Dog Walking Rolling Green

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Rolling Green, 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: Tonya B.
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Tonya B.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Morgan Heights, Milwaukee, WI, 53228

“Awesome job and even sent pictures and checked in when she left!”

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Joellen B.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$17
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Greenfield, WI, 53228

“Stephanie was very responsive and quick to text back when I had a family emergency and needed someone to walk and let my dog out while I was at work and wouldn't be able to come home right after. Great pics of him on a fun walk, thanks!”

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Lucas W.
Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 75 reviews
24 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: Cambrya K.
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Cambrya K.
from
$17
per walk
5 years of experience
Rolling Green, Milwaukee, WI, 53220

About: I’m a caring, reliable, and responsible animal lover who truly enjoys spending time with dogs. I understand that every pet has their own personality, routine, and needs, and I will always make sure they feel safe, comfortable, and loved while in my care. I’m patient and attentive and can provide plenty of playtime, walks, companionship, and affection. I will treat your pet like they’re my own and make sure you feel comfortable knowing they’re in good hands. I have a flexible schedule and can make time in my day to give your pets the attention and care they deserve. I’m available for regular visits, walks, and check-ins, and I’m happy to work with your pet’s routine and schedule. I’ll make sure each visit is focused on giving your pet plenty of care, attention, and companionship while you’re away. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and safe environment and always follow the instructions and routines you provide. In your home, I’ll respect your space and make sure doors, gates, and other areas are secure. I’m attentive to your pet’s behavior and needs and will always make sure they have fresh food and water, a clean space, and plenty of love and attention. I want you to feel confident knowing your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Ashling I.
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Ashling I.
from
$22
per walk
1 repeat client
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

Sitter Profile Image: Brianna J.
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Brianna J.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
5 years of experience
Yankee Hill, West Allis, WI, 53227

About: I've lived and taken care of different types of animals like dogs, cats, and small animals all different sizes as well. I've also taken care of puppies and kittens too and have experience with bottle feeding and giving medicine if needed. Im currently working full time during the week at home, and I could definitely hang out with your cats or dogs when u need me too. Its me and my boyfriend at the apartment so there will always be someone home to take care of the pets. We got 3 of our own adult cats. I have 2 cats and I live in a pet friendly apartment I also have lots of parks and trails to take your pet too.

Sitter Profile Image: Caitlin W.
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Caitlin W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53228

About: I grew up in a home with various furry friends, and as a teenager got my first job working with animals at a pet store. I worked there for several years eventually managing the store and being responsible for the caring of many different types of pets. This included small animals, birds, and reptiles as well! I currently have a well trained and friendly 5 year old yellow lab and assist friends and family with their pet sitting needs. I work full-time on weekdays but have a hybrid job with the ability to work from home as needed, as long as a private internet connection is available. I’m incredibly flexible and do not have any obligations outside of that aside from my dog, who has alternative caregivers if I’m not at home. Any instructions given will be followed exactly, written instructions are preferred so I can ensure I’m maintaining the best level of care. I am okay with being active or relaxed, whatever your pet needs!

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. I am a teacher so my schedule during the weekdays are from 8am-4pm. On the weekends I’m available all day. Feel welcome to send me a message! I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: ash s.
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ash s.
from
$12
per walk
5.0 out of 5 stars
• 4 reviews
5 repeat clients
16 years of experience
Franklin, WI, 53132

“Ash is amazing! She always shows up on time and my dog is happier than she’s ever been.”

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Megan L.
Sitter Profile Image: Isabella R.
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Isabella R.
from
$15
per walk
4.6 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
West Allis, WI, 53214

About: I have owned dogs and cats my entire life. I also have had the opportunity to own guinea pigs, a rabbit, fish, and lizards. Being around all of these different animals throughout my life allows me to be flexible with your animals. My Labrador used to pull on the leash while walking, so I know how to handle a dog that struggles walking on a leash. My older sisters dog has severe anxiety, therefore I also know how to handle an anxious dog. I will do my best to adapt to your animals quirks to work with them rather than against them. I am extremely comfortable with all animals, and I hope you will be comfortable with me caring for them while you are gone.

Sitter Profile Image: Neida S.
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Neida S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
5 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 pets live the best life in my home. They are so spoiled. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
17 years of experience
West Allis, WI, 53214

About: As a young adult I cared for my neighbor's pets, some time managing up to three houses. I have experience with families with three dogs, fish, lizards, and chickens I am a full time grad student at UW Milwaukee. mM classes are online so I mostly study at home but I will got to a coffee shop or the library. I run with my friends at least twice a week, and I have dinner with friends and family once a week. I have a fenced in back yard, and several large rooms in my house. I mostly work from home so I can give your pet all day attention do not have children and keep a clean house.

