Dog Walking in Rolling Green, Milwaukee, WI

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Top rated Rolling Green dog walkers

1 / 1
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$17
per walk
5 out of 4.9 stars
35 reviews
20 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 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: Mary C.
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Mary C.
Star Sitter
from
$20
per walk
5 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: Sarah J.
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Sarah J.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
333 reviews
71 repeat clients
5 years of experience
West allis, WI, 53219

Sarah was great! Communication was clear and she arrived when asked. She even extended our walk on short notice. Will be booking another walk soon!

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Amanda K.
Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$18
per walk
22 years of experience
West allis, WI, 53219

About: Dogs have always been a big part of my life—from tiny lap dogs to big, high-energy pups. I cared for my own dog, Ande, from 8 weeks to 14 years, so I understand everything from puppy playtime to senior care. I’m also experienced with dogs who need extra patience, like those with separation anxiety or lots of energy to burn. We have a large fenced yard for safe play, and I love taking dogs on walks to keep them happy and active. With 20+ years of caring for family and friends’ pets, I bring reliability, compassion, and real-world experience to every pup I meet. I’d love to make your dog feel safe, loved, and right at home! 🐾 I work from home, and am available most weekdays and weekends, including some holidays. I have a very relaxed schedule and can spend plenty of time with your pet. Dogs have free roam to our house. We also have a large fenced in yard with activities for dogs if they get bored inside! We do not have any dogs in our home currently, but we have 2 children, 8 and 11.

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5 out of 5.0 stars
14 reviews
1 repeat client
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: Kylee W.
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Kylee W.
from
$14
per walk
5 years of experience
West Allis, WI, 53227

About: I work at a doggy daycare where I care for all different breeds, sizes, ages, and personalities! I monitor group playtimes and behavior! I also have experience feeding dogs and I truly have seen everything in the book and I love it! I currently work part time and love exercise! On my off days I am available! Feel free to reach out when you need some extra help! I make sure that the dog is safe and feeling comfortable! Making sure the dog has water to drink at all times and taking them out for potty breaks frequently!

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
77 reviews
22 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: Angie B.
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Angie B.
from
$18
per walk
5 out of 5.0 stars
31 reviews
7 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: Dash T.
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Dash T.
from
$12
per walk
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: Bella S.
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Bella S.
from
$20
per walk
5 out of 5.0 stars
9 reviews
4 repeat clients
9 years of experience
West Allis, WI, 53219

We recently moved to the area and needed to find a dog walker for our two dogs. I reached out to Bella, did a meet and greet, and then she walked them three days this week. She is FANTASTIC! Excellent communication, and she provides several pictures. It's clear she loves dogs and I love that. She was also very understanding when we had to cancel the fourth day due to my husband staying home because he was sick. We will definitely be booking with her again!

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Tracy W.
Sitter Profile Image: Faith K.
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Faith K.
from
$16
per walk
5 out of 5.0 stars
1 review
9 years of experience
Greenfield, WI, 53219

About: I’ve had pets my whole life, so I understand how stressful it can be to find someone to take care of your pets while you’re away or even just gone for the day at work. Our pets are the whole world to us so it’s important you find someone you trust. I hope that once you get to know me I can be that person for you! I have over 13 years experience as I have been around animals my whole life. I love learning their little personalities the things they love whether it’s going for a walk and they have a specific fire hydrant they always stop at or a specific toy at home they always love to play with. Currently I have a cat named Stella who has provided me lots of experience in anxious cats as well as in tricks on giving medication. I am currently a substitute teacher with the summer off so I can provide pop in visits throughout the week as well as the weekends! Safety of pets is my number one priority with your pets as well as my own. I will always care for your pet like they are my own when I am with them to ensure they have adequate care. I will get to know your pet and notice when things may seem off if they aren’t feeling well. I also maintain safety when walking with your pet and making sure to learn their temperament before walks as well.

Sitter Profile Image: Katherine B.
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Katherine B.
from
$25
per walk
5 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: Jennie P.
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Jennie P.
from
$18
per walk
5 out of 5.0 stars
20 reviews
7 repeat clients
18 years of experience
Milwaukee, WI, 53220

Sent great pictures, and communicated quickly to help book last minute.

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Andrew H.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$16
per walk
8 years of experience
Fairview, Milwaukee, WI, 53219

About: At 14 I tended to two horses for many years. For 2 years I walked my neighbors 2 mastiffs 5x a week. I would even take them on a run on nice days. My neighbor moved unfortunately but I still get photos every so often! I’m currently working part time with a flexible schedule. I would like to have a few steady clients and stick with them. I am reliable and trustworthy. I treat my cat and dog like my children. They are my children really. I have a deep love and compassion for all animals. They deserve respect just as any human does.

