Dog Walkers in Chester, MD

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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1. Pam J.

Every pet client is #1 to me!
Annapolis, MD, 21401
14.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$18
per walk

Pam has shown my pup nothing but love and affection! She’s a great dog walker! Paisley gets her energy out during some fun play time and Pam ensures paisley is drinking water and is happy when she leaves. Highly recommend Pam if you need a dog walker/sitter

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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2. Susan S.

Dr. Dolittle- talks,walks, cuddles
Annapolis, MD, 21401
11.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$15
per walk

Susan has been taking such care with my English Bulldog, George, when she takes him on walks. It has been a huge relief to have a responsible, caring person walking my dog while I am away from home for extended time.

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Sitter Profile Image: siara p.
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Sitter Profile Image: siara p.
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3. siara p.

Flexible schedule, responsible
Annapolis, MD, 21403
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$15
per walk

Siara was the best! She was very attentive to our fur babies' needs and responsive! She went out of her way to make sure they received the best treatment while my family was away. I would 100% recommend her in the future! Thank you, Siara!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brooke F.
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Sitter Profile Image: Brooke F.
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4. Brooke F.

Pet Nanny by trade!
Chester, MD, 21619
1.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
6 repeat clients
from
$20
per walk

Brooke has been awesome, and Marley approves!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackson H.
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Sitter Profile Image: Jackson H.
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5. Jackson H.

I love taking care of pets.
Stevensville, MD, 21666
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
9 repeat clients
from
$18
per walk

Jackson was great, he was able to accommodate on short notice and hung out with my dog since she seemed more interested in sunbathing in the grass than going for a walk at that particular time…..she has her days. But Jackson just rolled with it and let her do her thing and kept her company, and gave me an update on my dogs weirdness that day. Overall I couldn’t have asked for anything more, thanks again Jackson. If you live your dog as much as I love mine, the piece of mind knowing she (or he) is (or are) in good hands is priceless. Jackson is your guy.

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Sitter Profile Image: Allison G.
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Sitter Profile Image: Allison G.
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6. Allison G.

Fully vaccinated outgoing pet owner
Arnold, MD, 21012
11.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
24 repeat clients
from
$15
per walk

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Juliana C.
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Sitter Profile Image: Juliana C.
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7. Juliana C.

Trustworthy & Reliable Pet Lover
Chester, MD, 21619
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$18
per walk

Juliana was wonderful with our senior dog! She helped us out with dog walks during a particularly busy time. She was very responsive and responsible.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason & Tracy Y.
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Sitter Profile Image: Jason & Tracy Y.
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8. Jason & Tracy Y.

Rover 101
Reliable & Responsible, Dog Lovers!
Stevensville, MD, 21666
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
28 repeat clients
from
$15
per walk

Thank you!!

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Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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9. Katie S.

Flexible & excited to meet new pets
Annapolis, MD, 21401
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$19
per walk

Katie was super friendly and helpful with Aspen! I will definitely be keeping in touch with her to help with Aspen in the future ☺️

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Sitter Profile Image: Mari H.
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Sitter Profile Image: Mari H.
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10. Mari H.

Dog Lover extraordinaire
Stevensville, MD, 21666
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$16
per walk

About: Ever since I could walk I have been around dogs. I have been pet sitting for people since I was 10. I love every animal and will treat them like my own. I work part time and am off on the weekends. I can stop by in the mornings, some afternoons, and any evening you need to check on the sweet animals. I will make sure they are well loved and have everything they need. My home is a very safe space for animals. I have an open space behind my home that they can run around and play in.

Sitter Profile Image: Natalia G.
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Sitter Profile Image: Natalia G.
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11. Natalia G.

The Purrr-fect Pet Sitter
Stevensville, MD, 21666
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
1 repeat client
from
$10
per walk

Natalia is great. It’s very clear that she loves animals and does well with with my cat & dogs. She’s reliable, shows up on time, a great communicator and super trustworthy!

Sitter Profile Image: Bohdanna G.
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Sitter Profile Image: Bohdanna G.
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12. Bohdanna G.

Rover 101
I Love Furbabies!
Stevensville, MD, 21666
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
25 repeat clients
from
$20
per walk

Great as always!!

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Sitter Profile Image: Cara R.
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Sitter Profile Image: Cara R.
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13. Cara R.

Please let me play with your pets
Stevensville, MD, 21666
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$15
per walk

About: I’ve had pets my whole life and have experience taking care of them. I’ve had my dog since she was a puppy and was able to teach her the basic commands. I’ve had the privilege of pet sitting for friends and family and I always have so much fun. I love the opportunity to meet new fur babies. My cat receives daily medication so I have a lot of experience administering medications I’m currently working towards a new career path and have a lot of availability. I’m available during the week and weekends late morning to early evening. Also available for overnight care. I love going for walks or playing indoors. I don’t mind pets in my car so trips to parks are always an option as well.

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Sitter Profile Image: Blair M.
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Sitter Profile Image: Blair M.
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14. Blair M.

