Dog Walking in Graceland, Milwaukee, WI

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Graceland dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$15
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$16
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Romy S.
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Romy S.
from
$16
per walk
8 years of experience
Glendale, WI, 53209

About: Ive had dogs all my life, my family always had a couple dogs no matter what happens. I come from a big family who loves a lot of house and companionship. And dogs make the best companions. I will take extra good care of you loved one and I will make sure you are in great hands when I take care of them! I have school Monday through thursday but I have time in between classes to run home and walk them if need be. I work the weekends 3pm to 11pm Friday and satruday, then Sunday 7am to 3pm I will take great care to make sure they are comfy and have everything they need. I will play with them as much as they want and I will ensure that they're safe

Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
97 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

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.

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Mary L.
Sitter Profile Image: Jes B.
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Jes B.
from
$25
per walk
5.0 out of 5 stars
93 reviews
47 repeat clients
15 years of experience
Bradley Estates, Milwaukee, WI, 53223

About: NEWLY RELOCATED: Welcome to The Hardy-Berndt Ranch! Our family adopted our first dog together back in 2010. Since then, we have adopted many more, fostered almost forty dogs together, and love having extra heartbeats in our home. We appreciate dogs of all sizes, shapes, breeds, and ages with a soft spot for shy dogs, big dogs, and seniors. Our resident dog, Bosley, is a friendly sort and enjoys a romp with well-matched playmates. Dogs who enjoy the company of others will be welcome to visit in our home and be with our resident dog with supervision. We also have two dog-loving kids who enjoy helping out with our "visitor dogs" by playing, reading to them, and all the cuddling they could want. Having fostered several dogs with challenging behaviors and understanding how important it is for them to be safe and comfortable, we welcome dogs who may need a little time time to “warm up” or prefer plenty of space. We would discuss this with any clients to ensure the most comfortable option for your pet(s). For dogs working on social skills or with specific training needs, our family will gladly discuss with you and do our best to reinforce the training you are working on at home. Our household is committed to helping visitors feel comfortable and receive the best possible care while you travel. We look forward to meeting you and your beloved pets! Our home life centers around our children and pets so we are home more often than not. Visiting dogs are a welcome part of our home life and the kids love meeting new canine friends (and seeing their favorites come back again!). We primarily offer care for dogs in our home. This allows us to integrate them into our routine when it works for them and their families.

Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

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

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Matthew H.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
from
$25
per walk
5.0 out of 5 stars
27 reviews
5 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

About: Hi! We’re Maddie & Joseph — a pet-loving couple with a lifestyle built around dogs. We offer a calm, loving, and active environment where your dog is part of the family. I (Maddie) have grown up with dogs and cats my entire life and have always been hands-on with training. My grandpa has been breeding huskies since before I was born so dogs have always been a large part of my life. . I’m confident working with high-energy and large breeds, and I’m especially passionate about giving puppies the structure, love, and attention they need. I previously worked at a doggy daycare which has given me plenty of knowledge on caretaking and maintaining a happy and healthy home with multiple dogs. I (Joseph) have always had a deep love for animals—I raised a kitten growing up and worked at a reptile store where I cared for reptiles, fish, and insects before traveling for a year. Together, we’re all about giving pets thoughtful, experienced, personalized care every step of the way. 🐾 We are both currently working from home so normally one of us is always home. If we do leave your pup will never be left alone for more than an hour. Our space includes a fully fenced backyard, a dedicated doggy room with a queen-sized mattress, cozy dog beds, and an XL crate if needed. Ring cameras and security system so we know our house is always watched. Maddie has trained her super well-mannered and playful 6-year-old Siberian Husky since birth who loves making new friends. We only take in 2-3 dogs at a time which is plenty of space for our house. Our neighborhood is quiet and safe with a playground, large field and lots of kids around. We follow your dog’s routine closely and send regular updates so you always feel connected—your pup will be treated like part of the family. 🐾

Sitter Profile Image: Lenys H.
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Lenys H.
from
$22
per walk
4.9 out of 5 stars
22 reviews
11 repeat clients
12 years of experience
Bayside, WI, 53217

Lenys was very responsive and a good walker!

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Lindsey V.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
267 reviews
123 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

I’m so glad I found Jan on Rover! She is a great dog walker. When she came and met our puppy prior to her first walk I could tell she is a big dog lover. Her job is flexible so she is able to be flexible with coming over as well. Great at communicating about the walk/playtime. Our puppy had a stomach bug and she kindly cleaned up his accidents when she came over. I also overbooked her and unfortunately had to cancel a few walks. She was very nice about it. I will definitely be using her again! I can’t recommend her enough.

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Ruth S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
176 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

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.

Sitter Profile Image: Charlotte M.
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Charlotte M.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
97 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Thanks for taking great care of Louie, Charlotte!

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Megan H.
Sitter Profile Image: Ryan T.
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Ryan T.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
136 reviews
24 repeat clients
15 years of experience
Milwaukee, WI, 53217

We love Ryan and Delilah! We have been so lucky to have them as dog walkers and house sitters. Ryan sends us the best videos and he is one of the only dog walkers we have had that likes to play with our pup. They always leave our house spotless and we trust them 100%! Wonderful people, highly highly recommended!!

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Margaret M.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$16
per walk
2 years of experience
Arlington Gardens, Milwaukee, WI, 53222

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 2 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$15
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Glendale, WI, 53217

About: I recently adopted my own dog as a puppy during the pandemic and have been a proud dog mom ever since! Besides my own dog I have experience with walking extended families dogs and caring for my friends dog while they were out of town. I'm looking to use the skills and experience I have gained to care for other pets in my neighborhood! I'm currently a new grad school student at UWM (go panthers) so my schedule has a bit of flexibility to it. I have classes in the evenings at the moment and would prefer to do morning walks during the week or anytime during the weekend! While at a clients home I am very attentive to their pet and its needs and make sure to give it the same love and care as I would my own!

