Dog Walkers in Chestertown, 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
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One Time
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Sitter Profile Image: Sabrina G.
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Sitter Profile Image: Sabrina G.
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1.

Sabrina G.

Personalized Pet Care Specialist
Wye Mills, MD, 21640
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5
12 reviews
4 repeat clients
from
$25
per walk

Sabrina is always interacting with Peaches and has bri get her dogs to teach Peaches how to play.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Mariah W.
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Sitter Profile Image: Mariah W.
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2.

Mariah W.

Always play time !
Edgewood, MD, 21040
Drop-In Visits, Dog Walking
5.0
87 reviews
23 repeat clients
from
$17
per walk

Hey Rover, do not put a cap on our tips! It's MY money and if I want to Tip Maria $10 I should be able to...NO MATTER WHAT! I'll leave you cash next time Maria, your fantastic

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abigail C.
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Sitter Profile Image: Abigail C.
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3.

Abigail C.

Local Pawsitively Perfect Care
Chestertown, MD, 21620
House Sitting, Dog Walking
5.0
7 reviews
from
$15
per walk

If you’re looking for a reliable and trustworthy pet sitter then Abigail is the gal for you and your fur babies. She goes above and beyond to make sure my pets are loved and cared for. We will continue to use her for as long as we need a pet sitter. She has become family. Thanks for the great care Abby!

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Sitter Profile Image: Samantha T.
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Sitter Profile Image: Samantha T.
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4.

Samantha T.

Let me, help you !!
Townsend, DE, 19734
Drop-In Visits, Dog Walking
5.0
12 reviews
4 repeat clients
from
$15
per walk

Samantha is the best! Super communicative and our dog loves her :)

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Sitter Profile Image: Jill & Chad H.
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Sitter Profile Image: Jill & Chad H.
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5.

Jill & Chad H.

We LOVE dogs!!!
Abingdon, MD, 21009
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$20
per walk

Jill’s house is Basils home away from home. Jill has a real heart for my furry baby! She kept me updated with pictures and texts throughout the week! Basil will be staying with Jill again soon! Thank you Jill!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Joanne G.
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Sitter Profile Image: Joanne G.
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6.

Joanne G.

I am the voice for animals
Middle river, MD, 21220
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
from
$16
per walk

About: I’ve taken care of animals for years. I have a dog and 2 cats . I love them a lot and they are my family. I am their voice and I believe in taking care of them. I have taken care of animals since 15 years old. I work full time but I have time between 10 am and 1pm. I don’t work weekends and i love taking dogs to the park and walking them. I keep my dog indoors but I do put a harness on my dog and I walk her as much as needed. I also play ball with her and if I am taking care of your dog I would be playing back with them as well

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Sitter Profile Image: Taylor E.
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Sitter Profile Image: Taylor E.
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7.

Taylor E.

I care for all animals
Earleville, MD, 21919
House Sitting, Drop-In Visits, Dog Walking
1 year of experience
from
$20
per walk

About: I’m a veteran, and a current college student. I have a part time job. My schedule is very flexible and whatever my clients need I will ensure I accomplish. I absolutely love animals of all kinds. My degree is in wildlife science I have off Monday, Thursday, Saturday, and Sunday. All other days I am working. I can stop by in the morning and afternoon to take care of your pets. I have no problem staying throughout the week. I just need to leave for college and my job. Whatever works for my clients I will accommodate. I understand that having a stranger in your home and caring for your pet can be uncomfortable. I promise to be respectful to your home and rules. I will be very loving to your pet. Whatever needs and wants you have just let me know and I ensure to accomplish it.

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Sitter Profile Image: Gail C.
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Sitter Profile Image: Gail C.
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8.

Gail C.

Care for your furbabbies like my ow
Cordova, MD, 21625
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
4 repeat clients
from
$20
per walk

When I go away and have to leave my furry friends, I feel so comfortable knowing that Gail will be here for them! She watches our hens, cats and dogs, and I never have a worry. She’s worked with and been parent to many animals for years. If you need a trustworthy, reliable, animal loving pet sitter or dog walker, I would highly recommend Gail!!

Sitter Profile Image: Michael L.
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Sitter Profile Image: Michael L.
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9.

Michael L.

Pawsitively Perfect Dog Service
Middletown, DE, 19709
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$20
per walk

About: I've taken care of dogs ever since I was 10 years old. I have owned dogs my whole life. Also, my whole family has dogs that range from small to big which I have taken care off:) Pet care fits into my daily or my weekly routine because it's like therapy for me. When walking or caring for pets it's a soothing experience. I have two friendly dogs to keep fur company. Also, I'm ver considerate and responsible always making sure the pet is well taken care off.

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Sitter Profile Image: Makelle A.
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Sitter Profile Image: Makelle A.
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10.

Makelle A.

Here to love on your babies!
Aberdeen Proving Ground, MD, 21005
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$10
per walk

Makelle loved on my fur baby, Willie, for one whole month while I was away for military training. I never once had to worry about my dog while I was gone. She was very good at giving updates and even sending pictures. I have no doubt that she would love on your pets just like mine. Highly recommend!

Sitter Profile Image: Jaden L.
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Sitter Profile Image: Jaden L.
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11.

Jaden L.

i love animals
rock hall, MD, 21661
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$25
per walk

jaden l. is a good dog sitter. she watched my dogs for one month when i went to Nebraska to go and see my long distant cousins. and they were well-fed and got a lot of excercise.

Sitter Profile Image: Callie C.
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Sitter Profile Image: Callie C.
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12.

Callie C.