Cat+Dog Lover! Flexible+Reliable
Romancoke, MD, 21666
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$20
per walk

Blair is so awesome with my puppy! She is reliable and responsible - I would recommend her to anyone looking for a pet sitter/dog walker!

Sitter Profile Image: Robin A.
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Sitter Profile Image: Robin A.
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15. Robin A.

Kind, responsible and strong.
Chester, MD
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$20
per walk

Robin has been super responsive to requests and Marley loves his walks!

Sitter Profile Image: Jess W.
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Sitter Profile Image: Jess W.
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16. Jess W.

I am here to help your fury friend!
Stevensville, MD, 21666
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$32
per walk

Calvin must have enjoyed himself as he is napping now! Thanks so much

Sitter Profile Image: Gregory G.
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Sitter Profile Image: Gregory G.
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17. Gregory G.

Fenced Yard | Home Full Time
Stevensville, MD, 21666
1.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
12 repeat clients
from
$30
per walk

About: Hey guys, my name is Greg, I have been working from home for about 6 years now, as such I am fairly flexible with availability. I am an animal lover at heart, I have had both dogs and cats all of my life. I have been sitting for rover for a total of 3 years. I have loved meeting and caring for a wide array of breeds in all sizes. Currently, we have one dog (German Short Haired Pointer, who has lots of energy and loves to play) and two cats (Russian Blue and Domestic Short Hair, who generally stick to themselves), which I am sure you will see in the pictures. They are both very good with other animals. Please note if boarding I do require adequate food to be provided by the owners for the duration of the stay. I can't wait to meet you and your pets! Thanks again for trusting and choosing me to be a part of you and your pet's life! If you have any questions or concerns please do not hesitate to ask. As I work from home full time, I am relatively flexible in scheduling visits. Even if there are multiples required. I do stay for the scheduled duration and provide many pictures as well. There will always be someone at the house to play, feed, and care for your little one. Additionally, I have one dog that loves to entertain his playmates. Regarding drop-in visits I respect your home as if it were mine. I have been working from home since before COVID started. Which allows me a great deal of flexibility for drop in visits and dog walks. I have a large fenced yard (1/3 Acre) with plenty of room to run and play. My German short-hair pointer is 5 years old and loves to chase and be chased as well as play fetch.

Sitter Profile Image: Sarah N.
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Sitter Profile Image: Sarah N.
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18. Sarah N.

Loving and open arms to any animal!
Stevensville, MD, 21666
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
4 reviews
1 repeat client
from
$15
per walk

Sarah is great with animals. Her family has had pets for many years. Our older dog is anxious and not always comfortable around everyone. Sarah is very helpful with him. He looks forward to seeing her and sitting with her when she comes to our house. We are very comfortable leaving our dogs in her care when we are our of town. She is reliable and trust worthy. She has also helped others with their animals and I have heard good things from the as well. She would be a great sitter for anyone's pets.

Sitter Profile Image: Mary L.
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Sitter Profile Image: Mary L.
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19. Mary L.

Chickens Squirrels Dogs & Kitties!
Stevensville, MD, 21666
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$35
per walk

Mary was terrific with my Stella! I have a 11mo. old Mini Aussie who is a bit hyper. Mary sat her for 3 days while I was on a business trip and I couldn’t ask for any better care! Stella even came home with a new toy. Thanks again Mary! Absolutely the best!

Sitter Profile Image: Michael S.
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Sitter Profile Image: Michael S.
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20. Michael S.

It will be as if you never left!
Chester, MD, 21619
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per walk

About: I’ve been devoted to my animals my entire life. Trusted for years to look after family and friends pets when they have to leave town. I also work from home so I’m able to give my pets as much attention as they could possibly want. I am currently starting an online business so I make my own schedule, assuring I can take my time and make sure things are done correctly and giving your pet the best care imaginable. Guaranteed. I live in a single family home with a nice fenced in yard. My wife and I have both a spoiled cat and dog that have our whole hearts. But there’s always room for more!

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Chester Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Chester are rated on average 5 out of 5 stars based on 41 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Chester:


When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

You'll also be able to relax when it comes to price, because the cost of dog walking in Chester, MD is surprisingly reasonable. No matter your budget or lifestyle, there's a dog walker on Rover to match your budget. Wondering how much most people pay for Rover dog walking services? The average dog walking rates will give you a good sense of what to expect before checking out the individual dog walkers' rates.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

When you're looking for dog walkers near Chester, MD, Rover.com is the simple, smart way to find and book dog walking services. Our Chester dog walkers are dog lovers first and foremost, and 95% of reviewed stays and walks have received a perfect five-star rating. Every new Rover dog walker in Chester, MD must complete a free background check. You can see the background check badge on your dog walker's profile, so you know your pet is in safe hands. Whether you need to hire a dog walker for a single outing or want someone to go on regular dog walks with your pet, you're sure to find a great fit for all your dog walking needs in Chester with Rover's dog walking services.

In other words, when you use Rover to find Chester dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!

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