Dog Walking in Winsor Hills, Baltimore, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winsor Hills dog walkers
“This was our first time booking with Cashae, and she was absolutely amazing! She showed up right on time, communicated clearly, and my dogs warmed up to her right away, which says a lot since they can be a little shy with new people. She sent updates and pictures during the walk, and I could tell my pups were happy and comfortable the whole time. Everything went smoothly, and I felt completely at ease knowing they were in good hands. I’ll definitely be booking with Cashae again”

“Loved having johnita walk our pup! Our large dog has several specific needs/instructions. Johnita was very communicative and did a great job taking care of Lillie. Will definitely be using her again!”

About: I’ve taken care of cats for 5 years, I have experience training dogs, and I’ve volunteered at animal shelters over the years. Ex: Baltimore Animal Rescue & Care Shelter (BARCS), Montgomery County Animal Services & Adoption Center I have experience with both cats and dogs. I’m a part-time student and mostly available on the weekends. My hours are 8AM - 11PM. If you need anything outside of this time span, please message me and I’ll do my best to accommodate you. :) I have two dogs that I can bring over if your pup is in need of friend(s). At request, I can bring over my cleaning supplies in the case of accidents inside the home.
“Dan was wonderful with our boys. He was always on time and ran them per our request which was not easy! He also sends great photos when we have him stop in to take care of them when we’re away. I’d definitely recommend.”

“Janine to the rescue!! Tuxi and I were visiting the area and Janine came to play and walk for an hour. He was pooped when I got back. I appreciate the fotos too!”

“He is wonderful! My dog loves him. He does a great job of being friendly and sweet with my animals but also keeps him in-line! He doesn't let him pull or run all over the place! He's also very respectful of my house and towards myself.”


“After I knew the Rover from another dog owner, I haven’t used. Our very senior Lab (16 years old) recently became very weak, in walking etc, unable to leave a pet hotel as we did just half years ago. During my family away, I needed to find somebody to come to my house, taking care of her, very gentle, using towel to leave to lawn etc. While working, she sent me how her walk with Jasmine attaching photos and message. I really appreciate Victoria in very nicely taking of our family dog with affection (I could feel this from her gentle messages, even though I haven’t met her at all. My wife met her for the first time then went to travel, but I didn’t cause I’m working when she comes.). This is the first time to use Rover, and not sure about other dog walker at all. Anyway, I’m satisfied the system of Rover very efficient to find a dog walke and could fine Victoria, and was very happy to have Victoria for the first time experience.”

“Malik was a huge help for us. Our regular dog walker was busy and he helped us and did a great job. He is very punctual and nice to the pups. Would definitely use his services again as needed when our normal lady is out of town :)”

About: As an experienced pet sitter in both the Bay Area and Baltimore, I am be the perfect person to care for your pet! I’ve sat for many dogs of varying breeds, temperaments, and ages, and can be very flexible with my schedule as I work remotely full-time. Growing up in a big family, I have a lot of experience with pets and children. Over the course of my lifetime, my family has owned 4 dogs and 2 cats. I now have 2 dogs of my own, and know just how important it is to have quality care for your pets. I am honest, trustworthy, dependable, and caring - perfect for watching your dogs while you are away! I work from home and have a flexible schedule, which allows me to take great care of your dogs! I can usually accommodate 3 drop-ins per day. I will be sure to follow all house rules and guidelines, and I have experience with a wide variety of dog breeds. My two dogs are very high energy, and I am experienced in calming them down. If I am house-sitting for you, I do not need to bring my dogs - my husband will watch our dogs in our home.
About: Firstly I’d like to add I don’t have any cats but two dogs (though I am good with cats) I’m a huge dog lover. Sizes don’t matter big or small I love them all so if you have any dogs that need love and attention while your away please consider me as the one to take care of you fluffy baby. I’m good with dogs that have lots of energy and are ready to play! However if you have a down to earth dog that just needs rubs and love (and food of course) then that just fine with me I’m here to make sure your dog is happy and healthy while your away. I’m also able to watch more then one dog my limit is four but I’m willing to go above. I’m also great with cats too so there’s no limit for me. I do work at a doggy daycare which means I’d work about 7 hours hopefully that will work when the time comes to watch your fur baby I have had about five years of experience with dogs and cats as well on well on what to look at for as far as safety and will always be aware of what to look out for when it come to watching your dog
About: I've spent the last five years volunteering in Baltimore animal shelters as both a dog walker and foster parent. Through this work, I've been trained by shelter staff to safely and confidently handle behavioral dogs, and I've also completed the Fear Free Shelters certification. Outside the shelter, I'm routinely trusted by friends and family for drop-in visits, walks, boarding, and doggy daycare. I'm experienced with administering oral medications, giving injections, and bathing pups of all sizes. I've been a dog parent for over a decade and currently share my home with two friendly, well-mannered senior dogs-one small and one large-who get along wonderfully with canine visitors. My experience, calm approach, and genuine love for dogs help me give every pup the safe, positive, and individualized care they deserve. I work from home, so your pup will have company and attention all day long. My schedule is flexible, and I'm happy to follow the routine your fur baby is used to so their day feels familiar and stress-free. My home is set up with your pet's comfort and safety in mind. I have a fully fenced yard for secure outdoor time, along with two calm, friendly senior dogs who provide gentle company. I'm also able to separate dogs during meals, rest times, or whenever needed to ensure everyone feels comfortable and stress-free. We live in a quiet, low-traffic neighborhood-great for peaceful walks, whether your pup is a seasoned leash walker or still learning. I also keep extra supplies on hand, including bowls, beds, and a small/medium crate, so your dog can settle in easily without requiring you to pack much. My goal is to create a safe, relaxed environment where your pup can feel right at home.
About: I’ve had pets all of my life (18 years) and I’ve learned that I love animals and taking care of them just comes easy to me. I would love to watch and take care of dogs. I will treat your pet like it’s one of my own. I’m currently working 2 part time jobs which include a doggy day care and a movie theater. Both of these jobs vary on the days I work. The schedule for both come out a week before and or 2 weeks before. As for the movie theater I usually work from 5-11 a couple times a week so I will be available anytime before or after that. As for the doggy day care I either work 6:30-2, 2-7:30, and or 8-2. Just depends on the day and week. I will keep an updated schedule!! I handle pets with care and respect. I never want to hurt an animal. I will do whatever the pet owner needs me to do with no problem.
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1. Search
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Winsor Hills.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.






