Dog Walking in Whispering Hills, Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Whispering Hills dog walkers

“Debbi has been a pleasure to work with- she’s friendly, communicative, and has great ideas to keep my dog Dottie engaged while I’m away. Debbi walks Dottie multiple times per week and always provides a picture and details of the walk and interaction. She makes Dottie a treat towel and puts on DogTV on YouTube to keep her occupied until I return. It has been a huge relief to know Dottie is in good hands when I can’t be with her. Working with Debbi has been a very enjoyable experience for both Dottie and me- highly recommend.”


“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.”



About: I absolutely love dogs and all animals! I’ve grown up with dogs my entire life and have cared for everything from puppies to seniors, both big and small. I am available for dog walks a couple times throughout the week days or weekends. I work from home and have a fairly flexible schedule, so I can adjust to accommodate your pup’s needs. We can work together on a schedule to make sure your pup gets out for potty breaks and walks. At home, I have a 7-year old English Bulldog who gets along with all dogs (she is quite a character) and I have a 6-year old Great Pyrenees who adores meeting other furry friends (except non-neutered males). We have a large backyard and live on a lake, so the dogs love to play in the yard (but we do not have a fence so I do walk my Great Pyrenees on a leash when he goes outside since he’s a wanderer). We do offer doggy day care on occasion as well. If your dog prefers a leash then I can certainly walk him/her on a leash for play time as well. :) The dogs really enjoy the view from the floor-to-ceiling windows looking outside while laying on their cozy beds indoors as well… they are our neighborhood watch crew :) . I can’t wait to meet you and your pup! I invite you and your pup to come by for a meet and greet any day of the week if being considered for doggie day care. I’m also more than happy to provide references as well. I work from home and my schedule is flexible, so I can work around your pet’s needs. I’m happy to accommodate meet and greets after work hours and on weekends as well. I can typically offer up to two dog walks per day (possibly 3) if I’m coming to your home to dog walk. The main floor of my house is all hard wood floors in the kitchen, living room, foyer, and dining room… so the dogs have free range access all day and they have floor to ceiling windows to see out the backyard to watch out over the lake which they seem to enjoy (lots of birds, fish, and squirrels to watch all day). I am also happy to take your dog on walks if you’d like (my Great Pyrenees goes on at least 2-3 walks per day, but our bulldog is a bit more lazy so she doesn’t always feel like walking if it’s too hot outside). We also have a large yard for play time. :) If I’m walking your dog at your home, please provide your preferred instructions and I’m happy to accommodate. I also love to provide updates with photos so you can rest assured that your pup is well cared for when you’re away.

About: Growing up my family has often had dogs and a couple of cats. So I learned early how to care for them. I have pet sit for neighbors and friends before, typically either by boarding their pup or house sitting for them. My family currently has one dog but we've also cared for cats and rabbits in the past. I'm working minimal hours this summer so I'll be home most of the time and available to care for your pet. Someone will always be home with the pups to look after them. If I am out of the house at work, my husband is available to take care of your pet during that time. I am available for weekend boarding check-in anytime as well as boarding on the weekdays preferred drop off after 12pm. I have a friendly dog to keep your dog company while you are away. I have a unfenced yard but a tie out is present for short bathroom breaks. My house is on a quiet dead-end street, so walks do happen at least once a day. My family frequently takes our pup out to Menomonee Park for nice long nature walks and I'd be happy to take your pup along.

“Becky has been great with our 70 lb HYPER lab. He loves his walks with her and it’s so comforting to have someone trustworthy who is able to dedicate 30 mins of their time to him when my husband and I both work full time and can’t always make it home during the day. I would obviously recommend her to anyone looking for a reliable dog 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. :)”


“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!!”


“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.”

