Dog Walking Leonardtown

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

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Over 33
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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.

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Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

About: I’m an experienced, reliable, and responsible pet sitter who truly loves animals. I understand how important it is to have someone you can trust to care for your pets when you’re away, and I treat every pet as if they were my own. I am a stay at home mom of 5 two legged children and 2 four legged children with a background in healthcare. I’m here day and night to help with your pet care needs. I have a large fenced in yard for exercise, and a screened in porch. I can set up a crate if needed. We have 2 large friendly dogs to keep your baby company. Fresh water, regular feeding, medication administration if needed and lots of love! I can guarantee your pup will never get lonely!

Sitter Profile Image: Rileigh T.
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Rileigh T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
21 reviews
4 repeat clients
10 years of experience
Leonardtown, MD, 20650

About: Just like many people, I've been surrounded by animals my whole life! I currently share my home with two cats, but l'm just as comfortable and experienced spending time with dogs of all shapes and sizes, from chihuahuas to Great Danes! l've cared for many family and friends pets over the years, including Yorkies, Great Danes, Short Haired Pointers, and especially my sister's Frenchie who is my best bud! I also have worked at a dog kennel where I gained a lot of hands-on experience with all kinds of pups! I learned other essential skills like giving medication when needed, adjusting to play styles and behaviors of dogs, and just overall learned how to handle the many different personalities that come with dogs! When I'm not busy with work or my other hobbies, I like to volunteer at the local animal shelter! Whether it's playtime or just giving the pets some extra love and attention, it’s something I always enjoy and love! I take pride in my pet care where I can promise your pets will be cared for like they're my own! When in my care they will experience plenty of love, play, and of course cuddles! When it comes to pet care, it fits naturally into my daily routine! I work remotely from home, which allows me to have a very flexible schedule where I can take breaks for walks, playtime, or for bathroom breaks! If your pup needs many potty breaks, a walk in the middle of the day, or just some extra attention, I can easily fit it into my routine! When caring for your pets in your home, I always make sure to treat them (and your space!) with the same respect and love that I’d give my own. Whatever your pets routine is, is something I would make sure I stick to so they can feel safe and comfortable while you’re away. I would be sure to handle the little things that keep them healthy, such as giving them water and food, giving them medication if needed, cleaning up after them, and taking them for exercise! Most importantly, I would also give them love and attention so they don’t feel lonely and would send updates with pictures so you can feel at ease while you’re gone!

Sitter Profile Image: Jordan M.
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Jordan M.
from
$20
per walk
5.0 out of 5 stars
110 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Jordan is great with my dog and kitty as always! Very attentive, takes quality pictures, and gives the most fun/descriptive write-ups for every session. I find myself eagerly waiting to read every Rover card. Book with Jordan to experience quality care for your beloved pets!

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Ellen L.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$13
per walk
2 years of experience
Leonardtown, MD, 20650

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 part time and 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.

Sitter Profile Image: Kasenia C.
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Kasenia C.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Leonardtown, MD, 20650

About: I am a loving and experienced animal advocate. I graduated in 2016 with a degree in Exercise Science, and in 2021 with a Masters degree in Public Health. Between age 9-18, I was an active member in my local 4-H club, but my pet experience began long before then beginning with my very first pet; a Grey shorthair named Smokey! I have owned 5 dogs, 4 cats, and 3 horses since age 7. Currently, I have a thoroughbred horse named Ray, a husky mix and two cats. I even had a hedgehog at one time! I have extensive experience with many animals of all shapes and sizes. The first thing that attracts me to a person while out and about is their dog! I am flexible and have super reliable transportation (my own vehicle). I love all animals and I treat them as my own. Feel free to ask any questions or inquire about future care of your furry friends! Prior to beginning my current job, I had been exclusively working with animals, management and care, including two farms with horses, goats, cats, chickens, and dogs. I currently work a very flexible schedule, where I work from home 3/5 days a week. My weekends are generally free when I am not traveling for one of my other side hustles! The remainder of my time is open for me to enjoy my own pets and be a resource for other owners who need their furry friends taken care of. I do not offer in home boarding out of enhanced safety precautions with my own dog. I limit how many bookings I have at once so I can dedicate time to getting to know your pets and spending adequate time with them. I will never bring another animal with me for a drop in/walk visit. I am also very experienced in wound/injury care.

