Dog Walking in Rolling Green, Milwaukee, WI

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Top rated Rolling Green dog walkers

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Sitter Profile Image: Caitlyn M.
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Caitlyn M.
Star Sitter
from
$17
per walk
5.0 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Lyons Park, Milwaukee, WI, 53219

Caitlyn was very responsive to a last-minute need and took great care of my dog!

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Bronte T.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$17
per walk
4.9 out of 5.0 stars
42 reviews
23 repeat clients
6 years of experience
West Allis, WI, 53227

Emily was quick to respond when I was needing someone to take care of my dogs with very short notice. Throughout the process she has been very communicative, reliable, and my dogs were well taken care of.

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Tony H.
Sitter Profile Image: Julie T.
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Julie T.
from
$19
per walk
5.0 out of 5.0 stars
6 reviews
3 repeat clients
5 years of experience
Greendale, WI, 53129

Julie was great with my elderly dog! She was kind and personable and always cheerful! I appreciated her taking such good care of Rogue and walking her in treacherous conditions like ice and snow! I’d definitely recommend her and use her services again :)

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Brennan F.
Sitter Profile Image: Lisandra V.
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Lisandra V.
from
$18
per walk
5.0 out of 5.0 stars
107 reviews
22 repeat clients
10 years of experience
West Allis, WI, 53227

Best person who has cared for our pups! They adore her. And we are always at ease knowing Lisandra is caring for them.

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Anabel G.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$20
per walk
5.0 out of 5.0 stars
5 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

About: Hello! My name is Alissa, and I genuinely love caring for animals — especially dogs and cats. I’ve grown up around pets and currently share life with my mini Australian Shepherd, Gracie. I’m experienced with everything from daily walks and playtime to maintaining feeding routines and providing a calm, comforting presence while you’re away. My focus is on overnight house sitting and extended stays that help pets stay relaxed in their own environment. I take pride in being reliable, respectful of your home, and attentive to every detail that keeps your pet feeling secure and loved. Whether it’s a few days or a longer stay, I treat every pet as if they were my own. I look forward to meeting your pets and helping them feel right at home while you’re away. I have a flexible schedule that allows me to provide attentive, consistent care for your pets throughout the day and evening. Whether it’s overnight stays or daytime check-ins, I’m happy to adjust to their routine and your needs. I carefully follow your pet’s routine, preferences, and comfort needs to keep their environment familiar and stress-free. I pay attention to details like feeding times, walking routes, and favorite toys so they feel confident and cared for while you’re away.

Sitter Profile Image: Angie B.
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Angie B.
from
$18
per walk
5.0 out of 5.0 stars
33 reviews
8 repeat clients
30 years of experience
West Allis, WI, 53219

About: My children and I love dogs! I have been around dogs my entire life. I had a dog growing up who I adored. She was part of our family so I do understand how important it is that you feel comfortable with your dog sitter while you are away. I live in West Allis in a 3 bedroom townhouse with a decent size unfenced front yard and several parks in the neighborhood that we go to often. I would love to provide a caring environment for your dog. I offer overnight stays in my home, drop in visits, and dog walking services. I am more than happy to send daily photos, text updates, or phone calls regarding your furry family member's care. Look forward to meeting you and your pet.

Sitter Profile Image: Ashley P.
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Ashley P.
from
$12
per walk
30 years of experience
Greendfield, WI, 53228

About: Have taken care of animals my entire life. No animal is too big or too small. Cared for a variety of animals. Up for any challenge! Working part time so I will have plenty of time to play or cuddle your furbaby or babies. My schedule can work around your schedule. Have over an acre property for dogs to run. Dog gates just in case we need to keep areas gated up. Also a crate just in case that would be needed.

Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
392 reviews
82 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is amazing. Communication was great, and she did everything I requested. My baby slept the whole afternoon after his walk and playtime. At the end of the visit, I got a bunch of pictures and a very detailed report. Contrary to my past experiences in Rover, where they would stay on their phones the whole time, she was actively playing with Milo and even correcting him when necessary. She also remembered what we told her about Milo’s love for breaking soft toys and took it away before leaving. So far, she is going to be my “go-to” person in Rover.

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Iveliz S.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$16
per walk
5.0 out of 5.0 stars
5 reviews
2 repeat clients
21 years of experience
West Allis, WI, 53214

Thank you for taking Cody on a much needed walk today! He has so much energy so it’s always helpful when he can get an extra walk in and it was helpful to have such a patient person like you. Thanks again!

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Tanya E.
Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5.0 stars
66 reviews
21 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: Jenn S.
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Jenn S.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
91 reviews
25 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn impressed at our meet and greet and her first visit to take care of my dogs was no exception. I and my dogs look forward to having her back soon!

