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.

'Waterfront' on 1796 Historic Farm

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

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.

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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

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.