Holiday rentals in Frederick County

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Top-rated holiday rentals in Frederick County

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

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Top guest favourite

The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.

Cabin in Myersville

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

4.96 out of 5 average rating, 216 reviews

Top guest favourite

Home in Downtown Frederick

1920s Speakeasy Home | Downtown Frederick

This retreat blends naturally with the charm of downtown Frederick - warm, historic, and full of character. Vintage details, soft lighting, and cozy nooks create an inviting atmosphere, while a hidden bar downstairs brings a hint of Prohibition-era intrigue that echoes the personality of the city’s restaurants and nightlife. You’re in the heart of great food, drinks, shops, events and venues, yet tucked away just enough to leave you feeling like you’ve found one of Frederick’s best-kept secrets.

5.0 out of 5 average rating, 32 reviews

Top guest favourite

Townhouse in Downtown Frederick

Garden Retreat on Carroll Creek + Free Parking!

Built in 1860, our historic home is the perfect retreat! Garden gate opens onto Carroll Creek, Free on site parking. Entirely owner operated, this private, eclectic boutique style home is the ideal spot for visitors who want to stay in the heart of Historic Frederick (Closest Airbnb to Market St.) Perfect for a fun filled girls weekend, a romantic getaway, or family trip! Just park, drop bags and explore the city! You won’t want to miss this gorgeous amenity filled historic home away from home!

4.99 out of 5 average rating, 201 reviews

Top guest favourite

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.

Apartment in Downtown Frederick

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!

4.99 out of 5 average rating, 196 reviews

Top guest favourite

Guest house in Frederick

Private Woodland Retreat | Near Downtown Frederick

Escape to a beautiful one-bedroom retreat. The guesthouse has a queen bed, kitchenette, luxurious bathroom with two shower heads, including a rain head, and a queen pull-out sofa bed. Nestled in the woods with a covered porch for morning coffee, yet a short drive to downtown Frederick, Civil War sites, Frederick Watershed with hiking and cycling trails, Mount St. Mary’s University, Cunningham Falls, and Catoctin. Free WiFi, and Smart Roku TV’s. Parking for 2 cars is included. Dogs are welcome.

4.96 out of 5 average rating, 100 reviews

Top guest favourite

The image features a scenic view of Carroll Creek Promenade with outdoor seating visible along the water. The apartment interior showcases a bright living space with a comfortable bed, a modern kitchen with appliances, and a quaint desk area, all highlighted by natural light from the windows.

Flat in Downtown Frederick

Carroll Creek Private Apt./Luxury King Bed

Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

4.98 out of 5 average rating, 224 reviews

Guest favourite

A two-story house features a combination of green and beige siding, with prominent large windows allowing ample natural light. A well-tended garden with colorful flowers borders the entryway, enhancing the home's curb appeal. A garage door is visible on the left side.

Home in Frederick

More Luxury = Gym + Entertainment + Best Location

High End Architecturally unique house for the area with large vault ceilings. Enjoy the walk-out deck for a barbecue with outside dinning or the personal gym formally owned by a female Olympic weightlifter. The house is located on a quiet court with direct access to all major highways, 270, 15, 340 and 70. The location is one of the nicest most convenient spots in Frederick, one block away and you can enjoy the Golden Mile of restaurants and shopping, yet the subdivision is quiet & peaceful.

4.94 out of 5 average rating, 213 reviews

Top guest favourite

A living area features a cozy couch adorned with colorful pillows, alongside a traditional fireplace with a vintage mantle. A dining table with stylish chairs is visible in the background, illuminated by natural light. Bookshelves are neatly arranged on one side.

Townhouse in Frederick

Charming Historic Frederick Home

Charming 1910 brick home with fenced yard located in the heart of Downtown Frederick, just steps to Frederick's best breweries, beautiful Carroll Creek, and the quaint shops at Everedy Square. The house is the perfect blend of old and new, combining exposed brick/stone, natural light and hardwood floors with modern amenities such as a remodeled kitchen, WiFi, central air, luxury mattresses and cozy furnishings. Family, work, and dog friendly ($50/stay fee; no dogs on furniture; max 2 dogs).

4.95 out of 5 average rating, 257 reviews

Top guest favourite

The remodeled bathroom features dual sinks with modern faucets, positioned below two matching mirrors. Natural light filters in through a window, illuminating the sleek green tile shower enclosure with a glass door. Stylish light fixtures add a contemporary touch to the clean design.

Home in Downtown Frederick

Cottage:Walkable 2 Everything-Super Clean-Downtown

Cozy and historic home located in the heart of downtown Frederick. The house is just a block and a half from New Market Street, minutes to Hood College, and all of downtown Frederick within a 10-15 minute walk. This charming, 1901 historic home is both comfortable and upgraded with a remodeled, fully stocked kitchen, and stunning brand new bathroom. Modern amenities, include: high speed Wifi, smart TV, coffee station, luxury mattresses, air conditioning, and washer/dryer. Pet friendly

4.97 out of 5 average rating, 231 reviews

Guest favourite

A vibrant sunset paints the sky with shades of orange, pink, and purple, casting a peaceful glow over the distant valley. Silhouetted trees frame the scene, highlighting the natural beauty beyond the house.

Home in Frederick

Amazing view of the Middletown Valley

Comfortable and casual, this interior encourages group interaction and peaceful alone time. The view is one of the best on the "Boulevard", stretching all the way to Harper's Ferry. You can see all the major gaps where the battles took place during the South Mountain campaign in the Civil War. You are ten minutes from the bustling dining and shopping area of downtown Frederick and you can peacefully cook out on the deck while gazing across the valley when you return for the evening.

4.91 out of 5 average rating, 116 reviews

Top guest favourite

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

4.98 out of 5 average rating, 316 reviews

Guest favourite

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.

Apartment in Downtown Frederick

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.

4.92 out of 5 average rating, 330 reviews