Pet Sitting & Drop Ins In Near West Side Chicago

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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Top rated Near West Side pet sitters

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: Noa J.
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Noa J.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60607

Noa did a wonderful job taking care of our cat while we were out of town! She’s was extra communicative, clean and thoughtful. I highly recommend her and would love to hire her again!

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Heather L.
Sitter Profile Image: Lisa J.
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Lisa J.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
94 reviews
30 repeat clients
25 years of experience
West Town, Chicago, IL, 60612

Lisa was great! She came by for a meet and greet a few days before the booking to get all the info and meet Frankie. She took great care of her and came exactly when the booking needed her to. She gave great updates and shared tons of pics. Thanks, Lisa!

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Kate M.
Sitter Profile Image: Vitaliia I.
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Vitaliia I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
25 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

Vitaliia has done an excellent job caring for our shy dog, letting him go at his own pace and making him feel comfortable. She has been great at communicating with us. Very happy to have her as a weekly friend for him to hang with! Thank you, Vitaliia!!

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Anne C.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Near West Side, Chicago, IL, 60607

About: I've owned pets (both cats and dogs) since I was very young, including pets that required special care and medicine. We've owned multiple senior pets, having cared for them from puppy/kitten age through their senior years. Other than pets we have adopted at an older age, I have helped care for our pets throughout their entire life, starting from a couple of months of age. I would be able to help with pets that require medication or special care routines, as well as adjust to their activity levels. I also have experience as an assistant at a veterinary office, so I am comfortable working with animals in general, including larger breeds of dogs. I also have experience with pet sitting/house sitting for my friends and family on multiple occasions! I'm currently a graduate student at UIC, working on research in the areas of Chemical Biology and Synthetic Chemistry. During the week, I am usually on campus during the day in classes, meetings, lab, etc., but I am available to provide excellent service any day of the week. I would be able to perform morning, evening, and overnight services. I provide care in a manner that best suits your pet's needs. I prioritize safety, trust, and comfort for your pets and strive to meet their needs to the best of my ability. If you would like any specific requests, just let me know, and I can adjust accordingly to make sure I meet and exceed your pet's care needs!

Sitter Profile Image: Andres G.
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Andres G.
from
$13
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres was great with my cat even though she doesn’t love new people. He sent plenty of pictures and made sure that she had water and food and clean litter. He went out of his way to accommodate when I needed to extend my trip. Will definitely book him again!

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olga b.
Sitter Profile Image: Andrea T.
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Andrea T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
17 reviews
2 repeat clients
30 years of experience
Near West Side, Chicago, IL, 60607

About: I’ve had a pet in the home since I was little and have been caring for friend’s dogs around the city for years. I now have a bit more time on my hands and want to care for and love on your pet too! I know all pets have their own personality and needs so just let me know what they need and I can’t wait to care and spend time with them. I’m currently working part time so I have plenty of time to care for and play with your pets! I have a flexible schedule so can be available for your needs. I can easily crate your pet, put on their favorite collar, play with their favorite toy and report back to you to bring you all the peace of mind while you’re away.

Sitter Profile Image: Michaela M.
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Michaela M.
from
$12
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Chicago, IL, 60607

Michaela did a great job with our shy mini dachshund and had great instincts, letting him go at his own pace. She was flexible and communicative throughout the process. We are excited to have her back!

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Anne C.
Sitter Profile Image: Annie C.
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Annie C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
42 reviews
21 repeat clients
20 years of experience
Chicago, IL, 60607

Thank you so much for taking such great care of our Ikey! It was super easy working with Annie. She did everything we asked and even got in some really good playing time with Ike. I’m sure he really appreciates it and I know we really did as well. We will hopefully work with Annie again soon!

