Condo holiday rentals in Frederick County

Illuminated boats are seen floating on a reflective body of water, surrounded by colorful lights. The vibrant hues of blue, green, and red create a festive atmosphere, while night lights twinkle in the background, enhancing the waterfront scene.

4.89 out of 5 average rating, 122 reviews

Newly Renovated HUGE condo in heart of downtown!

Our brand new totally upgraded and renovated condo is in the heart of downtown Frederick’s main square. The whole group will enjoy easy access to everything from this centrally located place. This unique historic building has a private parking spot, and access to prime shopping and dining just steps from your door. Although this is an apartment, don’t let it fool you! This 2,000+ sq foot beauty will give you enough space to spread out and relax! This building has the ability to sleep 16!Ask host

Superhost

A cozy living area features a light-colored sofa adorned with decorative pillows, paired with a vintage-style chair. A circular wooden coffee table sits on a patterned area rug, while artwork decorates the walls, adding character to the space. Natural light filters through the nearby door.

4.84 out of 5 average rating, 43 reviews

Market Street Retreat/2bd/2bath

Welcome to Frederick, where small-city charm meets big-city energy! Escape to our hidden gem: a two-bedroom, two-bathroom condo located on Frederick’s renowned North Market Street. This cozy 3rd floor retreat, nestled in the rear of a historic building, blends timeless elegance with modern comfort. Whether you're planning a weekend getaway, traveling for work, or looking to explore the rich history of the DMV area, our space is the perfect base for your stay!d relax in this calm, stylish space.

A cozy living space features dark blue walls and large windows allowing natural light. A gray sofa is positioned beside a dining table with modern bar stools. Decorative items and framed pictures enhance the ambiance, while rich wood flooring adds warmth to the room.

4.97 out of 5 average rating, 118 reviews

The Grand Delphey: Downtown Artist Retreat

Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with shared rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

A stylish living area features hardwood flooring, a cozy gray couch, and a dark coffee table. Wall art and framed photographs adorn the walls, while large windows allow natural light to enter. A kitchen bar with stools is positioned alongside the living space.

4.99 out of 5 average rating, 117 reviews

The Grand Delphey: Downtown Modern Penthouse

Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with lounge rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

A spacious living area features a pool table centered on a patterned rug. Comfortable seating options surround the space, with light-colored walls complementing the decorative elements. A tall plant adds a touch of greenery, while various artwork adorns the walls, contributing to a welcoming environment.

4.96 out of 5 average rating, 123 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Perched well above the city and in between Gambrill State Park and Cunningham Falls State Park, enjoy your stay in this extra large living space. Fifteen minutes from the city limits of Frederick, come and enjoy the peaceful surroundings with all the amenities of modern life. Bring your bikes and hiking boots to experience the myriad of trails and wildlife throughout the region. Close to the quaint City of Frederick. Dozens of wineries, craft breweries, and antique stores located nearby.

A spacious living area features comfortable seating with two gray armchairs and a beige sofa. A decorative area rug lies beneath a trio of coffee tables. Natural light filters through the large windows, highlighting the exposed brick wall and modern decor.

4.8 out of 5 average rating, 230 reviews

Luxury Condo In Downtown Frederick

Beautifully renovated, spacious 2nd floor condo located in the heart of downtown Frederick. There's 3 bedrooms and 2 bathrooms with a private balcony, modern kitchen, and onsite laundry. The bathrooms are equipped with luxury shower systems that have rain heads and multiple body sprayers, which are to die for! Relax in comfort with central a/c and heating, high speed wifi and a smart tv. Whether it's a business trip, weekend getaway or extended vacation.... you will love our condo!!!

A cozy living room features two armchairs and a sofa adorned with colorful cushions. A decorative rug lies under a coffee table, while light enters through two windows framed by sheer curtains. An artwork and a lamp add character to the inviting space.

4.98 out of 5 average rating, 114 reviews

The Grand Delphey: Downtown Frederick Boho Getaway

Enjoy this stylish condo located in the heart of downtown's Historic District. Residing within a beautiful mansion known as the The Grand Delphey with shared rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

A serene bedroom features a king bed with a tufted headboard, complemented by decorative pillows. Warm lighting is provided by bedside lamps on each side. A light-colored sofa with a subtle design sits at the foot of the bed, and natural light enters through the window with white shutters.

4.93 out of 5 average rating, 291 reviews

Your Hideaway awaits/1-bedroom downtown pad.

There is no place like home when you visit our cozy 1 bed/1 bath abode! This 2nd floor unit is nestled in the rear of a historic home that has been converted into condo living. This space checks all the boxes for a weekend getaway or long-term stay. Enjoy an open living/dinning area, a new memory foam king bed, & a fully furnished bathroom! We offer a keyless entry & 1 parking spot - a rarity for downtown living. Residents live above & below. NO pets, loud music, or parties.

A well-lit living area features a light-colored sofa adorned with decorative pillows. A round coffee table sits at the center, accompanied by a cozy seating nook against the wall. A smooth transition leads to an adjacent dining space visible in the background.

5 out of 5 average rating, 22 reviews

Creekside Escape Downtown Frederick

🏡WELCOME TO THE CARROLL CREEKSIDE ESCAPE IN THE HEART OF DOWNTOWN FREDERICK! This fully renovated apartment offers everything you need for an unforgettable Downtown Frederick stay. Just 2 blocks from the Visitor Center, SkyStage, Carroll Creek, and more, this central location is hard to beat! We welcome 1-NIGHT stay at the nightly rate, plus an additional one-time $50 fee. If NO guests check out that morning, early check-in at 2 PM may be available. We’d love to host you!

4.95 out of 5 average rating, 154 reviews

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Hot tub. Peace and quiet — in downtown. Whether you're visiting for a romantic weekend, catching up with an old friend, or traveling solo with your dog, this oversized two-floor downtown Frederick flat gives you the space (and quiet) to unwind. A private hot tub, sun-drenched rooms, and vintage charm, this thoughtfully designed space is perfect for relaxing after a day of exploring Frederick. Walk to breweries, coffee shops, boutiques, and local restaurants. Dog-friendly

Superhost

Frederick Fall Vibes: 9 Min Walk to Carroll Creek

Welcome to The Market Street Flat. Step into comfort and convenience at our bright and welcoming 2nd-floor getaway located in the heart of downtown Frederick. Just a short stroll from Carroll Creek, local restaurants, boutiques, and historic attractions, this flat is perfect for couples, solo travelers, or small groups seeking a memorable city stay.

The open concept living area features a comfortable sectional sofa and an accent chair, complemented by a decorative area rug. Natural light filters through the windows, illuminating the space. In the background, a dining area with a large table is visible, along with modern kitchen appliances.