Personalized care for your dog or cat - Woodlawn

Highly-rated overnight sitters - Woodlawn

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: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
25 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”

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Kurt S.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.”

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

“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

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Robert R.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 231 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

“Dwight was an amazing host! He looked after our little buddy during a weeklong vacation, and gave him so much love and attention! We received updates and great photos during our trip, and Dwight was very flexible regarding pickup/drop off times. Will definitely book with him again in the future!”

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Kevin T.
Sitter Profile Image: Ebonee A.
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Ebonee A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 50 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

“Ebony was amazing with Jessica. She made sure we got updates with her and videos. Jessica really loved her and her family. I will definitely be booking future dates with her from now on. Thank you Ebonee for being so gentle and kind to our lovely Jessica.”

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Alicia H.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”

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Joseph G.
Sitter Profile Image: Reanna S.
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Reanna S.
from
$26
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
South Shore, Chicago, IL, 60619

“Amazing, attentive, and so caring. Her dogs are soooo nice too! My dog will be coming very often and I definitely recommend!!!! Very spacious as well my dog had her own room. 🫶🏼”

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Nyla S.
Sitter Profile Image: Kathleen K.
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Kathleen K.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
3 years of experience
Evergreen Park, IL, 60805

“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”

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Linda B.
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
13 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: Danielle L.
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Danielle L.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.

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

“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”

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Janice J.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

“Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!”

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Andre W.
Sitter Profile Image: Ra'eesa S.
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Ra'eesa S.
from
$45
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

“Ra'eesa took great care of my dog. She provided photos, videos and updates of him enjoying walks and the dog park. I am so glad we found her on rover and plan to become a repeat client.”

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Lataesha A.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 277 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

“What can I say? This lady is an ANGEL and my son LOVES her. She makes you feel so comfortable and you can text and check on your fur baby at anytime. So happy that my son actual got to interact with other dogs and was given so much love like his mom would give. My son will be going back and I found my ANGEL that protects my son.”

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

“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

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Madison D.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.7 out of 5 stars
• 80 reviews
45 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

“Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.”

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Melody K.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
• 62 reviews
21 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

“Sent updates with pictures of my dog that I appreciate-Manuel is kind and respectful, excellent communication -would recommend pet sitting or boarding again”

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Angela C.
Sitter Profile Image: Kyla & Barbara G.
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Kyla & Barbara G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 76 reviews
30 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

“Kyla was incredible!! From the initial contact to pickup, she was friendly and professional. She took the time to know my dog’s needs and preferences. She sent me regular updates and photos of my pup, which put me at ease while I was away! I highly recommend Kyla for a trustworthy and caring place for their dog. I’ll definitely be booking again!”

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Agnes K.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 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: Janet C.
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Janet C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 86 reviews
41 repeat clients
30 years of experience
Beverly, chicago, IL, 60655

“Janet was a great hostess to our Alice for the extended weekend. She communicates well via the app and answers any questions you have within 10 minutes. She also sends pics of how your dog is doing during the stay. Will definitely be using her again.”

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Daniel G.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Woodlawn

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: Coretta S.
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Coretta S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 315 reviews
106 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

“Coretta is awesome!! She dropped in on my fur babies twice a day while I was away. She sent a detailed summary and photos after each visit. She followed all instructions regarding their feeding and medication, as well as instructions regarding opening/closing the blinds and activating the echo dot each day to give them some background noise. I can be a little overprotective of my kitties, but I was able to enjoy my trip because I felt confident that she was taking care of them!!”

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Devyn C.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$11
per visit
5.0 out of 5 stars
• 28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

“So easy, good communication,”

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Frances P.
Sitter Profile Image: Laura O.
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Laura O.
from
$18
per visit
4.9 out of 5 stars
• 116 reviews
36 repeat clients
2 years of experience
Chicago, IL, 60615

“Laura was absolutely phenomenal and took amazing care of my cat. She was kind and understanding, and sent excellent updates daily. I am very grateful for her time.”

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David Y.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 58 reviews
17 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

“Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.”

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Anna B.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 92 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

“Qutress was great with our shy cat, who even let Qutress pet her which is quite rare for newcomers! She was very communicative and gave us wonderful updates every day. Highly recommend!”

