House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 98 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.
“Annamaria was great! My Dog was happy as can be and I know he received a lot of attention as she provided photos of him walking, eating, playing, etc., etc. I would absolutely book Annamaria again and I am sure we will in the future! Thank you for making my dog’s experience better than expected! We were happy to know he was in good hands.”
“Larry took great care of my dog while I was away. He was reliable, communicative, and made sure everything went smoothly. It was clear my dog was well cared for and comfortable. I really appreciated his help and would be happy to book with him again in the future.”
“Gracie was absolutely amazing with our two pups! We were given updates and pictures all throughout the day and never had to worry about a thing when we were out of town. We have used this service a lot and haven’t had anyone that can hold a candle to how great Gracie was! Will definitely be calling her again in the future!”
“Taylor was wonderful with our two dogs! Caring for one who is a deaf counter-surfer and another a recent rescue still learning the ropes is no easy task and Taylor handled it excellently. When a chewing issue arose, she contacted me right away and secured the items out of reach. We felt completely at ease knowing our dogs were safe in our home with such a responsible carer. To top it off, we were welcomed back to a clean home and freshly washed bedsheets! Truly five-star service. Will definitely book again.”
“Emily is awesome and will be our go-to pet sitter from now on! Our dog was happy and content when we got home and all the pics she sent really put my mind at ease. This was the first time a non family member/friend stayed at our house to petsit and I will absolutly recommend her and this site to others. Thanks Emily!”
“Erin was so great with our senior Aussie. She gave him all the attention he craves and was willing to accommodate his early wakeups. Appreciated the updates and photos she sent. She made our time away worry free.”
About: hello people my name is Brandon I'm a dog lover I have my own home I also have been involved with dogs over 18 years of my life I own 3 pitbulls fully trained fully paperwork and very friendlynow I'm looking to make a little bit more money in my home doing what I love to do and that's taking care of dogCats birds just animals. I have an in my nature to take care of gods creatures to make sure that they are in their well-being before myself that’s why I don’t have any kids my kids are my babies diamond and big boy diamond is a year and six months old big boy is eight months old and I loved him so much
“We couldn’t be happier with the care our three boxers received! It was clear Hannah had a genuine love for dogs and plenty of experience handling larger breeds. Our pups can be a handful, but she managed them with patience, confidence, and lots of affection. We received regular updates, photos, and messages, which gave us peace of mind and let us see how much fun they were having. It was obvious our dogs felt safe, happy, and loved the entire time we were away. Coming home to three relaxed and well-cared-for dogs was the best feeling. We highly recommend Hannah to anyone looking for a reliable, trustworthy, and caring sitter. We’ll definitely be booking again!”
“Meridith was such a great sitter! We have four pets and they all were taken great care of. Not only did she take care of them, but she gave me peace of mind that she stayed with them at our house! I can’t thank her enough!”
“We love Brooklyn!! She gave updates and pictures and we came home to happy girls. We enjoy having her stay with our girls. Already have her booked again for another stay! Thank you!!”
“Amy was great, didn’t hesitate to ask questions to make sure the pets were taken care of properly, and made sure to give them treats and cuddles. My cat and dog seemed very happy. Will definitely be booking again.”
About: I grew up on Colorado raising hound dogs. I am currently finishing medical residency and have some free time to love on some dogs! I am a very responsible sitter and I look forward to hanging out with your dog while taking study breaks to walk them around town. As an avid hiker I’d be happy to take your pooch on a longer adventure or a quick walk around the block. I am used to handling high energy dogs because of experience with my hounds. I also have experience with older dogs who like to take it easy and lounge around. I’m flexible and open to what you need, just ask. I am currently in between graduating from medical school and beginning residency, so I have lots of free time! I have a very open schedule during the day and weekends. My doggos are treated as true members of the family. Their needs come first and I could not imagine my life without them in it. I will extend that same love and attention to your pets.
“Emily was great with my 2 dogs while I was away for business travel. She stayed at my house to provide care and was very good about communicating updates in the form of photos, videos, and texting! I can tell she feels comfortable and confident working with dogs of various sizes and personalities! Emily seemed to truly care about and enjoy spending time with my fur babies. They got lots of walks, playtime and cuddles! Emily was respectful of my home and followed all care instructions that I provided. She did have several personal obligations where she needed to leave for a short bit, but let me know when she needed to be gone. I felt good about knowing that Emily was there while I could not be home. I would recommend her services to other pet parents!”
