Personalized care for your dog or cat - Chicago

Highly-rated overnight sitters - Chicago

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
46 reviews
21 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia did a wonderful job taking care of my pup Wilbur! She made sure he had plenty of fun and enrichment and gave me plenty of updates during his one week stay. Her pup Stella is so so sweet, and her and Wilbur were best friends. I can't recommend her enough!

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Maddie E.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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Michelle C.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
102 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$57
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea was consistently communicative throughout my dog’s stay - I felt comfortable going out of town because she kept my dog safe and happy! Not only did Andrea accept my last minute boarding request but she made sure to clarify any questions to ensure that my dog was well taken care of. I would book her again!

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Anne N.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena did a great job watching our dog for the week. She proactively provided updates and pictures and was very responsive. She exhibited great care for our dog asking questions related to behaviors and patterns. Will trust her to watch our pets in the future!

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Charles U.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
58 reviews
9 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Sassy had such an amazing time with Michael and Joanna. They really made her feel at home. They have the perfect setup to take care of your pets with all of the essentials and more! Sassy was able to make new friends and receive all the love and attention she desires. They made sure to keep me up to date by sending daily pics and videos. If you are looking for a safe, reliable, and fun environment for your dog, be sure to book with them. They are true pet professionals that provide the support and care needed for your animals. And they even made a cute collar and bandana for Sassy that she loves! I will definitely bring Sassy back whenever I need a sitter.

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Vernetta C.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
149 reviews
6 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕

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Arina U.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
141 reviews
30 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann takes such good care of my dog and truly treats him like her own! She’s very flexible and gives great updates, really appreciate her good communication!

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Denise R.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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Susan L.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.

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L M P.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha and Rosie were amazing! She sent such cute pictures and was very accommodating. I will definitely book again when I need a sitter :)

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Greta F.
Sitter Profile Image: Andre S.
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Andre S.
from
$57
per night
4.8 out of 5 stars
20 reviews
5 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre took amazing care of Howie during his stay!! Andre and his partner sent me updates and made me feel at ease while I was away! I will definitely recommend Andre to anyone!!

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Nadia S.
Sitter Profile Image: Fatima P.
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Fatima P.
from
$55
per night
5.0 out of 5 stars
7 reviews
7 years of experience
Near North Side, Chicago, IL, 60610

Fatima was very communicative and sent lots of photos which we loved! We didn’t worry about our pup at all which was very nice. Will def book with her again!

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Jasmine D.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred was absolutely wonderful to coordinate with, super responsive! And he sent daily updates and pics of our sweet boy. Dante was the right amount of excited to see us, and I think he definitely enjoyed his time with Fred. Thank you so much!!!!

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Antonia H.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
186 reviews
73 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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Christina E.
Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
64 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

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Pranshul G.
Sitter Profile Image: Barbara M.
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Barbara M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
10 years of experience
South Lawndale, Chicago, IL, 60623

Thank you Barbara for always taking such good care of our pup, Dallas! Barbara and Chewie are the absolute best and Dallas can’t wait for his next stay. Thanks again!

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Louisa S.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
123 reviews
34 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!

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John F.
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dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Chicago

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: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 reviews
14 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

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Stephanie D.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena was incredible! She kept me informed about how my cat Freeway was doing, was always responsive, and sent a lot of pictures (which made my day). Both Freeway and I were lucky to have her care — would 100% rebook.

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Micah V.
Sitter Profile Image: Linh N.
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Linh N.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60607

Linh is attentive, responsive, and overall a fantastic cat sitter. She took notes of all the care requirements, followed them perfectly, provided detailed updates with lots of pictures, and tried her best to give my cat attention and play time even though he's shy with strangers. Would highly recommend!

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Yexing S.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 year of experience
Lower West Side, Chicago, IL, 60608

Eliana was great! Sent us regular picture updates and took care of our cat attentively.

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Miró S.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy did a wonderful job caring for Ava 🐱 while I was away! His communication, consistency, and pics gave me peace of mind that Ava was in good hands. Would hire again and recommend. It’s obvious that he is passionate and genuine in his work!

