Pet Sitting & Drop Ins In Uptown 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 Uptown 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: Lavinia L.
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Lavinia L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
176 reviews
59 repeat clients
11 years of experience
Uptown, Chicago, IL, 60640

We knew our cats would be in good hands with Lavinia! She was very friendly, easy to communicate with and did a great job checking in on the cats while we were away.

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Hannah S.
Sitter Profile Image: Cierra T.
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Cierra T.
from
$17
per visit
5.0 out of 5 stars
27 reviews
11 repeat clients
15 years of experience
Uptown, Chicago, IL, 60613

Cierra was great! She came over to meet the cats ahead of time. I was very punctual and provided updates and photos during the visits. Would absolutely recommend her to others looking for sitters!

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Peter S.
Sitter Profile Image: Nautica F.
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Nautica F.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
219 reviews
76 repeat clients
5 years of experience
Uptown, Chicago, IL, 60640

The best. She is SO communicative and thorough. I always know my Maya is in the best hands with Nautica, she’s the first person I ask when I need a sitter. Thank you again!

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Sloane H.
Sitter Profile Image: Doris C.
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Doris C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
12 years of experience
Uptown, Chicago, IL, 60640

Doris is great! Super communicative and responsive. She was able to fit me in last minute which was super helpful. Definitely will book again in the future!

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Lucien K.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
40 reviews
15 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Madison was nothing short of excellent - warm and friendly, super easy to communicate with, and took great care of our cat while we were out of town. Everything a pet parent could hope for; I highly recommend her services!

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Maureen G.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
195 reviews
65 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

Amanda was great! Took excellent care of my threw cats while I was out of town and sent me pictures and updates daily so I didn't need to worry!

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Erin N.
Sitter Profile Image: Libby V.
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Libby V.
from
$25
per visit
5.0 out of 5 stars
174 reviews
21 repeat clients
8 years of experience
Uptown, Chicago, IL, 60640

Libby consistently provides exquisite care and communication. Her updates and photos are so thoughtful and descriptive, and I never have to worry when I go away now. My cat adores her. I can’t recommend Libby enough!!

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Georgia D.
Sitter Profile Image: Jenie N.
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Jenie N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
855 reviews
233 repeat clients
50 years of experience
Uptown, Chicago, IL, 60640

Jenie was a wonderful cat sitter and went above and beyond for my cats. From returning to make sure my anxious cat ate, to caring for my cats an extra day when my flight got canceled she always made sure my cats were in good hands. I can’t recommend her highly enough!

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Scotia P.
Sitter Profile Image: Dylan T.
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Dylan T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
25 years of experience
Uptown, Chicago, IL, 60640

Dylan is a pet owners gift! He was thorough and fulfilled everything he said he would do. I can t wait to book his service again for my senior cats. Thank you Dylan!

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Ellen K.
Sitter Profile Image: Olivia M.
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Olivia M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
127 reviews
42 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

Olivia took great care of our older dog. She spent time with her and was very aware of her needs. She provided great updates and pictures. We will definitely use her again in the future!

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Katie R.
Sitter Profile Image: Joy D.
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Joy D.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
317 reviews
91 repeat clients
38 years of experience
Uptown, Chicago, IL, 60640

Joy was absolutely incredible!!! Completely set my anxious mind at ease with her reports and so many photos!!! Could not recommend her more!!

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Sarah L.
Sitter Profile Image: Kevin O.
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Kevin O.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

About: I’ve grown up in a family that always had a pet dog or two. I don’t have the space for one so I’m offering my walking and pet care services to micro-dose having a dog. I’ve loved being able to take them on long walks and get outside in the city. I enjoy letting them sniff and check their doggy social feed. I’m comfortable and have experience being around smaller dainty dogs all the way up to huge hairy huskies. I currently work from home and have a very flexible schedule so I am able to make most pet schedules work during the work week. My weekend is generally even more flexible. I currently have a cat who has FIV so house sitting or taking in an other cat is currently not an option. I have experience house sitting for many of my friends and will always leave the place the same if not better than I found it.

Sitter Profile Image: Tim & Mike P.
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Tim & Mike P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
118 reviews
53 repeat clients
20 years of experience
Chicago, IL, 60640

If you're looking for a 'Great" Pet Sitter your search is over.My unique situation:I was in a car accident and i called my regular sitter to take my 2 dogs and a cat to my Vet for boarding.She got the dogs,but she couldn't catch my cat Eddie.I asked her if she could feed Eddie...No,unfortunately she had to go "Out Of Town"...Oh No,i got on line and found Rover,got lucky and i do mean lucky and booked Tim-Mike.They fed Eddie for 3 days,got mail,sent pics and even bought Cat Food!...You will love these Guys!!

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Mike M.
Sitter Profile Image: Kaira L.
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Kaira L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
290 reviews
67 repeat clients
4 years of experience
Uptown, Chicago, IL, 60640

Kaira is the best! Always very flexible and available when my work travel schedule changes. I appreciate her taking care if my Tony & Carmela.

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Brenna R.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$17
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
12 years of experience
Lake View, Chicago, IL, 60657

Felt so comfortable with Kevin checking in on our very senior cat while we were away. Our cat liked him too!

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Kristin K.
Sitter Profile Image: Curtis K.
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Curtis K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
27 reviews
6 repeat clients
16 years of experience
Uptown, Chicago, IL, 60640

Curtis was amazing!!! So communicative and a problem solver. Sugar was not budging from getting out from under the bed and was pretty nervous to have a new rover. Curtis went above and beyond to help make her comfortable and made extra visits to make sure she was ok. Highly recommend!!!

