
Maryland is a US state known for its channels and coastlines along the Chesapeake Bay. It’s 44 km (27.4 mi) from Washington DC; a 50-minute car ride can get you between the two destinations. If it’s your first time visiting, there are plenty of attractions to see and things to do. These include the National Aquarium, Six Flags America, and Oriole Park at Camden Yards. Those who take a particular interest in art should head to The Walters Art Museum, the Baltimore Museum of Art, and the American Visionary Art Museum. But before you start building your itinerary, let us help you find a place to stay. Are you planning a vacation with your four-legged companion? Continue reading for the top pet-friendly Airbnbs in Maryland, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and pet-friendly rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 23, 2025.
1. Modern and stylish apartment in Silver Spring (from USD 85)
This Airbnb vacation rental sits in a peaceful suburban area with access to Washington. Downtown Silver Spring is nearby, and the nearest airport is a 30-minute drive away.
This apartment boasts modern furnishings, and the brightly lit space provides a mood boost during the day. The bedroom has one queen-sized bed and a travel cot, while the bathroom comes with a walk-in glass shower. The host welcomes pets, and they can safely roam around the fenced outdoor space.
Top guest reviews
Host:
she was a great host with quick responses to any questions that i hadfe is a great hostthe hosts were responsive and very nicemade us feel like we were at home and the host’s were really good about everythingferlinda was very responsive to my questions and there was always ample parkingLocation:
great location and value for the moneythe location and value are great as wellthe location is great convenient to the dc area 495 corridorclose to washington so location was perfect would definitely recommended staying here for short or long termgreat place to stay - especially if you’re familiar with the areaCleanliness:
sry clean and ivery clean and well kept cozy apartmentthe place was very clean as wellthe place was clean and comfortablethe place is great clean and with a lot of detailsRead more reviewsAmenities & Room:
a nicely laid out apartment with thoughtful touches and necessary amenitiesmany thoughtful touches including a fan humidifier (didn't use as i carry my own) etcthe apartment looks even better in person than in the photosa fully functional kitchen bathroom and useful alexa systems for housing tipsthis one is lovely - airy beautifully appointed fully stocked kitchen and thoughtful amenities
2. Quaint vintage cabin in the heart of Middletown (from USD 188)
This pet-friendly vintage cabin sits in the heart of Middletown, where you can access many local cafes, restaurants, and a full-service deli. Familiar brands such as Starbucks and Dunkin Donuts are also in the neighborhood.
Inside the rental is a charming little living space with a kitchenette. The upper floor leads to the sleeping area with a queen-sized bed. An airbed can also be provided to accommodate two additional guests. The bathroom comes with a bathtub for a relaxing soak at night. Best of all, the property has a fenced backyard where you can let your furry buddy run freely.
Top guest reviews
Host:
the host has clearly put a lot of time and effort into making this cabin a memorable spaceheather was very friendly responded quickly and sent helpful welcoming instructionsheather responds quickly for questions and all community members were super friendlywe especially loved that it was pet friendly and all the exposed woodalso heather was readily available and incredibly responsive which is wonderful in a hostLocation:
the location is great for any shopping in the small downtown or larger shopping districtcozy cabin close to a great quaint areagreat location comfy cozy for tworestaurants are close food is excellent and homemadevery cute and cozy place a great findCleanliness:
clean and very pleasantthe cabin is clean and extremely charming and well appointedwe had a lovely stay at heather's cabin which was very clean and comfortablethe cabin is clean and well stocked with all the essentials you need to make your stay comfortablei am a huge clean freak and the cabin was sparkling cleanRead more reviewsAmenities & Room:
the mattress was very comfortablegreat location cute furnishings stayed cool and great wifiwe spent hours on the couch in front of the fireplace it was very cozy and romanticthe cabin was very cozy well furnished with all the comfortsheather’s place is super cute and cozy with a lovely outdoor space with beautiful views
3. One-bedroom guesthouse near Smithsburg (from USD 90)
This dog-friendly guesthouse has a bedroom with a double bed for two and one full bathroom. It is perfect for art lovers and musicians looking for inspiration, as it is full of supplies and instruments. Feel free to have jamming sessions using the guitars and keyboards available. You can also take advantage of art supplies provided by the host to create your masterpieces.