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Tim M.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$15
per walk
5.0 out of 5.0 stars
2 reviews
1 repeat client
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: Sarah S.
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Sarah S.
from
$16
per walk
14 years of experience
Greenfield, WI, 53220

About: I've taken care of animals since I was an adolescent. I love interacting with dogs and cats of all ages! Each animal has a unique personality which I enjoy learning about. I work full time during the week am available during the evenings after 6pm. I have open availability on weekends for overnight boarding/ care. I'm an early riser and am always up for an adventure with my furry friends! I live in a condominium with a small backyard that is not fenced in. There is a park and trail near my home which is great for long walks and play for my furry friends! I do not have any pets of my own at this time.

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5.0 stars
15 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 to play with your dog. In fact I have a 1 year old dog myself who will keep your furr baby comfortable, happy, calm. I have Two daughters ages 7, and 9 who love dogs(:

Sitter Profile Image: Julie D.
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Julie D.
from
$15
per walk
1.0 out of 5.0 stars
2 reviews
1 repeat client
16 years of experience
Greenfield, WI, 53220

About: Hi! My name is Julie and I love animals of all sorts , especially dogs. I own four dogs currently. I have two German Shepherds and two smaller dogs; I currently stay at home and I know how it can be to want to go on vacation and not have a dependable pet sitter whom you can trust. I am able and willing to come and care for your pets while you are on vacation or even on a weekly basis while you are at work. My hours are very flexible. I am also willing to care for cats such as feeding drop in to pet and keep them company. Also meds if they need it when you are at work. Thanks! I am a stay at home mom and have time during the day for drop ins and walks. I am also available on some weekends. I will do all that I can to gain your family pets trust and make them feel comfortable around me. I will let them out, go for walks and even play however they like to play.

Sitter Profile Image: Katherine B.
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Katherine B.
from
$25
per walk
5.0 out of 5.0 stars
24 reviews
10 repeat clients
15 years of experience
West Allis, WI, 53219

About: I know how stressful it can be having to leave your beloved fur baby in someone else's care, which is why I care for every animal like they are my own and to the highest standard so that you can stress less. I've had Goldens my whole life and I've been dog sitting since I was 15 years old. I currently have two rescue Pit Terrier mixes. I love being active and going for long walks and jogs with dogs. I enjoy playing, cuddling, scratching bellies and making sure your fur babies get all the love, attention, and stimulation while you are away. I have experience with fearful and geriatric dogs. I am a High School Spanish teacher during the day (se habla español). I can come by or board after 4pm on weekdays or on weekends anytime. In the summer, I have lots of availability and flexible hours! I have a fenced yard and two parks close by that are great for walks. My two pups love Rover play dates and get along with most dogs.

Sitter Profile Image: Dash T.
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Dash T.
from
$12
per walk
1 repeat client
12 years of experience
Milwaukee, WI, 53219

About: I've always had pets in the house since I was little, dogs and cats mostly. I have two of my own dogs, trained them both when they were puppies. I also volunteered at the Wisconsin Humane Society for 8 years, I was a dog walker, which entailed cleaning rooms, walking them, feeding them, playing with them, etc. Always had so much fun seeing all the types of dogs coming in. I'm currently working full time but I normally work the same days, shifts varies from week to week. But I would like to add more fun to my life and not so strict with work work work. So I would love to add more Rover days to my weeks as time goes on. I have a fully fenced yard, plenty of space in the yard and in the house. I have baby gates to rooms that don't need to be entered and at the top of some of our steps to prevent falls. Always pay attention any unusual signs that the pet might be in distressed. Also aware of little things as I come across them with the fur babies.

Sitter Profile Image: David G.
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David G.
from
$18
per walk
20 years of experience
West Allis, WI, 53227

About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have two dogs that I recued, Julian and Dorothy. Both are high energy, but very friendly and loving. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dogs and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dogs get along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.

Sitter Profile Image: Alexis S.
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Alexis S.
Star Sitter
from
$35
per walk
5.0 out of 5.0 stars
13 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

Alexis does an amazing job of working with me and my ever changing schedule. Thank you so much for taking the time to look after my best friend when I can’t

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Aaron V.
Sitter Profile Image: Lisa N.
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Lisa N.
from
$18
per walk
5.0 out of 5.0 stars
1 review
35 years of experience
West Allis, WI, 53151

About: I have a way with animals. Pets that don't like people typically tend to be my best friends. I have always loved animals ever since I was little. My goal is to be friends with every animal I meet. You have fun and I will make sure your pet does as well. I work full time in sales, so I am quite flexible. I can typically work my schedule to fit around what I need to do. I am happy to drop in and hung out with your pet while you are away. I love to go for walks, so I will be happy to tire a pet out with some good walk time.

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