Dog Walkers in Holly Oaks, MD

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

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Top rated Holly Oaks dog walkers

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
$15
per walk
5.0 out of 5 stars
94 reviews
33 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: Rileigh T.
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Rileigh T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
20 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: Kathryn A.
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Kathryn A.
from
$20
per walk
5.0 out of 5 stars
6 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: Christina H.
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Christina H.
from
$19
per walk
5.0 out of 5 stars
47 reviews
7 repeat clients
11 years of experience
Leonardtown, MD, 20650

Christina was very communicative and helpful!

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Abigail Q.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
34 reviews
13 repeat clients
20 years of experience
California, MD, 20619

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!

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Patrick S.
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: 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: 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: 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: India B.
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India B.
from
$16
per walk
4.8 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

About: I have over 30 years experience with dogs of all sizes, ages, and temperaments. I will treat your furry family members as if they are my own beloved grandchildren. I’m currently working part time, so my availability is flexible. I can care for your pets in thier home environment. I have reliable transportation . I also have years of experience with cats, snakes, lizards, a wide variety of other fluffy family members, (limited experience with birds). Please just reach out to me.

Sitter Profile Image: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
15 years of experience
Patuxent River, MD, 20670

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: Erik M.
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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: Kaylee W.
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Kaylee W.
from
$13
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
California, MD, 20619

About: I’ve taken care of dogs of many breeds, sizes, and age for over 10 years. My skills are not limited to dogs I also have experience with many house pets including cats, small animals, and even a pet pig! Family, friends, and community members have relied on me to feed, walk, and entertain their pets. I am working full-time M-F. With the exception of Wednesday’s off. Weekends and Wednesday’s are completely freed up for me to care for your pets! I will be respectful of your home as well as how you are already caring for your dogs. I will do my best to keep up routines and training/command words that your dog is already accustomed to. In order to maintain stability in your pets life.

Sitter Profile Image: Leah H.
Verified Background Check
Leah H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
145 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: 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: Shelli L.
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Shelli L.
from
$15
per walk
1 repeat client
45 years of experience
Avenue, MD, 20609

About: I have a lovely home in St Mary’s County with a fenced in back yard overlooking three acres. My family has always had dogs and it wouldn’t be home without them! We have three friendly beagle mixes, ages 2, 3 and 4. I worked full time for 28 years as a counselor for folks with disabilities and took an early retirement in order to be home for my middle school age son. I love walking and playing with pups, who make our lives much better through their loving companionship. Before our current dogs, I have raised three other family dogs and three cats, a love bird, four parakeets, fish and a bearded dragon! I have pet sat for several friends as well and enjoy it!

Sitter Profile Image: Ashley C.
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Ashley C.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
California, MD, 20619

About: Vet tech here! I’ve recently moved back to the area and am excited to start hanging out with your furry friends again☺️ I have experience with all animals from a household setting, to a professional clinic setting, all the way to ranch and farm work settings. I love your fur babies like they are my own and I can’t wait to meet them all! Im currently in the works of opening my own dog care business here so this is just the beginning of something great! Each animal will be loved and cared for like they are my own. I strive to provide the best care and comfort so that you are able to have a stress free day without having to worry what your furry friend is up to! I enjoy coming to your own home so that your fur babies feel comfortable and at ease. We can go on walks, have some indoor playtime, or just hang out and relax. It’s all up to you and your pets needs!

Sitter Profile Image: Patrick W.
Verified Enhanced Background Check
Patrick W.
from
$15
per walk
1 repeat client
10 years of experience
Avenue, MD, 20609

About: I have experience taking care of dogs of varying sizes and ages as well as cats. My care-taking has included regular walking and feeding as well as providing oral medications and bathing as needed. I love animals, and would love to meet and care for yours to provide you peace of mind! I'm currently a college-student, but my scedule is very flexible. I can stay overnights to provide all-day care as needed, or arrive in the mornings and leave in the evenings. I can work both weekdays and weekends, so whatever is most convenient for you will work great for me! I will maintain your pet's schedule according to your pet's needs. I will feed, walk, play, and give medication as needed to make sure your pet stays as happy and healthy as possible while you are away.

Sitter Profile Image: Trina F.
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Trina F.
from
$18
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Waldorf, MD, 20601

Trina has been amazing with Nugget who is NOT a fan of walking. She has been resourceful to ensure he gets the most out of his walks. She is on time, communicative and provides a thorough report after each walk.

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Anitra S.
Sitter Profile Image: Stephanie K.
Verified Enhanced Background Check
Stephanie K.
from
$12
per walk
5.0 out of 5 stars
4 reviews
20 years of experience
California, MD, 20619

About: I work from home with a flexible schedule. I have experience with puppies and older dogs as well. No matter the age, the work day is a long time for them to be alone and I’ll get them outside for potty and back in for some pets and snuggles. I currently work from home with a flexible schedule. I have base access and can also get them to the vet if you can’t get away from work. I will come over and ensure your home is safe and secure upon entering and leaving. If they’re not sleeping in the living room I’ll go find them in the house and get them outback in your fenced yard or on a walk to get their potty and exercise break in.

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Over 2
pet parents in Holly Oaks have booked dog walking

Holly Oaks dog parents share their Rover experiences

1 / 1
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
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

Elizabeth was great with my high energy dog Lucky. She spent a lot of time playing with him, was prompt and followed all instructions. Highly recommend, I’ll be booking her again soon!

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Vicky B.
Dog Walking
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Holly Oaks average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Holly Oaks on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Holly Oaks dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 761 dog walkers in Holly Oaks. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 80% of Holly Oaks dog walkers respond in under an hour.

Dog walkers in Holly Oaks have an average of 17 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Holly Oaks.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 761 dog walkers in Holly Oaks on Rover, so you’re sure to find the perfect match for your dog! In Holly Oaks, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.