Pet Sitting & Drop Ins In Roseland

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 Roseland pet sitters

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: Jennifer J.
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Jennifer J.
from
$21
per visit
4.9 out of 5 stars
72 reviews
42 repeat clients
25 years of experience
Roseland, Chicago, IL, 60628

Jennifer did a superb job taking care of my kitty Mira while I was traveling! I am grateful to have found such a wonderful and reliable cat sitter. Very highly recommended!

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Lucy A.
Sitter Profile Image: Toni C.
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Toni C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
28 reviews
11 repeat clients
12 years of experience
Morgan Park, Chicago, IL, 60655

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.

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Amy L.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
75 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60619

Jayden is the best, so kind and attentive and thoughtful! We love seeing all the cute pictures they take, and our two picky cats love Jayden’s care and company.

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Ari Z.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

About: Fenced yard, structured routine, and attentive care in a real home environment. I provide clean, consistent boarding with clear expectations so dogs can settle quickly and feel secure. I’ve worked with a wide range of breeds and temperaments, including Afghan Hounds, Rottweilers, Pitbulls, Cockers, Min Pins, Weimaraners, and Akitas. I’m comfortable handling both easygoing dogs and higher-energy or more strong-willed personalities. My home is set up for structure and safety. I have multiple crates in different sizes, a dedicated space for separation when needed, and a fully fenced yard for secure outdoor time. If your dog does best with a quieter environment or needs to be the only dog, I can accommodate that with advance notice and adjusted pricing. Dogs aren't just welcome here, they're remembered. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect I would want someone to have in mine. I've worked in private homes as a section 8 inspector and a home care aide, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood, and I often take walks around the neighborhood, so any pet will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, and a couple of unoccupied spaces for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.

Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
272 reviews
106 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

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!

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Kaley L.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$22
per visit
5.0 out of 5 stars
66 reviews
17 repeat clients
19 years of experience
Morgan Park, Chicago, IL, 60655

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!

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Audrey B.
Sitter Profile Image: Kelera W.
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Kelera W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
82 reviews
12 repeat clients
9 years of experience
Morgan Park, Chicago, IL, 60643

Kelera is absolutely wonderful. She was very attentive, detail-oriented, and timely in taking care of my fur babies while I was away. My babies warmed up to her instantly and we certainly won't hesitate to call upon her services again in the future. Kelera is the best!! 👍

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Della R.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$22
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
4 years of experience
Chicago, IL, 60643

About: I have been taking care of dogs for many years providing me with a diverse range of experience with dogs of varying temperaments, including anxious and reactive dogs. I am currently working part-time, so I have a lot of free time to dedicate towards taking care of your pet(s)! I am currently available Monday - Friday for walks and am able to fit most requests in due to working a remote schedule. In my client's home, I am to replicate the pet's home environment as closely as possible. I respect the owner's rules and preferences for their pets, following any specific instructions they provide. If a client wishes, I can provide regular updates including messages, photos, and videos to keep them well-informed about their pet's well-being. Ultimately, I prioritize the safety, well-being, and happiness of the pets I care for, ensuring peace of mind for both pets and their owners.

Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$25
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
West Pullman, Chicago, IL, 60628

About: I’ve had the joy of working with dogs of all sizes at the Homewood Adoption Center, where I learned to care for every personality—from playful puppies to wise seniors. I love helping each dog feel safe, happy, and loved, and I bring that same dedication to every pet in my care. I am available to care for pets all week and can adjust my schedule to meet your needs, including overnight stays if required. Your pets’ comfort and happiness are my top priority! When caring for pets in your home, I follow your instructions closely to ensure consistency and comfort for your pet. I provide feeding, walks, playtime, cuddles, and bathroom breaks as needed, while keeping your home safe and clean. I also give updates and photos so you can feel connected and reassured while you’re away.

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

Coretta as ever did a wonderful job with our cat. She sent photographs showing that our cat was happy and following his usual routine, despite the fact that we were away. She always sends detailed information and lots of pictures which really makes us feel so much better. And in this holiday season, where there tend to be a lot of packages that pile up, she was careful to collect them all and even send photos of all the packages that arrived - which was so nice of her to do. She follows our instructions and really cares that she is doing a good job. If you want a very conscientious cat sitter who will take great care of your cat and really care about them, I definitely recommend her!

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Tasha V.
Sitter Profile Image: Darcelle M.
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Darcelle M.
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
Pullman, Chicago, IL, 60628

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.

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Allison K.
Sitter Profile Image: Anyah T.
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Anyah T.
from
$17
per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Thank you for taking care of Penelope these past 2 weeks. We appreciate all that you did especially your initial visit, bonding with her patiently and gaining her trust.

