Dog Walking Holler Park

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Holler Park, 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: Berenice B.
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Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 293 reviews
121 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice has been great stopping in and taking my dog on walks a few times a week. He still pulls on walks and is just overly excited to meet anyone but Berenice has handled it in stride!”

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John G.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Our dog can be nervous with new people so it was amazing to see him warm up to Elba so quickly! Elba is very professional and responsive and she will provide peace of mind when you have to leave your pet. Thank you again Elba!”

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Scheile P.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
7 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm comfortable with dogs from all walks of life. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 141 reviews
40 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

“Angela took such good care of our boys! She was on time, a great communicator and sent awesome photos! Would highly recommend her for your pet’s care needs!”

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Lindsey M.
Sitter Profile Image: Neida S.
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Neida S.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday afternoons. My cats live the best life in my home. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: tanya h.
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tanya h.
from
$25
per walk
5.0 out of 5 stars
• 25 reviews
13 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Tanya was so great to Callie! She had excellent communication and was very reliable. I trust her with the pup and being in my apartment. Will for sure use her dog walking services again in the future.”

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Ashley K.
Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

“Lilyia is great! She was always punctual and responsive for all of my bookings.”

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Kaitlyn T.
Sitter Profile Image: Alexis G.
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Alexis G.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
9 repeat clients
6 years of experience
Greenfield, WI, 53221

“Alexis was very accommodating right from the beginning! Not only was she able to fit me in the same week while meeting my dog prior, but she made sure to let me know when she was arriving to my apartment along with sending a picture at the end. I would definitely recommend and plan to use her again!”

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Joan B.
Sitter Profile Image: Christa K.
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Christa K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

“Christa, Is wonderful with my dog. She was on time & let me know how she was doing. Will definitely use her services as she is available..”

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Donna D.
Sitter Profile Image: Diana I.
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Diana I.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Fernwood, Milwaukee, WI, 53207

“Darcy is always so excited to hear Diana’s voice at the bottom of the stairs. She charges down to greet her. They give each other a lot of attention. I highly recommend a walk and visit from Diana. Darcy is waiting for their next walk.”

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Ro G.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!”

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Lauren W.
Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$23
per walk
5.0 out of 5 stars
• 4 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 74 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

“Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️”

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Linnea S.
Sitter Profile Image: Kim S.
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Kim S.
from
$25
per walk
5.0 out of 5 stars
• 52 reviews
18 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Kim was always punctual, polite, and professional on her walks with Wren! She even put in the extra effort to continue with her on-leash training plan with a clicker, after I gave her the instructions. I’d be glad to have her take care of my fur baby again!”

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Maddy K.
Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53215

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Cole M.
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Cole M.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Saint Francis, WI, 53235

“Cole treated my two dogs like family. His care and communication—regarding their daily walks—were absolutely comforting. He's friendly, trustworthy, and dependable. I plan to rebook with him in the future.”

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Michelle C.
Sitter Profile Image: Camille R.
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Camille R.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
3 repeat clients
5 years of experience
Saint Francis, WI, 53235

“I didn’t personally meet Camille but Nala my husky seemed happy after the walks ?”

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Seema P.
Sitter Profile Image: Alexza M.
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Alexza M.
from
$35
per walk
5.0 out of 5 stars
• 7 reviews
15 years of experience
Milwaukee, WI, 53207

About: I have always had a passion for animals since childhood. I began caring for pets in 2007 starting with my first family dog. I trained him and took care of him when he was only 8 weeks old. Now, I have an 10 year old dog I've had since she was 8 weeks and have had rabbits, cats, reptiles, birds, and more. I have been the go-to for friends and family for their pet needs; providing overnight care, dog walking, drop- in visits, and home/pet sitting. I pride myself in being the one to provide loving care to every pet as if they were my own. Animals bring me joy and I aim to provide them with love, happiness, and some fresh air whenever possible. Overall, I can promise we're all going to have a great time together. Fur sure! 😉 I work from home from 8 - 430pm, so this means early mornings and early evenings are dedicated to your pets and their needs! Im also connected with a few other local sitters to help coordinate any mid day drop ins if needed. I also work on socialization and basic commands and leash training whenever possible. I make sure we have vet and emergency information available and at the ready. I like to keep pets in their normal routine whenever possible and keep parents up to date as well.

Sitter Profile Image: Tasha A.
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Tasha A.
from
$30
per walk
4.9 out of 5 stars
• 74 reviews
36 repeat clients
15 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Tasha took our pups on a long walk and they loved it. After just two meetings, our reactive doggy is already comfortable with her and our social doggy was very excited to see her again!”

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Pamela F.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

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The median cost per walk for dog walking in Holler Park is $20

Dog parents share their Rover experiences - Holler Park

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5.0 out of 5 stars

Cole treated my two dogs like family. His care and communication—regarding their daily walks—were absolutely comforting. He's friendly, trustworthy, and dependable. I plan to rebook with him in the future.

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Michelle C.
Dog Walking
5.0 out of 5 stars

Darcy is always so excited to hear Diana’s voice at the bottom of the stairs. She charges down to greet her. They give each other a lot of attention. I highly recommend a walk and visit from Diana. Darcy is waiting for their next walk.

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Ro G.
Dog Walking
5.0 out of 5 stars

Harper was very kind and was great with my dog, Theo! They had a great walk together, and I received pictures and updates. Will definitely be booking again! Thanks Harper!

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April P.
Dog Walking
5.0 out of 5 stars

Devon was great with walking my dog and sent very cute pictures! Communication was great, I’d definitely recommend her!

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Sylvia B.
Dog Walking
5.0 out of 5 stars

Hana was so sweet and walked my dog for me on very short notice. My dog liked her right away and it's very apparent that she is an animal person. I will definitely be booking with her again!

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April P.
Dog Walking
5.0 out of 5 stars

Brianna was great! She totally worked with me and my travel schedule. She sent pictures and alerts every walk and was a big help.

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Chris W.
Dog Walking
5.0 out of 5 stars

Loki loves Taylor!! He is always so tired after their walks and the pictures are amazing to receive. Thank you for the last minute booking that we really needed!

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Sierra W.
Dog Walking
5.0 out of 5 stars

Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!

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Lauren W.
Dog Walking
5.0 out of 5 stars

Heather is so friendly and kind. She is very loving and patient with my dogs and excellent with communication. I highly recommend her!

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Christa K.
Dog Walking
5.0 out of 5 stars

Christa, Is wonderful with my dog. She was on time & let me know how she was doing. Will definitely use her services as she is available..

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Donna D.
Dog Walking
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