House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 635 pet parents in Oak Park have booked house sitting
Oak Park, 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.
“Justice took good care of my dog and four cats. She was very communicative and had to follow a medication regimen and somewhat complicated feeding system. I will definitely book her again when I’m next out of town!”
“The experience with Diane was great! We will not hesitate to book with her again. She recently stayed for 4 nights with our 90-lb German Shepherd Dog. Being so comfortable with Diane made being away so much more enjoyable and relaxing. Diane sent multiple videos throughout each day to reassure us that our boy was getting exercise and having a good time. In addition, she took great care in the house. We couldn't have asked for a better experience. 5 Stars!!”
“Ya Lun was absolutely lovely to work with and she was so great with my Lacey. She was very communicative and made sure my girl got all the care she needed. I highly recommend her!”
“Sarah was amazing from the beginning! She was friendly, responsive, and great with all of the boys! She made me feel comfortable having her with them! Would recommend her to anyone, and will use her in the future!”
“Robin watched our two dogs overnight and did an amazing job working with their varying needs and personalities. Both of our dogs seemed to bond with her quickly during our meet & greet and when we got home our dogs seemed well cared for. We had a ton of pictures and updates to reassure us while away. We will certainly be asking Robin for help again on our next out of town trip.”
“Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.”
“Miguel was fantastic! I got tons of updates, I could see that my dog was getting the very best care. Would definitely recommend Miguel for a dog sitting and walking.”
“We had an excellent experience with Malcomn while visiting Chicago! He took amazing care of our two large dogs, keeping them happy, exercised, and loved while we were away. I highly recommend him for anyone looking for a trustworthy and attentive pet sitter!”
About: -Lifelong experience with dogs and cats -Currently care for a senior pitbull (June) and a tortoiseshell cat (Jade) -Calm, patient handling — no rushing trust -Gentle and patient with anxious or shy animals -Comfortable with walks and outdoor routines -Attentive sitter who follows instructions exactly -Sends regular updates so owners know how their pets are doing -Happy to help with pills or special care, following your instructions I structure visits around your pet’s normal routine so nothing changes while you’re away. I can handle daily walks, meals, playtime, and bathroom breaks on schedule. I send updates so you know exactly how your pet is doing and that their day stayed consistent. My goal is to make each visit predictable and low-stress, fitting seamlessly into your pet’s usual rhythm. I prioritize creating a calm, safe environment for your pet. I follow your instructions carefully and respect your pet’s personal space, energy level, and comfort. Whether it’s keeping routines consistent, monitoring behavior, or gently guiding shy or anxious pets, I aim to make each visit secure and stress-free. I’m attentive to details like doors, fences, and hazards, and I communicate clearly with you if anything comes up.
“Dylan was amazing with our Dobermans Storm and Damen!!! He stayed with them in our home and not only was he great with them and they loved him. Thank you and we will definitely be reaching out to Dylan again!!!”
About: I’ve been around dogs and cats my whole life and currently have 5 dogs and one cat! I have plenty of experience with pets. I can take care of specific needs and wants as well as be playful and entertaining for them. Looking forward to see how adorable these pets are throughout my journey. I have a flexible schedule for the summer. I’m available week days and weekends through Aug. 23. After August I will be available early evenings and weekends. I take my dogs on multiple walks and give them plenty of love and affection through out the day. When they feel energetic I take them to the dog park and when they are tired I let them rest with me or somewhere comfortable If the dogs need specific needs like, meds, grooming, or routine I can gladly do that for them.
About: I have extensive experience caring for both dogs and cats. I am especially comfortable with high-energy dogs and anxious dogs. I trained my family’s dogs many basic skills and have practice administering medications. I love all animals and would be honored to take care of yours! I’m currently in graduate school, looking for a part-time job; and would love to help take care of your pets! My current schedule is open for any day of the week, anytime. I am happy to feed, walk, crate, or simply play with your dog or cat! I am quite flexible and have stubborn dogs of my own, so I know all the tricks of getting pups to do what you need them to do.
About: Volunteer after school and help with animals at the shelter. Did a lot of service through girl scouts with adoption centers. Have always had a dog as far back as my toddler years. I'm a 69 years young retired female looking for a four legger to care for while your owner is away. My current landlord doesn't allow pets. I am not allowed to have pets in my apartment. I would be coming to your dogs familiar surroundings. I am known to be very loyal and trustworthy.