Sitter Profile Image: Mia S.
Verified Background Check
Mia S.
from
$15
per walk
4.8 out of 5 stars
54 reviews
14 repeat clients
11 years of experience
Fox Point, WI, 53217

I recently booked Mia on a very short notice — less than a day before leaving town for a last minute work related trip. She was incredibly accommodating. Throughout the time she walked my dog, she sent regular updates and photos, which really put my mind at ease while I was away. She genuinely cared about my dog’s well-being, and I highly recommend her services to anyone needing a reliable and attentive dog walker/sitter.

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Ranjan B.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
50 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

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 ?

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Amy G.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$16
per walk
3 years of experience
Brown Deer, WI, 53223

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

Sitter Profile Image: Olivia W.
Verified Enhanced Background Check
Olivia W.
from
$10
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Heritage Heights, Milwaukee, WI, 53224

About: Having been surrounded by dogs and cats throughout my life, I've cultivated a profound passion for working with these wonderful companions. While growing up, my mother and I had a cat, but most of my interactions with pets occurred through my grandparents. My grandparents have always had dogs and allowed me to be actively involved in their care, including feeding and walking. This experience nurtured a deep passion and profound appreciation for animals, as they are not just our pets but integral members of our family. I embarked on my first job at McDonald's, where I gained valuable experience in providing excellent customer service. In September of my first college year, I began working at the UW Veterinary Hospital as a kennel worker. This role primarily involved cleaning and providing vet students, vet techs, and doctors with the necessary equipment for treating animals. In the following spring semester, I left the hospital and secured a position as a dog caregiver at Dog Haus University in Madison. I was already familiar with dog behavior, but this job allowed me to gain confidence in recognizing a dog's emotions through their body language. Additionally, I currently work at a doggy daycare in Milwaukee called Unifursity in the same capacity, but with the added responsibility of pottying and feeding dogs since this establishment also offers boarding services. I have experience in petsitting my grandparents' dogs in their home while they were out of town and have demonstrated my ability to maintain their routine. Being at the doggy daycare has allowed me to gain new skills such as properly administering the Bordetella and Distemper vaccination, along with solidifying my skill in maintaining a dogs daily schedule when it comes to feeding, pottying and excerise. Regarding my experience in Madison, opportunities that arose did not align with my housing situation since I did reside in the campus dorms. Patience is a quality I've developed over the years, partly due to having younger siblings who can be quite challenging. My grandma's dog, a large German Shepherd with severe separation anxiety, has given me experience in dealing with dogs who are considered "difficult." Working at the daycare, patience is crucial, as some dogs struggle to follow instructions and require consistent redirection. There have been instances of nervous dogs who were initially wary of strangers, but through careful handling, consistent communication, and positive interactions, I gained their trust while maintaining authority when necessary. I am a full-time student, but I have flexibility on times as my schedule isn’t super demanding. I do work Thursdays, Fridays & Sundays, and I’m able to be accommodating around times if needed. While I do have a full house that could be overwhelming to some pets, as a pet sitter in a client's home, I will follow their guidelines closely which may involve feeding pets according to their usual routine, administering medication if necessary, and engaging in play or exercise activities. I aim to maintain a clean and organized space, respecting the home and the pet owner's preferences. The specific services I offer may vary, so I'm adaptable to the needs of both the pet and the owner. Clear communication and a genuine love for animals guide my approach to pet care, ensuring the well-being and happiness of the pets entrusted to my care.

Sitter Profile Image: Julia Z.
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Julia Z.
from
$15
per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Fox Point, WI, 53217

Julia was amazing and incredibly attentive with my dog! Chuchi took to Julia immediately even though she is normally shy around new people. Julia was so sweet with her and is clearly a natural with animals. She made sure to keep me updated on the walk which was very reassuring. I will definitely be rebooking with Julia and highly recommend her!!

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Alex P.
Sitter Profile Image: Perseus M.
Verified Enhanced Background Check
Perseus M.
Star Sitter
from
$55
per walk
5.0 out of 5 stars
69 reviews
20 repeat clients
10 years of experience
Milwaukee, WI, 53223

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. I’m a professional dog handler with experience working with hundreds of dogs of all breeds and temperaments, and Darik works from home full time. Between the two of us, pups are rarely ever alone and always cared for with confidence, attention, and a whole lot of love. 🐶 Why pet parents love Buddy’s Boarding: • Spacious fenced in yard 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 ✨ 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. 🟢 Drop Off & Pick Up Windows 🟢 Monday through Friday 8am to 8pm Weekends 9am to 7pm Pick ups or drop offs outside of the window can be accommodated for an additional fee. 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! Schedule Caring for dogs is our full time focus. Darik provides Rover pet care full time, and I am home the majority of the time, aside from a short shift on Thursday mornings from 6am to noon. This allows us to maintain a calm, attentive environment where dogs are rarely alone and always have someone nearby to meet their needs. 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.

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Graceland dog parents share their Rover experiences

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5.0 out of 5 stars

Anya is awesome! She is a great communicator and friendly. I did not worry about my dog being in her hands.

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Molly G.
Dog Walking
5.0 out of 5 stars

Becky is the best! Our dog loves her! She is a reliable, punctual, professional, and caring! Will use her for our dog walking needs whenever she is available!

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Jed C.
Dog Walking
5.0 out of 5 stars

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! :)

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Paige T.
Dog Walking
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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 Graceland.

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:

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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.

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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.