Booking a stay here places you within the vicinity of the Appalachian Trail, where you can take your pets. Smithsburg is also just a short drive away, and you can find a local bar and several eating options there.
Top guest reviews
Host:
sarah and david are responsive and kind hoststhe owners sarah and david were so hospitable and friendlysarah and david couldn’t have been more gracious hostsdavid and sarah are lovely people and were gracious and welcoming hostssarah & david were amazing hosts and we highly recommend this airbnbLocation:
great location near the appalachian trailgreat value good location to state parkif you're into hiking it's super close to the appalachian trailbest part was how centrally located it was to all the parks and hiking in the areadefinitely take a walking stick and explore the art installation trail out backCleanliness:
clean and omfortable bedgreat stay - clean comfortable relaxingsuper clean well-appointed very cool with fun touches like art supplies and guitarseverything is clean and inviting very peaceful locationjewel vinasota is an absolute oasis—full of fun artistic details beautifully crafted perfectly clean and well-appointedRead more reviewsAmenities & Room:
it feels like staying in a (very comfortable) treehouse overlooking the woods and a creek
4. Serene waterfront getaway for two in Chestertown (from USD 119)
Do you need a break from the hustle and bustle of city life? If so, book this serene waterfront getaway in Chestertown along the banks of the Chester River. This pet-friendly property sits in a residential neighborhood with a small park, where you can take your furry friends for a walk.
There is one bedroom with a queen-sized bed for two guests, and the living room also has a sofa bed in case you have a third guest. Chill by the private dock any time of the day with your freshly brewed coffee. Note that you need to inform the host before bringing additional guests and pets.
Top guest reviews
Host:
our hosts were so gracious and friendlytom and jen were fantastic hoststom was the most thoughtful gracious hosttom was hospitable and friendlytom was very responsive and friendlyLocation:
tom’s place is beautiful great location and a beautiful viewan excellent location with very nice accomodationsvery calm and serene locationit was quite peaceful to walk the quiet neighborhood and visit the local waterfront parkCleanliness:
it was clean and had everything we needed loved the simple touchesfully stocked kitchen clean and plenty of spacelovely relaxing stay clean and quiet with a fenced yard for the dog to get a little exerciseclean comfy great hospitality (friendly folks and yummy honey from homegrown bees)Read more reviewsAmenities & Room:
the bed is comfortable bathroom and guest deck are excellentthe smart tv has guest netflix and amazon prime accounts so you can watch whatever you wantanother amazing comfortable quiet relaxing stay here at the beautiful waterfront chestertown getawaytom’s waterfront apartment is the perfect place for a rejuvenating getaway surrounded by naturethe house was clean and both the bed and sleeper sofa were comfortable
5. Two-story converted barn in Herald Harbor (from USD 2471)
Enjoy a quiet stay with your pet in a quiet neighborhood when you book this converted barn in Herald Harbor. Feel free to take a ride to Herald Harbor Hideaway for some local bites and booze.
This property for four features one bedroom, two beds, and a bathroom with a bathtub. Spot the wildlife roaming in the area during your walks with your furry buddy. You can also lounge at the fenced patio or take an afternoon nap on the hammock. However, note that this rental is unsuitable for children under two years old.