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Liz & Joshua A.
Sitter Profile Image: Sofiia R.
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Sofiia R.
from
$17
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Near West Side, Chicago, IL, 60607

About: I am from Florida and have been taking care of dogs in my neighborhood for the past two years. I’ve helped with walking, feeding and playtime. I’ve worked with puppies, senior dogs, and dogs with special needs, including medication and changing diapers. I truly love spending time with dogs and now that I’m in college, I’m excited to meet and care for new fluffy friends here as well. I am a UIC student, so my schedule depends on school time. Unavailable Tuesdays and Thursdays this semester. Available all other days, including weekends and holidays. Schedule may vary next semester. I follow each pet’s normal routine to keep them comfortable and stress free. This includes feeding, walks, playtime, medication if needed and lots of attention. I keep the space clean and always provide updates with photos.

Sitter Profile Image: Rachel S.
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Rachel S.
from
$26
per visit
5.0 out of 5 stars
93 reviews
33 repeat clients
15 years of experience
Loop, Chicago, IL, 60605

Rachel was beyond the perfect choice for watching our Eevee (cat) while we were gone! I would recommend her 10/10 times. She went above and beyond and made me feel at ease!

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Alyssa V.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
57 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

My pup always is sad to leave Jason! She loves when he walks, sits, plays, etc with her! If you need someone to trust with your dog, Jason is the guy!

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Nick S.
Sitter Profile Image: Caitlin D.
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Caitlin D.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
98 reviews
24 repeat clients
6 years of experience
Near West Side, Chicago, IL, 60607

Caitlin was reliable and took great care of my kittie. She refilled food and water and kept the litter box clean. She also sent great updates and pictures of my little baby. I’ve already booked her again. Thank you, Caitlin!!! 🐱

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Deborah P.
Sitter Profile Image: Siddhi S.
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Siddhi S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
46 reviews
21 repeat clients
6 years of experience
Chicago, IL, 60607

Siddhi came to check in on my dog Kinzie who is very anxious at baseline. Kinzie is very standoffish to new people but Siddhi has been patient and took the time to gain her trust! She has been great so far with Kinzie and I will definitely be having her check in on her again.

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Amanda R.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
58 reviews
27 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.

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Asia A.
Sitter Profile Image: Morgan L.
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Morgan L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
224 reviews
52 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60606

Morgan was amazing! She took such great care of our cat while we were away for a few days. She was communicative, reliable, and sent us plenty of updates and pictures that gave us peace of mind. We came home to a happy and well-cared-for kitty. Highly recommend Morgan and will definitely book with her again!

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Carver T.
Sitter Profile Image: Leila S.
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Leila S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
12 years of experience
Chicago, IL, 60612

Leila really helped us out with a last minute cat drop in visits request. She was very communicative, fast to respond, and went above and beyond to do extra things we didn’t even ask her to do! I highly recommend her to anyone!

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Melanie F.
Sitter Profile Image: Vitaliy D.
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Vitaliy D.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60608

Vitaliy is the most thoughtful pet caregiver we’ve ever worked with. He was able to come care for our kitties on short notice and we are very grateful. He was very thorough with their care, even with things we forgot to mention, and is excellent at communicating. Next time we need someone to take care of our cats, we hope he will be available because we had nothing but peace of mind knowing our kitties were being taken care of by Vitaliy.

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Amanda M.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60607

Had an absolutely amazing experience with Rebecca watching our cat Juniper! She was very responsive, did a great job with all our feeding and care instructions, and even went the extra mile to help us during a small emergency. 10/10 recommend her if you are looking a kind and reliable pet sitter! We will definitely be working with her again in the future.

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Brendan J.
Sitter Profile Image: Nataliia S.
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Nataliia S.
Star Sitter
from
$21
per visit
4.9 out of 5 stars
26 reviews
12 repeat clients
2 years of experience
Chicago, IL, 60608

Great walker! Very reliable, punctual, and caring. My dog was happy and well taken care of, and I really appreciated the updates and photos during the walk. You can tell they genuinely love animals and treat them with care. I would definitely book again and highly recommend!

