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

“Jessica was great! Very responsive and communicative and appreciated how timely her visits were. Our cats seemed to be very happy having her drop in too and we loved all the photos 😊”

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Colleen S.
Sitter Profile Image: Ilene G.
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Ilene G.
from
$14
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”

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Nick P.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been a dog lover my whole life 🐶🤍 I grew up with both a Golden Retriever and a Yorkie, so I’ve had experience with very different personalities, sizes, and energy levels! I’ve cared for an older dog who needed a little extra patience and gentleness, as well as a younger, energetic pup who was always ready to play. I’ve also fostered dogs through a local humane society, which has given me even more experience getting to know new dogs, helping them feel comfortable, and giving them lots of love and attention while they’re in my care. 🐾 I know how much pets mean to their people, so I’ll always treat your pup like they’re part of the family — whether we’re going for a walk, taking a potty break, playing for a bit, or just getting some extra love while you’re away! 💕 As a teacher, I have a pretty consistent schedule, which makes it easy for me to plan pet care into my routine! 🍎🐾 I’m available after 4:00 PM on weekdays for walks and drop-in visits, and I have much more flexibility on weekends. I love having something active and fun to look forward to after the school day, and spending time with dogs is the perfect way to unwind. Whether your pup needs an evening walk, a potty break, some playtime, or a little extra attention, I’d be happy to help! 💕 I’ll always care for your pet in a way that follows their normal routine and your specific instructions! 🐾 During drop-ins, I can take them outside for potty breaks, refresh their water, play with them, give treats or meals if needed, and make sure they get plenty of love and attention. I’m also happy to crate your pup after a visit if that’s part of their usual routine. For walks, I’ll make sure your dog is securely leashed and keep a close eye on their surroundings so they stay safe and comfortable. I know every pet is different, so I’m happy to adjust to whatever makes your pup feel happiest and most at ease! 💕

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: Karla D.
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Karla D.
from
$15
per visit
4.8 out of 5 stars
• 12 reviews
5 repeat clients
5 years of experience
Juneau Town, Milwaukee, WI, 53202

“Karla’s been amazing and I’m so thankful for her help :)”

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Katie S.
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: Jessica M.
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Jessica M.
from
$14
per visit
1 year of experience
Lower East Side, Milwaukee, WI, 53202

About: I currently have no dogs of my own however I have always been surrounded by dogs. Whether that be small or relatively large dogs. I am quite energetic and love spending time with any dog I come across. I got a few pets of my own :) I only work 3 days a week so most of my week I’m surrounded by a bunch of fur babies. I do not live in a house however I have a fairly large neighborhood and many parks around me in which they are dog friendly.

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: Jessica B.
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Jessica B.
from
$23
per visit
5.0 out of 5 stars
• 19 reviews
14 repeat clients
17 years of experience
Borchert Field, Milwaukee, WI, 53206

“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.
Sitter Profile Image: Grace K.
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Grace K.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
9 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Always responded quick and sent plenty of photos + info on Ace! :)”

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Nathan W.
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: Melissa A.
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Melissa A.
from
$18
per visit
5.0 out of 5 stars
• 22 reviews
11 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

“Melissa was great! She was flexible and understanding of our puppy’s needs, and we really appreciated her being able to take her on walks and do a midday drop in. She was very communicative and we’d love to use her again if/when we have the need. Thank you so much for your help, Melissa!”

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Katie C.
Sitter Profile Image: Spencer T.
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Spencer T.
from
$12
per visit
3 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have had pets all of my life, dogs when I was younger and until I moved up to Milwaukee, and I've had a cat for the last 3 years. I do my best to make sure pets feel cared for and loved. I have spent a lot of time getting my cat Sybil to "sit", "stand up", and "lay down". So I at the very least I have a lot of patience I currently work 9-5 but I work from home on Thursday and Fridays! So I have a pretty flexible schedule to take care of your pets. I make sure to follow your instructions to a T. I will likely not let them out of my sight for the duration of my stay with your pet.

Sitter Profile Image: Diana M.
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Diana M.
from
$15
per visit
5 years of experience
Muskego Way, Milwaukee, WI, 53215

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: isabel g.
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isabel g.
from
$15
per visit
15 years of experience
Milwaukee, WI, 53202

About: I have had all sorts of pets since I was a kid - dogs, cats, fish, hamsters - so I understand body language and can know what your animal needs/wants based off that. I also worked at PetSmart, during which I was tasked with taking care of our cats and hamsters; therefore, I have ample experience with a variety of pets needs and personalities. I am currently a student, so my schedule is odd but I have plenty of time to come visit your pets or house sit! I am free everyday mainly midday and in the evening, but I can fit early morning visits as well. I can do any necessary task, be it bathing your pets, walking them, or simply feeding them and letting them out. I will also make sure they feel comfortable and safe with me before moving forward with care.