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Luke M.
Sitter Profile Image: Syenna M.
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Syenna M.
from
$14
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
4 repeat clients
8 years of experience
Chicago, IL, 60615

“The best summaries I’ve ever received from a pet sitter here on Rover. Will definitely book again with Huibo in the future!!”

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Dominique L.
Sitter Profile Image: Claire P.
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Claire P.
from
$16
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
12 years of experience
Woodlawn, Chicago, IL, 60637

“Communicated so well and was super kind! Very responsive and helpful!”

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Vanessa C.
Sitter Profile Image: Pratik J.
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Pratik J.
from
$18
per visit
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I've been with pets all throughout my life. I've taken care of dogs, cats, rabbits, tortoises, parrots and fishes. I have a labrador Casper and a golden retriever, Remmy back home in Nepal, whom I miss every day. So I'm just looking for ways to spend more time with pets here. I work remotely as a software engineer, so my work schedule is flexible. I have lots of free time during the day, so I'm looking to walk dogs. In the past, I've walked dogs to the lake which is just 30 mins walk from home and I just chill at the lake with the dogs I'm taking care of, and also get some minor work done on my laptop. I live in a two bedroom apartment, so there's enough space for a pet. I usually walk dogs to the lake, which is just 30 mins walk from my place.

Sitter Profile Image: Tenzin K.
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Tenzin K.
from
$9
per visit
13 years of experience
Hyde Park, Chicago, IL, 60615

About: I've had a cat myself for 13 years, been a sitter for my neighbor's cat for the past year, and volunteered at Off The Rocks Cat Rescue Shelter for 4 years when I was in college :) Thus, I have extensive experience following detailed instructions to care for cats with the utmost care and responsibility. My cat is also diabetic and I do insulin injections for him, so I am prepared for any special accommodations in caring for your cats!

Sitter Profile Image: Grace H.
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Grace H.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

“Amazing! Grace followed instructions & took the very best care of my shy girl Megatron! :) Megatron was super comfortable around Grace & was so well taken care of! Thank you Grace!”

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Clarissa G.
Sitter Profile Image: Jordan F.
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Jordan F.
from
$17
per visit
20 years of experience
Hyde Park, Chicago, IL, 60637

About: I’ve cared for cats of all kinds since I was eight years old. Over the years, family and friends have trusted me to check in on their cats, feed them, refresh their water, play with them, clean up after them, and make sure they feel comfortable while they’re away. I genuinely enjoy being around cats and getting to know their different personalities.

Sitter Profile Image: Dominique L.
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Dominique L.
from
$23
per visit
4.9 out of 5 stars
• 47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Dominique went above and beyond while caring for Scally. It was not as easy because of some major hiccups, but Dominique was absolutely willing to do whatever necessary to provide excellent care for Scally. I would absolutely ask her back to care for Scally. Anyone would be lucky to hire her to care for their pets.”

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Shannon M.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
39 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

“Jasmine was great, I really appreciated her willingness to come over for a meet and greet before sitting. Thanks for letting Mickey lick the spoon! 🐈😹”

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Danielle W.
Sitter Profile Image: Erin M.
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Erin M.
from
$18
per visit
5.0 out of 5 stars
• 22 reviews
10 repeat clients
1 year of experience
Hyde Park, Chicago, IL, 60637

“Erin was a great help for us on short notice. She was promptly communicative, reliably on time, followed instructions perfectly, and most importantly treated my bunny with care and affection. Thank you Erin!”

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Alexis M.
Sitter Profile Image: Danielle L.
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Danielle L.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Hyde Park, Chicago, IL, 60615

About: With 10 years of cat care experience, I understand that every cat has their own personality, routine, and comfort level. I’m comfortable administering medications, keeping litter boxes and feeding areas thoroughly clean, and making sure cats receive plenty of attention, patience, and affection. I take pride in providing reliable, attentive care so your cat feels safe, comfortable, and loved while you’re away.

Sitter Profile Image: Kiera B.
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Kiera B.
from
$15
per visit
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera took great care of our cat and our home. She was communicative and developed a great bond with our cat, helping us to have a stress-free vacation. She left our home in good, clean condition after an 8-day home stay.”

