Pet Sitting Hillside

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Hillside, Find top rated pet sitting

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

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Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 228 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again”

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mwkr52
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 19 reviews
9 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca did a great job and will be definitely booking with her again! She was on time and communicative during the time she was watching my cats!”

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Zak K.
Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$19
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Kilbourn Town, Milwaukee, WI, 53233

About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃‍♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.”

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Jennica W.
Sitter Profile Image: Melanie H.
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Melanie H.
from
$13
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

“This was our first time using Rover for our 2 frenchies and Melanie was so awesome!! She asked clarifying questions when she wasn’t sure about something, sent the cutest pictures and provided detailed updates after every visit. Normally I feel guilty leaving the dogs home when we travel but they looked very happy and with her updates I knew they were being well taken care of. We will definitely be using rover and Melanie’s help again in the future!❤️”

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Kendra O.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 97 reviews
36 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

“Kristine was awesome with my cat Winnie. She can get scared with new faces but Kristine was kind and gentle with her. 10/10 would book with her again!”

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Jordan S.
Sitter Profile Image: Jordann M.
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Jordann M.
from
$15
per visit
1 year of experience
Walker's Point, Milwaukee, WI, 53204

About: I have two kitties at home that are my babies, I understand how difficult it can be to find a trustworthy caretaker. I am reliable and will treat your pets with the utmost care and respect! I currently work full time on a rotating 2-2-3 schedule so I have flexible weekday and weekend availability in the early morning, afternoons, and evenings. At home, I care for my two cats, I know how important it is to keep exit doors shut, keep harmful foods out of reach, and stick to a strict routine. I bring that exact same high level of alertness and respect into your home during drop-in visits. When we are out on walks, your pets will have my full, undivided attention. You can trust that I will strictly follow all of your specific instructions regarding locking up your house, leashing, commands, and food allergies to ensure your pet is safe.

Sitter Profile Image: Camryn U.
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Camryn U.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

“Amazing job! Definitely would recommend. Took great care of my animals and even went above and beyond and cleaned up after them.”

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Kayla A.
Sitter Profile Image: Jenna P.
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Jenna P.
from
$22
per visit
5.0 out of 5 stars
• 55 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53212

“Jenna is always so patient with our pup, and always helps by following through on our pup’s training goals while taking care of her. We are constantly grateful to have her as our sitter!”

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Katie C.
Sitter Profile Image: Lily S.
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Lily S.
from
$40
per visit
5.0 out of 5 stars
• 74 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

“Lily is wonderful! She is so accommodating and truly cares for our pups even though they can be a tad difficult! We truly appreciate her and the care she has when she watches or checks-in on our pups!”

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Shiloh F.
Sitter Profile Image: Diana M.
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Diana M.
from
$15
per visit
5 years of experience
Milwaukee, WI, 53207

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Abby F.
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Abby F.
from
$20
per visit
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Shorewood, WI, 53211

“Abby was very friendly upon our meet and greet and took great care of our kitties while we were away. She sent updated photos of every visit of clean litter boxes and fresh water bowls and food.”

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Alex H.
Sitter Profile Image: Allison M.
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Allison M.
from
$13
per visit
4.9 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“We’ve never used rover or left our Rottweiler alone, so we were very nervous at first, but Allison could not have been any better! She updated us every day and took amazing care of Bowser. We highly recommend her and will be rebooking her in the future :)”

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Savannah B.
Sitter Profile Image: Tabitha K.
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Tabitha K.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
8 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: I have been taking care of pets of all kinds for friends and family since a very young age. My parents' friends and coworkers use me as their go-to for pet sitting, and I am honored that they trust me to take care of their precious family members. I have walked dogs of all kinds, and I have house-sat for families with dogs, cats, and everything in between. I also spent my high school years volunteering at the local animal shelter, so I would like to say I've seen it all! I actually recently graduated from Marquette University and I am working full time now. I can totally spend all day with your pet on the weekends, but during the week my time is more limited. If you have a pet that needs frequent potty breaks I may not be the right fit for you during the work week. I am happy to discuss if you have any questions! I am not able to bring your pet to my own home, but I am happy to come to you for your needs. I promise full respect for you, your pet, and your property, and I will care for your pet exactly as you tell me to. I would be happy to take your pet for a short walk around the block, a long trek, or even take them for a trip to the park.

Sitter Profile Image: Ashley S.
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Ashley S.
from
$30
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I’ve grown up with dogs and cats in my life for my whole life. I have experience taking care of animals of all ages from young to geriatric. I’ve been entrusted to babysit animals in many different houses. I chose to be a zookeeper as a profession and now train and take care of animals for a living. I’m really passionate about animal care and would love to help take care of yours! I work as a zookeeper, and my schedule changes each week. I am flexible with having some weekdays off and sometimes whole weekends. I’m flexible with early mornings or evenings as well! I don’t have any pets currently, so your pet would be the only one in my household while I watch them. I am also comfortable coming to your home to take care of any pets as well. They will have my full attention! I love being active in whatever way your pet needs, whether that is taking them outside for exercise or giving them some fun enrichment! I’ve dedicated my whole life to animal care.

Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 61 reviews
17 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

“Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.”

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Justin C.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.”

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Vanessa N.
Sitter Profile Image: Alena H.
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Alena H.
from
$25
per visit
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Concordia, Milwaukee, WI, 53208

About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!

