Holiday rentals with outdoor seating in Frederick

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.

Victorian Home On Carroll Creek by Uptown Events!

Historic Victorian townhouse built in 1880. Free early check/checkout (usually possible). 40 steps to The Banyan music/events. Beside Carroll Creek promenade, with festivals, restaurants, antiques, music, theaters, and galleries. Warm historic atmosphere inside with modern central AC and heating, private on-site parking for up to five cars, great wifi, and two internet TVs. One block to famous Antique Row, Visitor's Center, Everedy Square, Market St, Arts Center, Marc Trains to Washington, DC.

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!

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.

Spruce Run Cabin, a wooded retreat on the mountain

The traditional log cabin is located on 25 acres of mostly wooded terrain in the scenic rural countryside of Wolfsville, Maryland, less than an hour and a half from D.C./Baltimore. The hosts live on the property, but the cabin is situated where it feels very private and you do not see the hosts house from the cabin. The cabin faces the woods and there is a private trail down to the creek. Take a break from everyday life, and escape to this unique and quiet retreat in the Catoctin Mountains.

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).

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

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!

Beautiful 3 BR historic home in downtown Frederick

Enjoy a relaxing stay at this beautifully restored pet friendly home in the heart of historic downtown Frederick. Centrally located on Market Street and steps away from all that Frederick has to offer. Meander around town to take in the beautiful 40 block historic district, skyline of clustered spires, Civil War history, art galleries, and hip shopping venues. Frederick is also known for its array of restaurants, breweries and visual and performing arts - all within a short walk.

Downtown: Prime Location w/Flexible Check In & Out

Downtown Frederick, modern, one-level house with 3 bedrooms and 1 bath with ample free parking and fenced yard. When possible, early check in & check out at no extra charge. Quiet neighborhood one block to Market Street and short walk to Downtown restaurants, bars and shops (6-8 minutes) and Baker Park (16 minutes): playground, concerts, pool. Just 1 mile from highway interchange. Private yard with grill and picnic table. Infant setup available. Ideal for solo, couples & families.

Chic, pets, walk to downtown

This fully renovated home is your perfect getaway to beautiful Frederick, MD. Located just 1 block from Baker Park and walking distance to shops, restaurants, and entertainment in the heart of downtown. Hop in a car and you’re a short drive to many wineries, breweries, hiking trails, historic sites, and numerous city events. Enjoy a well stocked kitchen, coffee/tea bar, wifi, smart TVs, washer/dryer, heat and A/C, a relaxing outdoor space, and many more amenities. Pets welcome.

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