Pet-friendly holiday rentals in Frederick

Townhouse in Downtown Frederick

4.98 out of 5 average rating, 189 reviews

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!

Townhouse in Downtown Frederick

The exterior of a historic row home is visible, featuring a combination of red and cream brick. A vibrant red door welcomes guests, framed by decorative window boxes. Four concrete steps lead to the entrance, flanked by trees and a narrow sidewalk lined with autumn leaves.

4.97 out of 5 average rating, 152 reviews

Walk to All • Parking • Historic Red Brick Retreat

On Frederick's maps since 1858. Carroll Creek is a 4-min walk, restaurants steps from the door, breweries a short stroll beyond. Private off-street parking included, leave the car, explore on foot. Inside: 2 king bedrooms, fast Wi-Fi, stocked kitchen, washer/dryer + smart TV with streaming. Everything for a fuss-free, relaxing stay. * Historic charm + modern comforts * Private fenced patio w/firepit + sleeping porch * Dogs welcome (case by case) * Walk score 95 Love the vibe? Book your dates!

5 out of 5 average rating, 267 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

Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking

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.

4.97 out of 5 average rating, 145 reviews

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.

4.95 out of 5 average rating, 244 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).

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.

4.97 out of 5 average rating, 374 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.

Home in Downtown Frederick

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, 216 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, 110 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.

4.98 out of 5 average rating, 302 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!

Home in Downtown Frederick

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, 184 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.

4.97 out of 5 average rating, 118 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.

4.95 out of 5 average rating, 177 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 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

Popular amenities for Frederick pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.7 out of 5 average rating, 214 reviews

A single-story rancher is depicted with a warm brick facade, surrounded by well-maintained green lawns. Large windows allow natural light to enter, and a covered porch provides shaded outdoor space. Rolling hills and a clear blue sky frame the tranquil neighborhood setting.

Home in Middletown

“The Rambler” In beautiful Middletown, MD ⛰

4.95 out of 5 average rating, 146 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

4.92 out of 5 average rating, 294 reviews

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

4.94 out of 5 average rating, 749 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!

4.99 out of 5 average rating, 166 reviews

A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.

Home in Berkeley Springs

the Lodge- Stunning View- Hot Tub- Dog Friendly

4.8 out of 5 average rating, 127 reviews

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.

Home in Frederick

Renovated tech-house in historic downtown

4.95 out of 5 average rating, 142 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

4.93 out of 5 average rating, 209 reviews

The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.

Home in Bolivar

Spa tub, movie room, best beds ever, Luxury design

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 130 reviews

A log cabin is nestled among the trees, featuring a fenced inground pool in the foreground. The pool area is surrounded by a textured patio, complemented by several wooden chairs positioned nearby. The cabin is situated on a gravel driveway, highlighting its private setting.

Cabin in Fort Valley

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

5 out of 5 average rating, 104 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

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.

4.91 out of 5 average rating, 339 reviews

Harmony Lodge nestled in wooded tranquility!

4.93 out of 5 average rating, 138 reviews

A spacious pool area features a heated in-ground pool and spa surrounded by lounge chairs. A well-maintained lawn and shaded seating areas complement the outdoor space, while a house is visible in the background, nestled among the trees.

Home in Marshall

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

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.

4.98 out of 5 average rating, 225 reviews

The Hunt Box @ Tally Yo Farm

4.95 out of 5 average rating, 181 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

4.94 out of 5 average rating, 188 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

Farm stay in Cockeysville

A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.

4.95 out of 5 average rating, 129 reviews

Master's Suite · 1920s Tudor Estate, Hunt Valley

Private, pet-friendly home rentals

4.89 out of 5 average rating, 210 reviews

An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.

Cabin in Hedgesville

Unique Gem: Cozy A frame cabin in the woods

Flat in Downtown Frederick

Large windows are framed by an array of lush green leaves, providing a glimpse into the enclosed sun porch. The building's vintage style is highlighted by the wooden exterior, while the sky can be seen through the glass, inviting natural light into the space.

4.79 out of 5 average rating, 149 reviews

Maria’s Downtown Vintage Flat -With Parking

4.9 out of 5 average rating, 120 reviews

Cabin in Walkersville

Walkersville Cabin

4.94 out of 5 average rating, 174 reviews

A wooden walking bridge connects to a secluded cabin situated on an island, surrounded by lush greenery and a calm lake. Gentle hills rise in the background, providing a scenic view of the countryside.

Cabin in Upperville

Island cabin

4.87 out of 5 average rating, 304 reviews

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

4.98 out of 5 average rating, 123 reviews

Chalet in Purcellville

Chalet at Harpers Ferry for Family Gatherings

5 out of 5 average rating, 122 reviews

The exterior of a red brick building is shown, featuring a striking peaked roof and multiple windows. A shaded porch is visible at the entrance, adorned with potted plants. Lush greenery surrounds the property, and a gravel path leads up to the structure.

Farm stay in Leesburg

The Forge on Sunnyside Farm