Dog Sitting Hillside

“We are so excited to be establishing a relationship with Gina for our pittie Hildy. Hildy is nervous and fearful but Gina has been an amazing, calming presence. We are so excited to continue to build our relationship and have nothing but positive things to say about Gina. She's just lovely.”

Julie S.

“Cheryl was great with our dog Luna. She came to meet with her a week before and answered our questions. On the day of the visit Cheryl was great and provided us an update and pictures and Luna clearly had a great time.”

Kelly H.

“Odalys went above and beyond with my five cats while I was on vacation. She updated me at every visit as to how they were all doing. My cats enjoyed her company. She followed all of my instructions. I would definitely have her take care of my cats again when I go on my next vacation...without hesitation!”

Claudia C.

About: I have had dogs all my life! I currently have a mini golden doodle and my childhood dog was a Dalmatian! I have taught my dog, Sunny, countless tricks and love to take her on walks! I am currently a part-time nanny and would love the opportunity to take some dogs on walks! I have availability most days of the week, especially in the afternoon. I have a fenced in backyard and a friendly golden doodle who would love an occasional play date. I will always ensure the safety of my clients pets whether it is in my home or theirs.

About: I truly love pets and enjoy taking care of them. I regularly care for my brother’s and my boyfriend’s dogs, so I’m very comfortable with daily routines like feeding, walking, playtime, and giving lots of attention and affection. I treat every pet as if they were my own, making sure they feel safe, loved, and comfortable at all times. I’m patient, dependable, and attentive to each pet’s unique personality and needs! Pet care fits well into my daily routine because I’m already used to caring for dogs on a daily basis. I plan my schedule around their needs, including feeding times, walks, playtime, and relaxation. I care for pets in their home by following their routine, providing feeding, walks, playtime, attention, potty breaks and making sure they feel safe and loved.

“We had just gotten a new puppy and I had to be gone a large part of the day due to work. Alex responded right away and spent an hour with the dog playing and trying to get him to go for a walk. I got a progress report and details on everything that happened within the hour, along with some great pictures too. So grateful for the help!”

Kerry D.

“Litzy was great! She responded quickly and even though it was last minute, still made time to meet before we were leaving out of town. She even cleaned the food dishes! Thank you for giving our previous little guy some TLC while we had to leave.”

Deanna H.

“Adriana was amazing and made us feel so comfortable while we were away. This was our first time having someone watch Caius and she kept us notified and sent photos the entire time. He is definitely more of a reactive dog and gets pretty territorial of our home, but he felt so comfortable with Adriana. She also watched him over the holidays which was much appreciated. We will absolutely be having her watch him again in the future. Thank you so much! ❤️”

Alexis Q.

About: I love dogs and came across this site and thought how it would be nice to have guests in my home. I have a decent sized back yard and there is a walking trail I could walk a pup or two along. I would do my best to keep your dog comfortable in my home. I have four kids in my home that have so much love for animals. Hope to hear from you soon! There are pets in the home but I do not keep in the same spaces at any time regardless if friendly or not. It’s more for the comfort of a new space for your pet and for yours as an owner. I do work a lot. However Thursday thru Sunday’s I am home full time during the day. Monday thru weds I work regular business hours and also have a crew at home willing to live up and care for our guest. We would regulate one room to your pet but it’s with us. Our family room where your pet will never be alone. Always someone watching tv, relaxing, or even sleeping in.

“Lorraine was wonderful! Very easy to communicate with & did great with my dogs!!!!”

Paula K.

“We booked with Estefanía for her to visit our dog three times a day during our week-long trip. She was always super professional- quick responses when I texted her any last-minute requests or instructions. She also brought in our trash bins and kept our plants alive:) Bruno was happy when we got home, but definitely no stress when we were away!”

Kristen B.

“Justice is fantastic and took great care of my dog! I really appreciated the updates and her attention to detail. It made the whole experience stress-free and I would highly recommend her!”

Karlee B.

About: I’ve cared for dogs with very different personalities and needs, including my senior dog Lilo, who I recently cared for through her later years, and my current dog Penny, who is naturally nervous and needs patience, reassurance, and a calm environment. Caring for Lilo taught me how important it is to be attentive to a senior dog’s comfort, routine, energy level, and changing needs. With Penny, I’ve learned how to give a nervous dog space, build trust gradually, and pay attention to subtle changes in behavior and body language. I think what sets me apart is that I don’t believe every dog should be cared for the same way. I take the time to learn each pet’s personality, routine, boundaries, and individual needs. I’m patient with shy or nervous dogs, attentive with seniors, and happy to keep energetic dogs active and engaged. I’m also big on communication with pet parents. I’ll follow your instructions carefully, send regular updates and photos, and make sure you feel comfortable knowing your pet is being cared for and loved while you’re away. My schedule is flexible, which allows me to dedicate plenty of time and attention to pet care. I’m available for walks, drop-in visits, and house sitting depending on my weekly schedule, and I’m able to coordinate bookings in advance so I can give each pet the time and attention they deserve. I provide care in the Bolingbrook and Bellwood areas, and I plan my bookings around where I’m located so I can be reliable and punctual. I’m intentional about not overbooking myself, so when I accept a booking, I can give your pet my full attention and follow their routine closely. Safety and trust are my top priorities when caring for a pet. I take the time to understand each pet’s routine, temperament, boundaries, and specific care instructions before the booking begins. In a client’s home, I treat their space with the same respect I would want someone to show my own home. I make sure doors, gates, and leashes are secure, keep pets away from anything they shouldn’t access, and leave the home clean and organized. I’m especially mindful of nervous or anxious dogs and create a calm environment where they can become comfortable at their own pace. I never force interaction and always pay attention to a pet’s body language. I’ll follow feeding, walking, medication, and other care instructions exactly as provided, and I’ll communicate with you if I notice anything unusual about your pet. I also provide regular updates and photos so you can have peace of mind while you’re away.