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Cristaly T.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

Megan was wonderful dealing with my 3 cats with VERY different personalities. She wven thought to move a food dish under a table where the shy old cat was hiding. It is such a relief to know that there is acaring person to take care of my cats when I travel.

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Janette H.
Sitter Profile Image: Gionna T.
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Gionna T.
from
$23
per visit
5.0 out of 5 stars
132 reviews
56 repeat clients
8 years of experience
Evergreen Park, IL, 60805

SO amazing!!!! Gionna is so friendly and such a pleasure to work with. Not only did she take care of everything we needed for our kitty while we were gone but she went above and beyond to accommodate our kitty’s initial shyness and with Gionna’s patience and knowledge of cats, she was able to get her to come out and play/cuddle too!!! Gionna is so great and really helped us to be able to relax and trust our beloved pet was well taken care of while we were gone. Thank you so SO much again for being so awesome Gionna!!!!!!

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Abeni W.
Sitter Profile Image: Yolanda S.
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Yolanda S.
from
$16
per visit
5 years of experience
South Chicago, Chicago, IL, 60617

About: I'm friendly, professional and good with pets of all kind. I am available throughout the week and on short notice. I have been a freelance dog sitter and pet owner for years. Looking forward to meeting your loving doggie or kitty, I give good rubs and cuddles if you have a high energy and affectionate pet. I like going for walks and will be sure to incorporate play into our journeys. I spend my free time traveling and researching naturopathy and ancient knowledge. I have a deep respect for all life forms and would provide excellent care for your furry family members. I am good with dogs of all sizes and many other types of animals. Furry friends are fun and make life worth living. I work from home so I am able to dedicate time to the care of a boarded pet and provide plenty of attention as well I have a fenced yard and a friendly chihuahua who loves to make new friends. I enjoy long walks and being attentive to the pet I am caring for.

Sitter Profile Image: Tamara C.
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Tamara C.
from
$20
per visit
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Chicago, IL, 60620

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.

Sitter Profile Image: Dreya S.
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Dreya S.
from
$25
per visit
4.8 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
South Chicago, Chicago, IL, 60617

About: I am person who has always loved dogs and other animals. My family has owned pets before so I am familiar in the ins and outs of pet care. I enjoy playing with dogs and would make sure yours is loved and cared for like all animals should be.I would give your dog all the attention it needs while they are in my care and will make sure your pet stays safe. I send pictures and texts about your precious dog’s day. Do not hesitate to ask me anymore questions by messaging me through the app, so please feel free to do so. I am located in Chicago and able to drop-ins and walk your dog when you’re not available to do so. It is my pleasure to serve you.

Sitter Profile Image: Michelle V.
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Michelle V.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Washington Heights, Chicago, IL, 60628

About: I volunteered in animal shelters before for the past four years. With the experience of volunteering, I believe to be a patient person spending time with cats and dog. You learn to bound and have fun with them. Pets for me are just like kids. I want to provide the best care and give the attention your pet needs. I have so much love for animals. I guarantee you that your pet with me will be in great hands. Any resquest, I’ll be glad to help & accept. I have flexible hours. Open days and weekends. Potty breaks and meals are upon your request. Look forward to providing the servecies you need. And I hope to meet your best friend. Thank you for the time.

Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
161 reviews
68 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Kathryn really helped me when i was in a pinch! Kathryn was kind, responsive, and followed directions/asked questions when needed :) also sent so many photos so i knew my baby was okay :) i would most certainly use Kathryn again for future visits!! :) i know my baby was happy to have someone nice to play with 🤍

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Sabrina G.
Sitter Profile Image: Tara W.
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Tara W.
from
$18
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fantastic! You can tell she really enjoys her job! She is timely, thorough and loving! Tara took great care of our big boy kitty Bela, she took time to get to know him, Bela loves to play and Tara was great playing with him, above and beyond what was expected! Tara is great with communicating and sending pictures, we felt very comfortable leaving Bela in her care. We will definitely request her again the next time we need care for Bela! We highly recommend Tara W!

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Betsy E.
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Over 18
pet parents in Roseland have booked pet sitting

Roseland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kelera is always super friendly and reliable which is so helpful when we have to be away from our fur baby. Can’t thank you enough, again, Kelera!

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

Beverly cared for our girl just like we would. She arrived when she said she would, followed our directions and just loved on our fur baby. She is our go to caregiver!

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Devita Jo J.
Drop-In Visits
1 / 1
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How Rover works

  1. 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. 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. 3. Book & Pay

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Why Choose Rover?

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  • 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

If you’re searching for a Roseland pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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 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

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.