About: I’ve cared for animals my entire life and have experience with a wide variety of pets, each with their own personalities, routines, and needs. As a realtor, I have a flexible schedule that allows me to provide attentive, reliable care and accommodate different routines. I believe pets deserve more than just basic care; they deserve patience, affection, playtime, and the opportunity to feel safe, happy, and loved while their people are away. My goal is to treat every pet like my own and make sure they receive the care and attention they deserve. I’m a realtor with a very flexible schedule, which allows me to set my own hours and easily adjust as needed. My wife also works from home and can help care for pets when needed, so your furry friends will have plenty of attention and companionship while you’re away. Pets in Our Home: I focus on making every pet feel safe, comfortable, and loved. I’m happy to do a meet-and-greet beforehand and give pets time to adjust to our animals at their own pace. I follow your instructions closely and accommodate each pet’s unique routine, personality, and needs. Our pets are our children and I’m sure yours are too! ❤️ Pets in Their Home: I’m respectful of your home, your pet’s space, and their routine. As a realtor, I’m in and out of homes every day and understand the importance of treating every home with care. I follow instructions closely and will do whatever is needed to keep your pet safe, happy, comfortable, and loved while you’re away.
About: I’ve taken care of dogs of all ages and sizes. Puppies included. I’m very passionate about working with animals. When I babysit kiddos I also take care of whatever pet they have with just as much care. I am available for the nights away and weekend of fun. I’ll be there for your fur babies when you have emergency trip or anything else that may come up. When I’m in a home I treat it as if I’m living there. I take great care of my home. Clean and neat, pets fed, and safety first. I want to make sure any animal is comfortable so I try my best to make the environment safe and cozy.
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
This was our first time using a Rover sitter, and I feel so lucky that we found Meredith! She watched our dog Duke while we were away getting married. She was so patient and was willing to work with us leading up to the house sitting stay. She took Duke on weekly walks to ensure he was comfortable with her. We really appreciate her taking the time to make sure we were all comfortable. Duke is usually very nervous meeting new people, but he seemed to instantly warm up her to calm and friendly personality. Which was such a relief to us! During the stay she provided regular updates on how Duke was doing, and brought in packages, and even cleaned up after a shelf fell in our basement. We couldn’t have asked for a better sitter to take care of our boy and keep our minds at ease while we enjoyed our wedding weekend. We’ll definitely book with Meredith in the future!
Allison watched my two Australian shepherds for a short weekend getaway and she was great! She sent a few photo and video updates and it was very obvious the dogs had a ton of fun playing and cuddling with her. She was also very responsive. Will for sure book with her again!
Jodi was a very attentive sitter, she messaged me with any questions or concerns, sent pictures of my pets and kept me updated throughout! The house was just as I left it and most importantly the animals were HAPPY when I came home. Couldn’t ask for a better sitter 🙂
Our dog likes absolutely no one, but she warmed up to Diane during the course of our trip, and they became pals! Diane is is patient and caring with nervous pups, and really helped make sure Pickles trusted her. She and her kitty brother Ozzie seemed to really enjoy their time with her, and I love that we finally have a reliable sitter to care for them when needed. Frequent updates helped us not miss our babies so much (even though we still did!). Will use her again with no hesitate!
Genevieve took excellent care of our dog and two cats while we were away on a trip! Our dog has reactivity issues with new people coming into our home and Genevieve was very patient and understanding in giving the time needed for him to be comfortable with her. She really understands dog behavior and that put us at ease. Genevieve was also very comminicative, including providing daily updates with lots of photos and videos of all the pets. We really appreciate that our pets were in such good hands!
Lonie stayed at our home for the past 5 nights taking care of our dogs. We got daily updates on our dogs, she was organized and attentive and I felt very relaxed during our trip knowing our dogs were in good hands. We came home to a clean house and dogs that were fluffy and soft from all the brushing and care they got. We will absolutely use Lonie again!
Gracie did an excellent job caring for my two rowdy pups while we were away for our wedding! She was very attentive to our instructions and treated the pups with affection and care. She asked all the right questions to make sure they had what they needed, and sent lots of photos and updates. Would absolutely hire Gracie again!
Annamaria was great! My Dog was happy as can be and I know he received a lot of attention as she provided photos of him walking, eating, playing, etc., etc. I would absolutely book Annamaria again and I am sure we will in the future! Thank you for making my dog’s experience better than expected! We were happy to know he was in good hands.
We couldn’t have asked for a better house and dog sitter! Mark stayed in our home while we were away, and he took incredible care of our dog, Willie Nelson. It gave us so much peace of mind knowing Willie was comfortable in his own home with someone so kind, responsible, and attentive. Mark went above and beyond while we were gone. He kept us updated, treated our home with care and respect, and most importantly, gave Willie so much love and attention. We came home to a happy, relaxed dog, and our house was just as we left it. Mark is also an incredibly talented local artist, and he’s simply a wonderful human being. If you’re looking for someone you can completely trust with your pets and your home, I can’t recommend him enough. We’ll absolutely be booking him again!
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 to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Oak Park
Select a filter and find qualifying sitters offering house sitting.Sitters in Oak Park average 4 repeat house sitting clients
FAQs for House Sitting - Oak Park
Frequently asked questions about Rover
The average cost of House Sitting in Oak Park on Rover is $43 per night as of October 2026. Most bookings cost between $27 and $70 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,308 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.
<b>Tip:</b> 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:
- 91% of sitters can help with special care needs
- 95% 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.
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