House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 517 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.
“Diane is incredibly thoughtful, conscientious, and kind. We have 2 dogs and 3 cats that all have particular needs, and she took the time to learn about navigating these "waters" with such consideration and professionalism. She exudes positive energy and prioritizes creating a trusting relationship with each of them, and the humans. She keeps us informed leading up to her stay, during her time with them, and after leaving. We are so grateful to work with Diane, and having our little fuzzy monsters in her care is a such a relief when we are away from home!”
“Katalina gave us great peace of mind watching our dog Avery. She gave regular updates and pictures of our pup, and she was clear and friendly in her communication. Such a professional who wants to make sure your fur baby is taken care ofb”
“Robin is wonderful! She is communicative and flexible and she took such great care of our 2 dogs and 1 cat while we were away. She sent lots of pictures and it's clear that she loves what she does. Highly recommend Robin!”
“Ruby did a fantastic job taking care of our pets and our home!! We came home to three very happy nuggets. I think she brushed them while we were away, since our (very large) dog’s coat is super shiny - and she even took out the trash before leaving! We had to extend our trip by 2 days for a family emergency, and she was incredibly flexible and was able to provide care for the additional 2 days. Ruby definitely went above & beyond, and we’d love to have her sit for our dog & 2 cats again any time!”
“Christopher took such great care of our dog, Mochi. He kept us updated with thoughtful messages and great communication, which made it easy to relax while we were away. The best part was picking Mochi up and seeing how happy and comfortable he was. You could tell he was treated like family. It's not easy trusting someone with your dog, but Christopher made it feel effortless. We'd happily book with him again and highly recommend him to anyone looking for a caring, dependable sitter.”
“Jai pet sat for my two cats and went above and beyond! She left the house cleaner than she found it, and accommodated their early feeding times/ medications, and sent detailed updates that were very much appreciated”
“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!”
“Miguel could not have possibly been better. He took great care of all 3 of my dogs as well as I do. He kept me up to date with messages and pictures and videos. I will use Miguel every time if at all possible.”
“Ashely is the best! We felt so comfortable with her at our home. Reese loved her and gave her kisses with in minutes of meeting her which is unheard of. She normally takes quite awhile to warm up to people as she is a rescue from an unfortunate situation.”
“Dylan was a wonderful sitter! He was very accommodating to my last minute plans and was able to come to my house to sit my dog Sabu. I think Sabu really enjoyed his time with him and I would recommend him to any pet parent!”
“This is the second time Sarah has pet sat for us, and both times she took great care of our dog and our cat, and left our house immaculate. We will definitely be using her again in the future!”
“Joanna was amazing. My pups loved her and she went above and beyond to care for them. I felt rest assured they were in good hands while I was out of town. I highly recommend her and I will be having her come again in the future.”
“Jacob did such a great job watching our dog and cats! We received helpful updates each day and pictures to let us know that they were all doing well. We’d recommend him to anyone looking for a pet sitter!”
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Maribel was amazing! She was very communicative, great with my pets, and left our home spotless. My dog and both our cats were well taken care of. One of our cats is very shy and typically hides from sitters, however she quickly became comfortable with Maribel. I will definitely be booking with her in the future.
This is the third time Diane has cared for our brood of 3 cats and a goofy puppo. She is such a professional, where we don't have to spend one second worrying about what's happening with the kids. Diane is phenomenal with communication and meets the girls where they are, with their various needs. They have all become her biggest fans! And so our we, of course! Her messages are hilarious and charming, and it's obvious how much they enjoy being in Diane's presence. She's one in a million!
Our dog loves Grace! She is reliable, always keeps us updated with lots of pictures, and genuinely cares about our dog. He has some quirks that she patiently navigates and gives us peace of mind while we’re away. She did a fantastic job house sitting and we feel so lucky to have her help taking care of our dog!
Nancy was exceptional! She stayed with our dog who has separation anxiety and made us feel at ease while we were gone for the weekend. Her care was above and beyond. She gave us updates, sent pictures, and even went out of her way to do some training and enrichment activities with our dog. So glad that we found Nancy. She is the best!
We had such a wonderful experience with Katalina! She was incredibly kind, reliable, and caring with our dogs. We felt completely comfortable knowing they were in such good hands, and it was clear how much she genuinely cared about them. We would absolutely recommend her and will definitely be booking with her again!
Justice is a truly compassionate, conscientious and reliable sitter for our big Great Pyrenees. She has walked and house sat for us and has always been communicative and flexible and we have nothing but great things to say about how she’s helped us over the last few months. We cannot recommend her enough!
Alicia came to stay with our dog over the weekend and she was so wonderful! We were nervous to leave him behind for the first time, but Alicia was the perfect person to calm our fears and take care of him! She is truly an animal person - I could tell by how easily she connected with our dog from the moment she walked in. She sent daily check ins, photos and updates during the weekend as well! Will definitely be rebooking. Thank you again Alicia you’re the best!!
Jacob was an exceptional find for our furry tornado of energy. His experience is obvious to anyone within a few minutes of meeting your dog. He is knowledgeable, kind, and patient. He also left our house in immaculate shape at the end of his stay! You will know your dog is in good hands when you hire 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.
Meet local sitters who will treat your pets like family
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 for House Sitting in Oak Park on Rover is $55.5 per night (as of September 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 September 2026, there are 8,001 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:
- 93% 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.
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