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.

Every sitter passes an enhanced background check. Learn about RoverProtect
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.

“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!”

“Toni is great. Responsive, responsible, caring and capable. I felt very reassured after meeting her and knew I was leaving my cat in good hands. She kept me up to date on visits and I returned to a well cared for cat. The best!!”

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.
“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!”

“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!”


“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”

About: I have worked with animals in various roles throughout the years, from working in a doggy daycare, to volunteering and fostering with various rescue organizations (OTAT, RWAR). I am experienced in senior pet care, administering medication, and some obedience training. I have a soft spot for brachycephalic breeds, and I owned and raised a Boston Terrier rescue dog for 12 years (RIP Batman 2009-2023). I currently own a mellow and submissive lab/husky mix, Henry, and a Maine Coon/Domestic Medium Hair cat, Tater Tot. Both get along with other animals. I am currently not working a full time “normal” job, so I have plenty of time to walk and babysit your furry friends. I am available for on-demand walks in the city limits of Chicago and south suburbs. For North and Northwest Suburbs, I can be flexible with enou I own a historic Victorian row home; it is 3 stories plus a basement and 2600 sq ft. My home is in the heart of the Historic Pullman District, on National Park Service land. My neighborhood is VERY safe, and my home is also down the street from the 005 District Police Station. My home has plenty of room to spare for your fur children. Not only that, I also have a 6 ft fully fenced yard. There is a dog park 3 blocks from my home, and I am in close proximity to several Forest Preserves. If baths are requested, bath lovers can enjoy baths in a jacuzzi tub, and bath tolerators will be bathed in a walk in shower with a double rainfall showerhead, and a handheld shower head for the hard to reach spots. I can offer pickup and dropoff for those without a car or time to spare, and dogs will be transported in a seatbelt for safety.
“Tara is extraordinarily helpful. I needed someone to visit my cat short notice, and she was on her way to my house within a few minutes. Tara loves pets passionately and it shows in everything she does. She is tuned into cats and gives Jim Catsby so much attention in ways that he enjoys—petting, brushing, etc. Awesome! 10 stars!”

“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!”

About: I’ve watched pets for my friends and loved ones. I also own my on dog. I will make sure your dog or cat has fun, gets lots of hugs and is well cared for. I have a part-time job. I work on Wednesdays every week and Fridays,Saturdays, and Sundays every other week. I’m starting nursing school in July so, I have plenty of time to share with your dog or cat lol. My house is a very safe environment for a dog or cat to be in. I like to keep my home really tightly. Plus I have a pup of my own that loves other dogs.

“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.”


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.
About: I am an all around animal lover and have been a pet owner for the past 10 years! My home includes male dog, Bailey, Shih-Poo (fixed) and male dog Titan, German Shepherd (fixed) During the week walks will occur around 6:30AM, 7PM and 9:30/10:00PM. Weekends allow for more flexibility for younger pups as I am home more during the day. Patience is a guarantee as an owner of an anxious pup (Bailey), it takes time to become familiar with a new people and being their family being away for any amount of time. Please let me know your pups activity level in effort to keep him/her as close to their routine as possible! Do not hesitated to contact me if any additional questions arise! Thank you and I look forward to hearing from you soon :) I currently work full time in the Little Village area. I am usually able to make it back south around 5:00 PM depending on traffic/weather I try to keep pets as close to their routine as possible which usually involves a meet and greet prior to and brief overview of the home. I’m always open to instructions being left!
“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.”


About: Hello everyone! I have years of experience taking care of dogs and it is one of my passions! I am very responsible, caring, and have great communication skills. I have experience walking dogs of every size and I also have experience training dogs. I work part time so I have ability to walk and take care of dogs in the morning and evenings as well as the weekend! My backyard is very large with a fence surrounding it. My neighborhood is very safe with lots of active people and people who enjoy walking their dogs on sunny days.
About: I have experience with dogs with anxiety who use medication, needy/clingy dogs, and dogs with disabilities. I am extremely thorough and patient in case something goes wrong with them and I maintain a calm demeanor at all times. When it comes to instructions, please provide a brief, detailed description of your pet's daily routine and I'll follow it to the letter. I'm currently a graduate student at CSU; summers are a slow period for me. I am more than willing to babysit pets for as many nights, walks, feeding times as needed. During school time I will do walks, feeding visits and the occasional overnight weekend stay. I am committed to your pet's comfort level and will adapt to their schedule to the best of my ability. I will spoil them rotten because I absolutely love all dogs and cats of all shapes and mannerisms. Even if they hate me. If I am confused about anything regarding your pet's behavior, such as licking paws, over-grooming, an increase in urination, I will let you know about it as soon as I see it. I also LOVE talking to the pets so I will have full-on conversations with them. I'm especially good with repeat visits so if you are interested in having a one-time sitter for the next few years, I'm MORE than willing to take up that responsibility. Familiarity is very important with pets and as mentioned before, I am focused on the pet's comfort.

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 work as a full time dog groomer and now that Rover has that service, I would like to build my own clientele. 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.
About: I’ve grown up around animals and truly love spending time with them. I had a German Shepherd named Sheba and two cats, Pichu and Mitzu, and I’ve also cared for friends’ pets. Through Rover, I’ve walked and cared for pets of a wide range of ages. I’m experienced with walking, feeding, bathing, and giving pets the attention and care they need to feel comfortable and happy. I work remotely and thus have a flexible schedule when it comes to pet care. I am happy to accommodate the needs of my clients. In my client’s home I am happy to abide by any and all rules specified by the client, and ensure that their pet is happy!
“Gionna is absolutely fantastic! My rescue cat, who rarely comes out for anyone except me, followed Gionna around the house while she visited. I have to believe that means she’s a wonderful person!”

Roseland pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Roseland 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
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
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.


