Dog Walking Roosevelt Grove

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Roosevelt Grove, Find top rated dog walking

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: Rebecca M.
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Rebecca M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

On time all the time! Very kind and professional!

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Rishi S.
Sitter Profile Image: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

Evita was great! Handled my dog like a pro and was super nice. Thank you!!

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Sam D.
Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
249 reviews
62 repeat clients
40 years of experience
Wauwatosa, WI, 53213

My little Mario 🐾 gets excited when I tell him Kathy is coming to walk him. She took him for a car ride and to the park for an extra fun time. I got a full report on how my little guy is doing and I’m so happy Kathy takes such good care while I’m away.

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Paula L.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
12 repeat clients
17 years of experience
Milwaukee, WI, 53206

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
23 reviews
4 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is an excellent dog walker/caretaker. My dogs love her and she is 100% reliable. She goes out of her way to help her clients. Her communication is excellent and timely. Highly recommend.

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Amy N.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
358 reviews
112 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis is phenomenal! Very respectful of my home and pets needs! Communicated quickly and was flexible to my pets needs and any changes that came up, especially with our puppy. He takes amazing photos too, I loved every single one he sent as an update! Super trustworthy!

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Karen R.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$16
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

Jennifer was great with my anxious dog. Very kind and understanding! I appreciated her willingness to do a meet and greet before the first walk!

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Melissa D.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
190 reviews
48 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was able to help us with a last minute walk for our dog. She took the time to stop by the day before to meet him. We appreciated the help and would book her again if the chance comes up!

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Elizabeth S.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

Genesis is everything you’d want in someone taking care of your pet! She was amazing with my senior dog and was a fantastic communicator too! I would highly recommend her services to anyone and will definitely be seeing her again soon! Thanks Genesis :)

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Salwa B.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per walk
5.0 out of 5 stars
44 reviews
15 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy is so great! Kobe is a happy pup when she’s take him for a walk!

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Natalie F.
Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte has been wonderful with our dog Douglas. Highly recommend to anyone needing a reliable dog-walker!

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Marisa T.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$16
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Angela M.
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Angela M.
from
$18
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

About: As someone who grew up on a small farm, I have been around a variety of animals since birth. I have experience caring for a variety of species and am comfortable handling any animal. I have volunteered with local animal shelters for over a decade, so I also have extensive experience caring for pets with behavioral issues and medical needs. I am a part-time sitter who is providing pet care services in addition to my full-time work. However, as a professor at a local university, I have a very flexible daily schedule and can easily provide pet care during typical business hours. Additionally, I do not work in the summer, which increases my availability from mid-May to September. I am very intentional about the number of clients I take at a time to ensure that I can provide comprehensive care to booked clients. I believe open communication is most important to be able to provide safe and reliable care for your pets. During our meet and greet, I will ask many questions to ensure that I have a full picture of what caring for your pet requires and how to meet your expectations. As someone who uses a Rover sitter to care for my pets when I am away, I personally understand the trust that is needed to leave your pets in someone else's care. I strive to build trust with clients by showing up when I say I do and following all instructions provided to me. And, it is not just about building trust with you but also your pet! If your pet has any behavioral issues or quirks, it's important for me to know this so that I can ensure safety for your pet and myself. This will help me adjust my interactions with them so I can build trust with your pet and respect their boundaries. The more information I have, the better!

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
51 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: Tishara M.
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Tishara M.
from
$28
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

Sitter Profile Image: Sierrah C.
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Sierrah C.
from
$14
per walk
7 years of experience
Wauwatosa, WI, 53213

About: Ive taken care of dogs since I was little. From puppies to seniors, I’m experienced in all stages of life. Seeing dogs happy brings me so much joy. I love being playful with pups but also gentle and caring. I am studying my work but I do have plenty of free time to take care of animals. My schedule is fairly flexible whether it’s early mornings, mid day or evenings. Pups need playtime! I’m always willing to play- having their favorite toy, a fenced backyard or a leash is all I need. I love giving dogs scratches and belly rubs. If needed, I could crate them up/put is designated area.