“Clorise was a wonderful cat sitter. My cat is not the friendliest but so much effort and attention was put into caring for him which I really appreciated while I was away”

Fatima S.

“After having to have an emergency scheduling Stephanie was absolutely fantastic, she was quick to reply, communicative, respectful and very kind. She gave us constant updates on our cat Freyja along with photos. We would happily use her services again.”

Joseph J.

About: I have been a lifelong pet owner and understand that pets are truly part of the family. I share my home with my partner, and together we have years of experience caring for pets with different personalities, routines, and needs. What sets us apart is the personal attention and understanding we bring to each pet. We take the time to learn each pet’s unique personality, daily habits, comfort level, and what helps them feel safe and happy in a new environment. We have experience with feeding routines, walks, playtime, enrichment, and recognizing when a pet needs extra patience, comfort, or quiet time. We understand that every pet is different. I work full-time during the day from 10:30 AM–6:30 PM, and Erika works 9 AM-5PM. While we are away, pets have a consistent routine, and once we are home, they receive plenty of attention and care. Whoever arrives home first is ready to greet the pets, provide potty breaks, meals, playtime, and any attention they need. My job is only about 10 minutes from home, so I have the flexibility to accommodate additional check-ins or special needs when needed, including extended lunch breaks for pets who require extra attention. On weekends, we are home and able to provide extra companionship, backyard time, play, and relaxation. We understand the importance of maintaining a pet’s normal routine and creating a calm environment where they feel safe and cared for while away from their family. We prioritize safety, comfort, and trust for every pet that stays in our home. We live in a 3-story townhome with a fully fenced backyard, providing a secure space for outdoor time. Our finished basement offers a dedicated pet area where pets can have their own quiet space to relax, or have separation when needed. We understand that every pet has different comfort levels and needs. If you would like your pet to have companionship during their stay, we can arrange a slow and supervised introduction with our pets to make sure everyone is comfortable. If your pet prefers their own space, we can keep pets completely separated for the entirety of their stay. Our own pets will have access to the upstairs third level of our home, allowing us to create a safe and comfortable environment for everyone. Our home already includes two small dogs and a cat, so we have experience managing pets with different personalities, routines, and boundaries.

About: I grew up with dogs my entire life, including a German Shepherd, Golden Retriever, and Pitbull mix, so I’m very comfortable with both large and high-energy breeds. I also have experiences with extended stay puppy sitting where I managed feeding schedules, potty breaks, walks, playtime, and creating a calm, structured environment. I understand how important consistency, patience, and attentiveness are, especially with puppies. I’m currently preparing to welcome a Golden Retriever puppy of my own, so I’m very intentional about creating safe, positive experiences for dogs. I work Monday through Friday but my partner is currently home all day, so someone will always be there to care for your dog! We are open to boarding any night. Walks I am primarily available after work or sometimes the morning before. My partner is currently available most anytime! We are both reliable and detail oriented. We are prepping to bring in our very own golden retriever puppy, so will treat your dog as if they are our own! As mentioned above I work Mon-Friday roughy 8-4. My partner is currently home throughout the day so someone will always be there to care for your dog. We are open to boarding almost any day especially weekends where we are both home. Walks and drop ins work best for me before work hours or after but my partner has open availability so between us we can accommodate to you! Feel free to ask if you have any specific availability questions! :) Your dog’s safety, comfort, and happiness are my top priorities. I live in a clean, calm, and pet-friendly environment and am very attentive to routines, feeding schedules, and safety during walks and care. I always keep dogs securely leashed on walks, avoid unsafe situations, and closely monitor their behavior and well-being. I understand how important trust is when someone is caring for your dog, and I take that responsibility seriously. I’m reliable, respectful of your home, and committed to providing a safe and positive experience. I’m also happy to send regular photo and video updates so you always feel confident and connected while your dog is in my care.

About: Hello! I am a recent college graduate that has experience taking care of multiple pets at once in my family home and for other families in Chicago. I am very active so I can keep up with younger animals, but also have hands-on experience working with older pets and pets with special caretaking needs. I have previous work experience at a Humane Society where I spent time taking care of animals that were up for adoption. My experience varies in all types of animals and ages. I most recently helped birth and raise 7 puppies from my family’s dog’s litter. I personally have a vivacious orange tabby cat named Archie. I will love and treat your animal and if they are my own. Thank you for considering me to be part of your pet’s life! I work full time from home during the week so I have great flexibility. I am very routine with pet care. I have great flexibility so you can count on me! I live in a pet friendly home with many of my own rescues. The pets rule the land here and their needs always come first.

“Judith is awesome! We appreciate her thoughtful handling and skilled care of our pups. Thank you!”

Marie M.

About: I have experience taking care of pets for more than 10 years I have always had animals and I teach them where to do their needs and tricks to improve their performance and well-being I have all the time available to take care of pets since I work with delivery applications so I manage my time Full time for animal I only have one cat in my house I can take it for a walk I have a park nearby and I have a backyard to take them out to do their needs