Pet Sitting Hillside

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

End
Search

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.

1 / 1
Sitter Profile Image: Hope S.
Verified Enhanced Background Check
Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
52 reviews
25 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.

Profile image
Becky M.
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
147 reviews
52 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!

Profile image
Kevin C.
Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
from
$25
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

The pets seemed super happy with Alex’s visit, we’re so excited we found her here on Rover- gives us so much confidence and relief for our pets’ care needs for any future drop ins/stays. Super impressive she was able to get the puppies to cuddle up all together on her first drop-in, they clearly liked her a lot! The photos and updates were great little check ins to see the goobers acting well, enjoying some company, and resting happily. Alex is also amazing at following their specific care instructions and asking any questions to clarify or check for things. Communication is 1000/10, plus super responsive, attentive, and easy to coordinate with. Thank you!

Profile image
Stefanie V.
Sitter Profile Image: Ilene G.
Verified Enhanced Background Check
Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene was fantastic and went above and beyond my expectations which is so greatly appreciated! Ilene’s communication and timeliness is perfect and even provided me with adorable pics & videos of playtime with Rozz which warmed my heart while I was away. Ilene’s love and care for animals is exactly what I was looking for. I highly recommend Ilene for any of your pet care needs!

Profile image
Quinn M.
Sitter Profile Image: Autumn J.
Verified Enhanced Background Check
Autumn J.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53202

About: I have had dogs my whole childhood, and been around dogs since I could remember. I understand that every pet has unique needs and I strive to make them feel safe, comfortable, and loved. I had a miniature dachshund growing up- so bonus points for a weenie! 🌭 I’m currently working part-time this summer so I have a lot of time to care for your pets. My schedule is kinda random as I am in healthcare currently. I either work from 7-1pm or 1-8pm. Fridays I have mornings available until 12pm, and Saturday evenings, free Sundays. I have two Maine Coon cats at my home currently. They are very friendly but a little skiddish. We have a litter robot at our home, and they are very spoiled & loved!

Sitter Profile Image: Jamie S.
Verified Background Check
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!

Profile image
Madison G.
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
Jessica W.
from
$20
per visit
5.0 out of 5 stars
55 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!

Profile image
Eliz G.
Sitter Profile Image: Avery P.
Verified Enhanced Background Check
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! :)

Profile image
Briana O.
Sitter Profile Image: Megan D.
Verified Enhanced Background Check
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 so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!

Profile image
Anika H.
Sitter Profile Image: Travis H.
Verified Background Check
Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
349 reviews
108 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis stopped by for a short meetup and walkthrough before my trip. He became fast buddies with my kitty, and also put me at ease knowing my kitty would be in great hands while I was away!

Profile image
Tom M.
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
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

Profile image
Bo B.
Sitter Profile Image: Riley L.
Verified Enhanced Background Check
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: Rylee F.
Verified Enhanced Background Check
Rylee F.
from
$17
per visit
25 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I grew up with both cats and dogs, have two spoiled cats of my own, and spend some of my free time volunteering with cats at a local animal shelter. As a pet owner myself, I know how much trust it takes to leave your pet in someone else’s care. Whether your pet loves long walks, playtime, snuggles, or just having a friendly human around, I’ll do my best to make them feel safe, comfortable, and loved while you’re away. I also provide plenty of updates and photos because I always want a million photos of my cats when I’m away from them! I have a flexible schedule that allows me to prioritize visits, walks (for dogs), and drop-ins without rushing. I’m able to plan my day around pet care commitments and make sure each animal gets consistent attention, care, and reliability. As I currently have two cats of my own, feeding, playtime, litter box care, and general check-ins are already part of my daily rhythm. On top of that, I volunteer at an animal shelter, which keeps me regularly engaged with different cats and their needs. I provide care in my client’s home through drop-in visits and/or walks, depending on the pet’s needs. I always follow the pet’s normal routine as closely as possible to keep them comfortable and stress free while their owner is away. During visits, I handle feeding, fresh water, litter box cleaning, playtime, and any medication needs if instructed. I also make sure each pet gets attention and companionship based on their personality, whether that’s active play or quiet company. I treat every home with respect, keep things clean and tidy, and always prioritize safety, consistency, and clear communication with pet parents through updates and photos.

Sitter Profile Image: Jake R.
Verified Background Check
Jake R.
from
$25
per visit
5.0 out of 5 stars
13 reviews
3 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: Jessica B.
Verified Enhanced Background Check
Jessica B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
16 reviews
10 repeat clients
17 years of experience
Borchert Field, Milwaukee, WI, 53206

About: 🐾 PREMIUM SERVICE: Off-Leash Dog Park Excursions Want your dog to get maximum socialization and energy out? I offer dedicated 1/2 hour to 2-hour trips to local fully-fenced dog parks like Roverwest or Estabrook. This includes pick-up, drop-off, active playtime, and a fresh water break. Message me for custom booking rates! While I continue to provide these premium off-leash park excursions, I am currently opening my schedule for new recurring, daily weekday walks to provide consistent, reliable care for your pup. I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I am fully comfortable managing multiple dogs at once, maintaining your exact routines, and ensuring each dog feels safe, exercised, and cared for. Because I work from home full-time, I can take your pup on potty breaks as often as needed throughout the day. My approach prioritizes calm, structured walks, positive reinforcement, and clear communication with pet parents. I am highly experienced with overnight boarding, strict feeding schedules, administering medication, building leash manners, and providing constant companionship. I have a small, friendly Cavalier King Charles Spaniel named Bob who gets along great with other dogs. With your permission, Bob can join our walks to provide extra socialization and companionship, which is especially helpful for dogs with anxiety or those who just enjoy gentle interaction. •SAFETY PRECAUTIONS• Your dog’s comfort and individualized care are always my top priorities. Please bring your pup with a secure harness instead of a collar for walks and outings. Harnesses are significantly safer, more comfortable, and help keep your furry friend protected at all times. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