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Claire A.
Sitter Profile Image: Ayanna B.
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Ayanna B.
from
$31
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Chicago, IL, 60615

“Ayanna took great care of my 2 cats! She was very responsive, sent videos to check how she gave my cat medication, and lots of photos, I’ll definitely be booking again!”

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Anne M.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

“Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.”

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Chevonne C.
Sitter Profile Image: Victoria G.
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Victoria G.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 38 reviews
7 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60637

“Highly recommend Victoria for your pet sitting needs! She watched my cat Luna for a full week, and provided daily updates and photos, so I knew Luna was in great hands! She was super responsive, very sweet and extremely easy to work with! As a first time user of Rover, I was a bit nervous but Victoria quickly eased those nerves! Don’t hesitate to book her for your pet sitting needs!”

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Emily A.
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Perfect for high energy dogs - Woodlawn

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: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.”

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Abby B.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$18
per day
5.0 out of 5 stars
• 231 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

“This was our first time using Rover, so we were a bit nervous about leaving our two pups for the day (especially a teething puppy). Dwight however made us feel at ease and we appreciated that he sent us several pictures throughout the few hours our pups were with him. He even gave our pups a new toy! Thanks Dwight !”

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

“From the moment Teddy entered E. K's home it was like I didn't exist. Kind of like dropping off your kids at preschool and they don't say goodbye. Teddy had a great day with the other dogs especially Allie and will definitely be back.”

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Susan L.
Sitter Profile Image: Reanna S.
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Reanna S.
from
$26
per day
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
South Shore, Chicago, IL, 60619

About: I've owned and cared for dogs since elementary school. Including pet sitting for several senior and high needs dogs. I find bonding with and learning each other's quirks very rewarding At the moment my schedule revolves around my pets. I don't have a full time job, and so I have plenty of time to spend with them. I have a 6 foot fenced in yard with plenty of space to play, and I live in a single family home. Nobody else will have access to your pets if they're with me. I have a separate room for doggies staying with me away from my pets with resting space, an extra crate and extra pens of different types so that everyone can be comfortable and have some space of their own while they relax. But if our dogs get along then yours can just live in my home like one of the family for their stay. Treats included! The yard can get muddy, especially in the spring and fall, and my dogs love love love to run, play and get messy so expect your pup to come home a bit dirtier than they arrived, and don't feel the need to make them shine before their stay if they like to play!

Sitter Profile Image: Ebonee A.
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Ebonee A.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 50 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

“I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.”

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Marquetta S.
Sitter Profile Image: Monique O.
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Monique O.
from
$40
per day
5.0 out of 5 stars
• 4 reviews
25 years of experience
Woodlawn, Chicago, IL, 60637

About: I have taken care of dogs my entire life , I was a baby who grew up with a Irish Setter. and so my life's journey has been traveled with My best buddies . My family and my pets. Their love and kindness cannot be measured and they deserve the very best of care. I pride myself on training tips and methods i have used on puppies to older dogs i’ve taught behavior adjustments. I believe a healthy fit pup is a happy one . I was also involved in a program we called visiting buddies , taking puppies to spend time with senior citizens and pre school students. throughly enjoyed by everyone involved. I am currently working part time and my schedule is flexible, I work in events. my availability is after 12 for walking and boarding generally but with enough notice I can work some morning hours. I have a large fenced yard as well as a dog run on the side of our home. I have a very friendly furry baby who will give your pup hours of entertainment. I you. would prefer. your pup was crated I. have a very large kennel indoors as well as outside. My home has tons of space .

Sitter Profile Image: Madeline S.
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Madeline S.
from
$44
per day
10 years of experience
Hyde Park, Chicago, IL, 60637