Sitter Profile Image: Hannah W.
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Hannah W.
from
$25
per walk
5 out of 5.0 stars
26 reviews
18 repeat clients
10 years of experience
Alcott Park, Milwaukee, WI, 53228

Hannah is extremely reliable when it comes to taking care of my two dogs. I get great updates and feel relieved knowing they are in great hands.

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Lauren G.
Sitter Profile Image: Tess I.
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Tess I.
from
$16
per walk
5 out of 5.0 stars
7 reviews
1 repeat client
17 years of experience
West Allis, WI, 53219

About: Hello!! Thank you for your interest in my services! I have grown up with the love of animals in my veins. I was raised with dogs and cats running around my home. I love everything animals and jumped right into veterinary medicine and worked as a vet assistant for 5 years, working with dogs and cats. I worked as a dog handler at a doggy daycare for 5 years, with experience in boarding. I also have extensive history with timid, aggressive and behaviorally challenging pets and am very comfortable with them. I have watched many dogs and cats, medical and aged pets as well, with many happy references and I look forward to adding your name to my list! I have a very flexible daily schedule so I can easily work with your schedule to accommodate the care needed for your pet whether it is daily or weekly. Although I am not offering care in my home, I will take every necessary step to make sure your pet is safe, happy and healthy.

Sitter Profile Image: Alexis S.
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Alexis S.
Star Sitter
from
$35
per walk
5 out of 5.0 stars
13 reviews
3 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: 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 one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. 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 dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5 out of 5.0 stars
13 reviews
16 years of experience
Woodland Court, Milwaukee, WI, 53220

jessica is great! she sent us pictures and is definitely a pet lover! highly Recommend

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Courtney B.
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Loving dog walkers in your neighborhood

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Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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Emily S.
Star Sitter

Enjoy making pets happy and loved
West Allis, WI, 53227
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 4.9 stars
35 reviews
20 repeat clients
Profile image

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.

Availability updated today
Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per walk
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

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 :)

Availability updated 2 days ago
Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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Mary C.
Star Sitter

Will care for pet your like my own!
GREENFIELD, WI, 53220
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
66 reviews
21 repeat clients
Profile image

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 ❤️

Availability updated 20 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter

I’m awkward with humans.
West allis, WI, 53219
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5 out of 5.0 stars
333 reviews
71 repeat clients
Profile image

Sarah was great! Communication was clear and she arrived when asked. She even extended our walk on short notice. Will be booking another walk soon!

Availability updated today
Sitter Profile Image: Rebecca G.
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Sitter Profile Image: Rebecca G.
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Rebecca G.

Lots of fun and belly rubs
West allis, WI, 53219
1.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$18
per walk
3 reviews

Becca is our go-to for Star, Crash, and Shandar! She comes over to let them out, takes them on walks, and showers them with love and attention. Shandar has special needs, and Becca takes extra care to make sure he’s safe, comfortable, and happy. It’s clear how much she genuinely cares for each of them, and they always seem relaxed and joyful when she’s around. Knowing our pups are in such loving, reliable hands gives us complete peace of mind. We couldn’t have asked for a better caregiver!

Availability updated 3 days ago
Sitter Profile Image: Stajia W.
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Sitter Profile Image: Stajia W.
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Stajia W.

Love is a wet nose & a happy tail
West Allis, WI, 53227
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5 out of 5.0 stars
14 reviews
1 repeat client

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(:

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kylee W.
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Sitter Profile Image: Kylee W.
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Kylee W.

Let’s get your pup some exercise!!
West Allis, WI, 53227
1.8 mi. away
Dog Walking
from
$14
per walk
1 review

Kylee takes care of all animals as if they are her very own. The time she takes to make the animal feel safe and comfortable is great to see. After a great walk with kylee, the pups are exhausted!

Availability updated 21 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter

Dedicated & Reliable 🐕🐈🦜🐟
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
77 reviews
22 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Angie B.
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Sitter Profile Image: Angie B.
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Angie B.
Rover 101

Loving Family to Care for your Dog
West Allis, WI, 53219
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
31 reviews
7 repeat clients

Our dog Toby can be pretty nervous around people he doesn't know but just LOVES Angie. He loves to play and she gives him the attention he needs. Would recommend her to anyone looking for a reliable and fun loving dog lover!

Availability updated 23 days ago
Sitter Profile Image: Dash T.
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Sitter Profile Image: Dash T.
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Dash T.