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Sydney S.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
56 reviews
10 repeat clients
12 years of experience
Bridgeport, Chicago, IL, 60616

Sarah did a fantastic job looking after my two senior cats while I was out of town. She was communicative and followed my instructions for feeding and giving meds perfectly. I could relax and enjoy my break knowing that my cats were in good hands while I was away!

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Danielle P.
Sitter Profile Image: Yesenia R.
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Yesenia R.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
109 reviews
32 repeat clients
14 years of experience
Lower West Side, Chicago, IL, 60608

Yesenia did an excellent job as a pet sitter during the three-week period. She dedicated 30 minutes each day to thoroughly care for the cats, ensuring they were well-fed, had fresh water, and their litter was clean. Yesenia also handled hairball cleanups. Her daily photo updates were a delightful and reassuring touch. She was consistently prompt in responding to any queries, demonstrating great reliability and communication skills.

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Carlos Javier G.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
193 reviews
46 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

Michael took fantastic care of our cat while we were out of town! He was very communicative the entire time we were gone and always sent lots of photos.

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Hayden S.
Sitter Profile Image: Sofiia R.
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Sofiia R.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Near West Side, Chicago, IL, 60607

Sofiia was phenomenal! We needed someone to check in on our cat last minute, and Sofiia was very responsive and proactive to make sure that were no issues. A delight to work with and gave great updates from visits!

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Sam-and-Meg K.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

Kaylie made leaving my cats alone for a work trip worry free and I feel a bit guilty that she played with them more than I usually do! She's prompt and reliable and professional.

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Alex H.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
46 reviews
15 repeat clients
2 years of experience
Lower West Side, Chicago, IL, 60608

Andres took good care of my two cats; they looked happily fed and were sitting nicely in all the pics! He was also flexible with timing, which I appreciated.

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Khami Z.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
37 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.

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Charles K.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
67 reviews
5 repeat clients
20 years of experience
Lower West Side, Chicago, IL, 60616

About: I have 2 cats at the moment. One is 9 and the other is 6. I have experience with senior cats as well. I have experience with almost everything except any sort of medical injections a cat may need.

Sitter Profile Image: Erin M.
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Erin M.
from
$21
per visit
5.0 out of 5 stars
93 reviews
27 repeat clients
4 years of experience
Chicago, IL, 60607

Erin was OUTSTANDING! She followed all of the instructions and then some, and she sent wonderful updates. An excellent communicator and totally reliable. I would absolutely recommend her to anyone looking.

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Odell M.
Sitter Profile Image: Janiyah M.
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Janiyah M.
from
$13
per visit
4.8 out of 5 stars
14 reviews
7 repeat clients
4 years of experience
Lower West Side, Chicago, IL, 60608

Janiyah was so kind and communicative during the entire visit! She went above and beyond. Thank you so much Janiyah and I will definitely use you again to watch my sweet babies!

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Morgan E.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$9
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60616

Ruari was very responsive and sent photos to make certain to me that everything was good for our pet. Would recommend to anyone

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Will B.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$28
per visit
5.0 out of 5 stars
117 reviews
41 repeat clients
15 years of experience
Loop, Chicago, IL, 60605

Rachel was super responsive. She was very detail-oriented in understanding how to best care for my cat when she came by to meet him. She was also very flexible in accommodating an add-on visit during the booking. We got tons of photos when she stopped by. I would highly recommend Rachel!!

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Maitri P.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$18
per visit
5.0 out of 5 stars
48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna was so great! Super communicative, friendly, and great with my cats. I felt very comfortable knowing that they were in great hands while I was gone for the holidays. I would definitely book with Jenna again!!

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Caroline R.
Sitter Profile Image: Lorena T.
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Lorena T.
from
$18
per visit
4.8 out of 5 stars
19 reviews
8 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Lorena is a great dog walker and sitter! She responded to all of my requests quickly and she works so well with my elderly dog. I’ve used her services for both dog sitting at her place and for check-in walks over weekends away. I would highly recommend her to anyone looking for a reliable sitter!

