Pet Sitting Woodlawn

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Over 105
pet parents in Woodlawn have booked pet sitting

Woodlawn, Find top rated pet sitting

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

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Sitter Profile Image: Haley W.
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Haley W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Haley was very friendly, and kept us well updated each day on how out cat was doing. Gus warmed up to her instantly. We would highly recommend her to anyone who is looking for a pet sitter, and look forward to using her again in the future.

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Drew A.
Sitter Profile Image: Patricia B.
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Patricia B.
from
$15
per visit
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: Syenna M.
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Syenna M.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
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: Claire P.
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Claire P.
from
$17
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: Qutress T.
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Qutress T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
88 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress was amazing with our cat as always! She took care of everything exactly as requested and we felt super comfortable knowing that our pet was in such good hands while we were out of town.

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Max H.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$12
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

I am very glad that Manuela helped with my cats during our vacation. Manuela came before my trip to meet Mia and Aska, and then came on all the appointed days. Sent me photos and videos of them playing together. I can recommend Manuela as an excellent nanny for kittens :)

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Tatyana U.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
51 reviews
17 repeat clients
17 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: Jasmine P.
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Jasmine P.
from
$25
per visit
5.0 out of 5 stars
98 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine was amazing! They followed instructions, asked questions and gave a thorough summary of what happened each day! Greatly appreciate the thoughtfulness and care put into the time spent with my furry friend. Much appreciated!!

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Jon P.
Sitter Profile Image: Ian H.
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Ian H.
from
$17
per visit
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

Sitter Profile Image: Bria S.
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Bria S.
from
$17
per visit
5.0 out of 5 stars
1 review
6 years of experience
Woodlawn, Chicago, IL, 60637

About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.

Sitter Profile Image: Sarah W.
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Sarah W.
from
$17
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Woodlawn, Chicago, IL, 60637

About: Taking care of dogs was the first job I ever had. Neighbors would have me come over after school to check in with their babies and play with them or take them on walks. I've also been lucky enough to watch people's dogs while they were out of town; including puppies! Most recently, I volunteered at an animal shelter where we would take animals for walks, train them, bathe them, and shower them with love and treats! Every dog is unique, and I enjoy taking the time to get to know each animal and their family. I am currently working part-time with a flexible schedule, so I have plenty of time to accommodate specific schedules and adapt to individual needs. I always approach caring for animals with safety and respect as a first priority. It is important to me that both the dog and I are safe, and that I am attuned to their needs. I also want to prioritize respect for other people's space and time, so I make an effort to always be on time and adapt to any individual requests in people's homes.

Sitter Profile Image: Leanna M.
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Leanna M.
from
$15
per visit
20 years of experience
Chicago, IL, 60615

About: As a big sister and true animal lover, I have delighted in taking responsibility and caring for the children and fur-babies of family, friends, and neighbors for most of my life. My experience with dogs and cats is extensive, including: extended periods of 24/7 care for varying ages, sizes, and needs; following veterinary instructions for administering medications; and providing proper everyday care such as bathing, feeding, walking, and basic grooming, and of course plenty of play-time and snuggles! For walks and check-ins I am flexibly available on Saturdays and Sundays, and during the week I am available Tuesdays 3pm - 6pm, Wednesdays 8am - 11am, and Fridays 1pm - 6pm. I am also able to provide overnight/multiday care at my home for cat-friendly pets. My apartment is a spacious 3 bed/2 bath (I have 3 couches to choose from for naptime and snuggles!), with plenty of parks, trails and green spaces nearby to walk and play. I have a sweet kitty at home who loves to play with other cats, and dogs too! Some things to keep in mind when deciding if my home is right for your fur-baby's stay: I live on the 2nd floor and my building does not have an elevator; if your pet uses a crate you will need to provide this for their stay; I have a cat and so will only be able to welcome cat-friendly pets to my home.

Sitter Profile Image: Taylor W.
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Taylor W.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
17 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: Byron G.
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Byron G.
from
$17
per visit
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: Dominique F.
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Dominique F.
from
$25
per visit
4.7 out of 5 stars
76 reviews
41 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique is really great always dependable I am a returning customer and as long as she’s doing this she is the only person I will trust with my dog son.

