Pet-friendly holiday rentals in Frederick

4.96 out of 5 average rating, 434 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

Your cell# must match acct! Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a tree

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.

4.96 out of 5 average rating, 137 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, 236 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.

4.98 out of 5 average rating, 355 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, 208 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

4.98 out of 5 average rating, 293 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, 183 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.

Townhouse in Downtown Frederick

4.99 out of 5 average rating, 182 reviews

Garden Retreat on Carroll Creek + Free Parking!

Garden gate opens onto Carroll Creek (free on site parking) 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 (Closest Airbnb to Market St.) Perfect for a fun filled girls weekend, a romantic getaway, or family trip! 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!

4.92 out of 5 average rating, 152 reviews

The living area features a small, two-seater sofa accompanied by a handmade side table. A smart TV sits on a light wood console, and a pet bed is available on the floor. Large windows allow natural light to illuminate the space, enhancing the neutral wall tones.

Loft in Frederick

Free Parking, Dogs, Walk to Breweries & Coffee

Looking for a peaceful, walkable stay in Frederick? This 400 square foot downtown Frederick flat is one block from downtown, yet tucked on a quiet street with private parking, pet amenities, and thoughtful extras. Many of our guests return year after year — and once you visit, you’ll see why. Free parking in a dedicated spot on a gravel lot behind the home, which is a 2 minute walk to the front door. Quiet, house-trained and friendly dogs welcome (must be included in reservation).

4.97 out of 5 average rating, 113 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 Catoctin Park

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.

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.

4.95 out of 5 average rating, 405 reviews

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!

4.98 out of 5 average rating, 181 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 Catoctin Park

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

4.91 out of 5 average rating, 213 reviews

A spa-like bathroom features a sleek floating tub alongside a modern glass shower. Earthy tones blend with polished stone walls, creating a serene environment. Elegant pendant lights hang above, while natural wood accents add warmth to the space.

Home in Bolivar

Best beds ever Movie Rm Spa Tub Lux Spring flowers

4.97 out of 5 average rating, 323 reviews

A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.

Home in Bolivar

Day Street Harpers Ferry NP

4.69 out of 5 average rating, 206 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 ⛰

4.98 out of 5 average rating, 366 reviews

A scenic view of rolling hills under a pastel sky at sunset, with a fence line in the foreground. A hot tub is situated on a spacious deck, surrounded by scenic greenery. A cozy living area features a neutral color palette, a comfortable seating arrangement, and soft lighting. The exterior showcases a charming house on expansive grounds.

Home in Berkeley Springs

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi

4.97 out of 5 average rating, 103 reviews

Home in Berkeley Springs

Sqyrls Nest - hot tub, pets, fire pit, game room

4.99 out of 5 average rating, 338 reviews

The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.

Home in Purcellville

Whole House -Seven Elms Farm B&B

4.96 out of 5 average rating, 250 reviews

A charming cabin is positioned on a stone patio, framed by trees. The early morning sun casts warm light over the scene, enhancing the natural landscape. A fire pit is visible in the foreground, surrounded by a low stone wall, creating an inviting outdoor gathering space.

Home in Chester Gap

The Nest

4.93 out of 5 average rating, 424 reviews

A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.

Home in Harpers Ferry

Gayte House Gay Owned, Liberal Oasis

Pet-friendly home rentals with a pool

5 out of 5 average rating, 102 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

4.93 out of 5 average rating, 131 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

5 out of 5 average rating, 148 reviews

A warm interior features a spacious bed dressed in a rich, burgundy coverlet, complemented by wooden wall panels and exposed beams. A cozy seating area is provided next to the bed, with light streaming in from a window adorned with wooden shutters.

Cabin in Delaplane

Herb Cottage-Elegant Cabin plus Optional Farm Tour

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, 217 reviews

The Hunt Box @ Tally Yo Farm

4.86 out of 5 average rating, 149 reviews

A charming cabin is nestled among lush trees, featuring a spacious deck that overlooks the surrounding greenery. The structure highlights a gabled roof and large windows, inviting natural light into the house. The forested setting enhances the feeling of seclusion and tranquility.

Cabin in Hedgesville

Five Oaks Cabin at The Woods Resort

4.92 out of 5 average rating, 181 reviews

A traditional split-level home is showcased with a brick exterior and a welcoming blue door. A well-maintained path leads to the entrance, framed by a lush green lawn and mature trees. The inviting facade is complemented by an American flag displayed prominently.

Home in Harpers Ferry

The McCoy House at the Harpers Ferry KOA

4.94 out of 5 average rating, 183 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

5 out of 5 average rating, 107 reviews

Cabin in Orrtanna

New Heated Saltwater Pool ~ Pickleball Court

Private, pet-friendly home rentals

5 out of 5 average rating, 51 reviews

Guest house in Frederick

Private Woodland Retreat | Near Downtown Frederick

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.

4.83 out of 5 average rating, 213 reviews

Lena's Downtown Vintage Flat with Parking

Guest house in Catonsville

An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.

4.95 out of 5 average rating, 330 reviews

Fox Cottage *Pet Friendly*

5 out of 5 average rating, 113 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

5 out of 5 average rating, 24 reviews

Home in Frederick

Charming Downtown Frederick Retreat

4.79 out of 5 average rating, 126 reviews

A large rustic house with a dark wood exterior sits near the Monocacy River. Large windows reflect the surrounding landscape, with a deck visible at the water's edge. Muted clouds cover the sky, and nearby trees provide a natural frame.

Flat in Ballenger Creek

Private Studio right on the Monocacy River!

4.91 out of 5 average rating, 387 reviews

The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.

Cottage in Leesburg

The Cottage at Forest Hills Farm