing the cozy ambiance. A low black coffee table sits in front, with a decorative tray placed on top.

5 out of 5 average rating, 16 reviews

Spacious Charming Basement Apt

John and AlexisRating, 5 stars1 month ago

Great place to stay while visiting Stephens City, VA. The basement was spotless and we immediately noticed that it had been recently cleaned; fresh and airy. This location is easily walkable to the historic city center where you will find antique shops and restaurants. We contacted the hosts during our stay and they were very responsive to our questions. This would be an ideal location for a long-term stay.

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Popular amenities for Frederick County apartment rentals

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Free parking on premises

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Weekly apartment rentals

A cozy living area is presented, featuring a white couch with decorative blue and gray pillows. A patterned area rug covers the floor, while a potted plant adds a touch of greenery. Light filters through the window, and a comfortable chair is positioned nearby.

4.79 out of 5 average rating, 119 reviews

Yellow Submarine trendy basement apt w/courtyard

CodyRating, 5 stars3 months ago

Great stay, no problems. Older basement apt that fit our needs with 4 people and 2 dogs. Sleeps 6 but only 1 bathroom. Short walk to Loudoun street where there is plenty of food and a quaint coffee shop. Michele was excellent host and communicated quickly and check in/out was super easy.

An open living area is visible, featuring a well-equipped kitchen with modern appliances, wooden cabinets, and a dining table set. A cozy seating arrangement includes a sofa and an armchair, accompanied by a coffee table. Natural light fills the space, highlighting the wooden flooring.

4.98 out of 5 average rating, 104 reviews

Cozy Apartment located on our 5-acre property

MikeRating, 5 stars2 weeks ago

Excellent host. Very clean place, beautiful property. Laura was amazing. It was like staying with a good friend. We bought some of her eggs and delicious honey. We would definitely stay there again. My wife and I and our fur babies will miss Laura, Jerald, and Dasher.

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.

5 out of 5 average rating, 201 reviews

Old Town Loft In Highly Desirable Area Downtown

DavidRating, 5 stars4 days ago

This is truly a hidden gem, and is hosted by absolutely wonderful people! we couldn't have had a better experience! Thank you so much for letting us stay here, it was quite the blessing and we are very grateful!

A 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.

4.74 out of 5 average rating, 109 reviews

The Blue Door steps from Handley Library

ErikaRating, 5 stars2 months ago

The most convenient stay I have ever had!

4.93 out of 5 average rating, 154 reviews

Modern Twist in Old Town! Rock n' Roll FUN!

Kim & RobertRating, 5 stars1 week ago

This is a great space and a very good location if you are looking for something in downtown Winchester. Great fully stocked kitchen, comfy beds and cool decor with easy parking and a short walk to the Winchester Old Town mall. We didn't get to check out the beautiful historic library next door, but maybe next time.

A cozy living area features two light brown sofas adorned with colorful throw pillows. A glass-top coffee table is centered between them. Sunlight filters through the large windows, which are framed by light-colored curtains, creating a bright and inviting space.

4.97 out of 5 average rating, 272 reviews

Downtowner

KatherineRating, 5 stars2 days ago

AWESOME stay! We would recommend to anyone! Gail is so nice and responsive. She answered our calls or messages immediately. Very accommodating for our littlest traveler. The neighborhood was so peaceful! 10/10 🤗

A 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.

4.75 out of 5 average rating, 225 reviews

Pretty Little Apt by the Train I

ColleenRating, 5 stars23 months ago

This was a great place to stay to experience Winchester, super close to restaurants and the Old Downtown. Small and quaint space, more than enough for the two of us who stayed there. Not noisy in the bedroom at all, but there is a bar across the street that is open till 1am on weekends, which was not a problem at all for my boyfriend and I who joined in on the fun. Michele was super helpful and responsive during our stay. This place was worth the price. Overall, great place!

Guest favorite

Two plaid armchairs are positioned in a cozy living area, accompanied by a circular coffee table. A dark wooden console with a mirror above adds elegance, while natural light streams in through the large window, illuminating the warm wooden floors.

4.77 out of 5 average rating, 162 reviews

WonderClock House steps from Handley Library

TaliaRating, 5 stars4 months ago

House was a great location, walkable to restaurants and sites. Very clean and comfortable. Easy to check in and out, easy to park.

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Private apartment rentals

A 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.

2.33 out of 5 average rating, 3 reviews

Cozy 1-bedroom Apt Winchester

JoowonRating, 5 stars8 months ago

It was a very quaint place. It felt like I had my own place as there was a small living room. I hope to come back if I need to stay in the area in the future.

A cozy living area is presented with two brown leather sofas flanking a small side table. A soft blue rug lies beneath, while a floor lamp adds subtle lighting. Artwork adorns the walls, and a ceiling fan provides air circulation.

5 out of 5 average rating, 7 reviews

Lovely 1100 Sq. ft. 1 bedroom basement apartment

DevinRating, 5 stars3 months ago

Our stay here was excellent. It is so spacious and pristine and Martin and his wife are wonderful hosts. While we had no problems, I did reach out about a couple things (possibly extending our stay, what all was in the kitchen as I had to prepare food for a wedding, etc) and every time I got a very prompt and helpful response, which meant the world. We will definitely be staying here for future trips.

Guest favorite

A gray sofa is positioned against a light blue wall, complemented by decorative pillows. A black area rug anchors the seating area. A small side table made of woven materials is next to the sofa, and a desk with a monitor is visible in the background.

4.77 out of 5 average rating, 13 reviews

Country in the Valley

JodiRating, 5 stars11 months ago

Made a quick trip to the area to visit family and enjoyed staying here. There was lots of space for us and our dog. Kimberly was accommodating with an earlier check in and had thoughtful details throughout.

A cozy bedroom features a spacious bed topped with neutral-toned bedding. Two bedside lamps provide soft illumination, while natural light enters through two windows adorned with woven shades. A brick accent wall adds warmth, complemented by wooden flooring and a decorative rug.

5 out of 5 average rating, 4 reviews

Two Bdrm. Flat w/ Patio Terrace

AmandaRating, 5 stars1 week ago

We enjoyed our stay very much as the accommodations were clean, quaint, and a perfect location for walking to local restaurants and shops. Avery was a great host with quick communication. We would highly recommend a stay here. We will surely be back!