Dog Walking Leonardtown

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

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Over 16
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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: Jessica C.
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Jessica C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 111 reviews
36 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: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 24 reviews
7 repeat clients
16 years of experience
California, MD, 20619

“Chrishauna was patient and gentle with our pup, giving him a nice long walk that he thoroughly enjoyed! Communications were excellent as well!”

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Carole H.
Sitter Profile Image: Rileigh T.
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Rileigh T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 26 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! I do work full time as a software developer and enjoy my other hobbies, but when I have some extra time, 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 full-time 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: Mya H.
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Mya H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
Leonardtown, MD, 20650

About: Animals are my passion. Big, small, furry, scaly. I have cared for animals for as long as I can remember. I've pet sat my neighbors pets since I was a teenager and I worked at an animal kennel/doggy daycare from the ages of 16-21. And for the past year I have been working in a veterinary hospital as a Veterinary Assistant! I will ensure your pets will be treated as my own, as I consider mine family, and would want others to treat them that way as well! I am currently available as needed, mornings, afternoons, and evenings for your pets. I am willing to stop in later at nights if needed too:) I cannot bring your pet to my place, but I would love to do whatever you need for your fur baby to be cared for the to the best of my ability at your home!

Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 156 reviews
82 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: Kathryn A.
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Kathryn A.
from
$20
per walk
5.0 out of 5 stars
• 14 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: Sarah F.
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Sarah F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
12 repeat clients
30 years of experience
Leonardtown, MD, 20650

About: I have taken care of pets my whole life. I was previously also a pet sitter for about 8 years while also caring for my own pets. I have a very flexible schedule and can give your pet lots of attention and love. There are 2 adults and 2 children (12 and 8) in the house. We do not currently have any pets of our own. We have a fenced in back yard and a great neighborhood for walks. Your pet is free to roam our house or we can crate. Whatever works for them.

Sitter Profile Image: Donna K.
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Donna K.
from
$21
per walk
5.0 out of 5 stars
• 25 reviews
10 repeat clients
10 years of experience
California, MD, 20619

“Donna has been taking good care of Mo”

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Achla S.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$20
per walk
5.0 out of 5 stars
• 70 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: Donna A.
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Donna A.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Leonardtown, MD, 20650

About: I have always loved dogs and have 2 of my own for the last 10 years. I have experience with all sizes and can take care in your house or mine. We are homebodies so I am typically home every other Friday (see availability schedule) and on the weekends which allows me to watch/walk your dog(s). At my home: I have a small dog that is free to go anywhere on the main floor. We have several pet beds for them but can usually find them on the couch or in their crate (with the gate door open). We currently do not have a fence but will take them out on leash for potty breaks and walks. At your home: I will follow the instructions you provide for taking care of your pets.

Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 16 reviews
7 repeat clients
30 years of experience
Callaway, MD, 20620

“Thank you so much!”

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Nikie W.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 121 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Very appreciative of Linda and her care for bengi.”

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Amelia M.
Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 130 reviews
38 repeat clients
22 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: Victoria V.
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Victoria V.
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: 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.
Sitter Profile Image: Breanne S.
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Breanne S.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
California, MD, 20619

About: I have taken care of pets since high school. I have 3 children and my amazing mini golden doodle who loves to cuddle. I am a very sweet and reliable person! I make sure your furry one is well taken care of while you are away. I’m very good at sending pictures and communicating to reinsure your pet is well taken care of. I work from home so I have flexibility to walk dogs or if you need me to let feed a pet or let it out and play. I currently have a golden doodle. Previously, I had a pitbull mix and a laberdoodle. So, I experience with all sizes. I have also had 2 dachshunds in the past before I moved to Maryland.

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$18
per walk
1 repeat client
20 years of experience
Lusby, MD, 20657

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.

Sitter Profile Image: Heidi L.
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Heidi L.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Hollywood, MD, 20636

About: I’ve been boarding dogs and house sitting for over ten years! I also have my own dog, CeCe. I’ve had CeCe since she was 8 weeks old. I work full time Monday - Friday. I will be available to host dogs or house sit on the weekends and holidays. I may have some week day availability depending on my schedule. I am available most days for drop in visits or dog walks! Although I work Monday-Friday I have a very flexible schedule and have plenty of time for drop in visits and walks. CeCe is very friendly and loves playing with all dogs! I have an unfenced yard, but it is very big. I take my pup out for potty breaks and playtime on a leash.

Sitter Profile Image: Christine W.
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Christine W.
from
$25
per walk
25 years of experience
Leonardtown, MD, 20650

About: I’ve taken care of pets since I was in middle school for neighbors and friends, including my own from walking and feeding to simply playing. I’m currently working part time from home/semi retired. I’m available Monday- Friday 10am to 4pm and occasionally weekends if needed. I can make two visits a day for those who work long hours. I can make home visits to walk, feed and play with your fur babies during the day and look after them while you’re away to give you peace of mind.

Sitter Profile Image: Makayla M.
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Makayla M.
from
$15
per walk
3 years of experience
Leonardtown, MD, 20650

About: I have an immense love for pets, dogs especially! I have some experience being with family dogs and I have a 3 year old fur baby myself, who is a Shih Tzu and Bichon Frise mix. I take note of dog's body language, when they are tense and whenever they are ready to play. I have experience on how I should help a dog in the case they have trouble breathing. I especially love to bond and play with dogs! I ensure that your dogs are going to safe and have the best experiences with me!🤗 I'm currently working part-time, so I would have plenty of time to be with your fur babies! I am typically free on the weekdays from Monday to Friday. The earliest I can do a scheduled appointment for around 8 hours. My time ranges from the earliest at 8am and the latest at 9pm. In my home, I get rid of any harmful items on the ground or in sight of my pet. I clean my pet's bowl daily. I make sure to keep them company. I never leave them unsupervised for long hours. For your pet I will adhere to any strict feeding or medicine routines and communicate quick updates.

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

Dog parents share their Rover experiences - Leonardtown

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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

Had a great experience with Elizabeth. She is reliable, showed up on time, and handled my pet with care which gave me peace of mind. I recommend her!

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Marie V.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

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Popular requests for dog walking - Leonardtown

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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 of Dog Walking in Leonardtown on Rover is $16 per walk as of October 2026. Most bookings cost between $16 and $32 per walk. 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 605 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 a map of the walking route , 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 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:

  • 96% 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 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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.

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