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: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
23 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.

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

Really appreciate Travis watching the pets, even when it was so cold! He does such a great job with the cats. Even our most skittish cat seems so comfortable and relaxed in the photos.

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Emily G.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
7 reviews
3 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: Alexandra I.
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Alexandra I.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is truly one of the kindest, most receptive, and thoughtful people we’ve ever met. Genuinely feel so lucky we found her on Rover. We can trust our pets’ care will always be consistent and that she has their best interest in mind. Alex is always willing to adjust or understand what they need and that gives us so much relief and confidence knowing they’re getting the best care possible. We’ll always reach out to Alex because she’s open to what they need and she has so much love and consideration for our fur babies.

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Stefanie V.
Sitter Profile Image: Jamie S.
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Jamie S.
from
$14
per visit
5.0 out of 5 stars
28 reviews
13 repeat clients
17 years of experience
Avenues West, Milwaukee, WI, 53233

Jamie is amazing! She is so kind-hearted and really cares about my dogs. She reinforces all of their training. I feel really good knowing that she is stopping in to take care of my babies when I'm not there. Thanks Jamie!

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Madison G.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
210 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

appreciated Jessica popping over to reacquaint herself with my pup and house etc before our booking. she did all we talked about in 2 timely drop in visits and kept me informed. highly recommend!

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Jude S.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
147 reviews
55 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

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Kevin C.
Sitter Profile Image: Maggie S.
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Maggie S.
from
$16
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Excellent job taking care of my two pups

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Bo B.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$15
per visit
6 years of experience
Milwaukee, WI, 53212

About: Ive always grown up having all sorts of pets, Yet because of the limited space in my apartment I can’t have as many pets as I wish right now- but i’d love to hang out, play and walks with nice doggos 🥰 I currently work a part time job in which my hours got cut back so now I have more free time and I know dog walking will be a good way to get my steps in while meeting and hanging out with fur babies🫶🏻 I have a cat and I love her to death- they are my babies and I look after them as if they were actual human babies and I’ve just felt this caring way to all animals ! 🤍🤍🐱🐶

Sitter Profile Image: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 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: Katarina N.
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Katarina N.
from
$15
per visit
4.8 out of 5 stars
17 reviews
13 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Liz C.
Sitter Profile Image: Autumn J.
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Autumn J.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53202

I will definitely re-book! My cat loved Autumn and you can tell how much she loves and cares for pets to make sure they get only the best. 10/10

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Sam K.
Sitter Profile Image: Jake R.
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Jake R.
from
$25
per visit
5.0 out of 5 stars
13 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: Megan D.
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Megan D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was awesome and took great care of my cat while I was out of town! Very thorough and sent awesome drop in reports! Would highly recommend!!!

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Lindsay H.
Sitter Profile Image: Alana S.
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Alana S.
from
$22
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Alana is excellent! Our pup loves her and we trust her coming in and out of our house with our big dog. She’s flexible, responsive and so attentive. Highly recommend

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Katanya A.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
56 reviews
27 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

We can't say enough wonderful things about Hope! We hired her to care for our cat Tiki while we were away on an extended vacation, and she exceeded every expectation. From the start, Hope took the time to truly get to know Tiki, who needed extra attention and engagement. She worked with us to build a personalized visit plan, and her ability to read Tiki's moods and adjust accordingly was remarkable — whether that meant an active harness training session or simply curling up together when Tiki needed comfort and cuddles. That kind of intuition and attentiveness is rare and made such a difference. Her communication throughout our trip was consistent and reliable, giving us complete peace of mind while we were away. If you're looking for a cat sitter who will genuinely connect with your pet and give them exactly what they need, we would recommend Hope without hesitation, and plan to hire her again!

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Nick P.
Sitter Profile Image: Kyla G.
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Kyla G.
from
$14
per visit
5.0 out of 5 stars
1 review
24 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I have been pet sitting since I was about 10 years old. You see, I desperately wanted a cat or a dog and my parents decidedly did not. So they enlisted all of their friends to ask me to pet sit whenever they left town in hopes that picking up poop and scooping litter boxes would dissuade me. It did not. Anyway, now I have a cat of my own, watch my best friend’s dog every chance I get, and volunteer at a cat shelter! I work in an office from 8:30am - 5:30pm, Monday-Friday, so I unfortunately cannot hang out with your furbabies all day during the week, but I am more than happy to do early morning or evening drop ins/walks! Depending upon how close you are to downtown Milwaukee, I might even be able to provide lunch time potty breaks. If you shoot me a message, I will be able to let you know of my availability for these services! Your pet's safety and comfort are always my top priorities. I'll carefully follow any instructions you provide, from preferred walking routes and routines to leash requirements and any special care or safety measures. Every pet is unique, and I'm dedicated to providing the personalized attention they deserve so you can feel confident they're in caring, reliable hands.