Sitter Profile Image: Amelia B.
Verified Enhanced Background Check
Amelia B.
from
$15
per visit
5 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been a dog owner and lover from a very young age. I had 3 small dogs growing up, including a chronically ill girl and an elderly animal. I dog sat often growing up and in high school, both small and large dogs. This also included medically complex dogs and elderly animals. I have taken care of single dogs and up to 4 small dogs at the same time. I am good with dogs that are high energy and very smart, and love to play with them! I’m currently in college, with classes daily from around 8am to 2pm. Over the summer I will only be available before 9am and after 4pm on weekdays and available all day on weekends. I believe dogs should be treated with respect and care that humans are treated with. I am able to handle scrappy/barking small dogs on walks and in home. I can handle larger, less aggressive dogs. Energy levels of all kinds are welcome.

Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
255 reviews
69 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

We are repeat clients of Leandrea’s and she is wonderful with our sweet kitty. She is always engaged, communicative, friendly, and shows lots of love to our beloved pet while we are away. We love the updates she gives on the rover card with lots of pictures and details on her visits. Thank you again Leandrea!!

Profile image
Eric W.
Sitter Profile Image: Madeline R.
Verified Enhanced Background Check
Madeline R.
from
$13
per visit
5.0 out of 5 stars
3 reviews
11 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I love nurturing all living things from children (although I am not yet a parent to a human), to plants and animals alike! I tend to put all living things before my own needs to prioritize their well-being. In addition, I recently took in a crested gecko and have learned so much about caring for reptiles as well. Everyday before leaving my apartment I make sure that both of my pets have plenty of food and water. In addition, I check to ensure that my plants are out of reach from my cat and that my bioactive terrarium is maintaining humidity. I care for pets by making sure they have food, water, a clean liter box, a moist environment, and get taken out for potty breaks depending on which animal I am caring for. I am willing to care for your pets with the same considerations in mind.

Sitter Profile Image: Nina W.
Verified Enhanced Background Check
Nina W.
from
$22
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

Sitter Profile Image: Carrianne L.
Verified Enhanced Background Check
Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
186 reviews
46 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was amazing with my cat! My cat has never come out for any sitter before, but with Carrianne he even allowed some pets! She was punctual, reliable and personable, clearly made my cat feel very comfortable! I will definitely be booking her again for my next trip!

Profile image
Alexandria L.
1 / 1
View more sitters

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

katie is great! she was great at communicating how kevin is doing and took care of him like he was her own. i can back for a night during my trip and she clearly was very good at keeping him happy and comfortable. would definitely hire her again :)

Profile image
molly b.
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.

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Alayna P.
Drop-In Visits
5.0 out of 5 stars

Carrianne was a great pet sitter for my two kitties! She took time in the first visit to let the kitties warm up to her befor diving into care tasks and I'm sure they greatly appreciated that! She was very punctual which really helped keep me at ease when I was away and provided thorough updates at the end of the drop-in visit.

Profile image
Mary Ann A.
Drop-In Visits
5.0 out of 5 stars

Bria was great with our dog Mallie! We really appreciated her picking up a last minute request from us & taking the time to meet Mallie beforehand. She communicated quickly and left detailed feedback on her visit while we were out, which gave us peace of mind that our baby was in good hands. Will definitely be working with Bria again!!

Profile image
Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Melissa was absolutely wonderful and gave me complete peace of mind while I was away. She took such great care of my cat for two days and made sure everything was handled with care and attention. It was clear that she genuinely loves animals and goes above and beyond to make them feel comfortable and cared for. I really appreciated her reliability, kindness, and excellent communication throughout the stay. Coming home to a happy, well cared for cat was the best feeling. I would absolutely book with Melissa again and highly recommend her to anyone looking for a trustworthy, compassionate, and dependable pet sitter. Thank you, Melissa, for your outstanding care.

Profile image
Mike
Drop-In Visits
5.0 out of 5 stars

Qian did amazing with my two cats! She had great updates and made me feel comfortable while I was away. I would highly recommend :)

Profile image
Breanna B.
Drop-In Visits
5.0 out of 5 stars

Second time booking Liz in two weeks and she was great once again! Even took care of our outdoor plants for us which we really appreciated. Can’t recommend her enough!

Profile image
Jackson H.
Drop-In Visits
5.0 out of 5 stars

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

Profile image
Laura B.
Drop-In Visits
5.0 out of 5 stars

Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.

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

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!

Profile image
Jude S.
Drop-In Visits
5.0 out of 5 stars

Sarah was great! Our cat who is normally very shy around strangers clearly felt comfortable enough to let Sarah pet her.

Profile image
Stacey M.
Drop-In Visits
5.0 out of 5 stars

Anna took wonderful care of my two stranger-shy cats, even managing to coax one of them out of hiding, a minor miracle! Will definitely be booking again!

Profile image
Brad B.
Drop-In Visits
5.0 out of 5 stars

Vanessa is so incredibly attentive and sweet to our pets. We know they are always well cared for and loved when we have to get away. She’s a blessing!

Profile image
Miranda B.
Drop-In Visits
5.0 out of 5 stars

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

Profile image
Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

Profile image
Bo B.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Hillside average 6
repeat pet sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge