Dog Walkers in Chestertown, MD

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

1. Alexandra

Trustworthy Animal Lover

Chestertown, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Hello! Thank you for visiting my profile! My name is Allie and I am a senior at Washington College who doubles as an experienced pet-sitter! My... (more)

2. Taylor

Energetic and Experienced Care

Chestertown, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

"Taylor is responsible, caring and each dog she has encountered instantly falls in love with her. I can go away for a weekend knowing my sweet Annabelle is in... (more)"

Available this weekend
3. Angelene

Doggy Sleep Over Party

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

55 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)"

4. Kate

Your dog will b loved & never bored

Baldwin, MD, 21013

Dog Boarding, Doggy Day Care

2 repeat clients

"Kate was wonderful! My pups came back happy and tired :-) (more)"

5. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

2 repeat clients

"Words can not express how grateful I am for the wonderful care Jennifer has provided for Maverick, our chocolate lab. Due to my husbands illness, requiring h... (more)"

Available this weekend
6. Nikola

Fur babies are family too!

Abingdon, MD, 21009

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

7. Amanda

Dog Walker

Middle River , MD, 21220

Drop-In Visits, Doggy Day Care, Dog Walking

"I’ve used Amanda several times over the past two years and she truly treats my furry child as if he were her own. My job requires long hours and frequent tra... (more)"

8. Elizabeth

Fur Ever Lover

Aberdeen, MD, 21001

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

2 repeat clients

"I own two cats who are both pretty finicky. One is extremely nervous around strangers but Liz won him over pretty quickly. She is patient and treats your ani... (more)"

9. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"My two energetic English Coxker Spaniel loved staying with Kelly! They came home happy, call and relaxed! I highly recommend! (more)"

Available this weekend
10. Terry

We Love Pets!

Pasadena, MD, 21122

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

12 repeat clients

About: We have been pet lovers all of our lives. Growing up we had dogs, cats, snakes, chameleons, birds, rabbits, a duck, fish, hamsters...and the list ... (more)

11. Brittney

i am animal lovers

Aberdeen, MD, 21001

Dog Boarding, Doggy Day Care

About: I am very felxible, I follow the order, on time and I love animals! I want them to be happy and free instead of making them stay home or be in cage... (more)

12. Debi

I'm a fur baby fanatic!

MIDDLE RIVER, MD, 21220

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

1 repeat client

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)

13. 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)

14. Erin

Let me love yours like my own!

Belcamp , MD, 21017

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

About: I have experience ranging from 2 deliveries with 1 including parvovirus. I've assisted in training our grand and grand champion Pit Bills and have ... (more)

15. Emma

I love long walks with dogs

Bel Air, MD, 21015

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

1 repeat client

About: I've been dog sitting my boyfriend's families dog every time they're not home for quite some time now. Sometimes they'll bring her to my house as w... (more)

16. Jordan

Your Furbaby is part of the family.

Middle river , MD, 21220

Dog Boarding, Doggy Day Care

About: I am a dog lover. I have kids (three years and one year old.) who absolutely love dogs. And always ask to take a dog home. And I do love dogs but d... (more)

17. Lacey

Loving family to care for your pets

Perry hall, MD, 21128

Dog Boarding, Doggy Day Care

About: Hi. I'm Lacey. I'm a teacher and I have children in the home with me ages 7,2,7 months. I'm looking to help with summer plans with dog sitting in t... (more)

18. Tammie

Dog Walking & Pet Sitting Services

Abingdon , MD, 21009

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

3 repeat clients

"Tammie loves animals like they are her own! She is passionate and has a love for animals I have never seen! She has cared for my dog and kitten like they wer... (more)"

19. Kysteina

I'm his human ;-)

Edgewood , MD, 21040

Dog Boarding, House Sitting, Doggy Day Care

About: I grew up with dogs and I now have my own Long-haired Chihuahua, who I love to pieces. I do not have experience as a paid dog sitting, but I have e... (more)

20. Ken

I actually play with the dogs!

Middle River, MD, 21220

Drop-In Visits, Doggy Day Care, Dog Walking

About: For offsite visits, I'm on time and play with the dogs. If using day care, I live off the main road and have a large privacy fenced back yard that ... (more)

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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.