Dog Walkers in Winchester Estates, MD

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

1. Kathleen

Flexible, love long walks

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kathleen has been great with our new puppy. We are all looking forward to more walks and visits from Kathleen. She's reliable and a great communicator. (more)"

2. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

"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)"

3. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

3 repeat clients

"We loved Janet. She and Toby hit it off immediately. She is very reliable and we got a picture during the visit. When we first contacted her she was quick to... (more)"

4. Maura

I'll love your pup like my own!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Maura T. is great with with dogs! Maura has socialized and trained many dogs over the years. Maura uses positive reinforcement and was very knowledgeable wit... (more)"

5. Catherine

I love animals, especially dogs!!

St Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

"Catherine has taken care of our dogs on multiple occasions. Because they are so precious to us, we did not want to leave them in a kennel. We wanted to make... (more)"

6. Kelli

Home full time, large fenced yard

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

About: I have owned rescue dogs. I love walking them. Currently I have a couple small breed boarding clients. I can administer medications, eye drops, ... (more)

7. Corey

Your dog and I will be best friends

Annapolis, MD, 21401

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

1 repeat client

"Corey is the most amazing dog walker! She loves our dog as if he was her own. I absolutely love her picture updates that she sends. I highly recommend Corey ... (more)"

8. Addie

Friendly, Pet Loving Dog-Walker

Saint Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I'm a friendly dog walker who loves working with animals. I provide a loving, caring environment for dogs that includes regular exercise, play time... (more)

9. Sophia

Experienced care, Flexible Schedule

St. Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I have a flexible schedule. I don't have any dogs of my own at the moment but i'm more than happy to spend as much time as possible with your furry... (more)

10. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, 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)"

11. Linda

Exceptional, loving pet care

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"Linda has taken care of my jack russell terrier on two different occasions. I came home to find a happy dog and well tended house. I highly recommend! (more)"

12. Madison

Dependable Doggie Sitter/Walker :-)

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Madison house sits and takes care of my 3 dogs and hamster all the time!! Super reliable and very experienced with animals. Always more than pleased!! (more)"

13. Elizabeth

Home most of the time-loves any dog

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I will treat your dog as if they were mine. At home I have a Bloodhound. I have grown up with a German Shepard and Yellow Labrador. I have experien... (more)

14. Andrea

Trained Vet Tech turned Pet sitter!

Denton, MD, 21629

Drop-In Visits, Dog Walking

About: I know first hand how stressful it can be to leave your beloved family member behind, whether you are traveling for vacation or simply at work. I w... (more)

15. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"I am a lifelong dog lover and met Sarah 6 years ago as she was working at "The Canine Fitness Center" in Crownsville, MD. My dog Honey was rehabilitating an ... (more)"

16. Taylor

Energetic and Experienced Care

Chester, MD, 21619

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)"

17. Jen

I'll run with your dog

Annapolis, MD, 21403

Dog Walking

About: Dogs love me because I give them the best care possible. I think it's important to talk to them speak their language play with them and give them ... (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)

Available this weekend
19. Rozzie

Responsible & Caring Pet Service ?

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Rozzie completely understood how to work with my nervous dog. (more)"

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

Drop-In Visits, Doggy Day Care, Dog Walking

"I would recommend Ashley without hesitation when it comes to being responsible and loving dog caregiver. You will definitely be able to relax and not stress... (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 Winchester Estates 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 Winchester Estates 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.