Sitter Profile Image: Michael S.
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Michael S.
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
10 years of experience
California, MD, 20619

About: I currently have a boxer that we’ve had since a puppy. She is 12. I have dog sat for friends and walked there dogs as well. I work from home and am looking for creative ways to get some exercise during the day. Walking your dog is a great way to have some fun while getting some steps in and I love dogs. I work from home so I can easily break away for walks and pet visits (drop ins). I think a 20-30 minute walk with your dog will be a nice break for me and good exercise for your dog. I always walk my dog on a leash. If I’m at a park where it is acceptable I’ll take my dog off the leash for fetch.

Sitter Profile Image: Ruth D.
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Ruth D.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
California, MD, 20619

She was absolutely amazing and our dog June loved her and she was so flexible with our hectic schedules. Would recommend her services to everyone.

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Anne G.
Sitter Profile Image: Chloe R.
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Chloe R.
from
$15
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Leonardtown, MD, 20650

About: I personally have my own reactive shelter dog but we all work to get better 🐕 I miss working with animals everyday and would love your meet your pup/s I currently work part-time as a receptionist while attending school. I’m very open to coordinating schedules to find what works best for you and your pet. Most of my free time is spent with my own dog 🐶 I am cat and dog CPR certified. I previously worked as a veterinary assistant and kennel technician and am certified in dog handling, including identifying medical discharge, behavior, social cues, and signs of aggression.

Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
97 reviews
34 repeat clients
12 years of experience
California, MD, 20619

Jessica was very organized and extremely reliable. She went over everything (and more) that we needed to touch on at our meet and greet. As walks went on, she was very communicative, and worked with me to come up with creative ideas on how to manage my dog’s significant fears. He was an abused rescue, so he is shy and gets easily scared of noises and people. I will definitely be having her walk again!

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Natalie S.
Sitter Profile Image: Anthonia N.
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Anthonia N.
from
$15
per walk
1 year of experience
California, MD, 20619

About: What sets me apart is the genuine care and attention I give every pet. I treat each one like family and tailor my care to their unique personality and needs. I’m patient with puppies, helping reinforce routines like potty breaks and basic training, while also providing gentle, attentive care for senior pets who may need a slower pace, medication reminders, or extra comfort. I prioritize safety, reliability, and communication, and I’ll always keep you updated with photos and messages so you can feel confident your pet is happy and well cared for while you’re away. Pet care fits into my routine very easily because I plan my day around being consistent and responsible. I’m able to schedule visits in the morning, afternoon, and evening depending on what each pet needs. I make time daily for feeding, walks, playtime, and litter box cleaning, and I stay flexible for any special routines or medication schedules. Weekly, I organize my availability so I can give each pet enough attention without rushing, making sure they feel cared for and not alone for long periods of time I care for pets by keeping their environment clean, safe, and familiar. I follow routines closely, provide food, water, walks, playtime, and give consistent attention and comfort.

Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$20
per walk
5.0 out of 5 stars
69 reviews
17 repeat clients
20 years of experience
California, MD, 20619

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!

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Shelli L.
Sitter Profile Image: Alecia S.
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Alecia S.
from
$16
per walk
4.9 out of 5 stars
27 reviews
8 repeat clients
12 years of experience
Hollywood, MD, 20636

About: I am naturally a very empathetic person and that helps me care for animals because I tune into their wants and needs easily. I do research into the biology and psychology of different animals to also better understand them. I have raised and potty trained puppies, cats, and even rats. I also love to teach animals new tricks or games to keep their minds sharp and stimulated. I'm a nice blend of layed back and excitable so I value both play and rest with my animals. Fun fact: I raised my own emotional support Fancy Rat who was litter trained and obedient. I have an open schedule. Routine requests are allowed but not required (whether that be weekly furrbaby sitting or daily walks...etc.). I care for all living things in a respectful and loving manner. I firmly believe in positive reinforcement and as-needed discipline. I am fully vaccinated. I have a 4 year old Great Dane named Haven Marie. Haven is very friendly with everyone, she loves dogs, cats, kittens, and more. She's well mannered and the perfect blend of relaxed and energetic as well. She can come with or stay behind on any reservations! I don't have another job or many commitments at this time, so I have fairly open availability and I pride myself on my flexibility with all clients. I'm very easy to work with, especially if you're plans are always changing. I go with the flow. I don't use retractable leases, I walk with a clicker, and I like to harness any medium dogs or larger breeds when taking them on walks, so I can ensure the best quality of service and their safety.

Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
128 reviews
37 repeat clients
18 years of experience
California, MD, 20619

Brittany is amazing! She is extremely professional and even brought some home made treats for my pup pup. My dog took to her immediately and loved their walkies together.

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Carilyn N.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
146 reviews
74 repeat clients
22 years of experience
California, MD, 20619

Leah was a wonderful backup dog walker for me. She and my dog, Yen, got along great. It's so cute to see Yen greet and tell her goodbye. Leah was prompt, friendly and professional. I am happy with my choice.

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Judith G.
Sitter Profile Image: Victoria V.
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Victoria V.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

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.

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Vanessa G.
Sitter Profile Image: Ariel V.
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Ariel V.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Hollywood, MD, 20636

About: I’ve had animas my entire life from dogs to chickens, rabbits, a chinchilla, turtles, a bearded dragon, cats, and more! Dogs hold a special place in my heart. I’ve trained with dogs my whole life. I worked at a dog kennel for 7 years, trained dogs professionally for 4, and recently graduated from an accredited dog training school called Starmark! I have also been trusted and recommended by many people who know me well and they have all given nothing but good feedback and compliments, I take pride in my animal care! I am currently between jobs after graduating and so I have a lot of free time to dedicate towards helping people and animals! You may message me with any further inquiries or questions you might have! While I do not have a fenced in yard, I am still very capable of providing lots of enrichment for dogs! My dogs go to parks, they walk on long lines outside to give them a lot of space, we go on sniffy walks, they get lick mats, enrichment toys, mental games, training, and so much more! My yard is also very large featuring a large in ground pool (fenced in) and multiple large areas of grass and lots of woods behind my house! I also have chickens that while kept in a secure, separate area, help keep the tick population minimal!

Sitter Profile Image: Allison H.
Verified Enhanced Background Check
Allison H.
from
$15
per walk
30 years of experience
Hollywood, MD, 20636

About: I have experience with large dogs and small dogs and love spending time with animals. I am currrently without animals at the moment which leaves more time for me to help others! I work full time but have availability some afternoons and evenings and also weekends. My job is also flexible so I’m able to take lunch breaks and work from home most days. I can work with your schedule and be flexible to what you and your animals need. Please just let me know what you’re looking for and we can work together to make that happen!

Sitter Profile Image: Charlize O.
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Charlize O.
from
$17
per walk
5.0 out of 5 stars
9 reviews
6 repeat clients
8 years of experience
MD, 20636

About: I have taken care of puppies from day 1, I have help trained all my parents dogs, they have 3 golden retrievers at the moment. I have always been the person my parents friends want to come watch there animals. I am going to school at Anne Arundel Community College, and have a lot of free time during the day and night. Almost anytime you need me I can be there with your baby. I can take the dog on long walks or through a ball all day if the dog wants too. I am very patient with all dogs and cats.

Sitter Profile Image: Erik M.
Verified Enhanced Background Check
Erik M.
from
$20
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
30 years of experience
Leonardtown, MD, 20650

Erik was great with my overly energetic lab. Bella was so excited to see him. This was my first time officially using Rover and I would definitely recommend it to friends and family. Thanks Erik for treating Bella like your own!!!

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Missy M.
Sitter Profile Image: Susanne J.
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Susanne J.
from
$25
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
30 years of experience
Leonardtown, MD, 20650

Susanne is so amazing and patient with our fur babies! We are very grateful to have such a loving person care for our babies when we can’t!

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Amanda S.
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The median cost per walk for dog walking in Leonardtown is $20

Dog parents share their Rover experiences - Leonardtown

1 / 1
5.0 out of 5 stars

Jordan is great as always and my dog loves her so much! She gives extremely detailed updates which gives a worrier like me a peace of mind.

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Ellen L.
Dog Walking
5.0 out of 5 stars

We are grateful for Elizabeth! She spends time exercising and engaging our dogs, and I’m reassured that they’re in great hands while I’m away.

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Safiya S.
Dog Walking
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Sitters in Leonardtown average 3
repeat dog walking clients

FAQs for Dog Walking - Leonardtown

Frequently asked questions about Rover

The average cost for Dog Walking in Leonardtown on Rover is $22.2 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 621 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Leonardtown.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Leonardtown. On Rover:

  • 95% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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