Dog Walkers in Oakland, MD

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

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Top rated Oakland 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: Skyler H.
Verified Background Check
Skyler H.
from
$20
per walk
5.0 out of 5 stars
3 reviews
20 years of experience
Oakland, MD, 21550

About: Dogs love me, and yours will too. Comfort, play, walks, and stays, care for your fluffy friend when you can't be there. Best with small to medium dogs in my location. Available for any size dog for walks, visits or off site stays. Additional experience with nervous and easily stressed, or startled dogs, always willing to make them feel safe, sitting with them and more. Long term experience with lots of different breeds and sizes, from large to miniature and anywhere between. Porch has two steps. I can change my schedule to accommodate some requests. We lost our little Mr Ham in 2025 at the age of 14. We no longer have any dogs in our home. So lots of room for boarding. We are searching for another mini-dachshund puppy to join our family. I can provide my own leash, bags, collar and more just ask. Prefer boarding here, but can make arrangements for other requirments. I need some advanced notice, although some same day requests may be possible to handle. I have an unfenced yard, however walks are easy around the house or around the neighborhood. Lots of attention avaliable. We lost our little Mr Ham in the summer of 2025 at the age of 14. We no longer have a dog in our house, so there is lots of room for bording. We are still looking for a mini-dachshind puppy to join our family.

Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Thea L.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Oakland, MD, 21550

About: Started caring for pets since I was 10. Mostly dogs and cats along with some awesome rabbits. Neighbors, friends and family relied on me to walk, feed, play, administer medicine, clean liter boxes and give good lovin' to their beloved pets ! Lots of experience staying with pets in their home (sometimes for several weeks at a time) or coming to their home several times days for care. Realized that I was born with a natural rapport with animals. Grateful for this ability and nurtured these skills all my life. I'm currently applying for full-time work, so I'll have plenty of time (flexible hours) to love-up on your dearest dogs with walks, play and treats. Of course, belly rubs are included! Haven't had my own pet in awhile, but lived with housemates who have wonderful animal spirits (dogs, cats and bunnies) to brighten their lives and mine. When I've lived with pets, always check they have plenty of clean water and food and, depending on how they are housed, make sure they are safe in their crates or curled up in their favorite spots before I leave. Always make sure that I know where list of emergency contacts and vet info is located.

Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
from
$25
per walk
5.0 out of 5 stars
67 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

When I returned home both of my dogs were completely exhausted from their walks which the exactly the goal! Great job Jessica!

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Lisa M.
Sitter Profile Image: Nichol C.
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Nichol C.
from
$40
per walk
5.0 out of 5 stars
2 reviews
11 years of experience
Morgantown, WV, 26505

About: I have a very open schedule taking one class during the day so I can spend lots of time with the pets. I've had many dogs of my own over the years and love pets in general. My family back home has 3 big dogs and two little ones, so I am familiar with any size pet. I am very flexible on animal needs and would treat the pets as if they were my own. I have a large back yard for the animals to run and play and I love going on walks with them. I am excited to meet all the different pets and provide reliable care for them while their loving owners are busy. Please feel free to contact me with any questions!

Sitter Profile Image: Alexis W.
Verified Background Check
Alexis W.
from
$25
per walk
10 years of experience
Morgantown, WV, 26501

About: Animals have been a constant in my life and career for over a decade. I spent 5 years working in veterinary medicine, starting as a kennel attendant in a boarding facility and working my way up to a veterinary receptionist while continuing hands-on care with boarded pets. That experience gave me a strong foundation in animal health, behavior, and daily care routines. While still in vet med, and continuing after, I ran my own pet sitting and dog walking business for nearly 6 years. I cared for pets in their homes, built long-term relationships with clients, and managed everything from daily walks to extended stays. I stepped away due to a demanding work schedule, but caring for animals has always been where my heart is. I’m experienced with special needs pets, administering medications (oral, topical, and injectable), managing behavioral challenges, and following detailed care instructions. I’m comfortable with senior pets, high-energy breeds, shy or anxious animals, and multi-pet households. Currently, I work as a 911 dispatcher for the county, which has strengthened my ability to stay calm under pressure, communicate clearly, and handle unexpected situations responsibly. Reliability, attention to detail, and safety are second nature to me. I’m excited to reconnect with what I’m most passionate about; providing dependable, knowledgeable, and compassionate care for your pets as if they were my own. Pet care fits naturally into my weekly routine. I work 3–4 night shifts a week, which gives me several full days off dedicated entirely to pet care. On my workdays, I’m intentional about scheduling visits around my shifts so pets still receive consistent, reliable attention. Because I work nights, my daytime schedule is flexible. I take short rest breaks throughout the day, very much like your pets do lol, which allows me to stay energized while still being present and attentive during visits. I’m used to structuring my time carefully, and I prioritize reliability and routine so your pets feel secure and cared for. Whether it’s early morning drop-ins, mid-day visits, evening walks, or overnight care on my off days, I build my schedule around providing consistent, dependable care. When caring for pets in a client’s home, I prioritize keeping their routine as normal and stress-free as possible. I follow all feeding schedules, exercise routines, medication instructions, and household preferences exactly as outlined. My goal is to maintain consistency so your pet feels secure while you’re away. I provide plenty of enrichment, affection, and supervision tailored to each animal’s personality, whether that’s high-energy playtime, structured walks, or calm companionship for more anxious or senior pets. I’m experienced with administering medications, monitoring for health or behavioral changes, and handling special needs with confidence and care. I also treat your home with respect. I keep things clean, secure, and organized, provide regular updates with photos, and communicate clearly so you always know how your pet is doing. Your pet’s safety, comfort, and well-being are my top priorities.

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Over 11
pet parents in Oakland have booked dog walking

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The median cost per walk for dog walking in Oakland is $25

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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 Oakland on Rover as of Apr 2026 was about $25 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 Oakland 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 Apr 2026, there are 21 dog walkers in Oakland. 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, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Oakland.

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 21 dog walkers in Oakland on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. 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.

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.