House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 41 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.
“Laina was an excellent caretaker for Cooper. Cooper has lots of anxiety and needs lots of patience which Laina was able to provide. She had great communication the whole time and made me feel comfortable Cooper was cared for. As difficult as Cooper can be to handle she was able to do it. I would happily recommend Laina to anyone who wants their dog cared for properly for their specific needs. She even got Cooper to feel comfortable enough to lick her hand which is not like him with new people. Great communication, great care, ten out of ten experience, by far the best I could’ve hired. Thank you so much Laina!”
“Constance is a great pet sitter! I really appreciated her sending daily videos, photos, and updates on how our cat and new German Shepherds were doing. It made vacation so much more enjoyable not worrying about the pets. Constance also cleaned and left our house spotless. I will definitely be booking with her again in the future.”
“Thyra did an amazing job house sitting with our two doggos over the Thanksgiving holiday. She kept us updated throughout the day with photos and we came home to two very happy dogs. 100% recommend Thyra!”
“Juliann was fantastic with our pets and our home! She took excellent care of all four pets and was great about sending pictures and updates. And the pets LOVED her! We will definitely be calling on her again!”
“Laura is an amazing pet and house sitter! My pup can have some behaviors nand trouble meeting new people, but he immediately loved Laura and felt comfortable with her. My kitties too are very skiddish, but from photos they seemed to be comfortable with Laura’s presence. Not to mention, I came home to a clean house which enabled me to relax after a busy weekend away. Thank you so much and the fur babies cannot wait to see you again!”
“Chloe did an amazing job with 5+ animals and our home! Her communication was consistent and everyone was happy and settled when we returned home! Will definitely try to get Chloe whenever we can!”
About: I’m an animal lover who’s taken care of pets for over 20 years! Our family has two sweet dogs and two cats. I’m a freelance filmmaker and also teach, but have free time on my hands that I’d love to fill with fresh air, exercise and playtime with your pets! I have full availability currently and am accepting both one-time and regular clients. Looking for new clients, and would love to be a part of your pet care team! I’m safety oriented and always want to ensure your pets feels safe and loved. I always double check that doors and gates are secured before I leave, and dogs are always leashed on walks, etc. I’m tall and strong and can handle even the most rambunctious, oversized breed.
“Charlie had a great weekend with Sara! Sara dedicated her weekend to making sure Charlie was taken care of, had lots of exercise, and lots of attention. This was my first time using Rover and Sara put my mind at ease by spending time getting to know Charlie and learning her routine and she sent lots of pictures and updates during the weekend. I would absolutely recommend her to anyone and she will be the first person I seek out if I need someone to watch Charlie in the future!”
“Ava has been very caring and patient with our anxious pup, Eola. She took pictures during house sitting that allowed my partner and I to enjoy our vacation without worrying. Ava has great communication and left the house clean and tidy. She even stripped the mattress before leaving. Thank you!”
About: I grew up surrounded by animals from dogs and cats to chickens and so caring for pets has been second nature for as long as I can remember. As an adult, I have volunteered at multiple animal rescue centers and was able to rescue and raise 2 wonderful dogs who were a huge part of our lives until they passed. More recently, I’ve worked as a house and pet sitter through TrustedHouseSitters, where homeowners regularly rely on me to care for both their homes and their beloved animals while they’re away. Whether your pet needs dedicated supervision, routine medications, or overnight care, I treat every pet in my care with the same patience, attention, and love I’d give my own. What I Offer Active Dog Walking All Ages & Sizes: Comfortable handling everything from high-energy puppies to large dogs up to 110 pounds. Specialized Care: Experienced in oral and topical medication administration, house sitting, and maintaining consistent daily schedules. Peace of Mind: Honest, dependable care for both your pets and your home while you're away. I'm currently working remote in a contract capacity and so my schedule is incredibly flexible! This means that I can adapt my work schedule around your pet's needs! My husband, Jeff, and I have a clean, safe, non-smoking, multi-level home in East Asheville North Carolina. with a small unfenced yard. My home is close to trails and walking paths so me and your beloved pet will have plenty of opportunities to get our daily exercise. When your pet is staying in my home they will have free reign of the home if that's something they're accustomed to! However, if your furry friend has limitations such as crate training requirements, we can certainly accommodate that too! I currently have no other pets, so your pet would be king or queen of the house during thier stay!
