House Sitting Roseland

“Jayden was absolutely phenomenal! Our dog Calypso is very skittish with new people, and in the past, sitters have struggled to get her outside for potty breaks because she was too scared. Jayden was able to take Callie out a mere four hours after we left. Callie warmed up to them very quickly and snuggled a bunch, which is no small feat on Jayden's part. Jayden was very communicative and sent multiple updates a day, including photos and videos. They were quick to respond to messages, and they left our home spotless. I would love to book with them again for future trips!”

Kaitlyn B.

About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.

“Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!”

Byron C.

“Alexa was a very thoughtful, thorough, and kind sitter. She followed all the house rules and Nala rules. She left our home better than when we came back. We will definitely hire her again.”

Chelsey C.

About: With years of experience caring for pets of all sizes and needs, I provide personalized, loving care for your furry family members. From small dogs and cats to large breeds, blind, disabled, or medicated pets, I’ve handled it all. After moving from Kentucky to Chicago, I bring the same dedication and compassion that made me a trusted sitter back home. Your pets will be cared for like they’re my own! As a retired animal lover, I have a flexible schedule that allows me to cater to your pet’s needs. Whether it’s daily walks, playtime, or medication schedules, I can adjust my day to provide consistent, attentive care whenever you need it. I prioritize your pet’s safety and comfort by maintaining a secure and familiar environment. Whether I’m offering dog walking, pet sitting, or overnight care, I make sure your pet feels at ease in their own home. I follow all your instructions closely, including feeding schedules, medication routines, and any special needs. My goal is to provide a stress-free, loving atmosphere so your pets are well cared for while you’re away.

“Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.”

Cornelius D.

“Tara is outstanding! She goes above & beyond. Tara is very kind to my dogs & treats them like her own babies. I can tell they were so happy and well taken care of. My dogs love her & we appreciate the comfort & walks she provided to them.”

Meghan G.

“Jante was on time, caring and most importantly—could handle my leash aggressive big boy with ease. The animals enjoyed him and we enjoyed our vacation knowing they were well taken care of. Will definitely rebook!”

Khadi C.

“Was great with our 4 cats. We came back home and they were well taken care of. Provided pictures while we were gone and was helpful.”

Charmis D.

“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.”

Joisa

“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!”

Isabel C.

“Tabbie M. was on time, communicative, and professional. She worked well with sweety and sent emails, and pictures to update me. Tabbie M. is very nice and kind as well. I will definitely book her again.”

S C.

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home full-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

About: I’ve grown up with pets and began pet sitting in high school for my coaches and family. With over two years of recent experience, a flexible daytime schedule, and a pet-friendly neighborhood near the Pullman Monument and Arcade Park, I provide reliable, personalized care for dogs and cats while making life easier for pet owners. I work a part-time remote job, giving me flexible weekdays for pet care, including overnights. I mainly book weekdays but can make certain weekends work. I love to collaborate with clients to create the best experience for their pets, staying attentive to their needs and creating a calm, comfortable environment, for example, by playing soothing music for pets.

About: I’m really a dog lover and have always been around them. They’re kids honestly. Imagine a different one per day that’s amazing to me ! Recently moved to Illinois where I now work for Alter Domus, an investment firm in Downtown Chicago and it’s work from home. I have all the time in the world to watch them !! Love them and it’s definitely therapy to me also. Continuing what I started in Ohio with Rover here ! My neighborhood is full of dogs and grass for them to walk. It’s away from danger and quiet, there might be a friend outside too.

About: I have no experience pet sitting but I am eager and willing to learn your pet and ensure their experience is a safe and enjoyable one. As an active-duty Army soldier, my schedule is structured, but I have dedicated time for part-time commitments like pet sitting. I can accommodate evening, and weekend visits, making sure your pet gets the care and attention they need. My disciplined routine allows me to be punctual, reliable, and adaptable to your pet’s schedule, whether it’s feeding, playtime, or just some extra companionship. If you have specific timing needs, I’m happy to discuss and find a way to make it work! Discipline, responsibility, and trust are part of my everyday life, and I bring that same commitment to caring for your pet. Your pet’s safety is my top priority. I will always follow your instructions carefully, maintain a secure environment, and handle any situation with a calm, level headed approach. I understand that leaving your pet in someone else’s care requires trust, and I take that responsibility seriously. You can count on me to be reliable, respectful of your home, and attentive to your pet’s needs. Whether it’s sticking to their feeding schedule, keeping their space clean, or giving them plenty of playtime and attention, I’ll make sure they feel comfortable and loved while you’re away. I look forward to providing a safe, caring, and positive experience for both you and your pet!

“She was great!!! Took care of copper like we would!!! Will definitely use her again”

Jeffrey Z.

“Danielle took great care of Lavender during her sit. She was patient and followed all of the instructions. Really appreciate her looking after Lavender.”

Danielle B.

“Haley was amazing! She accommodated a last minute boarding for my two dogs and gave great updates all weekend. She did a great job and I would book again!”

Zachary N.

About: I grew up in a multi pet home and learned to walk, train and groom pets from a young age. I cared for the last family dog through her medically tedious senior years. Through college I pet sat and walked for friends and family. For 2 years I worked for a veterinary clinic, although my job was marketing I often was asked to assist with holding and monitoring patients. When I became a pet owner I adopted puppies raising them through potty and crate training. I am proud to say they continue to be healthy and happy. Now we foster and pet sit dogs of all ages and sizes because of the dog friendly environment we’ve created at home. My success in pet lies with gaining the pets trust. I approach them slowly and go at their pace, sitting and waiting on the ground if necessary. I am pet sitting and walking full time so I have plenty of time to dedicate to my clients! Dogs are typically walked and out between 7am and 9pm. I have a fully fenced yard with ample room for running and playing. There are four resident dogs who are friendly and used to guests. We can crate your pup or have them sleep in a bed or in bed with me. Water is available at all times through a 2 gallon water dispenser.