Dog Walking in Winsor Hills, Baltimore
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Top rated Winsor Hills dog walkers

“Fantastic. Jahborne was timely, professional, patient, courteous and friendly. He handled two different adult, big breed dogs (a female pit and a male lab) effortlessly. No incidents, no miscommunication. Book him, both my dogs were happier upon return!”


“Jennifer is great! Piper is usually not the friendliest of pups with strangers but she was patient and very good with her. By the end of the walk they were friends. When I need services again I’ll definitely be using her. 100% recommend her to others.”


“J is awesome! We're so happy we found her! She is super friendly and dependable and also patient (as i had a few regrettable spare key situations. She is also has super warm and good energy! Thanks for taking such good care of Ripley! ”


“I never had a need to have someone else walk Greta before. She is energetic and loves to explore on hour long walks, so I had concerns about someone being able to handle her. Simon was outstanding and indulged Greta's inclinations to wander different paths around the area. I would highly recommend Simon!”


“Amanda has been great. She is very punctual and caring when taking care of my puppy. She regularly tracks how he is doing and sends me updates when taking him on walks. I feel very comfortable having my dog in her care and would recommend her to anyone”


About: At Really Raising Rotties LLC, 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. I also excel in puppy training, helping young dogs build strong foundations, and offer gentle, attentive support for senior pets to ensure their comfort. My dedicated pet care space, climate-controlled and designed for safety and comfort, sets me apart by providing a home-like environment where pets thrive. My personalized approach ensures every pet feels loved, secure, and well-cared for. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I have my own crated pets who will be present Pet care is seamlessly integrated into my daily routine at Really Raising Rotties LLC. Each day is dedicated to feeding, exercise, playtime, and enrichment activities, ensuring every pet receives personalized care and attention. With a flexible schedule, I prioritize walks, training sessions, and cuddle time, making sure your pet feels safe, happy, and loved. Whether it’s daily care or weekly stays, pet care is not just a task—it’s my passion and commitment. Safety, trust, and a nurturing environment are the top priorities at Really Raising Rotties LLC. At my home, pets enjoy a secure, spacious area tailored to their needs, with constant supervision, enrichment activities, and a clean, comfortable space for rest and play. I have a fully fenced backyard for safe playtime and exercise, as well as a dedicated pet sitting area in my converted garage. This space features durable mats for comfort and a mini-split system for perfect climate control year-round, ensuring your pet stays cool in the summer and warm in the winter. For services in clients’ homes, Really Raising Rotties LLC maintains their routines, follows feeding and medication schedules precisely, and communicates regularly, leaving their space just as it was found. Building trust with pets and their owners is at the heart of everything we do, making your pet feel safe, loved, and at home wherever they are.

“Almost don't want to tell you how good she is, bc then she'll be too busy for my animals! Jokes aside, Sophie is very caring and conscientious with my dogs when walking them and my cat when giving her her medications.”


About: What makes me different is the calm, personalized care I give every dog. I take the time to learn what makes them feel safe and happy—whether that’s a slow walk, a cozy spot to nap, or a little extra playtime. I’m also comfortable giving medications and following special routines if needed. I’m reliable, easygoing, and always keep you updated, so you can relax knowing your dog is in good hands. I’m currently between jobs so I’m available whenever. I do photography on the side at some different race tracks. When I’m not doing photography I’m in my back yard playing with my three dogs or I’m in the house with the cats. I have a fenced in yard that I let my dogs run and play in. I take my puppy for long walks to burn our energy out before taking him to Starbucks to get a pup cup and go back home for a nap.