About: In my family we have always had dogs of all sizes, cats, birds, and reptiles. I have experience caring for the feistiest of chihuahuas and the sweetest of labs. I am experienced in training dogs and have helped many unruly dogs become more calm and confident in their own skin. In pet care, experience with bearded dragons, snakes, fish, frogs, insects, birds, and more in addition to cats and dogs. I am also a professional farmer and have experience in goat, pig, and poultry husbandry. My work as a freelance farmer and educator allows me a lot of flexibility to care for your sweet creature - i am able to design my own schedule so that i can meet most pet care needs, however particular. If your animal if able to visit the farm, they can enjoy beautiful fields of produce and watching the birds from a safe distance. If they are more of a homebody, they can stay cozy in my sunny one bedroom apartment where I'm able to check on them throughout the day. Have a weird pet? Dont be shy! It has always been my dream to work with different kinds of animals. I also offer farm experiences at our urban farm for any creatures who are lovers of the outdoors! Whether your baby is an experienced hiker or just exploring going outside, the farm is the perfect immersive experience. Bountiful fields and flowers surround one fenced-in city lot where your pet can explore smells, sounds, wild birds and birds of the coop. Give your pet the experience of a lifetime right here in Chicago! As a freelance farmer, educator, and researcher, I make my own schedule and I am able to flexibly adjust my routine for most pet care needs. I am at the farm 3-4 days per week and home on other days. My days are generally structured around animal care. I start with my morning chores, making the rounds for each pet and farm animal. Through midday I balance my research and freelance work with any of the pets' daytime needs, and in the evening again I do the rounds for closing chores. I genuinely love to structure my day around animal care! It helps me to balance my routine and remember to pause and be joyful. I live in a large one bedroom apartment with an unfenced yard, and I work with an urban farm that has a fenced-in city lot. If your oet loves the outdoors, we can go to the farm every day! We always have tasty treats available and love to practice tricks. Ill always be attentive to your pets dietary needs if treating or feeding. I have crates available for up to 35lb dog. Your pet will be treated like one of the family!

Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$30
per day
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.”

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Jennifer C.
Sitter Profile Image: Byron G.
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Byron G.
from
$45
per day
20 years of experience
South Shore, Chicago, IL, 60649

About: I Love animals. Especially dogs and cats. I have over 20 years of experience caring for dogs and cats of all kind. Your pet will be staying in my home, so they will have the whole house to themselves. I take extra long walks to the park and the beach often. You will never find anyone more invested in your best friend. Every hour of every day is dedicated to caring for your best friend. I am very active. I go to the gym 5 days a week. Working with dogs and cats gives me what we need in order to stay fit and mental stable. I will have your doggies tired at the end of the day!! The doggies and kitties have the entire house to their self. I have a big home with 4 floors. I also have a large yard that is fenced in and totally secure. No one gets in or out unless I decide to.

Sitter Profile Image: Tamya O.
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Tamya O.
from
$40
per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Grand Boulevard, Chicago, IL, 60653

“Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!”

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Donna H.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per day
4.7 out of 5 stars
• 80 reviews
45 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$49
per day
4.6 out of 5 stars
• 29 reviews
6 repeat clients
15 years of experience
South Shore, Chicago, IL, 60649

About: Absolutely adore dogs! They are Sentient beings that are intuitive, kind & intelligent. I’ve been an active member of PETA & the Humane Society of the United States for over 15 years & have been involved in animal rescue. I’ve advocated for the rights of bully breeds & against Breed specific legislation targeting & discriminating against Pitbull terriers❤️. I believe in adoption over purchasing animals. I love all breeds of dogs & have experience with toy breeds to the vulnerable bully breeds. I learned how connected & intuitive dogs are. How they are able to sense their human counter parts. I'm ready to open my home to yours pet as a professional who is experienced, ethical & devoted to the care and welfare of animals<3 Professionally I am a nurse so I guess I have a knack for taking care of everyone:) When your dog or puppy is in my care he or she will be treated with kindness and care akin to yours. Flexible hours, a huge back yard & all the attention they will need! Over the past 5 years I have established some wonderful client's. My niche is simple. I only accept a small number of pets per day so I can guarantee the best sitting experience for your pet. Pets with separation anxiety is my specialty. We’ve created a relaxed calming environment for them and slowly earn their trust. You will take note that your 🐶 will be at ease when in my care. I have a flexible work schedule so I love having a four legged pup around when I can. We love long walks on the lake! I have a large fenced yard. As a nurse I’m good about care management. Whether it’s dietary, health, or medicine administration-I am on top of it:) Pets are family, in my care that’s exactly what they are❤️ I work Part time so I am able to care and attend to your pet. I have an active life style so walks and exercise will be a part of your dogs routine if permitted. I have a fenced yard and keep all pets secure while in my care. If your dog is anxiously attached , or has special needs I encourage you to discuss them with me. If you have a preference for crating or dietary needs then we can discuss all that over our initial conversation.

Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$72
per day
5.0 out of 5 stars
• 37 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

About: I give animals good eye contact, effective tone, pay attention to their physical capabilities, and show love, respect, and observe surroundings for danger while walking I am normally home early mornings and during the day. Some days I work events as an artist but I have a very flexible schedule. I make sure the floors are clear so that animals are free to roam. I don’t keep chemicals or certain plants out that would harm animals.

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 Thanksgiving• South Loop/Downtown• Bridgeport 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: Brianna M.
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Brianna M.
from
$35
per day
5.0 out of 5 stars
• 2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
• 9 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: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
• 210 reviews
75 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!”

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Eric R.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$33
per day
5.0 out of 5 stars
• 16 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

“Love Shani!! Took great care of my sweet girl. And yes, you did it! She was played out today. LOVE IT. Looking forward to the next time. Highly recommend.”

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Irene K.
Sitter Profile Image: Cori W.
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Cori W.
from
$45
per day
5.0 out of 5 stars
• 17 reviews
3 repeat clients
9 years of experience
Douglas, Chicago, IL, 60616

“Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prompt and regular updates, and she was friendly and flexible, and puppy came back happy! She even gave him a toy as a gift because she said he liked it so much.”

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Eve E.
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Adventure-ready dog walkers - Woodlawn

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Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 22 reviews
6 repeat clients
20 years of experience
Chicago, IL, 60615

“Artiss has walked my pup multiple times, and he has always been happy to see her! She has done a great job managing his high energy level, sent wonderful photo updates, and always made sure he went to the bathroom.”

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Sourav H.
Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Hyde Park, Chicago, IL, 60615

“Syenna was so responsive and wonderful with Ollie. We look forward to using her services again. Thank you!”

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Yulia G.
Sitter Profile Image: Danielle L.
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Danielle L.
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.

Sitter Profile Image: Maia S.
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Maia S.
from
$17
per walk
5.0 out of 5 stars
• 15 reviews
2 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60637

About: I’ve grown up with animals all my life and my house was always noisy. However, now that I’ve moved away from home I’ve been missing the little guys. Im going into a my Masters program at UChicago! I’m also a barista at Starbucks! I usually work in the early morning so my afternoons are pretty open! I have the upmost respect for others property and place. I would love to board animals at my apartment if you are comfortable with it! However, I will come second to only you in loving your animal.

Sitter Profile Image: Patricia B.
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Patricia B.
from
$15
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Woodlawn, Chicago, IL, 60637

About: Hey! I’m Patricia, and I’ve been caring for pets since I was 14 years old. I recently took a break after moving away for college, but now that I’m back, I’m excited to start pet sitting again! I’m responsible, reliable, and will treat your pets like they’re my own. Whether it’s walks, playtime, or keeping them company, I’ll make sure they feel safe, happy, and loved while you’re away. I can’t wait to meet you and your pawfect family! 🐾🤍🤍 My schedule is very flexible, and I’m currently available Monday through Friday at any time since I’m not in school right now. On weekends, I’m available from 8:00 AM to 3:00 PM. I’m happy to work with your schedule whenever possible and look forward to providing dependable, loving care for your pets! I always keep plenty of treats on hand (with your permission) and live near a park, making it easy to take dogs on fun, safe walks and give them the exercise they need. I’m also happy to provide care in your home if your pet is more comfortable in their familiar environment. Whether I’m caring for your pet at my place or yours, I’ll make sure they receive lots of attention, affection, and the best care possible while you’re away.

Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Grand Crossing, Chicago, IL, 60619

“I booked Tabbie to walk our doggies and she was a lifesaver these past couple of days. Tabbie was very responsive, prompt, courteous and on time. She even asked if I wanted to walk them longer which I appreciated that a lot. A tired dog is a good dog and they were nice and tired. I will definitely be using Tabbie for more dog walks!”

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Shada H.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 92 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

“Q was great with Remi! She showed up ready to walk him and was prepared with any questions she had.”