Sitter Profile Image: Makenzie B.
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Makenzie B.
from
$15
per walk
10 years of experience
Milwaukee, WI, 53208

About: I’ve worked as a dog groomer and at a dog kennel and I’ve also had lots of personal pets of my own from Puppies, Kittens, elder dogs with medications. So I can give your pets medications along with grooming and taking care of them in the aspect of making sure they’re healthy from working in a veterinary clinic in the grooming department. I am completely open, I have a pet cat that lives with my grandma so she’s taken care of fully so I can take care of your pets as needed as much as possible! I can take care of what you need in every aspect, whether you need your dog washed, nails trimmed, brush teeth, cat nail clipping, anything you ask I can bring and do for you for extra if needed! I also have a traveling pet bath with waterless shampoo and brush set for a good grooming if your pet needs it!

Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$15
per walk
4.9 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53209

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

Sitter Profile Image: Jay D.
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Jay D.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Animals have always been a part of my life, I adore them and I'm always excited when I have the opportunity to meet and care for a new fury friend. I have 1 amazing, clean and well-behaved dog-baby. She’s sweet and high energy but doesn’t have playmates so this platform allows me to help out other doggy-parents and gives my dog an opportunity to meet new furry-friends. When your pup is in my care you can trust that they'll be treated with the utmost love, care and respect. My home is always clean and there is a dog park nearby. I respond quickly to requests and provide you with as many or little updates as you'd like while your dog is in my care. If there is a particular schedule/regimen your dog follows, please let me know and I'm happy to accommodate that. I welcome last minute requests and will do my best to help if I can. I work full-time from the comfort of my home so I have the flexibility to keep watch over your dog and tend to their needs. My home is always clean and sanitized. I have a dog who has updated shots and in excellent health. When your dog is with me, I take extra care to make sure they are safe. I follow all instructions given by you regarding food, walks etc. and if checking into your home, your privacy will be respected and your home will be secured when entering and exiting the property. I work from home, which allows me the flexibility to provide attentive care for your pup, including walks, playtime, and meeting any special needs they may have. Your pet’s comfort and happiness will always be my priority. In my home, I provide a clean, safe, and comfortable environment with plenty of supervision, playtime, and love. In your home, I ensure pets feel at ease, follow their routine, and maintain a secure and nurturing atmosphere.

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The median cost per walk for dog walking in Roosevelt Grove is $20

Dog parents share their Rover experiences - Roosevelt Grove

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5.0 out of 5 stars

We appreciate Erica's communication and are very happy with her services. We hope to book again soon!

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Donald B.
Dog Walking
5.0 out of 5 stars

Ivy was great with my anxious dog! Very understanding and patient. I appreciate her willingness to do a meet and greet before the 1st walk.

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Melissa D.
Dog Walking
5.0 out of 5 stars

Charlotte was on time and paid attention to my dog and let me any details that she noticed. Very kind.

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Justin K.
Dog Walking
5.0 out of 5 stars

Great things to say about Riley! Will definitely use her again. Very professional and timely and was great with my dog!

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Alayna H.
Dog Walking
5.0 out of 5 stars

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Dog Walking
5.0 out of 5 stars

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Dog Walking
5.0 out of 5 stars

Mary is so great with my puppy and will even work on training while they are walking. We are so lucky to have Mary’s care and expertise!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Emma was Great! Super prompt with responses, meet and greet was great walk through. On time, great walk for our dog, and great communication, will definitely use Emma again!

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Jennifer B.
Dog Walking
5.0 out of 5 stars

Monsserath stopped in at lunch and walked my puppy. She was great and communicated well! I’d recommend her.

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Becca S.
Dog Walking
5.0 out of 5 stars

Caitlin was amazing! She took great care of my dog Coffee and also got some very cute pics of him. Highly recommend as a dog walker!

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Blessing O.
Dog Walking
5.0 out of 5 stars

Sarah did a great job with my dog. She was available last minute as well which helped me out significantly. Unfortunately we are moving away but I know she will be missed!

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Areej S.
Dog Walking
5.0 out of 5 stars

Samantha was great with our dog, Frankenstein! She was timely for our scheduled walks and left Frank a happy boy. Great pictures too!

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Jeff M.
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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Sitters in Roosevelt Grove average 4
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