About: I am a nearby teacher just looking to help you out with your dog/s! I know how stressful it can be to leave your dog with someone else and I want it to be stress-free for you. I have a dog of my own, and I grew up with dogs all my life and love to be around them! I can socialize your pup with mine or keep them separate. I am free most weekends and holidays. I can go on a run and/or walk with your dog or just give them a little extra love and attention. I am a big fan of all dogs whether they are big or small. I also know some about cats if you need help with them as well. I am available on weekends and if needed can work in a Friday too. This allows me to put all my attention on your pets. I have one fur baby of my own that can easily be separated from your pup if needed. I also have easily access to a crate and a neighborhood dog park.

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.

About: I have been in pet care for 4 years including pet sitting, overnight care, and dog walking. I am dog CPR certified and have had dogs my whole life. I work from home with a very flexible job and am available for pets 7 days a week, 24 hours a day for your pet. I am also super flexible just let me know what works best for you and your pet! I have one female lab who is 3 years old and we love spending time outside playing and checking things out. I can accommodate single pet exercise or just staying inside and hanging out. Whatever makes your dog feel comfortable and meets their needs, I am ready for it.

About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

“Kristina communicated very well and was very patient when dealing with some technical difficulties relating to my apartment building access. My neighbors said she was pleasant and Korbin enjoyed his walks with her!”


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.

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.


About: I’ve had dogs my entire life growing up , They’ve always been part of the family! In my early 20’s I worked for a company walking dogs a s I currently take a dog to daycare / walk 3 times a week ! I love all animals ! I stay at home daily and occasionally do some part time work that is flexible . I’m pretty open and able to work around your schedule ! I have a fenced in yard that accommodates smaller dogs or dogs who will not jump . I have a 13lb Pom who is my little baby And seems to get song very well with other dogs.
Loving dog walkers in your neighborhood
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Debbi O.
Star Sitter


“Debbi has been a pleasure to work with- she’s friendly, communicative, and has great ideas to keep my dog Dottie engaged while I’m away. Debbi walks Dottie multiple times per week and always provides a picture and details of the walk and interaction. She makes Dottie a treat towel and puts on DogTV on YouTube to keep her occupied until I return. It has been a huge relief to know Dottie is in good hands when I can’t be with her. Working with Debbi has been a very enjoyable experience for both Dottie and me- highly recommend.”


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.”




Brooke M.
About: I absolutely love dogs and all animals! I’ve grown up with dogs my entire life and have cared for everything from puppies to seniors, both big and small. I am available for dog walks a couple times throughout the week days or weekends. I work from home and have a fairly flexible schedule, so I can adjust to accommodate your pup’s needs. We can work together on a schedule to make sure your pup gets out for potty breaks and walks. At home, I have a 7-year old English Bulldog who gets along with all dogs (she is quite a character) and I have a 6-year old Great Pyrenees who adores meeting other furry friends (except non-neutered males). We have a large backyard and live on a lake, so the dogs love to play in the yard (but we do not have a fence so I do walk my Great Pyrenees on a leash when he goes outside since he’s a wanderer). We do offer doggy day care on occasion as well. If your dog prefers a leash then I can certainly walk him/her on a leash for play time as well. :) The dogs really enjoy the view from the floor-to-ceiling windows looking outside while laying on their cozy beds indoors as well… they are our neighborhood watch crew :) . I can’t wait to meet you and your pup! I invite you and your pup to come by for a meet and greet any day of the week if being considered for doggie day care. I’m also more than happy to provide references as well. I work from home and my schedule is flexible, so I can work around your pet’s needs. I’m happy to accommodate meet and greets after work hours and on weekends as well. I can typically offer up to two dog walks per day (possibly 3) if I’m coming to your home to dog walk. The main floor of my house is all hard wood floors in the kitchen, living room, foyer, and dining room… so the dogs have free range access all day and they have floor to ceiling windows to see out the backyard to watch out over the lake which they seem to enjoy (lots of birds, fish, and squirrels to watch all day). I am also happy to take your dog on walks if you’d like (my Great Pyrenees goes on at least 2-3 walks per day, but our bulldog is a bit more lazy so she doesn’t always feel like walking if it’s too hot outside). We also have a large yard for play time. :) If I’m walking your dog at your home, please provide your preferred instructions and I’m happy to accommodate. I also love to provide updates with photos so you can rest assured that your pup is well cared for when you’re away.


