Pet-friendly vacation rentals in Frederick County

4.9 out of 5 average rating, 275 reviews

A charming cape-style home is set amidst lush greenery, featuring a welcoming porch with seating. The structure showcases a sloped roof and multiple windows, allowing natural light to fill the interior. A paved path leads to the front entrance, enhancing accessibility.

Cottage in Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

4.94 out of 5 average rating, 201 reviews

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).

The exterior of a charming 1950s house is visible, featuring light-colored siding and a brick chimney. A well-maintained lawn with shrubs enhances the welcoming curb appeal. A carport is situated on the left, with a clear blue sky above.

4.97 out of 5 average rating, 118 reviews

Hot Tub Time Machine-happy, charming, tidy, yard

Nothing left to do but smile, smile, smile! 1950’s charm with chill vibes! Saltwater Hot Tub! Large fenced backyard! Location is ideal. Right off Rt. 15 , easy to find, free street parking and private driveway. About a 1.5 mile walk to downtown Market Street. 5 minute drive. Culler Lake/ Baker Park just across the street. All new bedding, top of the line mattresses. An hour drive to DC, Baltimore or Annapolis. Perfect spot to land after adventures beautiful Frederick, Maryland.

Guest suite in Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 258 reviews

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.

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.

4.98 out of 5 average rating, 161 reviews

The Cottage on Dill (Pet Friendly)

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, 224 reviews

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!

A light-filled living area features a white-brick fireplace topped with a mirror and decorative items. A comfortable seating arrangement includes a soft sofa and armchair, complemented by a glass coffee table. In the background, a dining space with a round table is visible, surrounded by natural light.

4.92 out of 5 average rating, 151 reviews

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.

Superhost

The image captures a glimpse of the flat's interior, showing a cozy sleeping area with a spacious bed. A charming sitting area is visible, featuring floral armchairs and a round table. Natural light filters through the window, illuminating the vintage decor and warm tones throughout.

Apartment in Frederick

4.83 out of 5 average rating, 189 reviews

Lena's Downtown Vintage Flat with Parking

Lena's charming 2nd floor flat takes you back to the roaring 1920s with a horse sport theme. Think saddle, hunt prints, antique English bicycle, chandeliers, and English chintz in a space with preserved vintage architectural elements. One queen bed and one twin sleigh bed accommodate 3 in an efficiency floor plan [not separate rooms]; with full period bath and kitchen with marble breakfast bar. Experience the Juliet window where a former tenant wrote a Civil War romance novel!

A modern kitchen area features a sleek stainless steel refrigerator with a touchscreen interface. Stylish cookware hangs on a wall-mounted rack beside a compact bench and a decorative rug, adding a touch of design to the functional space.

4.86 out of 5 average rating, 108 reviews

Renovated tech-house in historic downtown

Come stay in Fredericks Historic District, Just a minutes walk past beautiful row homes will have you in the heart of downtown Frederick, where you can enjoy food, shopping, theater or just enjoying the free local festivities the town has to offer. Our location has been blocked off for a couple months for updates! Enjoy new blinds, fresh paint, black out curtains, updated furniture, indoor baby gate installed, updated entry fence in the yard, updated fixtures in bathroom and more!

Superhost

A spacious wooden deck features several outdoor chairs overlooking a peaceful river view. The landscape includes grassy areas and trees lining the water, creating a serene environment for relaxation.

Apartment in Frederick

4.82 out of 5 average rating, 127 reviews

Spacious Studio right on the Monocacy River!

The River House is located on the Monocacy River with a beautiful open view of the river and the Monocacy Battlefield on the opposite shore. Downtown Frederick, Maryland is just 3 miles away and offers a fun variety of restaurants, pubs, breweries, shopping and cultural activities. Your getaway could be taking in the scenic view, drifting down the river or heading into downtown Frederick for some lively entertainment. The property is served by T-Mobile high speed internet.

5 out of 5 average rating, 136 reviews

A welcoming entryway features a vibrant green front door, opening to a view of the outdoors. A small table with decorative plants is positioned nearby, and a wall-mounted television adds modern convenience. Soft light filters through the nearby window, illuminating the space.

Townhouse in Frederick

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 historic home features a charming exterior with a green metal roof and rose bushes in front. The house is two stories with classic shutters and a welcoming front door. A wrap-around balcony can be seen above, providing additional outdoor space.