Top guest reviews
Host:
the host us very responsivegreg is a great hostplace was great the hosts were very friendlygreat spot to reserve even better hostsgreg was a wonderful host and very prompt with responding backLocation:
good location for local hikesexcellent house at a prime locationamazing area so close to washingtonexcellent location beautiful scenery and wonderfully privatethis is a beautiful and comfortable home located in a great & safe locationCleanliness:
clean and cozy and quietthe space is spotlessly cleanthe house was clean cute and had everything we neededvery cute and stylish space it was very clean and the bed was super comfythe place is spacious clean and had everything we needed for a long weekendRead more reviewsAmenities & Room:
the kitchen was fully equipped with everything we needed including a keurig for easy coffeethe bathroom was beautiful and kitchen amenities were plentifulcomfortable and functional space perfect for active travelers wanting to experience a little nature in coastal marylandthe beds and pillows were very soft which made sleeping really easyquiet peaceful setting and spacious comfortable cottage
6. Spacious home with large yard in Eastport (from USD 281)
This vacation rental makes a perfect oasis not just for you and three other guests but also for your pet. It boasts a large fenced backyard, where you can enjoy a game of Frisbee or lounge under the sun. The property is also within walking distance of Eastport Draw Bridge.
There are two bedrooms, two beds, and one bathroom. The living room and kitchenette have an open-concept space so you can cook and share a conversation with your companions simultaneously. Grab a cup of fresh brew or have your meals at the bartop table.
Top guest reviews
Host:
host is very responsive and helpfulhost was very responsive and accommodatingsteve was a great hoststeve was a fantastic hostLocation:
great location to townperfect location everything was 5 starsgreat place very close to heart of towneasy walk across the bridge to downtown as wellthe location is amazing and we walked to downtown every dayCleanliness:
very clean and nicely updatedvery clean and updatedvery clean and relatively new housevery clean well put together housesparkling clean we had such a nice stay at steve’sRead more reviewsAmenities & Room:
comfortable bed and had all the amenities you need including toiletries and coffeethe kitchen is well equipped and there is coffee/coffee pot and tea as wellthe house was really nicely kept up with lots of amenities and very comfortablegreat place - kitchen stocked with necessities there was coffee and tea available which was greatthe beds were very comfortable
7. Secluded retreat with a pool in Highland (from USD 296)
This secluded vacation home is perched on a hillside in a rural community of farms and horse barns in Highland. If you want a tranquil stay while on holiday, this house is perfect for you. Pets are also welcome.
There is one bedroom with a queen-sized bed for two guests and a full bathroom. The property has plenty of outdoor space for your furry buddy, and you can also take advantage of the heated private pool for a dip.
Top guest reviews
Host:
kevin and martha are wonderful hostskevin & martha are great hostskevin and martha were outstanding hoststhe hosts are very friendly and attentivemartha and kevin are awesome hostsLocation:
a lovely restful location for retreat and relaxationbeautiful house nice peaceful locationawesome location and an incredible spot and excellent valueotherwise a fine value and restful locationit is a lovely location situated in a private and quiet settingCleanliness:
the house was clean and cutespace was super clean organized and felt really cozyit's hip clean scenic and beyond comfortablethe room itself is very spacious and clean and the bed is incredibly comfortablethe place is comfy and very cleanRead more reviewsAmenities & Room:
the furniture is modern and comfortable as is the bedthe windows provided plenty of natural lighting and natural air that kept us cool and comfortablethe pool the large windows and the wooded treat was simply beautifulgetting to the bathroom requires a short jaunt through the charming screened porchwe enjoyed the pool the large windows and the wooded retreat
8. Firefly Cottage in Keymar
This unique rental is a former stone schoolhouse from the mid-19th century converted into a cozy cottage for travelers. You will find yourself near a creek when you stay here. The host welcomes pets with no deposit required, and there is plenty of space for them to explore.
Two well-furnished bedrooms come with a queen-sized bed each to accommodate four guests. There are also two bathrooms, and each comes with a bathtub. This rental is ideal for travelers who want their personal living space under one roof.