“Sonya was great! She stayed with our dog Moose and our gecko Spike. She sent so many wonderful photos and communicated throughout. We really appreciate her taking such good care of them both.”
“Claire was great! I felt very comfortable having her stay with my girls. Girls being Addi, dog and Maggie, cat. My home looked like it did when I left. She also watered my potted plants and collected the mail. Girls looked well cared for and content. I would most definitely recommend Claire and plan to use her again.”
About: My combined experience from growing up with pets as well as pet sitting for others, makes me comfortable and reliable when it comes to caring for them and satisfying their needs. I have strong sense of responsibility and the ability to follow instructions, while providing loving care for your pets. I do have a part time job, so my schedule/availability will change from week to week as I don't get my schedule for the job until the week of. If I stay overnight at a house, I make sure to be on high alert to listen and interpret what I think the animal needs. I also make sure to be respectful of the household's boundaries and rules as well as taking responsibility of the safety (locking doors and etc.) of the house.
“Kristen was awesome to work with! She gave lots of updates while we were gone and when we came back we could tell our pups had the best time! 10/10 would recommend booking Kristen ✌️💞”
“Absolutely outstanding service! Madison exceeded all our expectations. From the moment we met, it was clear that our home and furry friend were in the best hands. Her professionalism, attention to detail, and genuine love for dogs shone through in everything she did. While we were away, we received regular updates and photos, which put our minds at ease and allowed us to fully enjoy our trip. Our house was immaculate when we returned, and our dog was happy and well-cared for, with plenty of exercise and affection. It was evident that Madison had gone above and beyond, attending to every need with care and dedication. We couldn’t have asked for a better experience. Trustworthy, reliable, and truly exceptional in every way, she has earned our highest recommendation. We will definitely be booking her services again in the future!”
“Savanah was able to accommodate last minutes sitting for my Yuengling and she was wonderful. She sent constant updates and pictures. She even went beyond by extending the end time range to accommodate our delays. Would love to rebook with her again when we are in the area.”
The median cost per night for house sitting in Oak Park is $60
Pet parents share their Rover experiences - Oak Park
We had such a wonderful experience with Kiera! She was absolutely amazing with our dogs and gave us complete peace of mind while we were away. From the very beginning, she was kind, dependable, communicative, and clearly cared about our dogs as if they were her own. Kiera kept us updated, was attentive to their needs, and made sure they was happy, comfortable, and well cared for. It was such a relief knowing she was in such good hands, and we could truly relax and enjoy our time away without worrying. We would absolutely recommend Kiera to anyone looking for a trustworthy, loving, and responsible pet sitter. We will definitely be using her again! 🐾❤️
Krista was great w our pups! We have a Jack Russell who is select with people he likes and dislikes. He was calm and comfy with Krista which allowed us to enjoy our time away. Krista was great with our beagle too.! We look forward to using Krista’s services again :)
Susan was great! She stepped in last minute despite having a full schedule, and I couldn’t have been more grateful. Over my 3-day trip, she sent thorough end-of-day updates complete with tons of photos and detailed descriptions. I never had a single worry while I was away. She also handled my animals’ various medications without a hitch, which gave me so much peace of mind. All three of my pets were happy and clearly well cared for both in the pictures and when I got home. I would absolutely book with Susan again and highly recommend her to anyone looking for a reliable, attentive, and communicative pet sitter!
Amy was fantastic! She took excellent care of our aging french bulldog over Thanksgiving. He required an ER visit on Thanksgiving day and Amy spent the entire day with him never leaving his side. She was very attentive and caring during her stay with him and feel totally comfortable using her again. I highly recommend using her for your pets' care.
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 is $54 per night as of October 2026. Most bookings cost between $38 and $72 per night. On Rover, 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 708 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 , 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:
- 94% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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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