Pet-friendly holiday rentals in Frederick

Townhouse in Downtown Frederick

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!

4.99 out of 5 average rating, 203 reviews

4.96 out of 5 average rating, 109 reviews

Guest house in Frederick

The Landing in the Woods | Near Downtown Frederick

Escape to a beautiful one-bedroom retreat. The guesthouse has a queen bed, kitchenette, luxurious bathroom with two shower heads, including a rain head, and a queen pull-out sofa bed. Nestled in the woods with a covered porch for morning coffee, yet a short drive to downtown Frederick, Civil War sites, Frederick Watershed with hiking and cycling trails, Mount St. Mary’s University, Cunningham Falls, and Catoctin. Free WiFi, and Smart Roku TV’s. Parking for 2 cars is included. Dogs are welcome.

Flat in Downtown Frederick

A living area features a patterned blue couch with decorative pillows and a wooden coffee table at its center. The room is well-lit by large windows, and a kitchen area is visible in the background, equipped with white cabinetry and stainless steel appliances.

Seven East Patrick

"7 East" Welcome to beautiful & historic Downtown Frederick, Maryland. Find yourself nestled among the tree tops above our lovely town...at "Square Corner", the intersection of Patrick and Market Streets. The commercial and financial heart of Frederick for over 250 years. Here, the National Road meets several important north-south roads leading to PA, Virginia, and Washington, D.C., all in under an hour drive! Entertainment and nightlife, historic sites & tours, enough for the whole family.

4.97 out of 5 average rating, 155 reviews

4.95 out of 5 average rating, 260 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 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.

4.97 out of 5 average rating, 234 reviews

Cottage:Walkable 2 Everything-Super Clean-Downtown

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

4.96 out of 5 average rating, 189 reviews

Apartment in Frederick

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, upstairs, 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.

Guest house in Smithsburg

The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.

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.

4.97 out of 5 average rating, 866 reviews

4.97 out of 5 average rating, 136 reviews

A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.

Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

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, 193 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.

The exterior of the row house is captured in the evening light, featuring multiple windows with warm lighting. The house is flanked by a small staircase leading to the entrance. The street is lined with power lines and shows a glimpse of the neighborhood.

4.96 out of 5 average rating, 104 reviews

DT w/Parking, Good for Groups, Dogs OK

Larger than most downtown Frederick listings, so bring your family and friends. The house has plenty of bathrooms and parking to promote group harmony! Furnished and decorated with kids and dogs in mind. Heading out to see the town? It's all walking distance. Staying in? Enjoy the gourmet kitchen, balcony sunsets, and fire pit. Note: To protect our property, a fully refundable $250 security deposit card hold is managed via our guest portal and required prior to check-in.

Flat in Downtown Frederick

A cozy seating area features two patterned chairs with floral designs facing a white round coffee table. A brick fireplace is positioned in the background, surrounded by built-in glass-front cabinetry. Natural light fills the space from nearby windows.

Charming 1 Bedroom Apt- Best Location in Downtown

This spacious one bedroom apartment is steps away from Frederick's acclaimed restaurants and unique shops. The apartment has a spacious living room, an eat-in kitchen, a large, comfortable bedroom and an art-deco bathroom. Coffee and tea are provided. The apartment comes equipped with a washer, dryer, sheets and towels. There is a free parking space provided (2 blocks away) or you can park for free on the street after 5. This is the best location in downtown Frederick!

4.95 out of 5 average rating, 420 reviews

4.98 out of 5 average rating, 198 reviews

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.

Home in Frederick

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.

Popular amenities for Frederick pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A cozy living room features a gray couch, two light gray chairs, and a glass coffee table. The space is brightly lit by natural light, highlighting a blue accent wall and warm wooden accents, creating an inviting area to relax and unwind.

4.83 out of 5 average rating, 101 reviews

Downtown Charm: Pets Welcome

4.87 out of 5 average rating, 639 reviews

The log cabin features a spacious covered porch surrounded by trees. The wooden structure blends into the natural setting, while large windows invite natural light. The front yard is landscaped with shrubs, providing a warm and inviting entrance.

Home in Thurmont

Cabin in the Woods - Weekday Specials!

4.98 out of 5 average rating, 130 reviews

A well-furnished living area features a light gray sofa, accompanied by two accent chairs in earthy tones. A large flat-screen TV is mounted on the wall, while a patterned area rug adds warmth to the wooden floor. Natural light enters through a nearby window.

