Dog Walkers in Chestertown, MD

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

Confirmed Holiday Availability
1. Jennifer

Home full-time, great neighborhood!

Chestertown, MD, 21620

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

1 repeat client

About: I am a 31 year old stay at home mom with two miniature dachshunds. We also have a cat and guinea pigs (the piggies are caged). They are super sweet... (more)

2. Sarah

Energetic, responsible animal lover

Worton, MD, 21678

House Sitting, Drop-In Visits, Dog Walking

About: I have always loved animals, especially dogs, I have spent over 2000 community service hours helping with the Humane Society of Kent County MD's ad... (more)

Available this weekend
3. Angelene

Oodles Of Poodles Doggy Sleep Over

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

85 repeat clients

"Angelene was great! Very accommodating and kind! Left a cute personalized note in hope's bag. Definitely will be using her for future dog sitting! Thanks aga... (more)"

Confirmed Holiday Availability
4. Sierra

Let get barking !

Baltimore, MD, 21222

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

"Sierra is very responsible and truthful! I have trusted her to care for my dog for years ! She provides the same level of love and care for my dog as she ... (more)"

5. Neal

Dog love to run/hike? Perfect!

Stevensville, MD, 21666

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

1 repeat client

"We left our 11 month old boxer puppy, Tootsie, with Neal for the day. He played with her during the day, took her on hikes and wore her out. He also sent us ... (more)"

Confirmed New Years Availability
6. Ashby

I'll love yours like I love mine!

Aberdeen, MD, 21001

Dog Boarding, Drop-In Visits, Doggy Day Care

"We have been so happy with the dog sitting services from Ashby. Not only has she watched our sister and brother Havanese Piper and Tucker, she is also the b... (more)"

7. Heather

Zoe's Playhouse

Middle River, MD, 21220

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

17 repeat clients

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

8. Debi

PAWSITIVELY HERE FOR YOUR FUR KIDS!

MIDDLE RIVER, MD, 21220

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

5 repeat clients

"Amazing all around! Will definetly use her services again! (more)"

9. Ashley

Large backyard, runn and/or walk

Essex, MD, 21221

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

About: Experience because of a dog I had (gold retriever), about 2 months ago passed away because of natural cause (age). I love being with animals, pursu... (more)

Confirmed Holiday Availability
10. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

1 repeat client

"I have known Norah for many years and found her to be a hard and open worker. She will ensure the safety and comfort of your pets and ask questions when need... (more)"

11. Ashlyn

Large yard and very caring

Ridgely, MD, 21660

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

"Ashlyn has cared for my dog for a few years. My dog is on a special diet and takes medication, and she always provides the best care! She is very responsible... (more)"

12. Rich

Large fenced yard/run space

Joppa, MD, 21085

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

"Rich has been a wonderful friend of mine for a long time. He has been around my dogs and they absolutely ADORE him. I almost think they love him more than me... (more)"

13. Danielle

Dog loving individual

dundalk, MD, 21222

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am pretty flexible for the summer. Always willing to help out as needed. I have a dog of my own and understand what it's like to need care for ... (more)

Confirmed Holiday Availability
14. Jennifer

Home full-time, great neighborhood!

Chestertown, MD, 21620

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

1 repeat client

About: I am a 31 year old stay at home mom with two miniature dachshunds. We also have a cat and guinea pigs (the piggies are caged). They are super sweet... (more)

Confirmed Holiday Availability
15. Leslie

JUST LIKE HOME PET CARE

Abingdon, MD, 21009

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

5 repeat clients

"Leslie is a Godsend to our family! Both of our dogs love going there while we are away, and her and her family take the best care of them and are always so f... (more)"

16. Korey

Koreys doggie daycare

Joppa, Joppa, MD, 21085

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

1 repeat client

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)

17. Sydney

The Wag On Inn

Church Hill, MD, 21623

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

4 repeat clients

"Sydney is one of the most wonderful and caring people I know. Her passion for helping others, animals and people alike, makes this the perfect job for her. I... (more)"

18. Ashley

Overnight doggie care

Edgwood, MD, 21040

Dog Boarding, Doggy Day Care

"Ashley took wonderful care of my dogs. I was worried since my one dog has separation anxiety, but she made sure he adjusted well. She gave them all the love ... (more)"

Confirmed Holiday Availability
19. Rhonda

RLJ's Pet Service

Clayton, DE, 19938

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"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)"

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)


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.