Dog Sitting in Cudahy

Book a Cudahy dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Cudahy dog sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
79 reviews
10 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette is a great sitter. We have had her take care of our dogs twice now and both times she spent lots of time with the dogs. She also takes great pictures! I would absolutely recommend Lynette.

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Lauren E.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

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Michelle H.
Sitter Profile Image: Jamie W.
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Jamie W.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

About: I know your pet is your world. My six year-old miniature schnauzer, Elliot Mae, has liver issues. She needs daily medication, and I make her food and hand feed her. So I can fully empathize with the angst associated leaving your furry family member with a caretaker. I also grew up with airedales, and still look after my parents' airedale at times, so Elliot and I are very comfortable with larger dogs, as well. I am a 5th Grade teacher with Milwaukee Public Schools. I am currently available for walks that would end by 8:30am, or begin after 4:30pm on school days. I am available all weekend. During the summer, I will be available seven days a week. Elliot Mae and I are well-traveled, and would have no problem staying overnight in your home with your pet. If your pet were to stay in my home, he or she would be allowed on the sofa, the loveseat, the day bed, and my king-sized bed. I don't have any carpeting to worry about, just a couple of area rugs. I would be able to crate your pet at night only if that is your wish. I have a fenced-in yard, but I would never leave your pet in the yard unattended. We would take lovely walks by the lake and hangout and watch TV or surf the internet.

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

Tanya has been awesome from the get go, becoming Gary’s best friend in a matter of seconds. Our little fur ball was wonderfully taken care of during our leave.

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Chloé L.
Sitter Profile Image: Angela S.
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Angela S.
from
$12
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
2 years of experience
Cudahy, WI, 53110

We have hired Angela twice, and would love to have her again. We have 2 very shy cats and they actually come out and play with her. Angela is very thorough and gives us updates with pictures during every visit.

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Sean P.
Sitter Profile Image: Sydney W.
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Sydney W.
from
$15
per visit
5.0 out of 5 stars
1 review
7 years of experience
St Francis, WI, 53235

Sydney did a great job caring for our cats! Always left the litter box cleaned and made sure their automatic feeders were working as expected.

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Danielle G.
Sitter Profile Image: Kim S.
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Kim S.
from
$25
per visit
5.0 out of 5 stars
50 reviews
17 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim gave my husband and I peace of mind while we were on vacation since we knew our kitties would be in good hands. Kim is professional, respectful, and truly cares for pets. She provided check in updates and pictures that I ended up really looking forward to reading! I will definitely be rebooking with her again!

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Ericka M.
Sitter Profile Image: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
55 reviews
16 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)

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Briana O.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was very patient with Miley, who is a very people-selective dog. I appreciate that she went at Miley’s pace and didn’t try to force her out on a walk. Miley takes time to warmup to people, so I appreciate that Blythe spent time just petting and socializing with her.

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Robin F.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$20
per visit
5.0 out of 5 stars
33 reviews
17 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

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Hannah R.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.

Sitter Profile Image: Hanna B.
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Hanna B.
from
$16
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
16 years of experience
Bay View, Milwaukee, WI, 53207

About: I love animals and will care for your pet as if it were my own! I grew up with a rabbit and a dog and have been around animals for my whole life. Most recently, I have been helping to nurse my senior dog back to health after a knee surgery. I am currently unemployed and seeking opportunities for income until I land a more permanent job. I have a very flexible schedule and am willing to make most anything work for you! Unfortunately I cannot offer my home for services, because my dog is getting older and can be temperamental with other canines...however in your own home I am an attentive, loving, and engaging sitter! I've spent time with dogs of all sizes and personalities and l look forward to opportunities to help family members/friends/neighbors with their furry friends.

Sitter Profile Image: Jill P.
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Jill P.
from
$25
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
25 years of experience
Bay View, Milwaukee, WI, 53207

Jill was wonderful with our cat, River! She took great care of him while we were out of town. Would definitely use her in the future!

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Sophi T.
Sitter Profile Image: Angelique M.
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Angelique M.
from
$15
per visit
7 years of experience
Saint Francis, WI, 53235

About: I’m a very active, positive person who loves all animals and spending time with them! I have a 2-year-old dog and a 9 month old dog that I’ve raised and trained since they were puppies, so I understand the patience, structure, and consistency dogs need to thrive happily! I have hands-on experience training puppies from under 6 months, including leash training, building routines, and reinforcing good behaviors. I also did a year of animal behavior studies in college! I was always the go-to neighbor for dog walking, feeding, and pet sitting, and that hasn’t changed! I’ve cared for both dogs and cats with different personalities and energy levels, and I’m comfortable adapting to whatever makes them happiest! I love getting outside for long walks, playtime, and exercise (even in the cold Midwest weather!), and I treat every pet like they’re my own. My goal is always to make sure your pet feels safe, happy, and well cared for while you’re away, because I know how scary it can be to leave them! I work full time during the week but maintain a flexible schedule that allows me to provide consistent pet care. I’m available for dog walking and drop-in visits throughout the week, and I have the most availability on weekends. For in-home pet sitting, I’m available before 8am and after 4pm on weekdays, as well as throughout the weekend. I’m happy to work with your pet’s routine to make sure they get the care, attention, and exercise they need while you’re away. When caring for pets in your home, I focus on keeping their routine consistent so they feel comfortable and safe. I can provide 1–5 walks per day depending on your dog’s needs and have experience with dogs of all energy levels—from very active to more relaxed. I’m also comfortable caring for crate-trained dogs, dogs who roam the home, and pets with specific routines or feeding schedules.