Home in Frederick

Chic, pets, walk to downtown

Superhost

The charming exterior of the restored farmhouse features a welcoming front porch adorned with seating, inviting guests to relax. The façade is complemented by traditional shutters and clean lines, while an American flag adds a touch of local character.

Home in Jefferson

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

4.92 out of 5 average rating, 306 reviews

4.96 out of 5 average rating, 248 reviews

Home in Sharpsburg

Steps to Winery and Battlefield – 1 Acre Retreat

4.96 out of 5 average rating, 156 reviews

A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.

Home in Middletown

Mountain Church Cottage

4.95 out of 5 average rating, 156 reviews

A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.

Home in Sabillasville

Stoney Spring Overlook

4.87 out of 5 average rating, 145 reviews

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

Home in Lovettsville

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

Pet-friendly home rentals with a pool

Guest suite in Myersville

A heated pool is surrounded by a stone wall and lush greenery, offering a serene atmosphere. The lodge features large windows and a balcony overlooking the pool area, seamlessly connecting indoor and outdoor spaces.

Harmony Lodge nestled in wooded tranquility!

4.92 out of 5 average rating, 345 reviews

5.0 out of 5 average rating, 132 reviews

Cabin in Orrtanna

New Heated Saltwater Pool ~ Pickleball Court

4.98 out of 5 average rating, 104 reviews

A circular living area is surrounded by large windows that offer views of the serene woods. Comfortable seating includes a green sofa and two white chairs, complemented by a unique pendant light and a cozy rug on the carpeted floor.

Cabin in Hedgesville

Round 70s cabin-pickleball, golf, gym, pools

4.99 out of 5 average rating, 642 reviews

An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.

Cabin in Bluemont

Rustic Blue Ridge Cabins

5.0 out of 5 average rating, 111 reviews

A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.

Chalet in Hedgesville

Cherry Run Chalet

Farm stay in Purcellville

A horse stands peacefully in a lush green pasture, surrounded by a black wooden fence. In the background, a well-maintained barn with a cupola is visible, complemented by a clear blue sky and scattered clouds.

The Hunt Box @ Tally Yo Farm

4.98 out of 5 average rating, 243 reviews

4.95 out of 5 average rating, 192 reviews

A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.

Cabin in Hedgesville

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

4.95 out of 5 average rating, 290 reviews

A charming outdoor seating area features red wooden chairs and a fire pit, surrounded by lush greenery and pavers. The Cottage, with its welcoming facade and gray metal roof, is visible in the background, offering a cozy retreat in a natural setting.

Cottage in Bluemont

Cottage on Horse Farm: Wineries/Breweries, Horses!

Private, pet-friendly home rentals

Superhost

A seating area features a dark gray couch with plush cushions and decorative pillows. A round white coffee table holds magazines and a remote control. A circular wall art piece adds visual interest above the couch, while a light-colored wall complements the space.

Flat in Frederick

Your sanctuary awaits/1-bedroom downtown apartment

4.87 out of 5 average rating, 307 reviews

Flat in Downtown Frederick

A spacious living area showcases a light-colored sofa paired with two brown armchairs, arranged to promote conversation. The hardwood floor reflects light from a nearby lamp. Gallery art hangs on the walls, complementing the historic architecture and large windows that enhance the room's brightness.

Margaret's Downtown Vintage Flat-With Parking

4.75 out of 5 average rating, 203 reviews

4.91 out of 5 average rating, 135 reviews

Cabin in Walkersville

Walkersville Cabin

4.82 out of 5 average rating, 202 reviews

Cabin in Bolivar

Minutes to Downtown Harpers Ferry w/Hot Tub

4.96 out of 5 average rating, 480 reviews

A treehouse is elevated among lush greenery, supported by sturdy wooden posts. A small deck extends from the entrance, leading to a spiral staircase. The exterior features dark blue siding and a metal roof, harmonizing with the surrounding forested environment.

Treehouse in Leesburg

Romantic Secluded Treehouse Stay in the Sky

5.0 out of 5 average rating, 149 reviews

Farm stay in Leesburg

The Forge on Sunnyside Farm

4.99 out of 5 average rating, 135 reviews

Chalet in Purcellville

Chalet at Harpers Ferry for Family Gatherings