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

Jessica is amazing! Our dog Gabby stayed with her during the day and they got to enjoy nice walks, go to the park and get lots of play time. Jessica kept us updated during the day and sent us lots of cute pictures. Gabby is excited to see her again!

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Chadwick and Mayara M.
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 was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

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

Ivy is a rock star walker!

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Natalie F.
Sitter Profile Image: Haani Shay M.
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Haani Shay M.
from
$17
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Golden Valley, Milwaukee, WI, 53222

We have been working with Haani for a month so far. She's so great with Gus! Since she started working with Gus, he's gotten better at understanding and listening to commands and not pulling when he's on his leash. He's always so happy to see her! Haani communicates well and is really reliable. We're excited to keep working with her.

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Amy L.
Sitter Profile Image: Destiny T.
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Destiny T.
from
$15
per walk
4 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, birds, and more. I currently work as an enrichment specialist/dog handler at a dog daycare, where I supervise and care for dogs of all sizes with all kinds of personalities, energy levels, and needs. Before working professionally with dogs, I also spent years walking and caring for pets for friends, neighbors, and family. I’m comfortable with shy dogs, high-energy dogs, puppies, and senior pets, and I always focus on making animals feel safe, comfortable, and cared for. I’m very attentive to behavior, routines, and body language, and I genuinely enjoy spending quality time with animals instead of just rushing through visits or walks. Your pet’s comfort, safety, and happiness are my priority. I’m currently working part-time so I have lots of free time and space for your pup(s)! I am free every Sunday, Monday, Wednesday, and Friday with all day availability and flexibility! Your pet’s safety and comfort always come first. I have professional dog handling experience, pay close attention to behavior and routines, and have a fenced yard for safe playtime. Something I’d also prioritize are play breaks! Play breaks/rest for dogs are just as important as exercise, which is something most people miss!

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: Angela M.
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Angela M.
from
$18
per walk
5.0 out of 5 stars
3 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: Acacia L.
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Acacia L.
from
$16
per walk
5.0 out of 5 stars
4 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: 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: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
349 reviews
108 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis is amazing with our two dogs! We feel lucky to have found him. He welcomes and follows our detailed dog care instructions. The dogs always seem happy and tired after spending time with him.

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Brent W.
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: Nevaeh Z.
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Nevaeh Z.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 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 3 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: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
186 reviews
46 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: Alexandra I.
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Alexandra I.
from
$20
per walk
5.0 out of 5 stars
19 reviews
2 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: Krystal D.
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Krystal D.
from
$20
per walk
5.0 out of 5 stars
44 reviews
13 repeat clients
26 years of experience
Milwaukee, WI, 53210

Krystal continues to do an excellent job walking our dog, Taters. Taters is always excited to see Krystal coming, and Krystal has been flexible and accommodating when our schedules changed and we needed to reschedule walks. She’s easy to work with and is clearly great with dogs!

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Liz R.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

Sitter Profile Image: Curtis K.
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Curtis K.
from
$16
per walk
10 years of experience
Wauwatosa, WI, 53213

About: Dogs are my kind of people, loyal, silly, soulful, and always ready for a good walk or cuddle. I bring genuine enthusiasm to every visit, whether it’s tossing a tennis ball for the fifth time or patiently encouraging a shy pup to come out of their shell. Because I truly love dogs, I pay close attention to their routines, moods, and energy levels. Whether it’s a rambunctious retriever or a slow-strolling senior, I adapt my care to what makes them happiest and healthiest. Your dog isn’t just a client they become part of my daily joy. Pet care blends seamlessly into my daily rhythm, acting as gentle checkpoints that anchor my routine. Feeding, cleaning, and playtime create consistency, while weekly tasks like grooming or toy rotation keep things fresh. These moments build a quiet connection between me and my pet and often serve as welcome pauses in a busy day. For happy, healthy pets at home, stick to consistent routines, clean litter boxes and feeding schedules for cats, daily walks and playtime for dogs. Offer cozy spaces, rotate toys, and check their health regularly. A bit of structure and love goes a long way for any furry friend.

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: Lucia M.
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Lucia M.
from
$16
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

Wonderful job!! Thank you so much! 🐶🦮🐕‍🦺

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Sarah S.
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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

1 / 1
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

Erica was a huge help in a last minute situation. Super accommodating and easy to communicate with. Will definitely use her again!

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Ellen C.
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
repeat dog walking clients

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