Pet Sitting & Drop Ins in Roseland, Chicago
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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Loving pet sitters in your neighborhood
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1. Melissa B.

“Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!”


2. Toni C.


“Toni is awesome! We were so at ease while traveling, knowing that our two cats were in great hands. Toni left thorough and thoughtful reports and took lots of pictures for us. We look forward to using Rover again and hope that Toni is available to watch them in the future.”


3. Kelera W.

“Kelera is so awesome!!! So friendly, professional, and helpful. Not only did she take care of the basics for our kitties while we were gone but she went above and beyond to help them get comfortable around her and communicate how they were doing. Excellent service, communication, and care! Thank you again Kelera, we will be in touch again soon 🙂”


4. Coretta S.

“An excellent sitter who really cared about our cats and took great care to make sure they were happy and healthy. One of our cats has challenging health needs and it was clear that she really cared about this and tried to accommodate that. She also followed our instructions, kept us updated on what was going on with our cats with lots and lots of photos (which was super helpful) and even collected some packages that got delivered while we were away. I think if you want someone who is very detail-oriented and cares about your pet, she is definitely someone I would recommend.”


5. matt M.

“Matt was great, he stayed in constant contact and sent pictures of every visit while he was watching our dog Rocco. He even brought in packages and cleaned up after Rocco.”


6. Moria S.

“Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!”




7. Beverly B.

“Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!”


8. Marchauna B.

“Great sitter!!. She was amazing took great care of my dogs. Made sure they were good and everything. Went above and beyond! Wish i could give more stars.”




9. Tamara C.
About: I take care of all animals in my care, mine or not. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I am currently watching animals as a part time gig as I have a full time job. House sittings are my most popular but I also have many drop in requests as well. I work full time so unless I am doing a house sitting or the place is close by that I can do a fly by, I am not available in the morning most days except weekends. Your dog is never out of my sight unless I allow they are secure in a crate. Any thing that brings me concern will be immediately brought up with you and I will find any solution I can to help.


10. Khalilah B.

“Khalilah is first and foremost a very loving and caring person. She has high morals and is a trustworthy friend. She is fun and friendly . She is diligent in anything she works on. She loves pets. She is hardworking and humble. Because of the qualities above mentioned,I believe she will be a wonderful pet sitter.”


11. Corey G.
“Corey is a great Dog sitter he took care of my pitbull plenty of times when I left town. Corey always treats my dog like it's his own, I highly recommend using him”


12. Jayden Phoenix (They/Them) P.

“Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!”


13. Marya K.

“She took very great care of my dogs and kept me updated the whole time!”




14. Ellen M.


“I was very pleased with Ellen’s care of my dogs. I would 100% recommend her and would definitely use her again. My dogs were well taken care of while I was gone!”




15. Carmen P.

“Carmen was amazing to work with! Great communication and great with the cats.”


16. Nariah B.

“Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.”


17. Crystal A.
“I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!”




18. Paul W.
“Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are with him. He plays with them, takes them for walks in the park and supervises their play in his big back yard. I also get photos of my babies when I am traveling. I will continue to board them with him rather than a kennel. You will delight in the care he provides for your four legged family members.”




19. Darcelle M.

“Darcelle was great and my cats loved having her drop by to check on them. I appreciated that she played with them and cleaned up the food dishes. I recommend her and plan to call on her again when I can't be home.”


20. Kathryne G.
“Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been very kind and sweet to my sometimes difficult dog Sophie, which I have always really appreciated. If you want a sitter who will treat your dog like family, then you should book with Kathryne. ”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
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
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Roseland on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 1,299 pet sitters in Roseland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Roseland pet sitters respond in under an hour.
Pet sitters in Roseland have an average of 13 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Roseland.
Rover makes it easy to find Roseland 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
There are 1,299 pet sitters in Roseland on Rover, so you’re sure to find the perfect match for your pet! In Roseland, 93% of pet sitters offer daily exercise, 90% offer medication administration, and 89% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.
