House Sitting Roseland
Find a loving house sitter to watch over your pets and your home.

Over 63 pet parents in Roseland have booked house sitting
Roseland, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Arie is amazing!! This was my first booking with her and she was so great about communicating and sending updates throughout the day, letting me know how Millie was doing eating and stuff, and being flexible fitting visits in with her own dog’s routine and her work schedule. I appreciated having someone so attentive, and I cannot recommend Arie enough!”

“Artiss was amazing! She was able to squeeze me in last minute when I really needed someone to watch my dog, and I’m so grateful she did. Communication was great from start to finish, and I felt comfortable knowing my dog was in good hands. I really appreciated how accommodating and dependable she was. I would definitely book with Artiss again! 10/10 would Recommend.”

“Kathryn went above and beyond taking care of ALL our animals. We received pictures and updates daily. Our pets always looked so relaxed and peaceful in all the pictures. We had a stress free vacation knowing all our babies were well taken care of. We highly recommend Kathryn and will definitely use her again in the future.”


About: I have had a dog my whole life! I’m great with animals because I’m patient, caring, and responsible. I enjoy spending time with animals and making sure they feel safe, comfortable, and loved. I’m attentive to their needs and always make sure they have proper food, exercise, attention, and care. I’m currently working Mondays and Thursdays so I am available everyday except for that. Normally I have a very flexible schedule and am available at any time. I have been a nanny for the last three years so i’m comfortable with caring for pets in homes. I will pick up after animal on walks (if walks are needed). Make sure everything is locked behind me, and follow any other instructions you may have.

“Nicole did an amazing job! She tried her best to maintain the same schedule our dog is used to. She took her out for walks and kept her mind mentally challenged. I will definitely use her services again.”

“Sharett's care of Gloria was so reassuring and calming. It was my first time leaving Gloria overnight. I had every confidence that Sharett would be a great care giver, and she went above and beyond. She sent me many updates with pictures throughout the two days. She stayed in my home and provided such a trustworthy and calming presence for Gloria's care, and my peace of mind.”

“Emily was amazing! It was my first time leaving my puppy with anyone and I couldn’t have asked for someone better. She came on time and my pup loved her, I’m pretty sure when I got back my puppy was more bummed she was leaving than she was happy that I came home ? I highly suggest using emily I most certainly will again”


“If you are looking for a dog walker who will love your pups as much as you do, look no further than Syenna! Finding someone you trust completely with your home and pets can be nerve-wracking, but Syenna put all our worries to rest. Our two dogs, Cooper and Scuttle, are absolutely obsessed with her. She doesn’t just take them on routine walks—she gives them great exercise, keeps them safe, and never skips the most important part: the post-walk tummy rubs! The moment she arrives, Cooper and Scuttle start spinning with joy and literally flop at her feet. Syenna is reliable, punctual, professional, and deeply attentive to their individual personalities. Having her in our routine brings us so much peace of mind knowing our dogs are in the best possible hands. Cooper, Scuttle, and our entire family give her 10 out of 5 stars! Thank you, Syenna!”
About: Ever since I was little I have loved dogs. Although I have my own dogs that I love so dearly I also love meeting and spending time with new dogs. It is so fun to get to meet new dogs and their personalities! I’m currently working as a substitute teacher and a hostess so on some days I will be available whenever but other times might be more constricted. As long as I know a bit beforehand I can usually make something work! During the weekends I am basically open despite when I am working at the restaurant. While caring for pets in my clients home I will be sure to follow all the rules and schedules that have been given to me. I will make sure that all pets are made to feel cared for to ease the absence of their owners.
“Claire was very good with communication and she was caring and gentle with our older pup. I definitely plan to have Claire help us the next time we need an overnight sitter.”