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Max K.
Sitter Profile Image: Erin M.
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Erin M.
from
$18
per visit
5.0 out of 5 stars
88 reviews
24 repeat clients
4 years of experience
Chicago, IL, 60607

Erin was absolutely wonderful, so kind and followed my care instructions! I really appreciated her dropping by and spending time with my babies

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Johanna B.
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Near West Side pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Hope far exceeded our expectations. This was our first time using rover and first time leaving our fur baby with someone other than friends and family. Hope was so communicative, loved on our baby, and was just the best person we could’ve trusted to take care of our family. We will 100% be using her in the future and we could not recommend her more! Thank you Hope!!!!

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

We love when Isabela watches our cats! She sends lots of sweet pictures and makes time to play with them.

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

Morgan went above and beyond to care for our cat and apartment! Very communicative, will gladly book again

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

Cecilia handles my tricky cat really well, always communicates thoughtfully and timely, and takes tons of lovely photos and videos!

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

Adriana is an excellent pet sitter! She kept me updated with detailed reports about my cat, which I greatly appreciated. She was communicative, reliable, and incredibly kind to both me and my pet. I would highly recommend her to anyone looking for a trustworthy and caring pet sitter.

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

She is a wonderful cat sitter and took great care of my cat while I was away. She was reliable and communicative. I received regular updates and photos, which gave me peace of mind during my trip. My cat was happy, healthy, and well cared for when I returned.

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Elise
Drop-In Visits
5.0 out of 5 stars

Erica was very attentive and went above and beyond to take care of my cat. Most sitters think just because it’s a cat they just need to show up and do nothing so I appreciate when someone actually takes care of my cat and makes sure he’s good. Definitely highly recommend!

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

Justyna stopped in and took my pup out for a walk which was a huge help to my schedule! He seemed to really enjoy himself in the photos she sent. I’ll definitely be booking with her again.

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

Erin is great! Excellent communication, prompt responses, and great with our nervous pup. We will absolutely book Erin again the future!

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

Melanie is absolutely incredible! She is so kind and communicative. The pictures she sends are insanely cute, and she gives detailed reports on her visits. I knew my cat was not only being well cared for, but was actually being loved while I was gone!

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

Reema was great! She sent updates and was very understanding and flexible with my changing travel plans. I appreciated her help so much!!

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

My cat absolutely loved Ashley! She came on schedule and I enjoyed looking at the drop-in report cards. I feel confident in booking her again.

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

Andrew is the best! We never have to worry because we know our cats are always so well taken care of!

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

We have been working with Ayla for a couple of years while she lived in Chicago, and we were so sad to learn she was moving home to PGH after graduation. Ayla is extremely reliable and such a wonderful pet sitter. She is very detail-oriented and prepared for every visit. She most recently cared for our cat (cranky) but also has experience with our dog (pittie), and they are both enamored with her. She truly got to know our pets, and her care for them exceeded our expectations. She always provided regular and consistent photos and updates, easing our minds while we were away. From drop-ins to house sitting, we always came home to happy and healthy pets and a clean apartment at that. There's no need to look any further for your go-to sitter because Ayla is it! We can't thank her enough!

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

Ivana was so helpful! She did a great job giving our cat his meds and took lots of pictures / was very communicative!

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Emily & Max F.
Drop-In Visits
5.0 out of 5 stars

Madison is a terrific sitter for my Ragdoll cat! She’s kind and very thoughtful and is someone who is very dependable. She goes the “extra mile” to help me out! I highly recommend her to care for your pet!

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

Stephanie was so helpful in taking care of our 3 cats while we were away! She left thoughtful pictures and notes during her visits, which took away the stress of making sure our cats were ok while we were gone. She is excellent at communicating and I would definitely recommend her to anyone!

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

Rachel was super quick, responsive, kind, and there’s about 50+ other good things I could say about her! I was super busy this weekend for a wedding and she was very on top of everything and having her gave me one less thing to worry about. Thank you so much!

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

Allison and Aaron are always great, they’re able to administer medication twice a day and are flexible with my ever-changing schedule :)

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

Bryce took care of my cats while I was gone and did exactly what I had asked for. My cats seemed very happy and welcoming with him! He’s responsive and fit me into his schedule. Would definitely recommend and rebook with him again!

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Elton N.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Near West Side pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Near West Side.

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

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

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

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.