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Julie N.
Sitter Profile Image: Dalyla C.
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Dalyla C.
from
$18
per visit
4.8 out of 5 stars
27 reviews
3 repeat clients
5 years of experience
Chicago, IL, 60608

Dalyla was great and gave my kitty’s a ton of her time and attention. Would definitely book again!

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Solana T.
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Perfect for high energy dogs - Chicago

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

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Maria C.
Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Bridgeport, Chicago, IL, 60608

Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.

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Mina R.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Sitter Profile Image: Annie X.
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Annie X.
from
$45
per day
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: ✦Now Accepting bookings for Labor Day Weekend• South Loop/Downtown Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet - friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

Sitter Profile Image: Beatriz R.
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Beatriz R.
from
$37
per day
5.0 out of 5 stars
14 reviews
7 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

She is AMAZING thanks a lot !

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Miguel G.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$30
per day
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

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Nancy D.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$32
per day
5.0 out of 5 stars
48 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea took great care of our elderly, special-needs dog with awesome communication

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Gail O.
Sitter Profile Image: Anthony N.
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Anthony N.
from
$60
per day
5.0 out of 5 stars
29 reviews
9 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60608

Anthony was very nice, communicative and flexible with booking when there was a mistake on our end.

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Dave C.
Sitter Profile Image: Czarina H.
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Czarina H.
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
17 years of experience
Near West Side, Chicago, IL, 60607

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 17 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 17 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

Sitter Profile Image: Jaclyn B.
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Jaclyn B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Jaclyn was super prompt in her responses, kind, and super sweet for my dog! Communication was excellent, and she made sure that Billie not only was taken care of but that she met her social and physical exercise for the day with enrichment time at the farmers market! I would definitely rebook her again and recommend Jaclyn to anyone!

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Anne N.
Sitter Profile Image: Carmina E.
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Carmina E.
from
$60
per day
4.9 out of 5 stars
14 reviews
4 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Moose had a great time with Carmina this weekend! She was very responsive and easy to coordinate with, we will definitely be using her again!

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Audrey P.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E did absolutely amazing when it came to our dog (Jackson) being comfortable, fed and of course loved! She did an absolutely amazing job keeping in touch with us as well. if we are ever back in the neighborhood, we will definitely be getting a hold of E to take care of our puppy!!!

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Emma H.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$54
per day
5.0 out of 5 stars
106 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.

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Cadence P.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$37
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had my cat for 3 years, raising her from a playful kitten into a calm, well-behaved adult. This has given me hands-on experience with feeding, litter care, and keeping pets comfortable and happy. I specialize in caring for cats and calm adult dogs, providing a safe, crate-free, stress-free home. I’m patient, reliable, and attentive — making sure every pet feels loved while their owners are away. Special Skills: -Training and caring for kittens -Creating calm, low-stress environments Routine management: feeding, litter, and general care -Comfortable hosting calm adult dogs I currently have a flexible schedule and am available most days and times to provide attentive, stress-free care for both cats and calm adult dogs. Being between jobs allows me to focus fully on your pet’s needs, including feeding, litter care, companionship, and walks for dogs. I can accommodate morning, afternoon, or evening visits, and I’m happy to adjust my schedule to fit your pet’s routine. I provide a calm, safe environment for cats and calm adult dogs, whether in my home or at the client’s home. Pets are always supervised and cared for according to their routines. My home features a fenced yard, giving pets a safe outdoor space to explore. I also have a friendly, well-behaved cat, so I’m experienced in helping pets feel comfortable around other animals. I follow owners’ instructions closely for feeding, litter care, walks, and general routines to ensure pets feel secure and happy while in my care.