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jacquelynn D.
Sitter Profile Image: Camryn A.
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Camryn A.
from
$20
per visit
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

Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
302 reviews
104 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

This was my third time having Corretta as a pet sitter and she was great as always!!! If you are looking for a sitter I would highly recommend her!

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Kat W.
Sitter Profile Image: Huibo L.
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Huibo L.
from
$15
per visit
2 repeat clients
10 years of experience
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: Pratik J.
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Pratik J.
from
$20
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: Dominique L.
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Dominique L.
from
$25
per visit
4.9 out of 5 stars
47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

Dominique is very reliable, Friendly and Flexible to my schedule. Trustworthy, and cares about my Fur Babies. She also took very cute pictures of my kitty Simba and my Dutch Shepherd Shana.

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Terese C.
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The median cost per visit for pet sitting in Woodlawn is $20

Pet parents share their Rover experiences - Woodlawn

1 / 1
5.0 out of 5 stars

Coretta was great and would definitely recommend. She put my mind at ease about leaving my cat and took great care of him, gave great updates and cute pictures.

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

Amiyah did an incredible job taking care of Wraith, making sure she ate food, drank water, and played during the time I was away. She is great with sending photos and communicating and I would definitely recommend her!!

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

Thanks so much Che Maria, your description sounds completely typical of our quirky diva! Also appreciate your flexibility and responsiveness as we worked out all of the details!

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

She was friendly and to grace care of my ca. Sent plenty of pictures and mad security to tell me my cat was doing well

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

I’ve had a great experience with Christina! She is reliable, caring, and always takes great care of my dog. I really appreciate knowing my dog is in good hands while I’m away. She does a wonderful job, is dependable, and I would definitely recommend her to anyone looking for someone they can trust with their pets!

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

Julia has exceeded my expectations with my fur baby, Lilo. I appreciated all the photos that showed consistency in love and affection, and even offering to swing by and check on Lilo on off days. 10/10 recommend! 100% will rebook Julia in the future.

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

Working with Lyn is always a breeze! We feel so calm leaving our cat with her & always look forward to the pictures and detailed check ins.

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

Qutress is so amazing with my cat! She is trustworthy, communicative and kind! I come back to a happy & healthy pet and a clean home.

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Torin I.
Drop-In Visits
5.0 out of 5 stars

Rachel was reliable, communicative, and so friendly with my 3 cats for the 8 days I was traveling. Highly recommend!

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

Zoe was so great! My dog is a nervous rescue and she was super understanding and did everything possible to accommodate.

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Che Maria B.
Drop-In Visits
5.0 out of 5 stars

Timely and reliable, even cleaned up when my dog had a small accident at time. Would highly recommend and plan to book again next time I travel!

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

Brianna was everything you could ask for in a pet sitter! She came like clockwork and made sure our sweet cat had all her needs met. Strong recommendation if you want someone who you know you can trust!

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

Im a first time user of the Rover app and was extremely nervous, to trust someone with my dog! Carmen eased every fear. She extremely patient, compassionate and detailed oriented. Chloe can be a real sour patch, yet she took on the challenge & Chloe loves her now. 10/10 definitely recommend & would book again. THANK YOU So much for a great first experience.

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Mmmkaay _.
Drop-In Visits
5.0 out of 5 stars

Incredible pet sitter that my cats love! Communicative, sends pictures and is super easy to work with. Will definitely book again!

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

Maya took great care of both my indoor and outdoor cats while I was away. She was in regular communication with me about whether or not the cats were visible during her drop-ins, as well as how open they were to getting some rubs and TLC. She even brought my dumpsters back into my yard on trash day and made sure packages delivered to my home made it safely inside. Maya is a sweetheart and I absolutely plan on having her care for my babies for my next extended out of town trip!

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

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.
Drop-In Visits
5.0 out of 5 stars

Jasmine R was awesome. Thorough and punctual. My kitty was happy and my home was just as I left it. I will use her services again.

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

Bri was responsive and super friendly with our kitty crew! She accommodated us on short notice thankfully and though our cats were hot and cold with her (typical of felines) she was patient and calm with them. Would definitely book again!

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

Nikki was so great!! Spent a good amount of time with my cats and they seemed so happy when I got back.

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

Lucille is definitely a kind soul and I appreciate her help walking my best friend. I would highly recommend and book again ☺️

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Alison L.
Drop-In Visits
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