Sitter Profile Image: Riley L.
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Riley L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

About: Hi! I would be an amazing pet sitter because I love animals. Ever since I was little I have had pets whether dogs, cats, ducks or turtles. I am currently in college and away from my dog Nalla so taking care of your pet would honestly be special for me too. One of the main reasons I am on rover is because I love to walk and hike and figured why not add a companion. Hi! I am currently on break from work and school so I can make anything work! I am available everyday of the week at any hours necessary! I sadly cannot have any pets in my home because I live in an apartment but I can take that out for walks in areas near me! I also am used to taking care of a dog when I am home so can do whatever the owner needs!

Sitter Profile Image: Benjamin R.
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Benjamin R.
from
$20
per visit
5.0 out of 5 stars
1 review
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

Sitter Profile Image: Michelle L.
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Michelle L.
from
$17
per visit
10 years of experience
Milwaukee, WI, 53205

About: I’ve been around dogs my whole life, and friends and family have often relied on me to help walk or care for their dogs when they are out of town! Besides having had a dog of my own, I used to volunteer at both dog and cat rescues. I love making pets happy and helping to give them the best lives possible :) I am a medical school student so I have flexibility in between school and studying for your pet care needs, from daily walks to house sitting! I make sure to consistently keep an eye out for the pet I’m caring for and will offer frequent and honest communication with you to ensure you know your pet is being very well cared for. I will make sure that there’s nothing around within the home that could harm your pet.

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The median cost per visit for pet sitting in Hillside is $20

Pet parents share their Rover experiences - Hillside

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5.0 out of 5 stars

Did a fantastic job. Everything was left in better condition than when she found it. Cats were understandably bummed when her week with them was over.

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

Katie is a great sitter. She is super reliable, sends excellent updates, and the cats are kept happy!

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

Megan has been my go-to cat sitter for the last 2 years! She sends amazing updates and takes such amazing care of my cats when I’m away. I can’t recommend her enough!!! We’re moving and going to miss her greatly.

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

Rebooked with Keisha for a couple of drop in visits with our dog! She was wonderful as always and we appreciate her so much!

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Riely J.
Drop-In Visits
5.0 out of 5 stars

Travis is always great with the cats, I can tell they have a fun time while he’s there. He will always be our first choice for cat sitter.

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

Jessica is terrific! She is so good with my senior cat and takes great care of her when I’m out. Her communication is very timely and you can count on her to be there. I have booked her several times and will continue to do so.

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

Awesome sitter, did such a great job with Terra. Rebecca is trustworthy and will make sure your pet gets the upmost attention

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

Tressa was absolutely Stellar!! She was reliable, responsible, and great with communication, leaving us notes and sending us photos every day. Not only did she agree to take on our “gang” at short notice, she took care of them as I would’ve — maybe even better! :) We were absolutely relieved and worry-free with them under her care. BEST EVER!!!

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Shelley S. M.
Drop-In Visits
5.0 out of 5 stars

Bailey is great and always does a great job watching my cats! She also keeps the place clean and is so helpful with anything I need!! I got a flower delivery, and she graciously took care of them until my return. Bailey is the best!

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

Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.

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

Melissa was very attentive to my cats while I was away for a week! She administered their medication, played with them, and made sure they were happy as can be :) Highly recommend!

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

Hope always goes above and beyond. My kitty loves hanging with her and is very happy & well taken care of when I come home. If I could give 6 stars I would.☺️☺️

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

Carrianne took excellent care of our kitty! She was thorough, caring, and communicated well which was very reassuring to us. We will definitely request her in the future.

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Paul And Jennifer H.
Drop-In Visits
5.0 out of 5 stars

Ana is a great sitter, she watched Nico while I was away for work and is very communicative and sweet! She is amazing with dogs! I would definitely recommend her.

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

Alexandra was amazing! She was very communicative and took great care of my bunny. I would absolutely book her again.

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

Abigail is hands down the best pet sitter we have ever had. She is great with our cats and sends updates while we are gone. Can’t recommend her enough!

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

Carole is a fantastic pet sitter. Timely, efficient, very communicative and a great companion for our dogs. Would recommend without hesitation. Thank you!

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

Allison is a great listener and took care of my cat Pixel very well. I would recommend her to anyone looking for a cat sitter.

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Angela O.
Drop-In Visits
5.0 out of 5 stars

Hanna did an amazing job caring for our two cats while we were away on vacation. She was incredibly reliable, communicated regularly, and sent plenty of photos that gave us peace of mind while we were gone. It was clear our cats were well cared for and comfortable in her hands. This was our second time booking with Hanna, and we will absolutely be booking with her again in the future. Highly recommend!

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

Isaac is THE best cat sitter. My cat Sweets is always excited when he comes and visits when I have to go away for work or vacation. He’s super efficient, reliable and takes such great care of her each time he drops in to check on her. Highly recommend booking with Isaac!

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Alayna P.
Drop-In Visits
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Sitters in Hillside average 6
repeat pet sitting clients

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