Sitter Profile Image: Felipe S.
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Felipe S.
from
$37
per day
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60605

About: Hi! I’m 32 years old and live in Chicago with my sweet and wonderful cat, Simon. My connection with animals started at a very young age, with my first best friend, Pablo — a 40kg Dalmatian who was my partner in crime for many years. We took care of each other and, whenever the neighbors needed a little help, somehow we ended up taking care of most of the neighborhood too! As I grew up and moved between different countries, animals continued to be an important part of my life. Along the way, I’ve had the chance to meet and care for many different furry friends, each with their own personality and way of connecting. Today, Simon is my little companion, and I’d love to bring that same care, patience, and affection to your pets while you’re away. I know how important it is to feel confident that your pet is in good hands — and I treat every animal as an individual, with plenty of attention, respect, and love. I run my own company, so my days are busy and flexible. I always make time for animals, because they bring balance, joy, and connection. I’m comfortable caring for all kinds of animals and helping with whatever they need — from visits, walks, baths, and cleanup to playtime, companionship, and simply being there when they need someone around. I also understand that every animal has a different way of adapting to a new environment. I’m currently going through this process with Simon after moving into a new home, and it has taught me even more about how important patience and trust are. For them, everything is new: the people, the smells, the sounds, and the surroundings. It takes time to understand what feels safe. Simon loves going for walks, so we’ve been taking it step by step. Every day, we explore a little farther, stopping to sniff and investigate until a strange noise tells him, “Okay, time to go home!” 😄 Our building’s main lobby, which was once completely unfamiliar, is now a place where he feels comfortable walking around and spending time with me. And soon, I’m hoping Millennium Park will become part of our little adventure too! :) That’s the same approach I bring to every pet I care for: no rushing, no forcing — just patience, attention, and allowing them to build confidence at their own pace.

Sitter Profile Image: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
11 reviews
8 repeat clients
7 years of experience
Near South Side, Chicago, IL, 60605

Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.

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Tenzin W.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per day
5.0 out of 5 stars
3 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.

Sitter Profile Image: Judy T.
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Judy T.
from
$26
per day
5.0 out of 5 stars
2 reviews
10 years of experience
Lower West Side, Chicago, IL, 60608

About: Hi! My name is Judy and I have been pet sitting for several years and enjoy spending time with furry friends. I have a very friendly cat who is great with dogs (but I can keep them separated (if requested). I am a caretaker and have flexible hours, so I will be able to care, walk, and cuddle your pet as needed. My home will be a calm and relaxing space for your fur baby! I currently have open availability but please give me two days notice. Happy to visit your pet at your home or host them in mine. Two level home with a small outdoor space (fenced) for sun-bathing and fresh air. I do have a cat that enjoys cat or dog company, so I can keep pets together or separate them based on your pets openness. Harrison park is a short 6 minute walk ideal for daily strolls.

Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$40
per day
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$49
per day
5.0 out of 5 stars
72 reviews
23 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Fantastic experience with Steven! Very prompt in communication and I could tell he genuinely loves dogs. Mochi was happy during his time with them. Highly recommend

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Divyasha R.
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pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Chicago

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mariam A.
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Mariam A.
from
$14
per walk
5.0 out of 5 stars
41 reviews
13 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Strong communicator and sweet energy with my pets. I was nervous about hiring a dog walker and Mariam helped put me at ease by demonstrating her trustworthiness.

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Heather M.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Mairead M.
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Mairead M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
26 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead instantly clicked with my pup and was eager to do right by both of us. She’s a strong communicator.

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Heather M.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
67 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

I have a reactive dog and Angela was very understanding of the situation. I did my best to provide directions, so that and her experience with reactive dogs made it so taking out my dog was a breeze. Definitely will be booking Angela in the future!

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Oscar R.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
193 reviews
46 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

We are very grateful we found Mike! He is great with our two large dogs and has worked hard on keeping us updated on their walks, and working with them on listening better while walking. He is very responsive and respectful of our home, and we look forward to working with him again.

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Theodora S.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
46 reviews
15 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.

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Jo K.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

About: I’ve had my own pets and taken care of others’ pets for decades. I love playing with cats, taking walks with dogs, throwing the ball, and I’m a big-time cuddler. I work from home on my own technology business and I’m available 24 hours a day all over Chicago. I’m also fine with short notice. We have a fantastic gated park across the street that we love taking puppies to. Inside our house there are a dozen different places for dogs and cats to rest. Drop-off and pick-up are easy here, too, as we have a door right onto the street.

Sitter Profile Image: Janiyah M.
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Janiyah M.
from
$16
per walk
4.8 out of 5 stars
14 reviews
7 repeat clients
8 years of experience
Lower West Side, Chicago, IL, 60608

Janiyah is amazing and thorough! She provides care and details that help assure that your dog is in good hands! My dog loves her and looks forward to his walks! 10/10!