Sitter Profile Image: Hayley J.
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Hayley J.
from
$16
per walk
2 years of experience
Alverno, Milwaukee, WI, 53221

About: I am a lover of all animals (dogs, cats, snakes, you name it) and have always owned cats. I've regularly dogsat for family members while they're on vacation, but my cat Lily does not get along well with dogs, so I have never had one personally. I am very active and outdoorsy, and would make sure your furbabies remain active and happy while they're being cared for by me. I am comfortable caring for animals who may require a little extra care, as I'm accustomed to administering my family cat Lily with her twice daily medication. I work a part-time service industry job, so I am always available before 3pm on weekdays, and do not tend to work very long shifts on any day of the week other than Saturday. My schedule varies every week, but I would not accept a job for days that I will be working too much. My family cat, Lily, is 17.5 years old with severe hearing loss and a twice daily medication. I regularly medicate her and ensure she is happy and healthy throughout the day, and would do the same with your furbabies.

Sitter Profile Image: Denise A.
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Denise A.
from
$18
per walk
40 years of experience
Milwaukee, WI, 53215

About: I work primarily from home, outside of home for just a few hours a couple days a week. I love, love love dogs! have two fur babies right now, 11 years old and quite friendly. They have a mild temperament and enjoy playing with other dogs although they have slowed down in the past few years. I've had dogs my entire life with my first dog was given to me by my father when I was 3 years old and I can't recall a long span of time where I didn't have a dog. That is except a 4 year period after my fur baby Misha passed away 20 years ago. I play with my girls daily, give them massages, brush them and just make sure they get enough attention throughout the day. We go for short walks also...they are small so they don't make it too far without tiring out. They do enjoy the dog parks occasionally.

Sitter Profile Image: Maxwell W.
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Maxwell W.
from
$20
per walk
5 years of experience
West Allis, WI, 53214

About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 14 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: Sydney P.
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Sydney P.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 27 reviews
18 repeat clients
12 years of experience
Wauwatosa, WI, 53213

“First time having a non family member watch my westie. With Sydney’s first post, I felt instantly at ease and was able to truly enjoy my time away. Highly recommend.”

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James B.
Sitter Profile Image: Adrienne E.
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Adrienne E.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
8 years of experience
Elm Grove, WI, 53122

“Adrienne has been great with our pup! She shows up when she says she’s going to and our pup is eagerly waiting at the door for her. So glad we got connected and I trust her with no hesitation.”

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Tanya H.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Muskego, WI, 53150

“Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.”

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Cindy S.
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The median cost per walk for dog walking in Rolling Green is $20

Dog parents share their Rover experiences - Rolling Green

1 / 1
5.0 out of 5 stars

Sarah is wonderful! She handles Gryphon’s anxiety with patience & care. The daily rover cards give us total confidence, and we can tell how much genuine affection she has for animals. She’s the best and highly recommended.

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Alicia C.
Dog Walking
5.0 out of 5 stars

We couldn't be more grateful for Justine! Rumi completely falls in love with her every time she walks through the door. She has such an incredible connection with animals, and we’ve trusted her 100% with both walks and overnight stays since day one. Thank you for taking such amazing care of our boy!

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Sofia K.
Dog Walking
5.0 out of 5 stars

We had to be away on a trip longer than we wanted to be, but our sweet Willow pup and three cats were in the BEST hands with Mallory. We got such awesome updates with photos and fun summaries of their adventures/walks. This was our second time with Mallory and she put us at such ease being far from home. We are all so blessed for her heart of gold and her priceless time. 🙏

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Jessica D.
Dog Walking
5.0 out of 5 stars

Ashley did a great job with Bear. She walked her a good distance, no slow pace with Ashley! She was kind enough to feed her dinner, which Bear greatly appreciated.

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Teresa N.
Dog Walking
5.0 out of 5 stars

Juliana was very prompt. She was so good with the dogs. I really appreciate her. She said that she had boxers when she was little. They seem to really love her and enjoy the walk and back tired. I will definitely be hiring her again thanks Juliana. We really appreciate you.🐾🐾

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Mary G.
Dog Walking
5.0 out of 5 stars

Caitlyn is Awsome!! My big pup loves her. You can tell that she has a true love for animals. I would highly recommend her and trust her 100 with my big guy.

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Jen Z.
Dog Walking
5.0 out of 5 stars

Hailey is fantastic. She has been walking my dog 3 days weekly for over a year and is very reliable. Highly recommend working with her!

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Rebecca M.
Dog Walking
5.0 out of 5 stars

Ashley is a lifesaver. She’s extremely reliable and always takes the best care of our dog. She’s responsive and a great communicator. It’s very reassuring when you have someone like her that can be trusted.

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Janessa B.
Dog Walking
5.0 out of 5 stars

She has been such an amazing person! I can tell she cares about my dog and she is always easy to reach. When an issue came up, she was able to quickly solve the problem. Always willing to go above and beyond. I cannot recommend her enough to anyone that is searching for someone to care for their pet.

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Lauren B.
Dog Walking
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