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Dog Walkers in Winchester Estates, MD

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

Tip: Contact sitters now to confirm availability.
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1. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Sarah has become a regular walker for Wrango. She is kind and responsible, but more importantly she treats Wrango as I would. She talks to him and let’s ... (more)"

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2. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

"Ashley filled in during an emergency. Wrango enjoyed his walk with her. She was on time attentive and engaged with Wrango the whole time. He was wore out ... (more)"

Confirmed availability
4th of July
3. Stephanie

Love all dogs and breeds

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is great with animals. She treats them with the love and respect that she shows towards her own dog. She watched our dog multiple times and I alway... (more)"

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4. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

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

Confirmed availability
4th of July
5. Darlene

Love dogs have a large fenced yard.

Queenstown, MD, 21658

Dog Boarding, Drop-In Visits, Dog Walking

"I've known Darlene for years and she loves dogs! She has a big fenced back yard that was perfect for our yellow lab Stella, who loved her stay. Will definit... (more)"

Confirmed availability
4th of July
6. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Katelyn has taken care of my dog, Charlie, numerous times over the years. He loves hanging out with her. She is very professional and attentive to Charlie's... (more)"

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7. 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)"

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8. Jennifet

Fenced yard,gated neighborhood,

FL, FL, 33543

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

"My dog loved Jennifer. Each time she comes over Aspen runs around in circles until she gets inside. They have a lot of fun together, and I also feel that Asp... (more)"

Confirmed availability
4th of July
9. Nick

I love all animals!

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting for about a year and a half for family friends and have really enjoyed it. I am available upon request and am willing to wo... (more)

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10. 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)

11. 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)"

12. Michelle

They will get my full attention!

Queen Anne, MD, 21657

Drop-In Visits, Dog Walking

"Michelle is the ultimate dog lover! She’s taken care of my dogs on numerous occasions and we have small, large and Extra Large dogs! A Yorkie, Rottweiler a... (more)"

13. Cheyenne

Part time and would love to do it.

Queenstown, MD, 21658

House Sitting, Drop-In Visits, Dog Walking

About: Hello, Cheyenne. I'm 26, my hobbies are knitting, crocheting, and of course hanging out with dogs, when I'm not at my other job which is Alphabest ... (more)

14. Sam

Who let the dogs out?

Annapolis, MD, 21403

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

"Sam was great! She came through at the very last minute as I had meetings in Denver and wouldn't be home until later. Yonder loved walking with her and I can... (more)"

15. 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)

16. Julie

Recent college grad, open schedule!

St. Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I’m a new college graduate in search of a full time job in my field, so in the mean time, my schedule is VERY open for all of your petcare needs! I... (more)

17. Kelli

Dog lover! Home full-time

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Fiona is family. Kelli is family. And they love each other. Kelli only recently moved but when she was living here she was always ready and willing to watch ... (more)"

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18. Annie

I love all doggies!!

Centreville, MD, 21617

House Sitting, Drop-In Visits, Dog Walking

"Annie is very caring and loves dogs so much, she is great when playing and walking them as well! I would recommend this hardworking girl to anyone. (more)"

19. 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)"

Confirmed availability
4th of July
20. 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)"


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!