Sitter Profile Image: Selena A.
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Selena A.
from
$25
per visit
5 years of experience
Saint Francis, WI, 53235

About: Hello everyone! I'm Selena, and I have a deep passion for animals. Having grown up with pets all my life, I truly miss that companionship since moving here for work after graduating. Whether it's cats or dogs, I can't resist showering them with love and making sure they're happy. For those with energetic dogs, I'm your girl! I enjoy long runs and long walks, and promise to make sure your pup gets the exercise and fun they need! During the week, I am available after 5pm and am flexible on the weekends... I can't quite say no to spending time with furry friends! When caring for pets in a client's home, I prioritize their routines and preferences, following instructions closely for feeding, exercise, and any special needs. My aim is to offer personalized care and create a comfortable, happy space!

Sitter Profile Image: Christa K.
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Christa K.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: River W.
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River W.
from
$15
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

I am always so happy to return home to happy pups after you've dropped in on the boys, River! It is such a relief, especially after Fearghuis's medical challenges this past week to see him so calm, and actually eating his dinner with enthusiasm--I was afraid our absence would throw him off, but no, he dug right in and had a good appetite! Thanks so much!

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Bobbie G.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
81 reviews
26 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

The perfect cat sitter. Couldn't have done a better job, with good communication and photos throughout the visits. Five star sitter. Nice and friendly too. I'll be booking again

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Scott W.
Sitter Profile Image: Anna T.
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Anna T.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Milwaukee, WI, 53207

Anna was great! Went above and beyond taking care of our animals, one of which is a very large German Shepard. She was up for the challenge and we definitely recommend her.

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Paul A.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!

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Sarah B.
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Over 129
pet parents in Cudahy have booked dog sitting

Cudahy dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We love Sarah! So sweet with Sam and very flexible and accommodating with my crazy schedule. Highly recommend!

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Elise S.
Drop-In Visits
5.0 out of 5 stars

Lisa was great and communicative! Loved that we did a meet and greet since it was my first time using Rover and I was a bit nervous. She was great with my pups, thank you 😊

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Hillary G.
Drop-In Visits
5.0 out of 5 stars

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Drop-In Visits
5.0 out of 5 stars

Teri is the best! She’s our go-to for overnight stays and drop ins. Our elderly dog absolutely loves her. She’s great with sending pictures and updates. Would highly recommend!

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Leah B.
Drop-In Visits
5.0 out of 5 stars

My two pups love having Alyssa over for their weekly visit while I'm at work. I am so grateful to have someone like Alyssa who is reliable and who I can trust. THANK YOU!

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Jennifer V.
Drop-In Visits
5.0 out of 5 stars

Blythe is so patient with Miley! She’s very conscientious of Miley’s needs which is so important to me!

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Robin F.
Drop-In Visits
5.0 out of 5 stars

We have been using Stephanie for consistent visits with our new puppy. She has been flexible, is always very communicative, and does a great job with him. Highly recommend.

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John B.
Drop-In Visits
5.0 out of 5 stars

Thanks River, for your care of our boys! They are so calm and content when we get home when you've done drop-in visits when we're gone! It is such a relief!

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Bobbie G.
Drop-In Visits
5.0 out of 5 stars

Courtney is AMAZING! She’s always so willing to help when we need her and my pup adores her! So glad we have someone like her that is willing to help us when we need it.

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Jenna P.
Drop-In Visits
5.0 out of 5 stars

My extremely anxious dog has already warmed up to Taylor after only three visits! We really appreciate his help during our busy work weeks.

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KT V.
Drop-In Visits
5.0 out of 5 stars

Madeline was great, our girl loved her! Madeline was really flexible and came through for us with last minute plans, which made it possible to keep our anxious pupper at home.

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Laura R.
Drop-In Visits
5.0 out of 5 stars

Rania is excellent. She's a great communicator, super professional, and took lots of photos while she dropped by. Would definitely book her again!

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Rachel M.
Drop-In Visits
5.0 out of 5 stars

Kailee did a wonderful job caring for my senior dogs while I was recovering from surgery. She responded quickly to my last-minute request, arrived on time, and carefully followed my instructions. She was gentle and attentive with my dogs. I’m so grateful for her help and highly recommend her!

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Joan M.
Drop-In Visits
5.0 out of 5 stars

Nicole was wonderful! Ruby loved having a new friend stop by to spend time with her. It was so nice to be out and town and know she was in good hands- thank you Nicole!

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Jenny R.
Drop-In Visits
5.0 out of 5 stars

Elaine was wonderful! Great communication and felt such relief knowing my pets were very well cared for!!

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Erin S.
Drop-In Visits
5.0 out of 5 stars

Lilyan was awesome! :) This was my first time using rover and I was super nervous but she really made it easy. She left detailed notes and sent over great photos making the process 10X easier. I also thought it was really sweet that she picked up after the dogs and I could tell in the photos they were out of breathe from playing during her stops at the house. Thank you a million Lilyan and would definitely choose you again!

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Imani A.
Drop-In Visits
5.0 out of 5 stars

Rebecca always takes the best care of my pup, Opal! She pays special attention to Opal’s needs- whether it’s making sure she gets her dinner, all the playtime outside and extra love when she drops in.

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Eva D.
Drop-In Visits
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The median cost per night for dog sitting in Cudahy is $20

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Sitters in Cudahy average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Cudahy on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Cudahy dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,232 dog sitters in Cudahy. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Cudahy dog sitters respond in under an hour.

Dog sitters in Cudahy have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cudahy.

Rover makes it easy to find Cudahy dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,232 dog sitters in Cudahy on Rover, so you’re sure to find the perfect match for your dog! In Cudahy, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.