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Abi S.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$23
per walk
5.0 out of 5 stars
• 28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

“Manuela did a great job! My dog Ella really enjoyed walking with her. Manuela is punctual, reliable. My dog doesn't trust people easily but with Manuela, it was easy. Amazing! Thank you so much. ?”

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Sue K.
Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

“Amazing and very detailed walker! You won’t be disappointed 😇”

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luanda
Sitter Profile Image: Erin M.
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Erin M.
from
$22
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
2 years of experience
Hyde Park, Chicago, IL, 60637

“Erin has been walking my dog Oscar every day and has been great to work with. She’s reliable, communicative, and clearly cares about Oscar and my two cats. Oscar is always happy after his walks, and I appreciate knowing he’s in good hands. Definitely recommend her to anyone looking for a trustworthy dog walker!”

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Brady P.
Sitter Profile Image: Nicole A.
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Nicole A.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
15 years of experience
Woodlawn, Chicago, IL, 60637

About: I’ve always been the one my family goes to train our pets ever since we got our first dog; and it’s been my favorite job ever since! I love learning about different breeds but most importantly how to speak their language. From puppies to elderly cats, I’m happy to care for your fur babies. I’m a recent Masters student at UChicago and have full availability! From mornings to overnight stays, I’m happy to be there for a walk or drop in. My own pups thrive on routine but it’s understandable if yours enjoy that nonchalant schedule. I do think play time, mental stimulation, and a local sniffari is the best way for a good nights sleep. On our walks, I’ll try to make the most of our time together by seeing what environments they feel most safe in.

Sitter Profile Image: Kiera B.
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Kiera B.
from
$28
per walk
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera was absolutely wonderful! She was punctual and really good at communicating! Would definitely choose her again!”

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Gauri T.
Sitter Profile Image: Grace H.
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Grace H.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
9 years of experience
Woodlawn, Chicago, IL, 60637

About: I have experience taking care of dogs, cats, ducks, chickens, frogs, and fish. I am able to stay over or transport to your house, making sure your pets feel safe and cared for! I am currently a student and will be able to stop by in the morning or afternoon/night or stay at your house to care for your pet! I will ensure your pets are properly nourished and entertained. I listen carefully to safety requirements for your house and will make sure your pet stays properly protected!

Sitter Profile Image: Pratik J.
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Pratik J.
from
$25
per walk
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I've been with pets all throughout my life. I've taken care of dogs, cats, rabbits, tortoises, parrots and fishes. I have a labrador Casper and a golden retriever, Remmy back home in Nepal, whom I miss every day. So I'm just looking for ways to spend more time with pets here. I work remotely as a software engineer, so my work schedule is flexible. I have lots of free time during the day, so I'm looking to walk dogs. In the past, I've walked dogs to the lake which is just 30 mins walk from home and I just chill at the lake with the dogs I'm taking care of, and also get some minor work done on my laptop. I live in a two bedroom apartment, so there's enough space for a pet. I usually walk dogs to the lake, which is just 30 mins walk from my place.

Sitter Profile Image: Katarina S.
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Katarina S.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

Sitter Profile Image: Dominique L.
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Dominique L.
from
$30
per walk
4.9 out of 5 stars
• 47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Mack has been loving having Dominque walk him during the week! She’s been very prompt and always lets me know when she starts and ends her walk.”

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Dianna T.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.

Sitter Profile Image: Byron G.
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Byron G.
from
$20
per walk
20 years of experience
South Shore, Chicago, IL, 60649

About: I Love animals. Especially dogs and cats. I have over 20 years of experience caring for dogs and cats of all kind. Your pet will be staying in my home, so they will have the whole house to themselves. I take extra long walks to the park and the beach often. You will never find anyone more invested in your best friend. Every hour of every day is dedicated to caring for your best friend. I am very active. I go to the gym 5 days a week. Working with dogs and cats gives me what we need in order to stay fit and mental stable. I will have your doggies tired at the end of the day!! The doggies and kitties have the entire house to their self. I have a big home with 4 floors. I also have a large yard that is fenced in and totally secure. No one gets in or out unless I decide to.