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Lawrence P.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
78 reviews
29 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice was so sweet with Willow. She took the time to get to know her and made her feel comfortable which I really appreciated. She also took the time to chat with me about the walk which made us both feel at ease. Will book again!

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Tirzah W.
Sitter Profile Image: India K.
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India K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
Chicago, IL, 60608

About: I grew up with two big dogs who were more than a handful and walked them around my neighborhood when I was younger. When I moved to the city my favorite weekends were when my cousin asked me to dog sit because who doesn't love some puppy love? I am responsible and will treat your dog with the same level of love that I'm sure you treat them yourself. I have experience walking smaller dogs all the way up to big woofers who need a little extra attention. In the past, many of the dogs I've watched haven't been the best with other dogs so I have a lot of experience with taking routes that avoid other dogs and how to manage the situation if we do run into one. I've watched dogs for friends and family members who all have specific instructions for the way their dogs should be handled and I understand the importance of stability in a dog's routine whether at home or when walking! I hope I can meet your lovely furry friends soon!

Sitter Profile Image: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

I’m so grateful I found Jenna. She’s been a blessing for me and my dog. Zara is always excited to see her, and I can tell that Jenna treats my baby with so much patience and love. Jenna’s reliability and kindness mean the world to us.

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Ciera B.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️

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Jordan C.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
37 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy

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Cassidy C.
Sitter Profile Image: Ariel V.
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Ariel V.
from
$15
per walk
5 years of experience
Chicago, IL, 60608

About: I have such a love for animals and I think that they should be taken care of and loved. I can give your pet the love and care that they deserve when you aren’t there! I have a very flexible schedule and pet care fits perfectly into both my daily and weekly routine, while also being able to do what I need I currently live in an apartment complex, but I can care for pets at your home. I will entertain them and make sure they are not stuck inside but take them on walks and play with their toys.

Sitter Profile Image: Dalyla C.
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Dalyla C.
from
$25
per walk
4.8 out of 5 stars
27 reviews
3 repeat clients
5 years of experience
Chicago, IL, 60608

About: Ive had dogs all throughout my childhood and and even now. I’ve owned different sized dogs as well as different ages. I’ve pet sitter before for family and friends! I’m currently in school during the mornings so my availability is open during the afternoon and evening! (after 2pm) My classes are online so it is possible for me to work before 2pm. I’m available all weekend! I enjoy getting to know the pets and seeing their personality shine through. I’ve personally have had different dogs from small to big and different cats. :D

Sitter Profile Image: Nataliia S.
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Nataliia S.
Star Sitter
from
$24
per walk
4.9 out of 5 stars
29 reviews
14 repeat clients
2 years of experience
Near West Side, Chicago, IL, 60608

Nataliia has been great! My dog can be a little anxious, but she is patient and built trust right away. It’s such a relief knowing he is in kind, capable hands. We especially appreciate the detailed updates after each walk—it shows genuine care and professionalism.

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Goat Lives M.
Sitter Profile Image: Ralena P.
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Ralena P.
from
$15
per walk
9 years of experience
Near West Side, Chicago, IL, 60608

About: I have been a proud dog mom for the past 9 years, so caring for dogs has always been a big part of my life! I live a very active lifestyle and truly believe our pets deserve to enjoy that same energy, whether that means a long walk, playtime, or simply getting some extra love and attention throughout the day. Over the years, I’ve cared for all kinds of dogs and have regularly dog-sat for friends and neighbors. I recently moved to Chicago and am excited to bring my love for dogs to Rover! I’m especially comfortable with big dogs and high-energy pups who need a little extra exercise, structure, and attention. My goal is to make every pup feel happy, safe, loved, and right at home while they’re in my care. 🐾 I manage & teach at a Pilates studio so my schedule is pretty flexible! I am also a very early riser 🌞 I also have a car, so transportation will never be an issue. Communication is the most important part of caring for your pet! I’ll make sure we’re aligned on your dog’s routine, needs, and preferences, and I’ll keep you updated throughout their time with me. Your pup’s safety, comfort, and happiness always come first.

Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

Sitter Profile Image: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
32 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

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Carla T.
Sitter Profile Image: Danielle G.
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Danielle G.
from
$15
per walk
25 years of experience
Chicago, IL, 60616

About: I have had cats my whole life, and I love them so much because they teach you about respect. I’ve had the honor of caring for other people’s dogs, including elderly and ones with medical issues, and everything in between. I’m currently working part time online where I can work as little or as much as I want to, so my schedule is wide open! Even for overnight needs. I am able to do whatever is asked of me, the most important thing to me is respecting a pets boundaries, especially when getting to know them.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chicago

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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Michelle C.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
102 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
149 reviews
6 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕

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Arina U.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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Susan L.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha and Rosie were amazing! She sent such cute pictures and was very accommodating. I will definitely book again when I need a sitter :)

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Greta F.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred was absolutely wonderful to coordinate with, super responsive! And he sent daily updates and pics of our sweet boy. Dante was the right amount of excited to see us, and I think he definitely enjoyed his time with Fred. Thank you so much!!!!

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Antonia H.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
186 reviews
73 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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Christina E.
Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
64 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

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Pranshul G.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
123 reviews
34 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!

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John F.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
72 reviews
23 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven is great. Sends me daily reports with pics. My flight was delayed and he was extremely flexible in helping me out with an extended stay.

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Amy A.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$45
per night
4.9 out of 5 stars
89 reviews
32 repeat clients
16 years of experience
West Town, Chicago, IL, 60642

Barbara is a great dog sitter! Kaiser had a wonderful time with her. She was always in touch, kept us updated, and made us feel very comfortable while we were away. Highly recommend!

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Alina
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
104 reviews
40 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Lech was brave enough to take care of my bulldogs for three days. He did a great job checking in and sending pics. More importantly, when Francis and Mr Wrinkles got home, they didn't seem to have been stressed out or anything, which has happened with sitters in the past. Further, Lech was able to take care of my "special needs" dog who is def. And, he was available to pick up and drop off the pair which saved me tons of time. Will def look to book again!

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Micheil L.
Sitter Profile Image: Hannah T.
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Hannah T.
from
$50
per night
5.0 out of 5 stars
13 reviews
1 repeat client
25 years of experience
Near West Side, Chicago, IL, 60661

Hannah was fantastic with my dog, Callie! She took her out to her farm, which she loved, and kept me updated with plenty of pictures and messages throughout the stay. Hannah even gave her a bath before bringing her back to the city, which was a thoughtful touch. I could tell Callie was well cared for and had a great time. I will definitely be booking with Hannah again!

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Mitchell G.
Sitter Profile Image: Nina C.
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Nina C.
Star Sitter
from
$54
per night
5.0 out of 5 stars
48 reviews
8 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Can’t thank Nina enough for the awesome care she took of my dog for a holiday weekend! She sent so many great pics and videos that made it clear my dog was having a great time. I am THRILLED I found her on Rover!!

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Kady T.
Sitter Profile Image: Craila N.
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Craila N.
from
$55
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60608

Craila is our go to dog watcher. We have a high energy dog and he is definitely tired out and content after his vacations with Craila. She does a great job watching him and keeps us updated on how he’s doing which puts us at ease!

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Heather M.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
375 reviews
102 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was a great sitter. She frequently updated and let me know how my dog was. He seemed every happy at her place. Her dog is always very friendly and got along just fine with mine. Thanks again :)

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Nikita J.
Sitter Profile Image: Karia J.
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Karia J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
East Garfield Park, Chicago, IL, 60612

Karia took great care of Lovie, he had lots of yard space to run around in and other dogs to play with. Karia was also great with communication, and provided frequent updates on Lovie's stay. Would highly recommend and will be reaching out again when I need a dog sitter in the area.

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Teddy S.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
329 reviews
113 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben did such a lovely job caring for our pittie, Aegon, in a small, mixed dog environment. We got a happy pup back and he had a chance to socialize in a safe setting while we were away. Totally confidence to use Ruben again for our pups.

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Adam C.
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