About: I’ve had over 8 years of hands-on experience with both dogs and cats—growing up with them and fostering them at various times. I’m also a 2020 graduate of a veterinary assistant program, where I gained valuable skills including dog training techniques, canine CPR and first aid, understanding dietary needs, and proper medication administration. I dedicated four years to my education with the goal of helping others provide the best care for their beloved pets, and I’m thrilled to now have another opportunity to do just that. As a pet parent myself, I truly understand the importance of finding someone trustworthy to care for your furry friends. When they’re with me, you can feel confident knowing they’ll receive loving, attentive, and professional care—always. I want to dedicate more time to my clients by being full-time to meet their needs! I’m available Tuesday to Sunday from 7am - 8pm. In my clients home I take care of your pet just like I would my own! We play games, go on hikes or maybe cuddle and take it easy on the couch. It depends on the clients instructions and the pets overall vibe!

“I’m so thankful for Emily! She was scheduled to walk my boy one night and house sit the next night. She was really caring and wanting to make sure she took care of him well as he’s a senior dog. She came down with a bug before the second night and she found a solution so that his care was seamless. Her husband, a fellow Rover sitter, came over and my boy was well taken care of while I was away both nights. Emily is very professional and won’t let you down. Thanks again Emily :)”

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 have a soft spot for all furry animals, including those not. Having patience is just something that I obtain naturally. I’m some situations, Dogs can become overstimulated or even upset/depressed. Identifying the over-stimuli or sad situation can allow me to empathize & understand how to approach your pet. I’m currently working a full-time 9-5 job, I only work 1 Saturday a month, completely free on Sundays. On the weekdays I’m available, I can work after 5:15pm. I am available to sit your pups on Mondays, Tuesdays, Fridays, Saturdays & or Sundays. I follow all reasonable expectations that my clients request of me for their pets in their homes. I make sure all pets are attended too emotionally & physically. Walked, fed, hydrated, & played with.

“Our first experience with a dog walker couldn’t have been better! Danielle took great care of our puppy who can be incredibly difficult on walks. He took to her so well right from the beginning and she was patient and attentive making sure he got plenty of play and exercise even if he wouldn’t walk. We loved her videos and messages about his progress! Would recommend her in a heartbeat ❤️”



“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.”

Loving dog walkers in your neighborhood
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Malik L.Star Sitter

“Very respectful, punctual and responsive! He was very gentle and patient with the dog as well!”


Ronald C.Star Sitter

“Absolutely Heaven sent help. Chanel and I both appreciate the support and encouragement that comes along with his services. I booked again immediately.”


Jahborne D.Star Sitter

“Fantastic. Jahborne was timely, professional, patient, courteous and friendly. He handled two different adult, big breed dogs (a female pit and a male lab) effortlessly. No incidents, no miscommunication. Book him, both my dogs were happier upon return!”


Jennifer K.Star Sitter

“Jennifer is great! Piper is usually not the friendliest of pups with strangers but she was patient and very good with her. By the end of the walk they were friends. When I need services again I’ll definitely be using her. 100% recommend her to others.”


Janine J.
Star Sitter


“J is awesome! We're so happy we found her! She is super friendly and dependable and also patient (as i had a few regrettable spare key situations. She is also has super warm and good energy! Thanks for taking such good care of Ripley! ”


Shania H.Star Sitter

“Was very helpful & asked great follow up questions.”


Barry G.

“Barry takes excellent care of my big guy. Consistent and great communication as well.”


Simon S.

“I never had a need to have someone else walk Greta before. She is energetic and loves to explore on hour long walks, so I had concerns about someone being able to handle her. Simon was outstanding and indulged Greta's inclinations to wander different paths around the area. I would highly recommend Simon!”


Amanda S.