Sitter Profile Image: Jake R.
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Jake R.
from
$35
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

About: I've grown up with dogs since I was 8 years old and have loved taken on the responsibilities. I also have experience taking care of friends' and family's variety of pets. I currently have my own 1 year old Australian Shepherd who has taught me so much about raising and training a dog. I will give your pets the attention, time, and patience that they deserve. I currently work remotely so I am very flexible with providing pet care and ensuring that your pets get quality time! I love spending time walking, playing fetch, or exercising with my dog everyday and would love to do the same with yours. I am always thoughtful of a pet's needs and am respectful of their space. I practice good spatial awareness with my own high energy dog and understand how important it is to properly monitor a pet's behavior. I currently have availability at any time of day throughout the week. For my own pets, I ensure that they are properly fed and watered throughout the day. All of them have designated time to play each day and are groomed regularly. I will give this same attention to care to any animal I watch and am responsible for. While house sitting or dropping, I follow instructions given to me as best I can and I respect you and your pets' space. Whatever is best for you, I will accommodate!

Sitter Profile Image: Kayla A.
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Kayla A.
from
$25
per visit
5.0 out of 5 stars
• 71 reviews
28 repeat clients
23 years of experience
Lower East Side, Milwaukee, WI, 53202

“I’m so happy to have found Kayla! She immediately put me at ease about leaving my cats in her care. I am already booked with her again next week! Highly recommend ?”

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Jo Ann D.
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The median cost per visit for pet sitting in Hillside is $20

Pet parents share their Rover experiences - Hillside

1 / 1
5.0 out of 5 stars

Jessica was amazing! she was really good updating and sending pictures! i felt comfortable being away knowing duke was in good hands with her! will definitely book with her again!

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

Moriah took great care of my girls! They quickly warmed up to her and she sent the cutest pictures which are really appreciated when I'm away missing them. I'm definitely booking again

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

Spencer was amazing - asked questions, showed up exactly on time even during a busy holiday weekend, provided lots of pictures and updates, managed to win over my feistiest most diva cat (as much as you can win with her anyway lol), and demonstrated the kindness, integrity, and respect I would love to see with every pet sitter. I was able to travel for the weekend knowing that my cats were in good hands - I definitely will be booking again for my next trip!

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

Melanie was awesome! She communicated throughout every visit, was attentive, provided plenty of cute photos, and also went above and beyond with taking care of my cat Lala! I will definitely be rebooking again and can’t recommend her enough :)

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

Bailey is the absolute BEST and I love her watching Poppi & Mork! She does a great job, super communicative, clean, and provides great updates!

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Jaclyn W.
Drop-In Visits
5.0 out of 5 stars

As always, Carole knocks it out of the park. The pets all love her and I feel great knowing she's caring for them.

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

Lindsay did a great job taking care of my dog Calvin, and does a great job handling his idiosyncrasies.

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

Really glad that we met Travis! He did a WONDERFUL effort to take care of our little guy. Travis gave us that feeling of trust and reliability. He absolutely delivered with his care for our cat. Will rebook when we need to again.

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Matthew T.
Drop-In Visits
5.0 out of 5 stars

Jahaira did a few drop ins for me and was amazing! She communicated very well with everything, and super friendly. I was very happy with her, and so were my pups! Will definitely be booking again :)

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

Christine was very patient and very thorough with getting all of the information needed to take the best care of Norman, who can be very anxious. She was very kind. Highly recommend!

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Nicole Alexandria B.
Drop-In Visits
5.0 out of 5 stars

Mikalanne was great with communication and keeping our Ducky fed and taken care of in our absence. They seemed relaxed and comfortable, and excited to spend time and play with Ducky too, which was great!

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

Megan always makes me more comfortable leaving my cat when I’m out of town. She sends many videos and pictures and follows any instructions to the book. My cat seems happy and at ease after where gone and I’m sure it is because of Megan’s care. I cannot recommend her enough!

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

Leandrea was able to accommodate a last minute request. She was professional and on time. She provided a recap and photos after she finished the visit! I would recommend her to others looking for a trusted sitter to give your pup a mid-day break!

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

Jodi was amazing with my two dogs. I feel lucky to have found her and can’t wait to have her back to help with my kiddos.

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Tonya N.
Drop-In Visits
5.0 out of 5 stars

Abby always takes such good care of our cat Sophie that it's a little easier to leave her knowing she's in good hands. Thanks, Abby!

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Jane T.
Drop-In Visits
5.0 out of 5 stars

Jessica is fantastic! She took great care of my senior kitty, Rosie. Will definitely book her again.

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Debra L.
Drop-In Visits
5.0 out of 5 stars

Jessica has watched our cats a few times now and is super responsive, caring, and thoughtful with our boys!

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Anna H.
Drop-In Visits
5.0 out of 5 stars

Avery did an amazing job taking care of our two cats while we were out of the country for a week+. One of our cats has to take daily medication and Avery was great about coming over to meet the cats and see the process before we left. We came home to two relaxed and happy kitties!

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Michaela K.
Drop-In Visits
5.0 out of 5 stars

She is awesome! Jackie will give your fur baby 100% of her affection, attention, and care. She’s watched my Shadow multiple times and always does her best job.

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

She was so good with my girl Winnie, especially with me booking right before my trip. Will definitely be using Aubrey again

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Jordan S.
Drop-In Visits
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