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

Over 58 pet parents in Oak Park have booked house sitting
Oak Park, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“William was so great with the dogs! We asked him to house sit and to be with the dogs for a few days. He came by a couple of days before we left to get familiar with them, so they'd be comfortable. He sent updates in the morning and night and said that he played with the dogs a lot. I could see that the pups really enjoyed/benefitted from having him around. He's a pretty cool dude and we'll definitely be asking him to dog sit in the future! 10/10 would recommend.”

“Kaitlin was a wonderful companion and caregiver to our suite and shy dog Sadie. She came over and stayed with our dog while we were out of town and I could not be more pleased. She won our dog over with her sweetness and caring, and our dog has a hard time trusting anyone! She showed Sadie the love that she needed and was phenomenal! I would hire her again and again!!!!!”

“Yesenia is fantastic! She cared for our kitties like they're her own. One, in particular, was going through some health challenges, and Yesenia took extra care to tend to her medication and special diet. She also played with them and kept us updated throughout, including lots of pictures.”

“Paige was able to watch our pup last minute when he got a mild case of Kennel Cough and we had a trip planned. She gave us updates, administered meds, and gave Finn lots of snuggles. We are SO thankful for her, and 10000% would recommended her to anyone!”

“One of the best sitters I have had some pet sitters on this app are absolutely horrible and have mis treated my Pomeranian.But she was so nice and respectful and did so amazing with my dog highly recommended and I booked her again immediately God bless”

“Stephanie did a great job house sitting for us on short notice. The dogs, the cat, and the house were all well taken care of. We got updates and photos daily and felt comfortable right from our meet and greet. We'd definitely book again!”


“Karilou provided excellent care to my elderly dog with multiple medical issues. She was kind and caring and followed the directions for care perfectly. I will be using her whenever I need a pet sitter!”


About: Hello! I'm Charlie I've been working for over 12 years taking care of children and on occasion, pets. I'm hoping to add more animals to my life as I am going through nursing school, the stress relief and excuse to get outside that furry friends offer is immeasurable! I have over 10 years of experience caring for dogs as an occasional sitter/walker and home co-habitant and have had a wonderful feisty cat for over 14 years. (She stays at home unless otherwise specified) I have the most experience with older dogs, and manage to win over even the most tentative of furry family members. (I'm also shy, so I attribute it to mutual awkwardness.) I have experience giving eye drops, disguising medications as treats (or convincing stubbon animals to take medication) and I am experienced in giving injections. I'm more comfortable and experienced with medium and larger dogs , cats of all sizes and temperaments (but i will not turn down the opportunity to make a small dog, bunny, scaley or feathered friend!) . I've experienced some mischievous puppy antics that have led to my finding out that I can keep level headed in an emergency. As I mentioned above, I work in childcare, so I have experience performing work unsupervised in other peoples' homes, am in nursing school (so background checks are no issue) and can provide necessary references if requested to ensure my trustworthiness. Please feel free to contact me with any questions you may have about me and my experience. Thank you. I'm currently in school part-time for my BSN while searching for new grad RN positions and helping out with a local nursing association. I have a very flexible schedule and can often work around your needs. I usually housesit In a client's home while they are away, but am open to drop-ins. I try and follow a furry friend's routine as closely as possible and if I can't on a day, I make sure that they always get enough potty breaks and adjust walks accordingly. I do tend to take the longest walks in the AM (30-45 min) + before bed (30-1 hr) with shorter 15-30 min "potty" walks during the day . I take into account their needs (feeding/medication/b&b evacuation times) & normal excursion times and my schedule and plan the week out in advance. Written instructions help me with daily tasks or pet personality quirks if they are more set in their ways. I'm happy to water plants, gather mail, take out trash and am comfortable communicating with vendors (repairment, pest control etc) if they need to visit when you are away. I treat the home better than I treat my own and aim to maintain (or exceed) the level of cleanliness that existed when I arrived. I'm not shy when it comes to vacuuming, laundering linens & pet bedding as needed while I am staying.
“Fantastic sitter! Super nice, very professional, and took care of our little ones expertly. I love that she sent multiple videos as updates. I could tell they were having a really good time 😁”

“Jennifer is kind, responsive, and very attentive to animals. My dog loved her the moment she walked into the house. It is obvious that she loves animals! She also is timely, responsible, and took great care of my home.”
“Crystalinda was amazing ! She took care of our fur baby with such care. We were gone for a week and we knew that Charlie was is such great hands. She was very responsive, reliable and so sweet with our pup. Our dog has some special medication and needs and it was no problem to have her taken care of. We will rebook when ever we are out of town again. Plus she was very respectful of our home. I would recommend her to any one who needs a superior dog sitter or walker.”

“Vanessa did a wonderful job taking care of our pups! I think they already miss her. She kept us in the loop and sent lots of pictures. I know they appreciated all of the walks and cuddles. I totally recommend Vanessa for any house sitting services.”
“Hayley and Dev were fantastic! They took great care of our babies. They took lots of pictures! They also took care of everything the night I flew home so I didn’t have to worry about anything when I got home late at night!”