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Tess H.
Sitter Profile Image: Audrey T.
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Audrey T.
from
$16
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Uptown, Chicago, IL, 60640

About: I grew up multiple cats and medium sized dogs in my home for over twenty years. I’m conscientious with care in taking care of animals with various medical conditions and aging. I work four days a week leaving three days open to foster animals and drop in for care. I love spending my time with furry friends. I am especially aware when I am in someone else’s home, making sure to respect the space while taking care of the animal. I treat animals with the utmost respect.

Sitter Profile Image: Heather F.
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Heather F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
155 reviews
49 repeat clients
5 years of experience
Uptown, Chicago, IL, 60640

Heather went above and beyond for my cat! Clearly has a calming presence because my usually shy cat was immediately very friendly! Also, did not know what cat music was before Heather! Would highly recommend for any animal needs.

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Thea P.
Sitter Profile Image: Kiefer S.
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Kiefer S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

About: I’m the guy at a house party who wants to meet the pets. Me and my gf raise a sweet cat named Teddy and I have had a history of growing up with dogs in my family. I look forward to meeting yours! I’m open to bookings Monday - Saturday with times between 8-5pm. Doing this as part time work so I’m adjustable as needed depending on your situation. My apartment building across the street as a very decent dog park. So if in the area, I can have your dog take a run in there and socialize.

Sitter Profile Image: Quynh H.
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Quynh H.
from
$20
per visit
6 years of experience
Chicago, IL, 60640

About: I am a passionate animal lover with a ton of experience caring for child(ren)! Whether you gave a playful pup who needs daily walks or a cuddly cat who enjoy quiet companionship, I'm here to provide them with the love and care they deserve while you're away! I have 5+ years of experience pet sitting, 2+ years of rescue/ foster experience, and have my own pets. I'm comfortable with a variety of animals and their unique needs! My schedule is flexible as of right now so I am able to give the care your pet(s) deserves while you’re away. I’m here to help! I will be able to do video chats, sending pictures during my visits to ensure you that your pets are comfortable and well taken care of!

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Uptown pet parents share their Rover experiences

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5.0 out of 5 stars

Jessica was an amazing cat sitter for my recent week long vacation! My cat is generally shy around new guests but immediately wanted pets from Jessica. She has great communication skills and replied to my messages very quickly, which I value. Her visits were always within the agreed upon timeframe, which helped me fully relax and enjoy my vacation. She provided detailed updates with lots of photos. I trust her and plan to book with her next time I'm away.

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

I always book with Aubrey whenever I go out of town! She is reliable, friendly, and most importantly, my cat absolutely loves her!!

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

Beatriz was such a huge help while we were visiting Chicago and had a night out at a concert. She was super responsive and sweet to our pups and on time! 10/10 would reccomend!

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

Like usual, Mia was an incredibly attentive care-taker of my cats! She is extremely responsive and well-detailed with her reports after visits. Mia is extremely trustworthy and I will continue to use her care!

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Kenzie A.
Drop-In Visits
5.0 out of 5 stars

Doris did a good job taking care of my cat! She is very thoughtful and thorough. My cat adjusted to her well.

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

I really appreciate that Kaira doesnt just drop in, but engages and plays with my kitty. Hes an old man, and each visit Kaira gets him up and playing!

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

Have used as a sitter Amanda for my cat Charli since we moved to Chicago and have always been thrilled with her care for Charli! Charli is always showing her signs of comfort in photos and communication has always been clear and consistent if anything came up.

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

Alex was great! He was very communicative and took good care of my dog and kitty, including giving the dog his daily medicine and brushing my kitty. I even had a plumbing issue occur while I was away, and Alex let me know right away and did some quick clean up before the plumber could arrive.

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

Monika is absolutely wonderful! She has been caring for our kitty for about 3 years now, and we couldn’t recommend her more. She’s attentive, reliable, and treats our cat with so much love and care. It means everything knowing our girl is safe and happy while we’re away. 💕

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

Hayley was great checking in on our kitties. They warmed up to her quickly! Looking forward to booking with her again in the future.

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

Very professional, on time, and Herman seemingly took very well to Lauren, so I'm very pleased! Would book again

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

Amazing!! Hannah took such good care of my cat on short notice. She sent pictures and the cat was so calm when I came home. I would highly recommend her to everyone

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dedelst2
Drop-In Visits
5.0 out of 5 stars

Dylan is great with my special needs cats. He was able to cat sit when I had last minute work travel.

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

Ariella was great! She gave Frank lots of care and attention, and even gave him his meds with no issues. Would definitely recommend :)

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

Zoe was so great with our cat, Oliver! She took great photos, and gave him a lot of attention. Oliver was happy as a clam upon our return from our trip!

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

Grace came over every day first thing in the morning and went beyond expectations while looking after my pets while I was away. I would 100% recommend her.

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

Georgette was an incredible cat sitter - I received photos of my pet every day, she always arrived within the designated feeding times, and my home looked great when I got back from vacation. I would absolutely hire her again.

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

Lavinia did an outstanding job taking care of our three cats and following detailed / unique care instructions. She was a very clear communicator and we felt that our cats were very well taken care of.

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

Rachael did a wonderful job looking after my 2 cats - she sent detailed daily recaps with lots of pictures. I felt confident that she was taking good care of my cats and giving them lots of love and attention while I was gone.

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

Kathryn has taken care of my two cats several times now and is always responsive, caring, and flexible. Your pets are in great hands with Kathryn!

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Alexandra T.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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

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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Uptown 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 Uptown.

Rover makes it easy to find Uptown 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.