Sitter Profile Image: Page M.
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Page M.
from
$20
per walk
25 years of experience
Chicago, IL, 60637

About: I’m a lifelong animal lover with years of experience caring for dogs of all sizes, ages, and personalities. Before joining Rover, I regularly used Wag to walk and care for dogs, so I’m familiar with working with different breeds, temperaments, routines, and owner preferences. I’m new to Rover, but not new to dog walking or pet care. I’ve also cared for dogs in my own home and helped friends and family with their pets. I’m comfortable with energetic dogs, senior dogs, shy dogs, and dogs who need a little extra patience and attention. I enjoy long walks, exploring new neighborhoods, and making sure every dog gets the exercise, enrichment, and care they need. I live on Chicago's Far South Side, but most of my clients are in neighborhoods farther north, including Lincoln Park, Fulton Market, and nearby areas. I’m happy to travel for scheduled walks and drop-in visits, so I’m a good fit if you’re looking for a reliable walker or sitter who is willing to come to you. I’m happy to accommodate each dog’s routine, including feeding schedules, medications, special instructions, and plenty of updates while you’re away. Whether your dog needs a quick potty break, a long walk, or a reliable sitter, I’ll treat them like one of my own. Pet care is already a regular part of my daily routine through caring for my own dogs. I’m used to incorporating walks, feeding, play, training, and general care into my day and paying close attention to each dog’s individual needs. I currently work part-time, and I enjoy being active and spending time with animals. I have a fenced-in yard and two friendly dogs of my own, so I’m very comfortable managing dogs with different personalities, energy levels, and routines. When caring for pets in my home, I prioritize safety and make sure all dogs are comfortable with one another. In clients’ homes, I follow their routines and instructions closely and focus on keeping their pets safe, comfortable, and well cared for.

Sitter Profile Image: Camryn A.
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Camryn A.
from
$22
per walk
5 years of experience
Chicago, IL, 60637

About: I’ve had my maltipoo since 2020 and have taken care of dogs since then as well. I’m very organized and attentive to your animals needs! I just moved to Chicago so i have a lot of free time especially during the summer while i look for other jobs. I love having new energy around me at all times :) I have a very safe apartment complex with an enclosed backyard. Lots of toys for them as well to make them feel comfortable! I’m attentive and a very good listener to all of their needs

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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 - Woodlawn

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: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.”

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

“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

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Robert R.
Sitter Profile Image: Reanna S.
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Reanna S.
from
$26
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
South Shore, Chicago, IL, 60619

“Amazing, attentive, and so caring. Her dogs are soooo nice too! My dog will be coming very often and I definitely recommend!!!! Very spacious as well my dog had her own room. 🫶🏼”

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Nyla S.
Sitter Profile Image: Kathleen K.
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Kathleen K.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
3 years of experience
Evergreen Park, IL, 60805

“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”

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Linda B.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

“Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!”

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Andre W.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 277 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

“What can I say? This lady is an ANGEL and my son LOVES her. She makes you feel so comfortable and you can text and check on your fur baby at anytime. So happy that my son actual got to interact with other dogs and was given so much love like his mom would give. My son will be going back and I found my ANGEL that protects my son.”

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

“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

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Madison D.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.7 out of 5 stars
• 80 reviews
45 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

“Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.”

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Melody K.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
• 62 reviews
21 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

“Sent updates with pictures of my dog that I appreciate-Manuel is kind and respectful, excellent communication -would recommend pet sitting or boarding again”

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Angela C.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 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: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 103 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

“Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.”

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J.T. A.
Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!

Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 30 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: Niamh M.
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Niamh M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

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Bassey A.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“Tamara was great, just like last time. She provided updates, pics and I really feel calm that my Nina is being cared and loved. Highly recommend.”

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Daniella V.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

“Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.”

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Sabra F.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

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Samantha M.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 89 reviews
35 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

“I’ve booked with Kyla three times now and she’s been phenomenal! She’s very communicative and always sends pictures and updates on how Koda is doing and getting along with the other pups. She’s also very attentive to his behaviors (eating patterns, socializing etc). Koda is happy to be dropped off and also if happy and tired out when I pick him up. I would highly recommend booking with Kyla!”

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

“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”

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Andrea S.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 79 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”

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Akshay A.
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1Global data from Rover (November 2025)