Love kids, love furbabies even more
Milwaukee, WI, 53219
1.6 mi. away
Drop-In Visits, Dog Walking
from
$12
per walk
3 reviews

Dash is the ultimate pet lover. He cares for all animals as if they were his own. He puts the needs of animals before anything else.

Availability updated 24 days ago
Sitter Profile Image: Bella S.
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Sitter Profile Image: Bella S.
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Bella S.

You had me at woof!
West Allis, WI, 53219
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

We recently moved to the area and needed to find a dog walker for our two dogs. I reached out to Bella, did a meet and greet, and then she walked them three days this week. She is FANTASTIC! Excellent communication, and she provides several pictures. It's clear she loves dogs and I love that. She was also very understanding when we had to cancel the fourth day due to my husband staying home because he was sick. We will definitely be booking with her again!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Faith K.
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Sitter Profile Image: Faith K.
Verified Enhanced Background Check

Faith K.

Someone who gets it
Greenfield, WI, 53219
2.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
1 review

About: I’ve had pets my whole life, so I understand how stressful it can be to find someone to take care of your pets while you’re away or even just gone for the day at work. Our pets are the whole world to us so it’s important you find someone you trust. I hope that once you get to know me I can be that person for you! I have over 13 years experience as I have been around animals my whole life. I love learning their little personalities the things they love whether it’s going for a walk and they have a specific fire hydrant they always stop at or a specific toy at home they always love to play with. Currently I have a cat named Stella who has provided me lots of experience in anxious cats as well as in tricks on giving medication. I am currently a substitute teacher with the summer off so I can provide pop in visits throughout the week as well as the weekends! Safety of pets is my number one priority with your pets as well as my own. I will always care for your pet like they are my own when I am with them to ensure they have adequate care. I will get to know your pet and notice when things may seem off if they aren’t feeling well. I also maintain safety when walking with your pet and making sure to learn their temperament before walks as well.

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check

Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
24 reviews
10 repeat clients

Katie looked over my two dachsunds like they were her own. I was very happy with her updates and communication. My dogs always looked forward to her visits. Highly recommmend!

Availability updated 21 days ago
Sitter Profile Image: Jennie P.
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Sitter Profile Image: Jennie P.
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Jennie P.

You’re busy, let me help!
Milwaukee, WI, 53220
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Sent great pictures, and communicated quickly to help book last minute.

Availability updated over 1 year ago
Sitter Profile Image: Sydney H.
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Sitter Profile Image: Sydney H.
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Sydney H.

Pawsitively Caring
Fairview, Milwaukee, WI, 53219
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
1 review

Sydney helped take care of both of my English Mastiffs for about 2 years. They are large and rambunctious girls and she was able to handle them without issues. She treated them as her own, and even helped train them as puppies. The girls always loved seeing her everyday. I wish we lived closer so she could continue to help out! Sydney is truly the best, you will not be disappointed!

Availability updated today
Sitter Profile Image: Hannah W.
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Sitter Profile Image: Hannah W.
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Hannah W.

Full-time cuddler, part-time runner
Alcott Park, Milwaukee, WI, 53228
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
26 reviews
18 repeat clients
Profile image

Hannah is extremely reliable when it comes to taking care of my two dogs. I get great updates and feel relieved knowing they are in great hands.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tess I.
Verified Enhanced Background Check
Sitter Profile Image: Tess I.
Verified Enhanced Background Check

Tess I.

Highly experienced, animal lover ♥️
West Allis, WI, 53219
1.3 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
7 reviews
1 repeat client

I can’t recommend Tess enough! She did an amazing job watching my dogs, and I felt completely at ease knowing they were in such good hands. She was especially great with my husky, who needs medication on a strict schedule- Tess never missed a dose and handled everything with such care and professionalism. She also stuck closely to their daily feeding routine which I really appreciated. Her communication was excellent, with regular updates and check-ins. Best of all, my dogs absolutely love her! It’s such a relief to have someone so reliable and loving looking after them. I’ll definitely be booking with Tess again!

Availability updated 24 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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Alexis S.
Star Sitter

Happy to help out other pet owners!
Highwood Estates, Milwaukee, WI, 53219
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per walk
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

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

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: David G.
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Sitter Profile Image: David G.
Verified Enhanced Background Check

David G.

Caring, Experienced Pet Lover
West Allis, WI, 53227
1.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
20 years of experience

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 one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. 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 dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.

Availability updated 48 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check

Jessica R.

A dogs best friend🩷
Woodland Court, Milwaukee, WI, 53220
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
13 reviews
Profile image

jessica is great! she sent us pictures and is definitely a pet lover! highly Recommend

Availability updated 13 days ago

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Dog Walking FAQs

Frequently asked questions about Rover