Dog Walkers in Chestertown, MD

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

1. Julianne

I'll walk/run/play with your dog!

Chestertown, MD, 21620

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had dogs (and other pets) my entire life and I love helping them learn/grow. I grew up with a border collie and a chocolate lab. I current... (more)

2. Angelene

Doggy Sleep Over Party

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

64 repeat clients

"Dog Walker & Dog Boarding was a good alternative for me… That is why Angelene's Doggy day care through Rover came as the perfect alternative for my sweet pup... (more)"

3. Caitlin

Devoted Dog Mom!

Abingdon, MD, 21009

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Great with sunny and I love dagger .. thank you so much for helping me out with such short notice (more)"

4. Debi

PAWSITIVELY HERE FOR YOUR FUR KIDS!

MIDDLE RIVER, MD, 21220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

About: I love dogs. All of mine are rescues and I involve myself with various rescue organizations as much as I can. I currently run my own home based bu... (more)

5. Josahara

Pawdates with Josie

Essex , MD, 21222

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Great experience, I was kept informed throughout the day and received pictures. My puppy had fun and came home tired. Would def recommend. (more)"

6. Melissa

We will love your furr baby!

Middle River, MD, 21220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am a stay at home mom! We love dogs and used to help with breeding of pugs. We love going for walks and plenty of exercise. We will take care ... (more)

Available this weekend
7. Heather

Zoe's Playhouse

Middle River, MD, 21220

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

14 repeat clients

"Heather was wonderful. Our fur babies were well taken care of during our vacation. We plan to use Heather again. (more)"

8. Kristine

Meeting the Needs of Your Fur Buddy

Belcamp, MD, 21017

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Kristine is the best dog care taker I know and dogs love her as much as she loves them! She has taken care of my dogs Riley and Maci and they get sooooo exc... (more)"

9. Tracy

Home full time love for babies

Baltimore , MD, 21220

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Treated my dogs great. Left them for a weekend and came back to a couple of happy, healthy dogs. Definitely would recommend. Tell a friend! (more)"

10. Jessica

Calling all Fur Babies!!!

Abingdon, MD, 21009

Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m available all day to love, cuddle and play with all doggies. My dog loves to play with squeaky balls and tennis balls. So we can play with them... (more)

11. Ashley

Farmland for Fun

Essex, MD, 21221

Drop-In Visits, Doggy Day Care, Dog Walking

About: I can travel to you and your dog(s) to walk, feed, groom, play with, and care for your dog. I currently live in White Marsh and am moving to Kingsv... (more)

12. Nikola

Fur babies are family too!

Abingdon, MD, 21009

Dog Boarding, Doggy Day Care

2 repeat clients

"I have known Nikola for over four years and in that time I have been able to witness her excellent care and rapport with pets, particularly dogs. She is ver... (more)"

13. Austin

Constantly walking the neighborhood

Abingdon, MD, 21009

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have two small Siberian Huskies that love to play. We also have an excluded neighborhood with hundreds of acres of woods to walk through. I have ... (more)

Available this weekend
14. Rhonda

RLJ's Pet Service

Clayton, DE, 19938

Dog Boarding, Doggy Day Care

"Our border collies have really enjoyed their visits with Rhonda. The special attention she gives each dog has left a lasting memory. They look forward to t... (more)"

15. Elizabeth

Fur Ever Lover

Aberdeen, MD, 21001

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Over the past several years Elizabeth Garcia has assisted me in the care and grooming of my animals. Elizabeth seems to have a special way of communicating ... (more)"

16. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Jen has watched my dog and cats several times and she does a great job!!! I have an English bulldog and she requires extra care and cleaning of her face and... (more)"

17. Patricia

Compassionate Pet Lover

Ridgely, MD, 21660

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Patricia watches my 2 dogs whenever I go on vacation. She loves them and they love her too! They are always well cared for when they stay with Patricia! P... (more)"

18. Kim

All animals love me

Church hill, MD, 21623

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love dogs I have 3 now they are my kids I love to play and walk with them.my dogs are my life they are my happiness .I like dogs more than must p... (more)

19. Abigail

I absolutely love pups!!!

middle river, MD, 21220

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have a beautiful black lab that lives with my mother, I've been taking care of her for 4 years and have always had a love for dogs! I love the ex... (more)

20. Korey

Koreys doggie daycare

Joppa, Joppa, MD, 21085

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Korey and I'm a college student who loves animals more than anything! I have grown up with all types of different pets, dogs are my favo... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Chestertown dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite pet sitter on Rover or you're new to the site, we'd love to connect you with a dog walker in Chestertown the next time you're unavailable. We're confident you and your dog will love it.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.