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

Over 28 pet parents in Winsor Hills have booked dog walking
Winsor Hills, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: Hey, I'm Stephanie! I'm a dog walker and pet visitor based in Baltimore. I walk dogs of all sizes and energy levels, and I also do drop-in visits for cats—basically any furry friend you have at home. I've been around pets my whole life. I’m currently a cat mom to two very energetic kittens and helped train my father’s boxers. I volunteered at an animal shelter in Washington state for years until recently relocating to Baltimore. I'm patient, reliable, and great with anxious or high-energy dogs. I'm available Monday through Friday from 7am to 2pm. I live in Charles Village and work from home, so I can fit walks or visits into my schedule easily. Let's make sure your pet gets the attention they deserve! My sons bus picks him up at 6:15 am so I have the entire morning and afternoon to care for your pet until about 2pm I understand every animal is different so I’m willing to be as hands on or laid back as your pet needs me to be and I’m very understanding towards anxious pets that need me to build their trust and affection
“10/10 Esther always leaves a thorough review which gives me peace of mind about my dog’s care. She even cleaned up after my dog when he got into my recycle and tore somethings up.”


“Bob and his son Bobby were the best! Completely reliable and capable. My dog, that I have trouble managing, was easily handled them. I am very impressed with the quality of this service and they are first on my list for the next time.”

“Demi is wonderful! She was so attentive and communicative while taking my puppy for morning walks. I loved all of the pictures she sent and know that my dog really loved spending time with her!”

“Kaitlin arrived on time, took our dog out in this frosty weather and managed to get Bentley moving despite the snow and ice. She is very friendly, responsible and conscientious- I felt comfortable when I first met her and I’m very happy with the quality of her work.”
About: I specialize in caring for large breeds, leveraging years of experience raising and training Rottweilers. I understand the unique needs of big dogs, from maintaining consistent training to managing their energy levels. Note: I have my own crated pets who will be present. Pet care is part of my everyday life. I work from home so I have a lot of flexibility! My own Rottweilers are on a consistent schedule, so it’s natural for me to fold guest pets right into that routine. Each day includes morning walks, feeding, supervised play, and crate rotations for safety, along with plenty of affection and downtime. I make safety, trust, and comfort the focus of every stay. In my home, pets enjoy a secure, spacious environment with constant supervision, plenty of enrichment, and clean, cozy areas for rest and play. Whether calm and quiet or high energy and active, your pet will be safe and secure with me!
About: I am a responsible and trusting person who understands the importance of a household furry member and I am looking forward to meeting new personalities and your unique pets I am also willing to do what's best for the owner and able to stay longer than a week. I take my job seriously to ensure the safety your pet and household while also feeling that I have done my job successfully and have left the owner and pet satisfied with my care. I can also report daily if needed and take down important notes for sickly or elderly dogs. I also have experience with energetic dogs. I work from home and is a total night owl, so your pet will get plenty of attention and enrichment as my joy comes from their joy To me pets are family so your pet will be treated just like family, they will have their own space to sleep and we’ll have meaningful conversations in the morning

“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.”

“Kevin walked Charlie every evening while we were away for a week. She is dog reactive and Kevin was comfortables and competent and handing this issue. Thanks Kevin!”

“Susan was a BLESSING for me and my dog when we needed a last minute check-in. She was so incredibly thorough and took great care to make sure she fit our routine and connected with Birdy. I recommend Susan to absolutely anyone who’s looking for competent care, a bubbly personality, and patience with an energetic and home-defending fuzz butt!!! We loved her!”

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: I’ve taken care of dogs since I was 5 years of age and have grown up with various pets. I am super interactive with pets and enjoy entertaining them as well as building a strong bond with them! I am open five days a week Monday-Friday! I am flexible since I do have pretty open availability and communicative. I am also open to any suggestions from owners I have a fenced yard but I do not currently own any pets of my own. I ensure the environment I live in is nothing but safe, quiet and comforting for all
The median cost per walk for dog walking in Winsor Hills is $20
Dog parents share their Rover experiences - Winsor Hills
Maggie does a fantastic job! She is incredibly attentive to my pitbull mix, Allie, always ensuring she stays cool on warm walks, practicing her training commands, and even pivoting to playtime if Allie isn't in the mood for a walk. Maggie is professional, punctual, hardworking, and remarkably easy to communicate with. I absolutely love receiving the photo updates after each walk. I highly recommend her services!

Jahborne was great with my sweet prince. Communication was excellent, I couldn’t have trusted anyone more with caring for him. He asked questions and answered my text almost immediately if I needed anything and I will definitely be booking again! Thanks a lot !!!!

Our experience with Erika was extraordinary. She is caring, compassionate, and Egan gets excited each time she comes. Thank you for supporting our family in these challenging times and we will definitely be contacting you for our future needs and refer you to our friend group 🐶❤️
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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