“Joanna was great. She obviously loves cats and knows a ton about them, which made me very comfortable leaving her in charge of my 2 guys. She sent me updates including video clips of her engaging and playing with the boys every day. Would definitely rebook”
“Kelso was absolutely incredible taking care of my doggo child who can be a handful, I completely felt at ease with my dog son in her care! She kindly gave me updates, pics, video, and even got him his first pup cup which he loved! She administered his AM & PM meds without missing any, gave him his special meals, and was able to handle his dog reactivity on walks & keep my boy safe & other dogs safe as well. Cookie was even sad to see her go as he made a new bff, and he’s a picky lil guy. She’s super easy going and down to earth, I will definitely be rebooking the next time I need a doggo sitter & will be recommending for any friends who need dog sitters too!! 🙏🙌👌💖💖💖💖💖🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🐶☺️🤩”
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Ariana was an incredible sitter. She was so sweet and loving to my dog, Roo. It helped me not worry as much knowing my dog was in such good hands. While she was sitting, the AC for my second floor went out during the extreme heat in Chicago. Ariana was very understanding which allowed me to schedule someone to fix the AC while she was there. She communicated everything to me from the repairman and I was able to get it resolved. Couldn’t have asked for a better sitter!
Justice is absolutely wonderful! She is so friendly and caring and we had zero worries while we were away. She was communicative, punctual and handled a completely unexpected event with calmness and professionalism. I would recommend her to anyone looking for pet care.
Ariel is quiet and kind---which calms my energetic beagle and puts me at ease. She also works at a local doggy daycare so I trust she has great experience and all of her coworkers told me great things. She's super communicative and left my house clean and in the same condition as when I left (which other sitters have not). HIGHLY recommend!
We are so grateful we found Colleen! She took amazing care of our 4-month-old puppy, Sal, and gave us so much peace of mind while we were away. On her very first sitting session with us, Sal ate a bee on a walk and vomited a couple of times. Colleen handled the whole situation with incredible calm and good judgment. She recognized something wasn't right, kept us updated the entire time, and got Sal to the emergency vet, through evaluation, and back home swiftly! It was an awkward and difficult situation for everyone, but knowing Sal was with someone who stayed level-headed and made all the right calls meant everything to us. Beyond that, she was kind, communicative, and Sal loved her from the first moment of the meet and greet. We will not hesitate to book with Colleen again and can't recommend her highly enough. ⭐️⭐️⭐️⭐️⭐️
Nancy did a great job watching our dog Atticus! He normally gets very sad when we’re gone, but Nancy made sure he got enough love and attention and he was happy and relaxed. Atticus loved Nancy and even went into the room she stayed in a few times to check if she was still there. She sent frequent updates on his mood, whether he ate, and what they were up to, including sending pictures. We will definitely hire Nancy again!
I can't recommend Diane highly enough, such a caring conscientious person to take care of our home and our pets, including one very elderly cat. We could not have had the peace of mind attending our daughter's wedding abroad without her great communication and pictures throughout. A total professioal and lovely person, five stars!
Chris is a true gem!!! I fully recommend him to anyone and everyone. Chris watched my 2 cats and dog for our 10 day trip. I received multiple photos every day as well as a daily recap on the happenings of the house. Chris is an excellent communicator and went above and beyond!!!
Naylah is absolutely fantastic with our two Australian shepherds, one with senior needs and the younger one with high energy. She went above and beyond to take one on lengthy walks, and the other, more leisurely. Naylah is also a great communicator and took great care of our home. When we came home, our Aussies looked great, were calm and happy. Highly recommend Naylah.
Isabella did an incredible job watching our fur babies while we were away for our wedding! She was very responsive and kind and our three cats loved her :) She was ready and willing to stay over night and to administer medications for two of them. Thank you so much Isabella!
Alma is truly incredible. Alma is my girls established walker, but went above and beyond with our first house sitting/overnight care. Alma is communicative, attentive, friendly, and I can tell she truly cares about my dog Zelda. Alma even extended her care to accommodate a flight cancellation followed by multiple delays. So grateful to have Alma in both my life and Zelda’s! 🐾
Jamie is the best! We can always tell that she takes such good care of our dog, Kenai, when we are gone. She does a great job at accommodating his set routine, and she was kind enough to water our plants & leave our house spotless for when we got back from vacation 🥲
HIGHLY RECOMMEND!!! Jacob is absolutely the BEST!!! After just meeting Cooper, he jumped in for a last minute sitting request and took the best possible care of Cooper. I received frequent and very thorough updates throughout the stay, Jacob was quick and responsive anytime I had a question or wanted to check in, and most importantly, I could see how safe and happy Cooper felt with him in our home. I cannot thank him enough and so excited to be working with Jacob!!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oak Park sitters!Sitters in Oak Park average 4 repeat house sitting clients
FAQs for House Sitting - Oak Park
Frequently asked questions about Rover
The average cost for House Sitting in Oak Park on Rover is $58 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 8,212 sitters on Rover offering House Sitting across Oak Park. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oak Park walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Oak Park maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Oak Park choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Oak Park. On Rover:
- 92% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Connect anywhere with the Rover app