“Sarah is fantastic!!! She is very friendly and engaging which eased my mind about leaving my dog. She sent pictures and left messages about how he was doing. We would hire Sarah again without hesitation.”

“Olivia was perfect in every way! Especially because it was my first time leaving my puppy for an overnight trip. Her communication, presence and genuine care allowed me to feel confident going away. She also made it feel so natural to synch up with the rhythm and schedule my pup and I had going which I have found rare, but so essential. And he is a growing 5-6 month old puppy. I will absolutely reach out to her first the next time I go away or need a sitter for my pup.”

“Alex was awesome! Being gone for a few days from my babies was so hard for us but She would update me on how our babies were doing by sending photos. All around I would definitely recommend her and will use her again in the future!”


“Jaelyn has been excellent. She met the dogs before her scheduled time and my dogs quickly grew comfortable with her. One of my dogs had a bad experience with a previous dog sitter and Jaelyn made sure to pay special attention to my dog. She even bought some medication to use on him and helped my dog so much. In fact I feel like she helped nurse him to a better state. Jaelyn is super communicative and transparent. She was really sweet and I am happy to have trusted her with my doggies <3 I would use her services again!!”

“We couldn’t have asked for a better sitter than Leah! She watched our dog for 10 days and did an amazing job. She followed all of our instructions carefully, kept us updated with regular check-ins, and left our home looking great when we returned. Most importantly, our pup was clearly well cared for and happy. Leah gave us real peace of mind while we were away, and we’d absolutely trust her again in the future. Highly recommend!”

The median cost per night for house sitting in Oak Park is $63
Pet parents share their Rover experiences - Oak Park
Tara took wonderful care of our dogs for a week at our home. She sent daily updates with photos of our dogs being well cared for, which gave us such peace of mind. We came home to happy dogs, and a clean house. Very thankful for Tara and impressed with her professionalism!

Olivia was a fantastic pup and house sitter. She watched my rambunctious Australian shepherd for a few days while I was out of town. Olivia is a great communicator and a very experienced dog sitter. Also left my house in great shape for my return. Definitely recommend.

Alyssa was awesome. She took the best care of our BIG 90 lbs. boy Beans while we were on vacation. He took to her right away and she provided pupdates daily- gave us such peace of mind. We will absolutely ask Alyssa to watch Beans in the future and would recommend for anyone wanting a great pup sitter while they are gone.

Arianna was absolutely wonderful with our dog! From the moment we met her, we could tell she genuinely loves animals and would treat our pup like one of her own. She was reliable, communicative, and kept us updated with messages and photos throughout the stay, which gave us so much peace of mind. We wouldn’t hesitate to book with Arianna again and highly recommend her to anyone looking for a trustworthy, caring, and dependable dog sitter. Thank you for taking such great care of our boy!
After years of searching for a trustworthy, personable, and knowledgeable in-home pet sitter, we are so grateful to have found Anna. Anna is dependable, caring, and has all the skills needed to confidently care for multiple dogs. From the moment she met our pups, she formed an immediate connection with each of them, despite their very different personalities, preferences, and obedience levels. It's clear that she genuinely loves animals, and they love her right back. We truly can't say enough wonderful things about Anna—although we'd rather not praise her too much because we'd love to keep her all to ourselves! Thank you, Anna, for giving us the peace of mind to travel without a single moment of worry, knowing that our pups and our home are receiving the very best care!
Kaitlin was a wonderful companion and caregiver to our suite and shy dog Sadie. She came over and stayed with our dog while we were out of town and I could not be more pleased. She won our dog over with her sweetness and caring, and our dog has a hard time trusting anyone! She showed Sadie the love that she needed and was phenomenal! I would hire her again and again!!!!!

Jaelyn was absolutely amazing. We’ve been the ringer with dog sitters and Jaelyn came in and was like a dream. She was so responsible with our home and with our pup. She sent a lot of photos and updates that kept us in the loop and was able to take our big dog that pulls a lot on daily walks. We have found our regular dog sitter in Jaelyn and you should as well.

Jacob took care of our 8 month old puppy at our house for over two weeks! He was super communicative and responsive. He not only helped us with our puppy, but kept our house neat and taken care of! Our puppy was well attended, she was a happy girl when we returned. He is polite, respectful, and trustworthy! I totally recommend Jacob!

Kimberly was wonderful with my dog and took such great care of him while I was away. She was reliable, communicative, and made sure all of his needs were met. I felt completely at ease knowing he was in good hands. I highly recommend Kimberly and would happily book with her again!

Melissa helped out on a last minute request when we had a family emergency and had to leave town on short notice. She put our minds at ease knowing our dog and home were well cared for while we were away. She even went the extra mile and washed the sheets and towels she used while she was here. Thank you for everything Melissa.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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