Dog Walking in Silver Spring, Milwaukee, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Silver Spring dog walkers

“Jasmine has been amazing with my dog Cora. She’s also been easy to work with and I have no worries about my dog being left in her care. I highly recommend her services.”


“Shelby is great! We couldn’t ask for anything better. Shelby walks our dogs three days a week and she’s been on time, extremely sweet, the dogs love her and she keeps us informed on our dogs. We have a big German Shepherd that tends to pull on walks, and Shelby rose to the challenge without complaints. I highly recommend her to others looking for a walker.”

“Maddalena is so helpful and flexible! I appreciate her thinking ahead- she saw it would be raining so she took our dog on a quick walk and then played with her inside. Dallie still got some energy out, and we couldn't be happier. :)”


“Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)”


About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

“Angelina was F A N T A S T I C. Communication was perfect, always there when we needed her, and she took SUCH good care of our Stewart, and that’s no small task because he’s kind of a dufus. But he’s our dufus, and Angelina made him feel like so happy and loved. He would absolutely lose his marbles as soon as he saw her pull into the driveway every day. We love our Angelina and can’t wait to hire her again in the future!!”


About: As someone who’s naturally calm, observant, and patient, I connect easily with pets who need gentle energy—whether they’re playful pups, anxious rescues, or sweet senior companions. I’m a homebody at heart, so your pet will always have consistent attention, a peaceful environment, and plenty of snuggles. I’m especially comfortable with older dogs who need slower walks or extra care, and I have experience reading subtle body language cues to keep pets happy and safe. I treat every animal like my own, and I’m here for the quiet moments, quirky habits, and unconditional love that come with pet care. I have open availability so pet care is the best part of my day! I’m home often, love quiet routines, and prefer paws over people anyway. I provide care in your pet’s home where they feel most safe. I follow routines, give calm attention, cuddles, and keep their space clean and cozy.

About: About Me Animals have always held a special place in my heart. My family and I have had the joy of sharing our home with dogs, cats—and even a rat! We currently have two lovable rescue pit bulls, Holly (8) and Coco (6), along with 2 sweet cats, Mrs. Klaws and Lucy who keeps us all on our toes. I’m an active person and love spending time outdoors playing with the dogs. Holly and Coco especially enjoy running around the yard and making new doggy friends. Our home is always stocked with treats to reward good behavior, and cuddles are never in short supply. I offer boarding and doggy daycare in a loving, safe, and enriching environment. Whether your pet needs a place to stay while you’re away or just some daytime play, they’ll be treated like family here. And it’s not just dogs—I genuinely love working with cats too. Some of my favorite clients are feline! My toddler and I enjoy spending time playing, snuggling, and making sure every pet feels at home. If you’re looking for a warm, experienced, animal-loving caregiver, I’d be honored to care for your pet! I am a yoga teacher and I work from home so my schedule is pretty relaxed and spacious so I have time to play with your fur baby morning, noon, and/or evening. I care for the pet at in my home and I have love and respect for the pet and their environment. Usually animals love me.

“I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?”


About: Hey my name is Myia Ross, I’m a young mother and college student at Milwaukee Area Technical College. I am majoring in medical assistant . Some of my special skills are I’m great at Math and I can play the piano. I think what sets me apart from other pup walker’s and sitters is that I’m young and have a vibrant personality. Ima always eager to work and I’m a morning person. I also have years of experience for when I had to take care of my 2 dogs and their baby pups. In conclusion that is just a little bit about me and I would like you to know that I am so excited to be your pups caregiver if you chose to accept my application I’m a stay at home mom and DoorDash for a living. So pet sitting would work great with my schedule im always at home with my son I don’t have a fenced yard but my apartment complex provides a spacious back yard with more than enough room to run around and play.

About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs

About: I have had multiple dogs through out my life. During high school my family had 4 dogs in the house which were 3 Labs and 1 Bully mix. Since my wife and I moved out we currently live with our doghter, Nala. We also recently adopted our cat, Neo who is sweet and loving towards other dogs. I usually take my dog out during the morning around 7am to 8 am, during the afternoon after the dogs have breakfast, once again during 4 or 5pm, and then one final time before we head to bed around 8pm or 9pm. This is a daily routine for Nala and myself that we have stuck to since she was a puppy and works great for us over all. We usually walk around the block or play in the background as sometimes she doesn't need to potty and just needs that outside enrichment. I currently have a fenced yard for the back yard if the dogs do plan to play. The only part that is not fenced up is the driveway, but for the most part Nala and I do walk so that she can get some steps in and also so she won't poop too much in the backyard. If I am visiting your home I will come respectfully and walk your dog with Nala or without what ever your preference is and also give a detailed check-in of your dog to put your mind at ease.
Loving dog walkers in your neighborhood
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Charles B.Star Sitter

“Always a pleasure. Pooh loves seeing Charles and we are thankful to have his help. Charles is easy to work with and great with our special needs senior dog.”