Nikki K.
Star Sitter


“Nikki was very friendly and patient while Marley got to know her. She brought him cookies that she made and he loved them. Marley wants to have her again as his walker”


Susan H.

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


Heather E.Star Sitter
“Heather has watched my two dogs both in her home and in mine. She has also come to my home to feed & check my two cats. She is dependable and conscientious, and it is evident that she truly loves animals. Her family’s dog, Rosa, is also very friendly and gentle – my dogs love to play with her when they get together!”


Becky R.
Star Sitter


“Becky has been great with our 70 lb HYPER lab. He loves his walks with her and it’s so comforting to have someone trustworthy who is able to dedicate 30 mins of their time to him when my husband and I both work full time and can’t always make it home during the day. I would obviously recommend her to anyone looking for a reliable dog walker.”


Nick O.


“Excellent dog walker! We were away during the recent heat wave and Nick adjusted his schedule to walk our dog in the cooler evening hours. Thanks Much!”


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. :)”


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!!”


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.”


Kayla W.
About: I am a nearby teacher just looking to help you out with your dog/s! I know how stressful it can be to leave your dog with someone else and I want it to be stress-free for you. I have a dog of my own, and I grew up with dogs all my life and love to be around them! I can socialize your pup with mine or keep them separate. I am free most weekends and holidays. I can go on a run and/or walk with your dog or just give them a little extra love and attention. I am a big fan of all dogs whether they are big or small. I also know some about cats if you need help with them as well. I am available on weekends and if needed can work in a Friday too. This allows me to put all my attention on your pets. I have one fur baby of my own that can easily be separated from your pup if needed. I also have easily access to a crate and a neighborhood dog park.


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
“Yolanda has been phenomenal. She has made herself available to help accommodate our travel plans…which took all of the stress and worry about finding a caregiver away. Most importantly, she took excellent care of our Kobi! She sent us pictures throughout his stay and communicated frequently about how he was doing. We are very grateful to have Yolanda care for our dog! We already have her booked for future vacations!”


Mathea R.
“Mathea takes care of our dog, yellow lab, a couple times a year. She is friendly and very good with Oakley. You can tell she loves dogs. I am never worried about Oakley when she is in Mathea's care. She communicates with us in a timely manner. Highly recommend Mathea.”


Cynthia E.

“Cyndi has taken care of my 3 Cats Liza,Halston,and Thor numerous times. Cyndi takes care of their daily needs but, keeps them entertained. They ❤️ her.”


Kristina K.

“Kristina communicated very well and was very patient when dealing with some technical difficulties relating to my apartment building access. My neighbors said she was pleasant and Korbin enjoyed his walks with her!”


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.”


Perseus M.
Star Sitter

“As someone very nervous about leaving my cats while on vacation, I knew I needed to find someone I could trust. Perseus watched my three cats on short notice and took the time to understand their individual needs and very specific feeding schedules. One of my cats only eats one type of food and changes her mind every other day, another needs to eat behind a closed door so the others won't eat their food, and one of them is very shy around strangers and I was worried he wouldn't eat while I was gone, but Perseus was patient and made my scaredy-cat feel right at home. Upon my request, he agreed to send daily updates on the cats so I could be assured they were being well-cared for, and he was happy to confirm all the tedious things I asked for to make my cats as comfortable as possible in someone else's home. He was personable, kind, and patient with both me and my cats, and made me feel more comfortable with leaving my babies with a stranger! At the end of the week, he didn't feel like a stranger anymore but someone I could genuinely trust.”




Heather P.
About: I’ve had dogs my entire life growing up , They’ve always been part of the family! In my early 20’s I worked for a company walking dogs a s I currently take a dog to daycare / walk 3 times a week ! I love all animals ! I stay at home daily and occasionally do some part time work that is flexible . I’m pretty open and able to work around your schedule ! I have a fenced in yard that accommodates smaller dogs or dogs who will not jump . I have a 13lb Pom who is my little baby And seems to get song very well with other dogs.
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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 Whispering 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.