Rover 101
Live, Love, Bark!
Grasonville, MD, 21638
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$20
per walk

Usually I am skeptical about leaving Sasha, my two year old husky with a sitter due to her separation anxiety(on top of her off-the-chain energy levels) but I can definitely say I was impressed with Callie's level of commitment to my pup. Sasha came back to me not only with a literal smile on her face but with an almost confliction to leave her new friends behind. I will certainly be bringing her back soon.

Sitter Profile Image: Sammy S.
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Sitter Profile Image: Sammy S.
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13.

Sammy S.

They leave paw prints on your heart
Essex, MD, 21221
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$30
per walk

About: I’ve been taking care of dogs since I was 5. We have always had a dog in the house and I’ve worked with many different breeds. I have helped feed, bathe, walk and train many dogs in the past few years. I currently have a 8 month old puppy that I am training and I have three other dogs that live in the house that I help take care of! I recently lost my one pup right after thanksgiving that I rescued about 9 1/2 years ago. He was my first pup I owned myself and he was a great dog! Missing him has been very hard and I would to share my love for animals with yours like I did with him!! I’m currently working part-time and going to college so I have time on the weekends to play and cuddle your fur babies! I am available anytime on Saturday's and am available early morning to mid afternoon on Sunday’s! I have a fenced in yard and have 3 dogs that love to run around in it. I have a 8 month old lab at my friends house that we share and he has a nice sized yard he likes to play fetch in and there is a leash stacked in there.

Sitter Profile Image: Kaylee B.
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Sitter Profile Image: Kaylee B.
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14.

Kaylee B.

Animal lover
Camden wyoming, DE, 19934
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
from
$18
per walk

About: I have always had animals since the day I was born. I grew up in an animal loving family and now I have my own animal loving family. I will be able to bathe, walk, feed, and board. I can take both cats and dogs. I do work full time (7-4) Monday - Friday. If need boarding these days I do come home to let out my dogs on my lunch at 12. I am at home typically all weekend. I have a decent sized fenced in yard as well as two dogs. One who loves to play and a feisty Chihuahua. I also have crates for dogs who aren’t able to stay outside/ inside by themselves while I am not home.

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Sitter Profile Image: Stacy H.
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Sitter Profile Image: Stacy H.
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15.

Stacy H.

Dog licks welcome!
Edgemere, MD, 21219
House Sitting, Drop-In Visits, Dog Walking
5.0
56 reviews
15 repeat clients
from
$50
per walk

Stacy took such good care of my dog while I was away!! I got sent lots of photos, videos, and updates on how she was doing. My dog made a new buddy and she made me feel completely comfortable leaving her. I can’t recommend her enough :)

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Sitter Profile Image: Colleen H.
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Sitter Profile Image: Colleen H.
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16.

Colleen H.

The best dog vacation ever!
Aberdeen, MD, 21001
Boarding, Drop-In Visits, Dog Walking
5.0
19 reviews
4 repeat clients
from
$20
per walk

On time, knowledgeable, and my girls LOVED her. I am so happy that I found Colleen. Looking forward to working with her.

Sitter Profile Image: Steph J.
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Sitter Profile Image: Steph J.
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17.

Steph J.

Ever watchful, energetic dog lover
Earleville, MD, 21919
Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$20
per walk

Steph was great when I asked her to dog sit. Very punctual, caring, and loving towards my pup. She was very friendly as well And extremely professional

Confirmed availability: Christmas and New Year's
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
House Sitting, Drop-In Visits, Dog Walking
4.5
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: Sam M.
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Sitter Profile Image: Sam M.
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19.

Sam M.

Quality care for the pets you love!
Chestertown, MD, 21620
House Sitting, Drop-In Visits, Dog Walking
4.0
1 review
from
$13
per walk

About: Personally, I was born with cats and had a multiple over my entire life! Consistently, I helped take care of six cats for 4 years, and am currently helping take care of 5 for going on 7 years! While these cats are not technically my own, I have loved taking care of them when I am home from college. I have On top of this, I have walked dogs in the past for family members and even assisted watching one as well. I am going to be working part-time come mid-December with a lot of free time on my hands! I am flexible in my schedule and looking forward to pet-sitting more! At my own home, we treat our pets with frequent, caring pets and we feed them twice a day (and more if someone missed a meal!) and make sure the water is constantly refilled! We also handle cleaning up the liter for our personal cats and cleaning up any accidents that may occur! For dog walking, I would use plastic bags to help pick up any feces.

Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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20.

Emma C.

your pet is family to me.
Earleville, MD, 21919
House Sitting, Dog Walking
2 years of experience
from
$30
per walk

About: i’ve taken care of dogs, cats, lizards, birds, i love animals. they are my life. i have bathed them, walked them, everything you’d do if you had the time! i’m here to make your life less stressful and easy!! i’m free most of the time! obviously a set schedule will be easiest which i’m not sure of right now, but weekly would definitely fit best. i have a very safe home, and neighborhood. i have pets of my own but that shouldn’t be an issue at all. my neighborhood is quite and everyone is friendly.

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Chestertown Dog Walking ratings

Overall Rating:

Dog walkers in Chestertown are rated on average 5 out of 5 stars based on 21 reviews.


What if you're a dog lover who's looking for dog walking jobs? You'll want to check out our information about how to become a dog walker. We're always excited to add new dog walkers to our dog walking service, and our process makes it simple to get your own dog walking business up and running. When you become a Rover dog walker, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not sign up today?

When you use Rover to discover dog walking services in Chestertown, MD, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes premium pet insurance, 24/7 support, and a reservation guarantee.

Speaking of payment, the cost of dog walking in Chestertown, MD may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

Need to find a dog walker near Chestertown, MD? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Chestertown walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Chestertown, MD to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

In short, when you book Chestertown dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.

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