House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 20 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.
“Amy did a super job taking care of my two Yorkshire dogs. She sent me pictures each day and let me know how they were doing. I appreciate they were able to stay at home and play each day in their own yard. Amy also brought in my mail and a package that was delivered and let me know it arrived. It was great to have her services so I didn't have any concerns while I was away. I highly recommend her.”
“We absolutely give Stefanie 5 stars without hesitation. She is a great communicator, she handled our high energy dog beautifully and she left the house immaculate. We highly recommend her and will engage her again if needed.”
“Bev was super attentive to our pups!! She was also very communicative, sending us updates and photos daily of what the dogs were up to and responding quickly when we had questions. She really took great care of our dogs and we will be using her anytime we need a dog sitter. She's part of the family now! She's the best!!”
About: I have cared for both small dogs and medium sized dogs. Have implemented special diets (Farmer's Dog) given medications through food or a treat. Assisted in foster care. Can follow leash and harness preferences and always have poop bags on the ready. I have slept beside puppies who are needy throughout the night. I am a full time K-12 art teacher so I would be available for any pet care services mostly on the weekends and few selected nights throughout the week. I would stay in the areas of the home that the pet is residing and or whichever areas that the client feels comfortable with. Example being the living room or dining room.
“Hannah was just wonderful! She communicated well, took excellent care of my pups and left me house exactly as expected. I would recommend her and will definitely be using her again!”
“Kaitlyn pet/house sat for us recently, and we are so grateful for her help. She kept us regularly informed of our babies and was comfortable asking questions. It was wonderful knowing we had someone we could trust taking care of our critters!”
About: I’ve taken care of neighbors dogs and coworkers as well. Experience with walking them, administering medications, speciality feedings, house sitting and more. I’ve worked will all age ranges from puppies to seniors (including cats). I also love reptiles! Snakes, geckos, frogs, you name it. I’d love to be able to take care of your fur babies while you have a stress free vacation or trip. I currently work full time as a hairstylist, Wednesday through Saturday from 9-6, however with enough notice my boss is super flexible and I’d be willing to take some reasonable time off. I’m off Sunday-Tuesday so perfect for drop in visits, walkings, and house sitting. I always write down rules that you may provide or have. I love doing a “meet and greet prior to the booking so your pet is familiar with me before we spend time together.
“Kat is the best! Kat moved in for the 9 days I was away and took care of my fearful, petrified of everything/one little pittie. Kat is the FIRST person who's been able to touch, get kissed and have my girl sleep w/her!! I was finally able to enjoy a vacation. The #1 most important thing for me and what Kat did, was listen to my instructions as nobody knows my dog as I do and it worked perfect! P.S my dog went to Kat even after u got home....huge deal I can't wait to vacation again”
About: I have been taking care of dogs my entire life and have owned five dogs over the years. I have experience with Chihuahuas, Pit Bulls, Dachshunds, Terriers, and Chiweenies. Having cared for dogs throughout my life, I understand how to properly care for our four-legged companions and am committed to ensuring they are happy, healthy, and well looked after. I am available Friday through Sunday, as well as before and after my college classes Monday through Thursday. I also have flexibility around my part-time job at a food restaurant, allowing me plenty of time to provide attentive, reliable care for your four-legged companions. Caring for pets is something I truly enjoy, and I will treat them with the same love and attention I give my own. I live near two dog parks in a walkable area, making it easy to provide your four-legged companion with plenty of exercise when needed. I also have a variety of dog toys to keep them entertained and engaged. If I am caring for your pet in your home, I will bring dog waste bags and a few of their favorite toys—or some of my own—to ensure they have a fun and comfortable experience.
“Brooke was amazing with our boys and sent the cutest pictures throughout her weekend stay. This was our first time booking Brooke and we will absolutely be booking with her again! She left the house spotless, and the boys were so well taken care of. Would give her more than 5 stars if we could!”
About: I have taken care of many dogs and cats before. Pets are man’s best friend and I believe they deserve getting excellent care. Dogs and cats of all breeds, shapes and sizes will get above and beyond good quality care. I do have a full time job, my hours are Monday-Friday 7AM-3:30PM, and I have church obligations on Sunday mornings, but I am happy to coordinate availability outside of those times. I work a consistent weekday schedule from 7:00am–3:30pm, which allows me to provide reliable evening care, walks, and overnight house sitting. I am also available most weekends and can accommodate advance scheduling. I focus on building trust with both pets and owners by maintaining clear communication, consistent routines, and attentive supervision. I respect each pet’s personality and adjust care to their individual needs.
About: I’ve taken care of my family’s animal since I was a kid. Looking forward to taking care of of your pet’s needs in the future. I work remotely and can be flexible. I can do same day care if needed. Let me know how best I can serve you today. I will show the utmost respect for your home and your pet while at your home. I know it can be difficult to trust someone with these things.
“We are new to the Northeast and planned a trip out of the country for our anniversary. Dustin was very responsive from the beginning. He came to the house prior to meet our pups and get a scope of the house. He kept us informed of their well being with pictures and even made Henry's birthday special while we were gone. He also took great care of the house. Dustin will definitely be our first reserve on future travels. We know both the pups and the house are in great hands.”
“Jason did a very good job taking care of Bently and he work on training ideas. Bently enjoyed Jason and was given daily updates with pictures and videos. We were out of the country and Jason worked with us on an app to keep us informed about Bentley.”
The median cost per night for house sitting in Oak Park is $55
Pet parents share their Rover experiences - Oak Park
We could not be happier with the care our dog, Jada, received from Amy. She communicated and sent pictures and videos of our happy pup. We appreciate that she was especially attentive during a thunderstorm when she kept her calm. We wouldn’t hesitate to use her again.
Bev was super attentive to our pups!! She was also very communicative, sending us updates and photos daily of what the dogs were up to and responding quickly when we had questions. She really took great care of our dogs and we will be using her anytime we need a dog sitter. She's part of the family now! She's the best!!
Kim is great! She stayed at our house and watched our dog, Finn, for four days while we were out of town. Kim sent us photos and updates the whole time, which made us feel really at ease. She was very responsive and took wonderful care of Finn and the house. We would highly recommend Kim’s services and will definitely book her again in the future!
We went away for a week and had Nicole take care of our dog Teddy. He is very shy and not used to strangers. He warmed up to her immediately and they had a great week. She sent us pictures of him and kept us aware of what he was doing each day. The house was perfectly kept and I really felt confident being away and not worrying about the dog or our home. I would absolutely use Nicole again. She was responsible and reliable.
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 near you
Select a filter and find qualifying Oak Park sitters!Sitters in Oak Park average 3 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 $44.4 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 5,813 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:
- 90% 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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