Pet-friendly holiday rentals in Frederick

4.91 out of 5 average rating, 331 reviews

A charming cape-style home features a welcoming front porch with rockers and seasonal decorations. The neatly landscaped yard is adorned with colorful plants and pumpkins. A paved driveway leads to the entrance, framed by lush greenery and a white fence in the background.

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

WalkabilityPetsCheck-in

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!

Outdoor spacesWalkabilityFamily

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.

Outdoor spacesPetsAmenities

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.

PetsWalkabilityComfort

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).

PetsOutdoor spacesGrill

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

WalkabilityOutdoor spacesBathroom

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.

Outdoor spacesWalkabilityKitchen

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.

Outdoor spacesPetsLocation

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.

PetsOutdoor spacesGetting around

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

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.

WalkabilityPetsAccuracy

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, 105 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.

Outdoor spacesWalkabilityAmenities

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!

Outdoor spacesPetsHeating

4.95 out of 5 average rating, 420 reviews

Popular amenities for Frederick pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

Outdoor spacesWalkabilityLayout

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

PetsOutdoor spacesWifi

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!

PetsOutdoor spacesComfort

4.94 out of 5 average rating, 785 reviews

A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.

Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

WalkabilityOutdoor spacesSolo travel

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

PetsOutdoor spacesKitchen

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

PetsOutdoor spacesTV

4.96 out of 5 average rating, 248 reviews

Home in Sharpsburg

Steps to Winery and Battlefield – 1 Acre Retreat

Outdoor spacesPetsDecor

4.85 out of 5 average rating, 193 reviews

Home in Waynesboro

Beautiful 5 star Mansion, Pool, Home Theater

WalkabilityPetsLocation

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!

Outdoor spacesPetsParks

4.92 out of 5 average rating, 345 reviews

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

WalkabilityPetsCleanliness

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

PetsWalkabilityBiking

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

PetsWalkabilityDecor

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

PetsOutdoor spacesGrill

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

Outdoor spacesWalkabilityLaundry

4.93 out of 5 average rating, 203 reviews

A spacious great room features a large sectional sofa in rich orange, inviting relaxation. Tall windows allow natural light to fill the space, offering views of the surrounding forest. A decorative area rug anchors the seating area, complemented by a coffee table and thoughtfully arranged decor.

Chalet in Hedgesville

Starcatcher Chalet, The Woods Resort

WalkabilityOutdoor spacesFamily

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!

WalkabilityOutdoor spacesBiking

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

PetsWalkabilityWifi

4.87 out of 5 average rating, 307 reviews

Flat in Downtown Frederick

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.

Lena's Downtown Vintage Flat with Parking

PetsWalkabilityAccuracy

4.83 out of 5 average rating, 229 reviews

4.91 out of 5 average rating, 135 reviews

Cabin in Walkersville

Walkersville Cabin

PetsOutdoor spacesWifi

5.0 out of 5 average rating, 149 reviews

Farm stay in Leesburg

The Forge on Sunnyside Farm

Outdoor spacesPetsLayout

4.99 out of 5 average rating, 135 reviews

Chalet in Purcellville

Chalet at Harpers Ferry for Family Gatherings

Outdoor spacesPetsRiver

5.0 out of 5 average rating, 288 reviews

The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.

Treehouse in Waterford

Hummingbirds Hideaway Treehouse

PetsOutdoor spacesNearby

4.99 out of 5 average rating, 461 reviews

Cabin in Front Royal

Mountaintop Retreat with Wood Fired Hot Tub

Outdoor spacesPetsParking