Keymar, Maryland, United States
50.29 km (31.3 mi) from Brighton Dam Azalea Garden (WSSC Water)Superhost
Accommodates: 4
Top guest reviews
Host:
hosts are extremely helpful with any questions you may haveattentive hosts love this placethe host is so nice and always answered quickly to any messagethey thought of everything the owners were very responsive to emails and easy to deal withthis is a wonderful place to stay the owners are friendly and responsiveLocation:
this place is so cute and a great place to staysurrounded by farms you feel secluded but fun towns are close bywe parked alittle further away from the house to be safethe best place for a peaceful time away from everythingwonderful place to get-away for awhileCleanliness:
and extremely cleani loved the personal touches she left for me and how clean the house wasthe cottage was extremely clean and we felt safe with the covid protocols they’ve put into placethe house was so cute and clean and comfortable and laura was responsive and easy to communicate withdon't have pets? no worries as its super cleanRead more reviewsAmenities & Room:
the firefly cottage was such a warm and comfortable place to staythe full kitchen was great for cookingthe cottage was comfortable both inside and the 3 outdoor spacesgreat stay warm cozy great amenities fast communication and beautifuli wanted to stay in a cozy quiet place where i could read and relax
9. Minimalist studio apartment in Baltimore
Do you want to stay close to the center of Baltimore? If yes, consider this minimalist studio apartment within walking distance of Mount Vernon Marketplace and Enoch Pratt Free Library. This property welcomes pets, and there are several small parks in the area for your dog walks.
This rental offers one queen-sized bed for two guests and a bathroom with a bathtub. During your stay, you may use the on-site washer and dryer, so you can pack light for your trip. If you’re driving to Baltimore, request a driving pass from the host to access the free parking lot behind the building.
Baltimore, Maryland, United States
35.36 km (22.0 mi) from Brighton Dam Azalea Garden (WSSC Water)Accommodates: 4
Top guest reviews
Host:
dave was a great host and was always easy to contactfirst i must say dave is a great hostvery spacious and dave is a great hostthis was an excellent baltimore stay with a fabulous hostLocation:
it’s close to all the attractions walk or drivewalking distance to many baltimore attractionsit was the perfect location for usthe location was super convenient to travel easily to anywhere in baltimoreexcellent place to stay great locationCleanliness:
it was very clean and spaciousthe apartment was very clean and cozyamazing airbnb very clean and relaxing spacegreat space very clean clear check in instructionsit was super clean and very spacious for two peopleRead more reviewsAmenities & Room:
the full kitchen was wonderful and the bathroom was a good sizedave offers a comfortable home with a very reasonable price
10. Spacious beach house in Leonardtown
This pet-friendly beach house in Leonardtown is at the end of a small street lined with waterfront homes. You can access the nearest restaurants and shopping options about 11.3 km (7 mi) away.
This rental has three bedrooms, four beds, and one bathroom to accommodate six guests. The bathroom comes with a tub and shower combination. The fenced yard will be safe for your pets to run around, and you can also access the waters with your dog.
Leonardtown, Maryland, United States
109.37 km (68.0 mi) from Brighton Dam Azalea Garden (WSSC Water)Accommodates: 6
Top guest reviews
Host:
the host was great and helpfulhost was super friendly and responsive all through the reservation process and our staythe host has lots of thoughtful touches throughout the home and is easy to communicate withruth was an excellent hostshe was friendly responsive and very accommodatingLocation:
peaceful location that is very close to a cute towna beautiful spot very close to dcthe location is awesome right on the water and near some great attractions within a short driving distancealso a great location to travel with a familythe neighbors are close by but we’re pleasantCleanliness:
simple clean comfortable decorthe bathroom is nice and cleanvery clean we loved itthe space was extremely clean and very comfortablethe house was cleanRead more reviewsAmenities & Room:
peaceful wonderful amenities very comfortable bedsthe view from the livingroom & dining room was amazing especially at sundownthe house is so quaint with gorgeous water views from the living roomthe heater worked real well which was nice since our stay was in the winterbeds were super comfy and the kitchen was well-stocked
Visit Maryland with your pet
If you’re visiting Maryland with your four-legged companion, take your pick from our list of pet-friendly Airbnbs. Whether it’s a calm waterfront getaway or a modern apartment, there are plenty of options to ensure an enjoyable stay.
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