Dog Walkers in Winchester Estates, MD

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

1. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

6 repeat clients

"Ashley came out in 8” of snow and walked my dog. Her dedication and love for the pets she serves is evident in every way. You really want to give her your... (more)"

2. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla does a great job. She’s professional and after talking with her I was confident she’d take great care of Bunk and she did. She’s reliable and a good co... (more)"

Confirmed Memorial day Availability
3. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

9 repeat clients

"Loved how flexible and accommodating Janet was. Will definitely use her again. Great experience! (more)"

4. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I love how much Caroline really cares for my dog, Yeti. He gets so excited every day around lunchtime because he knows it's time for Caroline to take him on ... (more)"

5. Jennifet

Fenced yard,gated neighborhood,

FL, FL, 33543

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

"Jennifer was an excellent caregiver for my dog. He was always excited to see her, and was well taken care of each time. She always showed up on time, and alw... (more)"

6. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah came out in a snow storm to walk my dog knowing I’m unable to walk and completely dependent on her. You can’t get any better than having Sarah care fo... (more)"

7. Audreanna

Home full time, fenced in yard

Centreville, MD, 21617

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

About: I am basically a stay at home mom. I work one day a week at a dog grooming salon, I am a pet stylist! I have always loved working with dogs and I s... (more)

8. Jenna

Home full-time and loves to play!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

About: I am currently employed as an elementary school substitute teacher and work part-time at the front desk of a yoga studio. At the moment my schedule... (more)

9. Geoffrey

I'll take good care of your dog

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

About: I worked as a dog walker for a year in Arlington Virginia. I grew up with dogs and enjoyed playing with them and taking care of them. I will trea... (more)

10. Casey

certified veterinary assistant

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Casey is amazing - not only will she love your dogs when walking or puppy sitting but she also let's them go swimming in her puppy pool! My puppies love her ... (more)"

11. Jena

Experienced Pet Sitter 4+ Years

Grasonville, MD, 21638

Drop-In Visits, Dog Walking

About: My name is Jena, not only have I had pets of my own since I was little, but I have also owned a pet and house sitting business for the past 4 years... (more)

12. Bri

Treat your dogs to a Staycation

easton md, MD, 21601

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

"Bri is a great caretaker for your animals. She has a lot of experience with dogs, cats, and other small animals. She cares a lot for the animals in her life. (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. Hanna

I love long walks on the beach

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hanna is an excellent dog sitter. She is very compassionate and empathetic so she takes great care. She is very responsible and mindful, so you can leave you... (more)"

15. Linda

Exceptional, loving pet care

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"We hired Linda to pet/house sit our dog Zeus. Zeus really seemed to love Linda's company very much and it was such peace of mind knowing he wasn't crated up ... (more)"

16. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

3 repeat clients

"Sent photos of Tilley when she walked her! (more)"

17. Kelli

Dog lover! Home full-time

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Kelli is the best doggy care giver I could ever hope for!! Starting from when my pup, Mulligan, was a young puppy, Kelli has taken care of him. She always co... (more)"

18. Kathleen

Your dog's safety is my priority!

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Kathleen has been a trusted and responsible employee of Animal Resource Foundation (ARF) since 2010. Over the years Kathy has proved to be dependable and he... (more)"

19. 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)"

20. Madison

Dependable Doggie Sitter/Walker :-)

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Madison was very sweet and thorough with our 1 year old Crackle. She immediately assessed that he was a little nervous for their first play with out his pare... (more)"


When you need dog walking services, we doubt you'll find a better experience than through Rover. Thanks to our wide selection of dog walkers in Winchester Estates, MD, you'll find that you're able to work with a dog walker who fits in with you, your dog, and your needs. With our start-to-finish approach, your walker can supply you with real-time dog walking updates with start and stop times, a GPS map of their walk, info about any bathroom, food, and water breaks, and pictures of what your dog's been up to. And on top of that, each Rover dog walking booking includes premium pet insurance, 24/7 support, and a reservation guarantee.

And even better: the price of dog walking in Winchester Estates, MD might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

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 Winchester Estates, MD? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Winchester Estates 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 Winchester Estates, MD to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

In other words, when you use Rover to find Winchester Estates dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!