Dog Walking in Winsor Hills, Baltimore, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winsor Hills dog walkers
“Kathleen was wonderful! Very communicative and easy to work with. Ozzie loved walking with her and we’re grateful for the extra helping hand when traveling for work.”
“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.”
About: Hello! My name is Eileen! I’ve been a pet mom for over 10 years I have a 6 year old baby girl named Angel and a 2 year old baby boy sir buttons. I’ve worked with animals for over 20 years. I’ve dog sat and walked dogs for friends and family over the years. I’ve loved animals all my life I wanted to be a vet since I was a child but life had other plans, so this is the closest i can get to loving on animals‼️ In my spare time I would love to take the time to spend time nurturing and taking care of pets. Send me requests and if I have the time I will enjoy being of great help. When in my care I will feed, nurture and love on your furry family members as if they are my own. No job is too big or too small
“Janine is the best. I can’t always count on her to walk Burke with such short notice. He loves his walks with her. And she is great with responding to my questions”
“Autumn has only been walking for us for about 2 weeks but she is absolutely amazing with blue and he loves her so much already. I can definitely say that his new and improved walking skills are because of her. If you want your pup to feel safe and like he has a second person then she’s your sitter/walker.”
“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”
“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.”
“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 am available to sit your pups on Mondays, Tuesdays, Wednesdays, Thursday, Fridays, Saturdays & or Sundays. Practically any day & any time of the week. 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.
About: I’ve been taking care of a variety of animals most of my teens and into my twenties. (Dogs Cats Birds Reptiles and Rodents) Family and friends of family have happily relied on me for their pet sitting needs:) I am a freelance worker and a musician so this is one of my main forms of income! Meaning that this is my job and my everyday my day consistently revolves around taking care of your pet I start by introducing myself to your pet, (if it wants to say hi) and make it aware of my presence. After having a conversation with you about food, portions, where everything might be, and time spent with the animal I would move according to that!
“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
Search Results
Kathleen B.Star Sitter
“Kathleen was wonderful! Very communicative and easy to work with. Ozzie loved walking with her and we’re grateful for the extra helping hand when traveling for work.”
Malik L.Star Sitter
“Malik did a great job! We will employ his services again.”
Zoe & Samuel J.Star Sitter
“Zoe is a great, sweet, smart and nice person. My dog Daisy just adores her!🐕💕”
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
“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.”
Shania H.Star Sitter
“Was very helpful & asked great follow up questions.”
Eileen P.Star Sitter
“Eileen is a caring pet owner who has helped me several times from cat sitting my little but huge cat kunlai to walking and dog sitting my little baby bear. I am not a trusting pet mom but Eileen has always shown to be loving with her own babies so in an emergency I asked her to keep my babies and ever since then she’s been my go to and an added plus my babies also love her.”
Ivah T.
“Ivah was terrific. He arrived on time and worked with Cooper as he is extremely attached to his owner. Highly recommend giving Ivah a try.”
Janine J.
Star Sitter
“Janine is the best. I can’t always count on her to walk Burke with such short notice. He loves his walks with her. And she is great with responding to my questions”
Barry G.
“Barry takes excellent care of my big guy. Consistent and great communication as well.”
Autumn D.
“Autumn has only been walking for us for about 2 weeks but she is absolutely amazing with blue and he loves her so much already. I can definitely say that his new and improved walking skills are because of her. If you want your pup to feel safe and like he has a second person then she’s your sitter/walker.”
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”
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.”
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 am available to sit your pups on Mondays, Tuesdays, Wednesdays, Thursday, Fridays, Saturdays & or Sundays. Practically any day & any time of the week. 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.
Aidan J.
“Aiden is a caring and loving person that has always been there for me and i know would be caring to animals they have two dogs and a cat they care for and love”
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.”
Kelly C.
“Kelly was great! She was really responsive and took such great care of Bella. We will definitely hire her again!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. 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.
Connect anywhere with the Rover app
