Guesthouse holiday rentals in Frederick County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Frederick County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Keymar

5 out of 5 average rating, 22 reviews

The Quilted Cozy Guesthouse

Welcome to the Quilted Cozy, a private 2 BR/1Bath guesthouse located in a peaceful, country setting 30 minutes from Gettysburg, PA, Frederick and Westminster, MD. Ideal for cyclists with numerous deserted country roads to explore as well as for remote workers with business internet service. This unit includes a fully functioning kitchen, shared laundry access, and a recently renovated serene sunporch, as well as an outdoor patio space with fire pit. Pet friendly, fenced in yard access available.

Guest favourite

Guesthouse in Middletown

4.94 out of 5 average rating, 300 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

Guest favourite

Guesthouse in Lovettsville

4.96 out of 5 average rating, 24 reviews

The Tuberose Suite

Nestled on 16 acres, right on the outskirts of the historic german town of Lovettsville, you will find yourself within a 20 minute radius of some of the best restaurants, wineries, and breweries, in Loudoun County, along with plenty of activities like hiking, biking, and kayaking. After a day of exploring, come home to relax by the firepit, grill in the outdoor kitchen or unwind with a steam shower. Enjoy stargazing and the beautiful views of the Short Hill Mountians right from the backyard.

Top Guest favourite

Guesthouse in Monrovia

4.96 out of 5 average rating, 158 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Top Guest favourite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 767 reviews

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.

Top Guest favourite

Guesthouse in Frederick

4.98 out of 5 average rating, 42 reviews

Boutique space at Marble Ridge

Boutique accommodations are defined as a unique and luxurious space~and that is what you will find here at Marble Ridge. The private entrance opens up to a living space that is comfortably modern with clean lines. The large picture windows allow tons of natural light and a spectacular view. You will have all the amenities available to you such as a full kitchen with refrigerator/freezer, stove/oven, microwave, coffee maker, dishwasher, WiFi, TV, fireplace, private full bath.

Top Guest favourite

Guesthouse in Keymar

4.99 out of 5 average rating, 70 reviews

Historic country guesthouse, newly renovated.

Birthplace of the author of The Star-Spangled Banner, Keymar, MD was home to Francis Scott Key. This original General Store (now our Guesthouse), on old Key property that was built in the late 1800s, has been impeccably remodeled to allow you every comfort while being centrally located to historic Gettysburg, PA, Frederick, MD, the beautiful Catoctin Mountains, Mount Saint Mary’s University, Liberty Mountain Ski Resort, and so much more. Settle into history.

Guest favourite

Guesthouse in Frederick

4.97 out of 5 average rating, 346 reviews

The Shady Bear Cabin

After a complete renovation, we decided the cabin would be perfect for Airbnb. It's completely separate from the main house and offers both of us a great deal of privacy. It is also warm and cozy yet extremely comfortable. Please be aware that we have dogs on the property. If you are not comfortable with dogs, please do not book this cabin. If you are, we hope to see you. DURING THE PANDEMIC WE WILL BE FOLLOWING AIRBNB'S ENHANCED CLEANING PROTOCOL.

Superhost

Guesthouse in Thurmont

4.71 out of 5 average rating, 95 reviews

The Studio at Catoctin Quaker Camp

Your little cabin in the woods awaits. The cabin is situated on 383 acres, on the South Mountain formation in Frederick county. the property is adjacent to the Frederick City Watershed and within 15 minutes of 2 State Parks and a National Park. The cabin is fully equipped for your mountain get away and heated by a wood stove with propane heat in case of an emergency. We also provide internet that is reliable and fast for all your modern needs.

Top Guest favourite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 145 reviews

Modern dreamy mountain view oasis in wine country

Right in the heart of Loudoun County's wine, beer and equestrian country. If you are looking for an outdoor getaway with access to the Ap Trail, biking, kayaking, etc., here for the wine and beer or simply for a change of scenery, this is the place for you. Watch the sun go down right from your bed or, "The Meadow" with the Blue Ridge Mountains as your backdrop. Slowly sip coffee or tea from the hammock, it's up to you. Book now!

Superhost

Guesthouse in Frederick

Cozy Guesthouse in Frederick

Experience Frederick area for a quick weekend or short-term stay in modern studio cottage. Owners onsite. Space features king-sized Murphy bed, living area with pull-out king sized sofa bed and a full kitchen. Central air, Wi-Fi, and Smart TV provide comfort and connectivity. Pet-friendly with laundry service available. Located minutes from downtown Frederick. Ideal for couples, families and solo travelers seeking a cozy retreat.

Guest favourite

Guesthouse in Lovettsville

4.96 out of 5 average rating, 237 reviews

Cottage Escape in Virginia Wine Country

Tucked among rolling hills, this cozy cottage rests on 25 acres with a private lake just beyond your door. Sip wine beneath the stars, paddle at sunrise, or wander where the wildflowers grow. Just minutes from vineyards, brews, and historic charm, it's a perfect escape to slow down and reconnect. You may hear the laughter of our little ones nearby—just part of the magic here at the farm. We can't wait to welcome you.