Sitter Profile Image: Elise R.
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Elise R.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been caring for my own Newfoundland dogs for the past 10 years, as well as have extensive pet-sitting experience with a variety of breeds, from German Shepherds to Dachshunds. I’m very comfortable with dogs of all sizes, personalities, and energy levels. I’m reliable, attentive, and treat every pet like my own! Pet care fits easily into my weekly routine! I work remotely, which gives me flexibility for walks, drop-ins, and daytime care. I’m also available for overnight stays on weekends and can provide plenty of attention, exercise, and companionship for your pets. When caring for your pet in your home, I’ll keep their routine as consistent and comfortable as possible. I’ll follow your instructions for feeding, walks, medications, and any other care needs, while giving them plenty of attention. I’ll also treat your home with the same care and respect as I would my own and keep you updated with photos and messages along the way.

Sitter Profile Image: Maesen R.
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Maesen R.
from
$13
per visit
3 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have experience dog sitting over multiple days on several occasions. I’ve cared for Great Danes, Chihuahuas, and a pug, and grew up with family dogs including a Sheltie, Australian Shepherd, and rescue Pit Bull/Boxer mix. I’m comfortable caring for dogs of different sizes, ages, and personalities. I’m currently attending UWM, my schedule has some good-sized gaps between classes, which gives me flexibility during the week for drop ins or walks. I’m also generally free Friday through Sunday I provide care in the client’s home and will follow their instructions and their pet’s normal routine. I’ll keep pets safe and supervised, respect their space, and make sure they receive plenty of attention and care.

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 had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”

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Sonia G.
Sitter Profile Image: Travis M.
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Travis M.
from
$25
per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
8 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“What can l say? Travis was absolutely wonderful and very attentive to my 4 fur children. I felt completely comfortable leaving them in his care and they took right to him, although it always takes a while for Chance. He’s just special 😁. I would definitely book with Travis again and l have a trip coming up real soon!!! Thank you Travis! SN: he even washed their dishes for me!!!”

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Terry M.
Sitter Profile Image: Ashley U.
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Ashley U.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Riverside Park, Milwaukee, WI, 53211

About: With 8 years of personal experience caring for my own dog, I bring dedication and love to every pet I look after. Although I don’t have much experience I ensure they receive daily walks, balanced meals, and lots of affection. I have the flexibility to devote ample time to walks, playtime, and ensuring my dog gets the best care possible. I am currently only doing this as a summer job before I go back to college! This not only keeps dogs happy and healthy but also gives me a sense of purpose and joy spending time with them! I have 8 years of personal experience caring for my own dog, ensuring they receive the best care possible. My flexible schedule allows me to dedicate the time and attention needed to keep dogs happy and healthy. Additionally, my current summer job is focused solely on pet care, which means I am fully committed to providing top-notch service. I understand the importance of trust when it comes to caring for a beloved pet, and I am dedicated to treating your dog with the same love and attention I give to my own.

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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

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

Miriah is a fantastic sitter! She is very communicative and left detailed reports and many pictures of my cat. I would definitely book with her again

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Harry S.
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

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.
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
5.0 out of 5 stars

Carrianne took excellent care of our 14 yo cat! She is reliable, loving, thorough, thoughtful and genuinely loves her visits!

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

Tressa is great with our 2 cats. She's punctual, professional, and always sends us pictures and reassuring reports. We're so happy to have found such a reliable caregiver, whom our cats love. Thanks, Tressa!

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

Lindsay was great! My cat loved her right away, and she was consistent and communicative during my time away from home. Will definitely rebook!

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

I completely trust Mikala with my babies! She put my mind at ease and helped me last minute to ensure my cats were cared for. She gave me behavioral updates and sent pictures so I could see that they were having treats and eating. She is also very responsive in communicating. I really appreciate her and I will be using her services again!

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

Abigail was wonderful to work with. This is my first time using rover and she was amazing. My cats are quite difficult and she handled their stress well. I highly recommend her!

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Carly O.
Drop-In Visits
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