Dog Walking Leonardtown
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 17 pet parents in Leonardtown have booked dog walking
Leonardtown, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Brooke is an excellent walker with Jasper as she constantly updating me on Feedback with with regards to my pet situation and anything that I should take action on. I would highly recommend her for anybody else who needs any assistance with her pets”


About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work full time but I do have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.
“Caitlyn was wonderful with my dad's dog. She was on time, reliable, stayed in good communication with great pics to show how much the dog enjoyed her walk and play time. It was a huge help, since my dad has had health challenges which interfered with good dog walks. Five stars!”

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
“We had a last minute trip and Victoria saved the day. She took great care of our dog Poe who has separation anxiety. She made sure he felt comfortable and safe. She also sent plenty of pictures and reported back on how he was acting on his walks which made us feel more comfortable as well. I’d definitely use her again.”


“Shemoy did amazing with the pups, and really saved me after a last minute cancellation. Always on time and took lots of pictures. My dogs, who can sometimes be judgey, took to liking Shemoy right away. Definitely recommended as a sitter/walker!”


About: My time working a the trading and boarding kennel had allowed me to handle sometimes over a 100 dogs in a day, each one with different personalities and needs. Each time I would take them on their potty breaks I would make sure to lavish them in attention and play chase if they felt inclined. I also have monitored up to 10+ dogs together in group play, being very careful to watch behavior and know when a dog has had too much or needs a better playmate. I am also an experienced feeder that can create highly individualized meals and medicate dogs through pilling or hiding meds in food/treats. This also includes non-oral meds like ear and eyes drops as well as topicals. Before the kennel, I walked many neighborhood dogs, taking them for long 30+minute walks and ensuring they were fed and had water. I would stay and give them attention after their walks to keep them company if I was not spending the night. I have experience in using E-collar and commands as well. I mostly used commands for feeding purposes but I can also use them to stop bad behavior. Injuries can also occur not matter how careful one is, be it a broken nail, ear inflections, or cuts and scrapes. I have experienced this many times at the kennel and am apt at tending to said injuries should they occur. I’m currently working a part-time graveyard shift which still gives me a lot of time to play and interact with your pet. I am only 24 years old which allows me bounce my sleep hours around so I can still care for your pet. I work hard to slowly build trust with nervous dogs and give them all play time, pets, and treats (owner approved of course). If there are any special needs, like age or aggression, I take extra care to ensure everyone and dog is safe and secure around me.
About: I have had many different kinds of dogs since I was a kid, but the big ones are my favorite :) I received training in positive reinforcement for dogs and taught classes at Petsmart throughout college. I work from home 3 days per week and am available on weekends for regular drop in visits or boarding at my house, with a fenced in yard. We recently lost our black lab so I would be happy to love on your fur babies. I have a fenced backyard and love going on walks! We have a park near our house with a walking trail as well.
About: I have hands-on experience with all ages—from energetic kittens and puppies to senior pets who need medication or special diets. I understand how important it is to follow their routines closely, so I always schedule an in-person visit beforehand to make sure I fully understand their needs and can ask any questions. I treat every pet like family and always aim to give them the same love and care they get from you! I work part-time, so my schedule can vary, but I always share my availability upfront before any bookings are confirmed. That way, we can make adjustments if needed to ensure your pet gets the attention and care they deserve. Pet care is a priority for me, and I make sure it fits comfortably into my routine. At home, I care for my cat Milo by feeding him twice a day, cleaning his litter box every morning, and giving him lots of playtime and attention whenever I have a free moment. I bring that same level of care to my clients’ homes—keeping pets fed, clean, comfortable, and most importantly, loved. I do my best to stick to their usual routines so they feel safe and at ease while you're away.

About: Ive taken care of different kinds of dogs since childhood. Family, friends, and locals have trusted me to feed, watch, or walk their dogs. I also can bathe dogs and brush them if needed. I work a part time job but I can stop in or help whenever needed. I typically work 4 hours a day and can care for animals before or after. I have a fenced in yard for my dog, and have multiple beds, towers, and scratching posts for my cats. I also have boxes of toys for both along with treats.

About: I have a golden retriever of my own, and have been dog sitting, walking and taking care of other families and friends dogs for about 5 years. I am home from college for the summer, and taking classes at night. I am available during the day and mornings, and have fairly open weekends. I have experience walking pets, feeding them, giving them medication if needed, or just spending time with them while their owners are away! I love sending photos and videos to their owners while they are away.
About: I’ve been taking care of animals for friends, family and coworkers for over 20 years and I’m comfortable with any and all animals. I currently work at a Vet office where animals are my specialty and I’m trusted with others animals. I know of medical terms and how to give basic care until help arrives (if necessary). I pet sit for older people that just need a little bit of extra help, and I’m happy to do it! I love seeing smiles on peoples faces knowing their pups, cats, bunnies, etc are being taken good care of. I have open availability! Open schedule for whenever I’m needed. I have a side job, but I do it when I want to and don’t have a set schedule with that job. I’m self employed basically. I make sure they have water and food whenever they’re scheduled which is usually 8am for breakfast and 4pm for dinner. I don’t let my cats out ever, I don’t really like having cats outdoor like that unless that’s how they were raised. I make sure their litter is clean and taken care of at least twice a day and make sure the dogs are getting walks, pets and snacks. Just making sure the animals are comfortable really is my goal.

