House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 542 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.
“Robin is the best. She always takes great care with my crew and does a wonderful job making sure everyone is happy and getting the right meds at the right time. I cannot recommend her highly enough!”
“Coleen is the best sitter in the business. She always gives us the peace of mind we need to enjoy our time away, and has never once let us down. She handles all our pets medications with ease. She takes such great care of our ederly pup, as well as our skiddish cat. Do yourself the favor and book Coleen.”
“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”
“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 is an amazing petsitter and great human being!! He helped me out on short notice, being extremely communicative, thoughtful, and detail oriented in his care for my pets. I highly recommend him to other pet owners looking for someone who enjoys energetic animals like my two border collies. Thanks again Miguel!”
“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!”
“Milagros did a good job taking care of our dogs while we were away. She was reliable, communicated well, sent photos, and made sure they were well fed and walked.”
About: We are the proud owners of an adorable dog (Ace) and are adept with dogs of all shapes and sizes. Everyone in the house (Micah and I) work from home full-time, so the dogs will never be left alone. Ace is always great host and will have a lot of fun with his new furry friend 😊 Ace (a miniature poodle / Bishon mix) can mingle with any visitors but can be separated upon request. Please bring dog beds and food. We can’t wait to host your little friend! We work from home full time and plenty the time to dedicate to watching and playing with the pups! Morning walks, afternoon potty breaks, whatever the dogs needs are will be met. Fenced in backyard and large park across the street for long walks. Perfect environment for your dogs staycation! As a proud dog owner ourselves, the pups are never far from our minds and will get plenty of attention…maybe too much lol
“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.”
“Joyce did a fantastic job watching my two older dogs (10 and 12) for a week. She responded as soon as I contacted her on Rover, we talked-out the details and finalized the booking. My 12-year-old dog has diabetes and needs two insulin injections per day. Joyce had no problem giving him the injections which was a load off my mind. She also sent us tons of updates and photos. My neighbor even texted to say that she saw Joyce walking the dogs a bunch and that it looked like they were all having a great time. I will definitely book her next time I go out of town.”
“Natalie was amazing!! This was our first time leaving Strider and she made us feel immediately at ease. Wonderful communication and lots of photos which made our trip much more enjoyable not worrying about our pup. Natalie was a super considerate, professional, and caring. You can tell she just “gets” animals. Strider seemed himself and very well taken care of when we returned. When our flight was delayed, Natalie also graciously added an extra walk. So glad we found her!”
“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”
“Sarma was so responsive and thorough in reading and following my detailed instructions. This was my first time having a Rover sitter stay at my place to pet sit while I was away for the weekend and Sarma brought me so much peace of mind. She sent daily photos and left detailed notes about how the dogs and cat did throughout the day. My Australian cattle dog is a force to be reckoned with but Sarma kept her busy and managed walking her (along with my other little pup) with ease. I’m so happy to have met her and feel so grateful knowing that I can book her for services in the future! Managing 3 animals is not easy but she can definitely handle the challenge!!”
“Wanted to take the time to leave a review for Haylee because she did an amazing job taking care of our 11 year old doggie Tuna. She was very sweet and caring. She did overnight sitting at our house and was very flexible to our needs. She did an amazing job and took great care of our home while we were away. She listened very closely to our requests for Tuna’s health and she followed our instructions very carefully. Tuna has specific feeding schedule and supplement regimen and Haylee made sure to follow it very closely. She is very good giving updates and she sent the most amazing pictures of Tuna. She kept us updated throughout our trip making us feel totally confident that Tuna was in great hands. Haylee is a very sweet girl and very responsible. We will definitely be booking with her again. Tuna looked very happy and well taken care of. Thanks again Haylee !!!!!!!!!”
About: Hello! My name is Beryl! I am a big animal lover, and have been fortunate to have owned 2 dogs in the past. I love being around animals because I feel that they teach me a lot about life, love, and patience. I have experience caring for mainly dogs, and select cats, therefore I am more than comfortable walking, feeding, playing with, lightly grooming, and overall caring for your pet. I have been pet sitting for several years now before discovering Rover, so I decided to make it official. I am a current law student at DePaul University, and I love being active, so I have a lot of energy! Please feel free to reach out to discuss in detail my services. I look forward to meeting your furry friend! Sincerely, Beryl I am working remotely at the moment and because of that, I have more time on my hands to look after your pet and make sure they receive ample attention. I live in a home that has a pretty big backyard so I’m sure I will be able to provide lots of physical activity for your pet!
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
This is the second time we’ve used Lidiana to care for our 17-year old pup: the first time was for a period of over two weeks when my husband and I were on vacation and the last time was just for one night. She is reliable, caring, and communicative. We plan on using her for as long as she’s available and willing!
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.
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!
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 of House Sitting in Oak Park on Rover is $56 per night as of October 2026. Most bookings cost between $30 and $111 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 7,944 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 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 93% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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