Jasmine T.Star Sitter

“Jasmine has been amazing with my dog Cora. She’s also been easy to work with and I have no worries about my dog being left in her care. I highly recommend her services.”


Caitlin K.Star Sitter

“Caitlin was super friendly and respectful. She followed all my instructions and took awesome care of my dog Remi. We will definitely work with her again!”


Alyssa B.

“Alyssa is very fast to respond to messages, and she took good care of our new puppy Cricket.”


Susan H.

“Susan has been wonderful with our Sheltie on midday walks. She is responsive, kind and takes great pictures! We’d highly recommend 🙂”


Lenys H.

“Lenys was very responsive and a good walker!”


Shelby B.
“Shelby is great! We couldn’t ask for anything better. Shelby walks our dogs three days a week and she’s been on time, extremely sweet, the dogs love her and she keeps us informed on our dogs. We have a big German Shepherd that tends to pull on walks, and Shelby rose to the challenge without complaints. I highly recommend her to others looking for a walker.”


Maddalena P.Star Sitter

“Maddalena is so helpful and flexible! I appreciate her thinking ahead- she saw it would be raining so she took our dog on a quick walk and then played with her inside. Dallie still got some energy out, and we couldn't be happier. :)”




Charlotte M.

“Thanks for taking great care of Louie, Charlotte!”


Genesis A.Star Sitter

“Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)”


Taylor K.

“Taylor was very responsive and great to work with. She answered messages quickly and clearly. My dogs are not the easiest to walk and she handled them with care.”


Jeff G.

“Jeff is a very experienced dog walker that does great with my 120 lbs Rottweiler. I would definitely recommend him to anyone especially owners of large breed dogs.”


Yolanda W.Star Sitter
“I can’t say enough about Yolanda and her wonderful services Often having big dogs like Rottweilers its extremely hard to find care for them while attempting to vacation but thanks to Yolanda , I was able To be at peace while away. She took care of my babies(dogs) as if they were hers, even going as far as sending me pictures and videos of my pets during the duration of my vacation. I highly recommend her services. Especially for larger breeds of dogs. Thanks Again.”


Angelina H.

“Angelina was F A N T A S T I C. Communication was perfect, always there when we needed her, and she took SUCH good care of our Stewart, and that’s no small task because he’s kind of a dufus. But he’s our dufus, and Angelina made him feel like so happy and loved. He would absolutely lose his marbles as soon as he saw her pull into the driveway every day. We love our Angelina and can’t wait to hire her again in the future!!”


April C.
“I’m thrilled to recommend my friend April for anyone looking for a trustworthy, attentive, and loving pet sitter on Rover. She has a natural way with animals—patient, gentle, and genuinely caring. Whether it’s dogs, cats, or more unique pets, April treats each one like family. What really sets her apart is her attention to detail. She follows care instructions to the letter and always goes the extra mile to make sure pets are comfortable and happy. On top of that, her communication is top-notch—you’ll always know how your pet is doing with regular updates and photos that show just how much they’re being cared for. If you want peace of mind while you’re away, April is the one to trust. Your pets will be in excellent hands.”


Baobi N.
“Baobi is a extremely hard worker and good with my families pets. Cookie our shy female rescue kitty was really afraid of people, but she would sit with Baobi if allowed hours on end. I am sure that was because she felt safe in her calm presence. All of our other pets did great with her as well.”


Stephen & Wipawee D.

“I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?”


Myia R.
About: Hey my name is Myia Ross, I’m a young mother and college student at Milwaukee Area Technical College. I am majoring in medical assistant . Some of my special skills are I’m great at Math and I can play the piano. I think what sets me apart from other pup walker’s and sitters is that I’m young and have a vibrant personality. Ima always eager to work and I’m a morning person. I also have years of experience for when I had to take care of my 2 dogs and their baby pups. In conclusion that is just a little bit about me and I would like you to know that I am so excited to be your pups caregiver if you chose to accept my application I’m a stay at home mom and DoorDash for a living. So pet sitting would work great with my schedule im always at home with my son I don’t have a fenced yard but my apartment complex provides a spacious back yard with more than enough room to run around and play.


Sheree P.
About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs


Elijah X.
“Eli was awesome with my 7 year old American Bully. Eli, was able to accommodate my bullies needs to make him feel comfortable while I was away on vacation. Eli will continue to be my dog caregiver for all my future getaways.”
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
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 Silver Spring.
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.