About: I have a genuine love for animals and they can sense that. I have rescued two stray cats. They came at different times to my front porch waiting for something to eat. I adopted the last one and her name is Bonita. As a child, we always had dogs, so my love for them is inmense. For me they are not animals, they are little humans with a huge soul. I work as a freelancer so I have a lot of free time. My schedule is very flexible, so I can accommodate service as long I have one day in advanced notice I have a fenced yard where you dog can play in the company of my sweet and friendly cat. I ca crate your dog if needed. I can walk your dog close to your home. I live close to hyde park, Woodlawn, south chicago, south shore areas where we can walk to different parks or beaches.
About: It’s all about honoring the autonomy of each animal when building a bond plus providing them a safe and nurturing place to live and be while away from home. I am a Full-Time PET SITTER in Chicago running a cat sanctuary where our pet guests become a member of a loving family right away. We provide a healthy and safe space where pets are always free to roam plus enjoy the amenities of individual cat houses, window gazing, and human play.
About: Hi! I’m Jocelyn, a dependable and caring pet sitter based in Chicago. I have experience caring for cats, dogs, turtles, and guinea pigs, and I treat every pet like they’re part of my own family. Whether your pet needs walks, playtime, feeding, medication, or just lots of love and attention, I’m committed to making them feel safe, happy, and comfortable while you’re away. I understand every pet has a unique personality, and I take the time to learn their routine so they feel at ease. I work from home, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Because I’m home most of the time, pets receive plenty of supervision, companionship, potty breaks, walks, playtime, and affection. I can easily accommodate their normal routine to help them feel comfortable and stress-free while you’re away. Your pet’s safety and comfort are always my top priorities. I provide a clean, calm, and pet-friendly environment where they can feel at home. I carefully follow each owner’s instructions regarding feeding schedules, medications, exercise, and routines. Whether I’m caring for your pet in my home or yours, I’ll treat them like family and provide regular photo and video updates so you can have peace of mind.
About: With over 20 years of dedicated pet care experience, I provide compassionate and reliable services tailored to each pet’s unique needs. Whether it’s daily walks, administering medication, or offering overnight stays, I ensure your fur love bugs receive the utmost care and attention. My commitment to building trusting relationships with both pets and their owners has been the cornerstone of my long-standing career in pet sitting. As a dedicated pet sitter, I structure my daily and weekly schedule to ensure I am highly available and responsive to the needs of both pets and their owners. Caring for pets in their owners’ homes requires a combination of attentiveness, respect, and adherence to established routines to ensure the well-being of the animals and the security of the home.
“Jasmine was fantastic! Easy to work with, professional, knowledgeable, patient with our quirky pup and timely in her communication. She provided daily updates on our pup and we were able to enjoy our trip knowing he was in great hands. We came home to a happy, healthy dog and spotless home!”

About: I have cared for pets since I was 7 years old! I currently share my home with two kitties and three dogs. I also have some experience with smaller animals, I've had three Syrian hamsters in the past and have cared of guinea pigs and rabbits in a shelter setting. I've even cared for pigs, goats, and horses before! For my professional credentials, I've worked in animal care for a combined five years. I have cared for hundreds of animals in animal shelter and veterinary clinic settings. From shy and fearful dogs to feral cats, to kittens and puppies, to senior animals. I have cared for animals that need medications and/or special diets. I have experience with leash and barrier reactive dogs, exuberant canines, and leash biters. I have completed dog handling in a shelter and feral and fractious cat handling courses through Maddie's University. And I've assisted in moderating 10-15+ dogs in play groups before! Through these experiences I've become proficient in understanding animal body language, able to identify a variety of possible health issues, and learned how to best keep animals safe and happy. All in all I believe my varied experiences with animals professionally and personally will allow me to provide great care to your pet! This is my primary source of income at this time! So my schedule is very flexible. Just reach out and we can work something together. I understand that safety is number one with pets! I will always respect your pets' boundaries. And I want to work with you, the pet parent, to understand your pets' habits, preferences, and any allergies or health issues.

About: I’ve taken care of a variety of pets, from puppies, kittens, small dogs, large dogs and more. Senior dogs with medicinal needs are a breeze! I work remotely and have plenty of time to play with your pups and cats! I have two pups of my own who hang out with me and my partner all day! I have a fenced-in yard and two friendly pups who love to sun bathe. We love a game of tug or fetch and we love to snuggle.
The median cost per night for house sitting in Roseland is $50
Pet parents share their Rover experiences - Roseland
We’ve booked Jayden multiple times, and they always take amazing care of our pup and our home. They communicate thoroughly, send daily updates with great photos, and give us complete peace of mind while we’re away. We always come home to a happy pup and a spotless house, with the laundry done! We can’t recommend them enough!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book house sitting

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