“Amanda has been great. She is very punctual and caring when taking care of my puppy. She regularly tracks how he is doing and sends me updates when taking him on walks. I feel very comfortable having my dog in her care and would recommend her to anyone”


Shakiyla H.
About: At Really Raising Rotties LLC, 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. I also excel in puppy training, helping young dogs build strong foundations, and offer gentle, attentive support for senior pets to ensure their comfort. My dedicated pet care space, climate-controlled and designed for safety and comfort, sets me apart by providing a home-like environment where pets thrive. My personalized approach ensures every pet feels loved, secure, and well-cared for. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I have my own crated pets who will be present Pet care is seamlessly integrated into my daily routine at Really Raising Rotties LLC. Each day is dedicated to feeding, exercise, playtime, and enrichment activities, ensuring every pet receives personalized care and attention. With a flexible schedule, I prioritize walks, training sessions, and cuddle time, making sure your pet feels safe, happy, and loved. Whether it’s daily care or weekly stays, pet care is not just a task—it’s my passion and commitment. Safety, trust, and a nurturing environment are the top priorities at Really Raising Rotties LLC. At my home, pets enjoy a secure, spacious area tailored to their needs, with constant supervision, enrichment activities, and a clean, comfortable space for rest and play. I have a fully fenced backyard for safe playtime and exercise, as well as a dedicated pet sitting area in my converted garage. This space features durable mats for comfort and a mini-split system for perfect climate control year-round, ensuring your pet stays cool in the summer and warm in the winter. For services in clients’ homes, Really Raising Rotties LLC maintains their routines, follows feeding and medication schedules precisely, and communicates regularly, leaving their space just as it was found. Building trust with pets and their owners is at the heart of everything we do, making your pet feel safe, loved, and at home wherever they are.


Sophie C.Star Sitter

“Almost don't want to tell you how good she is, bc then she'll be too busy for my animals! Jokes aside, Sophie is very caring and conscientious with my dogs when walking them and my cat when giving her her medications.”


Gloria F.

“As usual, Gloria has provided a exceptional care for my fur baby Missy. She is so personable! I highly recommend her for all of your pet care needs”


Garrett A.
“Garrett came in and took care of my four cats, fed them, cleaned the litter box, and played with them while I was at the beach for the week. When I came back the trash was taken to the dumpster and the room where the cats stayed was all cleaned.”


Desiree V.Star Sitter

“Again, a complete pleasure! Thanks for everything :)”


Danielle "Gaz" B.
“I have known Danie for years, and if i was asked to describe her, 'animal-lover' would definitely be at the top of the list. she has had pets of all kinds since she way young, including three golden retrievers, and her ability to keep up definitely shows. she's always happy to play with, pet, and care for the critters she has, and would absolutely do the same for other critters. bonus: she's worked at pet-shops and knows her way around food brands and medicines. basically, you couldn't find a better caretaker for your baby while you are vacationing, or if you just need an extra set of hands. definitely give her a try, you won't be disappointed!”


Emily T.
“I’m so thankful for Emily! She was scheduled to walk my boy one night and house sit the next night. She was really caring and wanting to make sure she took care of him well as he’s a senior dog. She came down with a bug before the second night and she found a solution so that his care was seamless. Her husband, a fellow Rover sitter, came over and my boy was well taken care of while I was away both nights. Emily is very professional and won’t let you down. Thanks again Emily :)”


Kaela T.
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


Cashae H.
About: I have a soft spot for all furry animals, including those not. Having patience is just something that I obtain naturally. I’m some situations, Dogs can become overstimulated or even upset/depressed. Identifying the over-stimuli or sad situation can allow me to empathize & understand how to approach your pet. I’m currently working a full-time 9-5 job, I only work 1 Saturday a month, completely free on Sundays. On the weekdays I’m available, I can work after 5:15pm. I am available to sit your pups on Mondays, Tuesdays, Fridays, Saturdays & or Sundays. I follow all reasonable expectations that my clients request of me for their pets in their homes. I make sure all pets are attended too emotionally & physically. Walked, fed, hydrated, & played with.


Danielle M.

“Our first experience with a dog walker couldn’t have been better! Danielle took great care of our puppy who can be incredibly difficult on walks. He took to her so well right from the beginning and she was patient and attentive making sure he got plenty of play and exercise even if he wouldn’t walk. We loved her videos and messages about his progress! Would recommend her in a heartbeat ❤️”




Victoria Y.

“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.”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winsor Hills on Rover as of Aug 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
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.
