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)"

3. Angelene

Doggy Sleep Over Party

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

52 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. Sierra

Experienced Dog Mom - Open Schedule

Middle River, MD, 21220

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Sierra is very loving with the doggies and VERY responsible with them. She is someone I can trust with a dog and know they are having the best time. (more)"

5. 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)"

6. 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)"

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)"

10. 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)

11. 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)

12. 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)

13. 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)"

14. Debi

I'm a fur baby fanatic!

MIDDLE RIVER, MD, 21220

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

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)

15. 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)

16. Aleksandra

Playful energetic dog lover!

Stevensville, MD, 21666

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

About: Hello, my name is Aleks. I've had dogs my whole life, and always loved to babysit my friends animals. I love to interact with them like play fetch ... (more)

17. 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)

18. Christine

My family members have 4-legs

Belcamp, MD, 21017

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

"Christine did a wonderful job sitting for our dogs while we were unable to tend to them. We knew they were in safe and spoiled hands. (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.