House Sitting in Crestwood

“It was our first time getting a sitter to stay in our home and care for our 3 dogs for 2 days and Kathryn did not dissapoint. She was very attentive, sweet, patient, and understood all the directions on what to do for our 3 fur babies since they all have different eating habits and personalities. She made sure she texted me throughout her stay if she had any questions and sent us plenty of pics to keep us updated. She was very respectful of our home too. Her price is completely reasonable and I felt like the kids were in good hands with her. I would ask for her help again in the future and I definitely recommend.”

Flor C.

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

Jeffrey Z.

“My pets were well taken care of! First time for us to have overnight care, we weren't worried at all. When we came home my pets didn't seem to miss us! We will use his services again!”

Pauline S.

“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.

“First time using this site. Lisa was great with our 3 large dogs. Two young dogs and a old timer. She came over to meet them. Took her time with them. She was in contact with me while I was gone to give updates. Lisa was kind and reliable. I would definitely recommend her and would ask her to watch my pups again.”

Renate P.

About: I've been taking care of dogs and cats for family and friends for the past 15 years and I've had two professional pet sitter jobs, One for a golden retriever for a few years and I've dog sitted for two pitbulls. I also grew up with 3 large dogs a Rottweiler, German shepherd and English Mastiffs. I'm currently on disability and I have a lot of free time, I mostly play video games and play basketball at the park and the gym. I usually stay in the front room with the pets and let them outside or take them on walks depending on what people want me to do.

About: As a lifelong animal lover with years of experience in pet care, I understand that every pet has their own unique needs. I pride myself on having a strong sense of animal behavior and adjusting care accordingly to each individual pet’s temperament. I have a great deal of experience with senior pets and/or pets with a strict medication regimen. I understand that these animals often need additional patience and compassion and I am always striving to reliably provide such care. This includes administering edible, topical, and injectable medications. I have experience with dogs of all shapes and sizes as well as cats and small animals (birds, fish, reptiles, etc) so you can rest assured that your beloved critters are in good hands! I do my best to be communicative so I am always willing to discuss any additional details or concerns with my clients. My main goal in pet care is to provide reliable and respectful service that keeps your furry friend happy and gives you peace of mind in knowing they are properly cared for while you are away. I hope that I get to meet you and your pets very soon! Pet care is currently my main focus so my weekly schedule is almost always open. I am extremely flexible with scheduling which means I will be available to do reoccurring visits or extended pet sitting if need be. I have my own transportation so I am happy to make visits that are a bit out of my area as well. I have worked in professional pet care for 7+ years which has including both daily dog walking and overnight house-sitting. Being respectful of my client’s pets and their homes is of utmost importance to me. As well as pet sitting I am more than happy to take on other house-sitting responsibilities such as watering plants and bringing in mail/packages. I always appreciate strong communication and always do my best to provide prompt updates while you are away

“We couldn’t be happier with the care our two dogs received while we were away! Gabrielle went above and beyond to make sure they were well-loved, exercised, and comfortable. It gave us such peace of mind knowing they were in great hands. We received regular updates and photos, which made our time away even more enjoyable. When we returned, our dogs were happy, well-cared for, and clearly had a great time! We will definitely be booking again in the future!”

Kinley W.

“Sara did an excellent job taking care of our guys. She sent photos and updated us everyday. She respected our home and our boys were the same happy guys when we returned. Definitely will be reaching out to her again.”

Charles H.

“Patrick was a fantastic sitter for our dog, Red Baron, while we were away for an extended visit out of the country over the Christmas holiday. Red is a Wheaten Terrier with a big personality. He is very lovable, charming, sweet and smart, but can also be a little stubborn, a bit anxious, and is fully convinced he’s part human and a lap dog even at 38 lbs🤪 Patrick really seems to understand and love dogs especially Wheaton's and it really showed in how naturally he managed Red. What we loved most was Patrick’s personality. He has a good sense of humor, seemed to easily roll with the punches and never made anything feel intense or overmanaged. He even seemed to "get" Red’s mischievous side right away and handle any of his rule-bending moments with a calm consistency. We appreciated the fun, lighthearted updates and photos Patrick sent throughout our time away and really showed just how relaxed and comfortable Red was. It also made us feel like he was with someone who genuinely enjoyed him. Patrick followed all our guidelines. He also went above and beyond by helping with grooming and calming routines, taking great care of our home, and even handling deliveries and furniture pieces that arrived after we’d already left for our trip. We came home to a happy, settled dog and a house that looked great. Patrick is reliable, easygoing, and thoughtful. We’d absolutely recommend him and would trust him again without hesitation.”

Kristen R.

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.

About: Dogs are my favorite animal! Why? Because they are loyal, caring, fun and you already know this because you own one! :) I have a shepherd mix who I love dearly. I used to volunteer at West suburban humane society, and have dealt with dogs of all sizes and temperaments. I feel comfortable around dogs and have lots of experience. I treat them like a member of the family. I love all animals, so if you have cats rabbits etc I will not be bothered. I have been around dogs since childhood and working with dogs is a dream of mine. If your dog needs medicine I have experience with that as well. I am extra gentle with senior dogs and can keep up with puppies I have a flexible schedule so I can work with your schedule. We can discuss your pets needs so I can accommodate your schedule easily. I follow owner instructions precisely and ask questions if anything seems unclear. Pet safety is always my number one priority. If I think a pet may not be safe for anyone I always reach out to the owner.

“Lauryn was fantastic! Zelda absolutely loved her and very clearly received lots of love and attention! We received a lot of updates and photos, and Zelda was very happy!”

Jo R.

“Dolly had a fun, relaxing time in Khalia’s care. We’re so grateful Khalia was available to play and keep Dolly company while we visited family.”

Nellsyn H.

About: I’ve cared for animals my entire life, understanding their unique needs. Over the years, I’ve also helped others with their dogs—support, and dependable care—building strong bonds with both pets and their owners. I’m available to care for your dog on Sundays, Mondays, Thursdays, and Saturdays while balancing a part-time job. My flexible schedule allows me to provide reliable, attentive care, including walks, feeding, playtime, and plenty of affection. You can feel confident knowing your dog will receive consistent supervision and loving attention on the days I’m available. You can trust me with your pet because I genuinely treat every animal as if they were my own. I understand how important it is to feel confident and at ease when someone else is caring for your furry family member. I’m patient, attentive, and reliable, always prioritizing your pet’s safety, comfort, and routine. From regular updates to consistent, loving care, I’m committed to giving you peace of mind and giving your pet the attention and affection they deserve.

About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!

“Toran was really great at caring for our golden retriever and our house. He communicated well, and our dog loved him. Definitely would recommend and will rebook him!”

Todd P.

“Patricia was an incredible sitter for my two cats, Kimchi and Bumi! Her communication was clear, prompt, and consistent throughout the stay, I always felt in the loop. She was flexible with a few last-minute changes, which I really appreciated. But what truly stood out was how thoughtful she was: with a major back injury, I couldn’t manage the litter or trash, and she kindly took care of both without hesitation. Her support made it possible for me to actually enjoy my trip without worry. Highly recommend Patricia, your pets (and you) will be in great hands!”

Eric F. R.

“Nicole was wonderful. Loved receiving pictures and video of Leine. Both my husband and I were pleased. Definitely would use her dog sitting services again .”

Cathy J.

“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.