Vacation rentals with outdoor seating in Frederick County

The Madison

The Madison is just two blocks from downtown Frederick's foodie and cultural scene. This Neo-colonial two bedroom rowhouse was built c. 1860 and reflects the flirty combination of new and old that is the trademark of downtown Frederick. The carefully curated main living space is open and memorably stylish. The kitchen is a chef's dream with tons of light and brand new appliances. Each bedroom was custom designed, boasting an en suite bath. The spacious backyard has a fire pit and patio seating.

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

Downtown Frederick Modern Studio

Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

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).

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

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!

Best Location in Historic Frederick-Sleeps 4 to 5

You will not find a better location in Historic Downtown Frederick. 1.5 blocks from Market St. on a quiet, tree-lined street. Enjoy this second-floor suite in a stately 115 year old home. Easy walk to restaurants, bars, and shops. Space includes two bedrooms, light filled sunroom, spacious bathroom with original tiling/fixtures and antique furniture. Using the separate entrance of a shared home, guests have a spacious private suite completely separated from hosts' residence.

Boutique Stay on Carroll Creek + Free parking!

Stay directly on Carroll Creek in the best Airbnb in Frederick! Entirely owner operated, this private and eclectic boutique style home is the ideal spot for visitors who want to stay in the heart of Historic Frederick (garden opens to Carroll Creek!) Perfect for a fun filled weekend, a romantic getaway, our amenity filled home is set up for your convenience! Just park, drop bags and explore the city! You won’t want to miss this gorgeous historic home away from home!

The Emerald Roof, Historic Home Downtown Frederick

Built in 1860, The Emerald Roof is a historic home that provides a comfortable getaway near downtown Frederick. The house is decorated to reflect the city's rich history but comes equipped with modern amenities. The walk to downtown is about 10-15 minutes, and less than a 5 minute drive. The driveway can park 4 vehicles and there is ample street parking right in front of the house. The house is also centrally located to other historic sites and retail stores.