Pet Sitting Woodlawn

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Over 104
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.

1 / 1
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: Coretta S.
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Coretta S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
282 reviews
102 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Coretta did an amazing job taking care of our cats while we were away. She went above and beyond - taking care of unforeseen issues that popped up and sending thoroughly documented (and cute) reports after each visit. I would recommend her to anyone as a trustworthy, compassionate, and knowledgeable caretaker for your animals.

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Amanda E.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
47 reviews
15 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: Mia L.
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Mia L.
from
$20
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

This is my second booking with Mia. I received daily updates over the two weeks I was away and once again returned home to a happy, healthy cat.

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Teresa R.
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.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$15
per visit
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

An amazing cat sitter! It’s clear how much she truly loves animals, and they love her back. Even our very shy and unsociable kitty fell in love with her at first sight, which was a huge surprise to us. We’re so grateful for her care, kindness, and attention.

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Anastasiia P.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$17
per visit
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: Rebecca B.
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Rebecca B.
from
$25
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Rebecca is a kitty whisperer! We are so grateful for her thoughtful care and attentiveness to our cats. Thank you again for being so consistent, responsive, and reliable 🙏🏽

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Danielle W.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
85 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Q went the extra mile to make sure Frank was loved and cared for this summer. Frank obviously grew to enjoy her presence and had a great time while we were away. Q is responsive and always available to answer questions!

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Meg S.
Sitter Profile Image: Zoe E.
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Zoe E.
from
$15
per visit
4 years of experience
Hyde Park, Chicago, IL, 60637

About: I love both dogs and cats. I have been fostering cats for the last four years, from kittens to senior cats, with a range of personalities. I have also provided free catsitting services to the foster organization I work with. I grew up with dogs and am very comfortable with all kinds of dogs--but I especially love big dogs! I am a responsible law student with a flexible schedule as I study for the bar exam. I am currently finishing up law school, with only one class per day, so I have a flexible schedule that can work around your preferences. I do not plan to have pets in my home because I currently have a foster cat of my own! But I am very respectful of others' spaces and will leave it just as I found it. I can let your dog out in a yard or take him or her out on a walk.

Sitter Profile Image: Manuela G.
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Manuela G.
from
$12
per visit
5.0 out of 5 stars
27 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: Amiyah W.
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Amiyah W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
3 reviews
4 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Amiyah is kind and caring.Glitzy had lots of fun and looked forward to her visits with Amiyah. We felt she was very well cared for and that makes vacationing easier..

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Turqueya W.
Sitter Profile Image: Ava M.
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Ava M.
from
$20
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
11 years of experience
Hyde Park, Chicago, IL, 60637

Ava went above and beyond watching my 3-year old golden. She clearly loves dogs and loves her job. Would be happy to book with again.

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Jada D.
Sitter Profile Image: Leah C.
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Leah C.
from
$25
per visit
4.9 out of 5 stars
13 reviews
3 repeat clients
11 years of experience
Woodlawn, Chicago, IL, 60637

She was a little late. But very kind. And pup was exactly where I wanted him to be when she left/

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Rebecca C.
Sitter Profile Image: Jessy M.
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Jessy M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy was very responsive and did everything I asked of her!

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Leah C.
Sitter Profile Image: Julia G.
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Julia G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

About: Hello!! My name is Julia I’m 23 and I love animals. Ever since I was little I’ve always had a special interest in nature and animas especially cats! One of my favorite childhood memories is rescuing feral kittens in my neighborhood and finding homes for them. In my teens years I started dog and cat sitting for friends and family and ever cared for horses and rabbits in my high schools FFA. As of now I’m a painter and artist with a lot of time on my hands and would love to spend some quality time with your pets! When staying with a pet I like to follow a schedule for potty and feeding times since familiar routines can calm pets that might be anxious around new people :)

Sitter Profile Image: Kristen M.
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Kristen M.
from
$17
per visit
10 years of experience
Hyde Park, Chicago, IL, 60637

About: I have experience taking care of all kinds of pets (mine and others) since I was a kid! Spent my life around all sizes of dogs, and I’m a lover of all cats! I’m a recent MA graduate, so my schedule is very open! I’m a very active person and enjoy walks, so I’m a great option to take your pup on midday walks! I have lots of experience around cats and dogs, so I will always make sure to help them feel comfortable in their space by building up trust between us!

Sitter Profile Image: Tamya O.
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Tamya O.
from
$25
per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

Sitter Profile Image: Ashley B.
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Ashley B.
from
$30
per visit
20 years of experience
Grand Crossing, Chicago, IL, 60619

About: Since I was 5 years old I've had a pup & a cat of my own! I luv animals! Your furbaby is in great hands! I have two very loving dogs. One is 5yrs old & the other is 1 1/2 yrs old. They are large breed dogs but they are my big babies! Lol I work full-time (one day in office/ & the rest from home) & weekends free to care for your cherished furbaby. Plenty of time to love on & play with your pup. I have a fenced back yard & go on plently of walks. There is also a fenced in dog park near my house where I take my dogs on walks there. I have a fenced in yard, also a big basement for you dog to have space. I can crate your dog if needed. I have a loving energetic dog name Ragnar & he's 5yrs old & Howlie is is 1 1/2 yrs old. They are both extremely friendly & will provide a great outlet for fun & entertainment.

Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$19
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh always does a great job and sends detailed updates. It’s always a relief to know Ashleigh will have everything taken care of back at home.

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Lauren P.
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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

Christina was an incredible pet sitter. She was communicative, incredibly capable, and my cat loved her! Would definitely rebook.

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

Coretta is exceptional at both care and communication. She has brought us so much peace of mind over the years and we highly recommend her services!

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

Rachel is a fantastic cat sitter! I felt like I could relax when out of town. She sent great updates and pictures, and I could tell from our meet and greet that she’s truly just fantastic with kitties! I would definitely recommend her services 🐈

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Chelsea H.
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

Did an excellent job taking care of my cat and following all care instructions. When I got back my apartment was clean and my cat looked healthy and happy.

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Liam C.
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

Amiyah is kind and caring.Glitzy had lots of fun and looked forward to her visits with Amiyah. We felt she was very well cared for and that makes vacationing easier..

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Turqueya W.
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
5.0 out of 5 stars

Lynettra is very reliable and takes care of cat very well! Grateful to have her as a sitter for him!

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

Cassie is an excellent cat sitter. She took care of my cat while going through some medical stuff, and took the time to make sure her medication was administered correctly and with care, and also to help reassure and update me while I was away. I really appreciate it!

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

I'm a repeat client! Madison is great with my Bernedoodle, he loves when she takes him for walks. She's also prompt and communicates effectively.

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

Megan took care of our cat regularly for two weeks, and we couldn’t be happier with her help. Our cat has a very sassy and cautious personality, but Megan managed to win her over, which honestly says a lot. She was able to pet her and even got her to play, which is not easy at all. We are very grateful to Megan for her care, patience, and reliability. It gave us great peace of mind knowing our cat was in such good hands. We would absolutely recommend her to anyone looking for a caring and trustworthy pet sitter.

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Anastasiia P.
Drop-In Visits
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Sitters in Woodlawn average 6
repeat pet sitting clients

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