Pet Sitting & Drop Ins In Woodlawn
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Woodlawn pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Im so thankful Coretta was available to care for Douglas while I was away! She is such a lovely person and so good with animals. She did a wonderful job and was very communicative and responsive the whole time. No question I will rebook with her the next time I’m out of town!”
“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.”
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.
“Qutress was so considerate, sweet, and caring with our kitty cat and we would absolutely love to book her again!! She did everything we needed to a T and sent us lots of helpful updates and cute photos too! We felt really happy and relieved as anxious pet parents knowing that Qutress was nearby and available to help with drop ins while we were out of town :)”
“This was our first time using rover after being traumatized from a past cat sitting situation. Maya put our minds at ease while we were away and even walked me through the process and the app during our meet and greet. It was a relief to know our cats were taken care of and everything was in order when we got home.”
“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 :)”
About: In addition to taking care of my own three dogs, I have spent the past four summers working at a doggy daycare/ kennel. I have professional training and experience in taking care of animals of a variety of sizes and various needs. With over 50 dogs in our care every day, I am experienced in creating an environment that is safe, clean, and fun. I feel prepared to handle anything that is thrown my way !! I am a graduate student here in Chicago, so I have classes four days a week, but I can do walks and drop in visits for most of the afternoon, and dogsitting and walks Saturday-Monday. I am unable to take pets into my own home, but in a clients home I am prepared to work with whatever is available, including spending as much time outside as necessary and bringing treats and a slip lead to help with walking, training, and crating. For pets who prefer to spend their time indoors, I will make sure they still get plenty of attention and mental stimulation.
“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 🙏🏽”
“This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!”
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!
About: I treat every pet like family, patient, observant, and caring. I may be new, but I come with love, responsibility, and a pocket of treats Working full time with reduced summer hours, plus weekends & holidays off, I’m available to offer consistent, caring attention and companionship for your pets! :) Pets in my care have access to walking paths, a dog park, a wash station, and designated potty areas. Crate-trained pups are welcome! I keep communication clear because guessing games are for pets, not pet parents
About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .
Woodlawn pet parents share their Rover experiences
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!
Coretta is an outstanding, capable individual! She knows how to care for cats and dogs very well. She is great communicating with people, including building supervisors, managers and maintenance workers. Coretta is flexible in scheduling and diligent in her attention to detail. When asked for special considerations, she will go above and beyond to make sure animals entrusted to her care ware well fed, clean and loved! I will absolutely go out of my way to employ her services again, should the need arise. If you have the opportunity to work with Coretta, or have her visit your home, you'll be all the better for it! She is an absolute PROFESSIONAL!
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!
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.
Claire is absolutely wonderful. She accepted my request at the last minute and truly cared about my cats’ well-being. She kept me updated throughout the day and made me feel completely at ease. She’s definitely a keeper, and I would highly recommend her to anyone
Kayleigh is a wonderful catsitter. I felt informed about how my cat was doing for the entire two weeks that she watched him. She followed my instructions perfectly and was very attentive to him. I’d definitely rebook with Kayleigh if I need catsitting in the future!
Tamara took great care of my cat while I was out of town! She was very responsive and transparent, keeping me updated throughout the booking. She was also really flexible & understanding when an issue came up with my keys - l couldn't have asked for a better sitter
Popular requests near you
Select a filter and find qualifying Woodlawn sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Woodlawn.
Rover makes it easy to find Woodlawn pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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