About: I've had pets pretty much of all of my life. Starting with a dog and a cat, and eventually a turtle, rats, a hamster, chinchillas, a bearded dragon, chickens, ducks, goats, and pigs. Animals have been and will always be a special part of my life that I cannot do without! I am happy to provide your special family members with personalized care while you are away! I have 7 years of veterinary technician experience trained in Fear Free techniques. I can give oral and injectable medications, and am able to perform basic CPR measures. (P.S. I am also available for farm sitting services at an additional rate!) I also am happy to provide basic house sitting services such as watering plants, collecting mail, and taking out the trash etc for no extra cost! I am a stay at home mom that owns a farm and a business, but have availability for drop in visits up to 3x per day if needed. I put the animals first and always make sure they will not go without the care they need. I follow all instructions from clients and make sure all animals and your home are treated with respect and care, just like I would expect from any sitters I'd hire. I am also happy to water indoor plants, bring in your mail, and remove any trash or messes that myself or your pet leaves, so that you can come home to a happy animal and a clean house.
About: I’m already someone who loves being home, going on peaceful walks, and keeping things cozy, so adding a furry friend to the mix just makes everything better. I treat pets like little VIP guests and I make sure they get plenty of attention, affection, and a routine that feels calm and predictable for them. I always try to match whatever your pet is used to so they feel safe and comfortable. If I’m watching your pet in your home, I keep their routine exactly how you have it. They will have their meals on time, daily walks, play breaks, and plenty of cuddles. I’m very detail-oriented, so I pay attention to the small things like their favorite toy, how they like to be greeted, or where they prefer to nap. If I’m caring for them in my home, they get a clean, cozy environment, lots of love, and a peaceful space to relax. Whether your pet is energetic, shy, or somewhere in between, I adjust to what makes them feel happiest. I genuinely treat every pet like they’re my own and give them spoiled-in-a-good-way kind of love. I’m patient, observant, and good with pets who may be a little shy or anxious. I have a patient personality and animals tend to trust me quickly. I’m also extremely reliable and communicative, so you’ll always know how your pet is doing. I’ve cared for a variety of pets from rambunctious puppies to senior dogs. I tailor my care to each pet’s personality and needs.

About: As a dedicated animal lover with a family legacy of operating three successful boarding and grooming kennels in Maryland, I am passionate about providing exceptional animal care. With a decade of experience working at Countryside Kennels in Owings, MD, and Countrysides Pet Resort in Hughesville, MD, I developed a robust foundation in animal care. I then pursued a veterinary career, working for three years at Animal Eye Care. After relocating, I worked at Branches vet in Tifton, GA, and Southside Vet in Moultrie, GA. In 2021, I moved to Sumter, SC, and worked at Veterinary Medicine and Surgery in Lugoff, SC for three years. In addition to my veterinary experience, I operate a side business, At Your Service, offering house cleaning and pet sitting services since 2007. With my expertise in grooming and possession of necessary equipment, I am confident in providing exceptional care for your pets. My eleven-year-old child also shares my passion for animal care! Please consider my services for your pet care needs. Working remotely has given me the opportunity to prioritize Rover as my main source of income, allowing me to be more readily available to assist with pet care needs. I am committed to ensuring your pet's comfort and will take all necessary steps to achieve this goal. I am confident in my ability to assess your pet's behavior and provide a comfortable experience, allowing you to be at ease.
About: I have a genuine love for all animals and perhaps a special affinity towards man’s best friend! I have had the pleasure of taking care of and owning animals of various kinds throughout the entirety of my life, from cats and dogs, to ferrets and bunnies! I am able to offer basic puppy training, senior dog care/disabled dog care and also administer medicines. Follow our journeys at themanyminiadventures on IG. I work part time from home and have availability to care for your furry friends doing drop ins and pet sitting! I’m available on short notice and pet sitting has reallly helped me manage since the loss of my Dad and becoming a caregiver for my mom! I treat your fur babies like they’re our fur babies while they are here with the exception of following their diet and your specific instructions. We also: walk dogs on a leash. Play outside. provide potty and exercise walks while leashed to allow for new scents as well. Feed pups separately unless they came together and we have been notified they eat well together by the owner(s). notify you immediately in the case of any abnormalities/concerns or emergencies. provide you with pictures and updates throughout the stay!
The median cost per walk for dog walking in Leonardtown is $20
Dog parents share their Rover experiences - Leonardtown
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Leonardtown
Select a filter and find qualifying sitters offering dog walking.Sitters in Leonardtown average 3 repeat dog walking clients
FAQs for Dog Walking - Leonardtown
Frequently asked questions about Rover
The average cost of Dog Walking in Leonardtown is $16 per walk as of October 2026. Most bookings cost between $16 and $32 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 598 sitters on Rover offering Dog Walking across Leonardtown. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Leonardtown. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Leonardtown after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Leonardtown. On Rover:
- 92% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.





