House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 104 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.
“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!”
“Rhiannon was terrific! She cared for our dogs and home with great care and wonderful communication. Meant the world to us to receive regular updates with happy dog photos. She was flexible and quick to respond. Great experience!”
“Isabela did an AMAZING job with our boy Cap. She was very communicative and gave Cap all the attention he needed. Will definitely reach out to her for future bookings!”
“Gary was fantastic! He took great care of our boy and our home was just as we left it. He was also flexible with our travel plans. We will definitely book again”
“Kateri (Rebekah) was amazing! We will definitely have her back! She took excellent care of our goldendoodle, sent pictures/updates every day, and went above and beyond to take care of our house while we were gone. We couldn’t have asked for anything more!”
“Heather is absolutely wonderful. Thorough communication, always updates us with photos and the happenings with the kids. Our animals really enjoy her company and feel safe with her in our home. 10/10 highly recommend Heather <3”
“Rachael was so good with Juno! We were so happy to have someone stay with her and give her some normalcy while we were away. Rachael sent us updates, adorable photos, and Juno looked comfy and content in each one. We’re so happy to have found Rachael and we know Juno is too! We will book with her anytime we have to go on a trip!”
“Tess is great! My two dogs clearly were loved by the look from all the pictures she sent me. The house is as clean as I left it and she communicated the whole time I was gone. I will definitely be booking with her again.”
“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.”
“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!”
“Mark was warm and friendly with our whole family and helped our Yorkie feel comfortable in our home while we were away! He left us a sweet drawing of our dog and was very communicative. We’d love to have him again!”
About: I’ve been taking care of all sorts of animals mostly my whole life. I grew up on a farm and raised sheep in 4-h when I was young. My family always had dogs and cats. I currently have a 5 year old English Shepard pup named Frankie. Her favorite thing in the world are walks! I’m currently a stay at home dad looking to get back out into the pet world as my two little guys are in school. My schedule is open during the weekdays from morning until late afternoons. I have a fully fenced in yard with a pup that loves playing with other furry friends. I’m able to do drop in visits and walks for clients furry friends as well!
“Amy stayed with our two golden retrievers that we rescued about 9 months ago. We try to be very careful with who we leave them with as they are still adjusting to life with us. Amy did a wonderful job with them, sent me pictures and updates and kept them on their normal routine with walks and feeding. She's very conscientious and wants to follow all instructions. We will definitely use her again!”
About: I grew up with two cats, fish, a guinea pig and a dog! I started taking care of animals officially when I was 14. My neighbors hired me to either walk their dogs, pet sit during trips, or just check in on them during the day. I’ve taken care of dogs and cats. Some of the neighbors that hired me had me coming back for years every day to either walk there dog, let there dogs out or feed their cat. I also have experience with overnight pet care. Currently looking for a part-time job in Burlington, so my hours are very flexible and I have open availability for all your pet care needs! I always make sure that I understand very clearly all the details for caring for someone’s pet. Every pet is unique and requires different things. I am 100% transparent and appreciate communication. I always make sure to double check everything and I value your pets safety and well being just as much as my own.
About: Hi there! I’m a lifelong animal lover with over 16 years of hands on experience caring for dogs of all breeds, sizes, and personalities. As a devoted dog dad myself, I understand just how much your pets mean to you. I treat every animal in my care like family. Whether it’s a high energy pup who needs a long walk or a senior dog who just wants some gentle company, I tailor each visit to your pet’s specific needs. I’m dependable, calm under pressure, and genuinely enjoy spending time with animals. I’m comfortable with feeding routines, medications, and special care instructions, and I’m always happy to send updates and photos while you’re away. I’ve got plenty of time in my daily routine, so your dog gets more than just a quick walk. I offer unhurried, personalized care tailored to your pup’s energy level, mood, and personality. Your Dog’s Safety and Your Home Are My Top Priorities. When I care for your dog in your home, I treat both your pet and your space with the same respect and attentiveness I give my own. With 16 years of hands on experience as a dog dad and caretaker, I understand how important it is to feel safe leaving your dog and your house in someone else’s hands. I go above and beyond to create a secure, calm, and clean environment while you’re away. Here’s how I keep things safe and stress free: • Constant awareness: Doors stay locked, gates stay closed, and no risky situations (like off-leash time) ever happen without your permission. • Routine focused care: I stick to your pet’s regular schedule to keep them comfortable and prevent stress or behavioral issues. • Clean & respectful: I leave your home just as I found it—clean, organized, and secure. • Emergency readiness: I’m familiar with local vets and always have a plan in case of emergencies. • Regular updates: You’ll get photos, messages, and updates so you never feel out of the loop. Whether it’s for a weekend getaway or a longer trip, I’ll make sure your dog is happy, your home is respected, and your peace of mind is intact.
“Jillian was wonderful once again with Brisket! He’s only 2 days post neutering and she paid close attention to his needs and made sure he was comfortable! He was so excited to see her and he can’t wait to see her again!”
“Mary Kay is so great with the babies - even those who are difficult! She even left us gorgeous flowers. We love her! But I don’t want to say too many good things cuz then we have to fight other people off to get her! (Just kidding!)”
About: When I take care of pets, I treat your home as my own and go above and behind to treat your fur babies as I would my own. My compassion and work ethic make me a perfect candidate for any pet sitting job. I work full time in an office but am very used to taking care of pets in other people’s homes. Due to my work schedule, weekends are best since I am able to spend more time with the pets. However I am totally fine with commuting from other homes to my office if that works for my clients. I figure out what each pet needs and I act accordingly. I treat clients’ home (and their pets) as I would my own: respectfully and with great attention and care. I believe it’s important to be open and communicative with my clients to establish expectations with both the home and the pets.
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
We were going to Scotland for 14 days and leaving my very babied English Bulldog for the first time . I was very anxious to leave her but found the most amazing person ever and it made the trip so much easier for us !! Meredith is sooo loving and kind and cared for my baby like I would have ! Playing with her giving her medicine and dealing with all her little weird quirks 😊 she updated me every day and I never saw my dog so happy with anyone !! She was loving ever minute with Meredith and it made my heart happy ❤️ She also took such great care of our house and pool ! Above and beyond what I could of asked for !! She is just a wonderful human being who truly loves her job and animals and I would recommend her to anyone and everyone!!!! It made our trip so wonderful not having that worry and seeing our dog playing and happy and being loved just as we would have loved her 🥰 it was the best experience ever and she will be the first person I contact anytime we need a sitter from now on !!! ❤️
Kenna was wonderful! She even volunteered to stay longer than expected to take care of our George. She was a wonderful communicator, sent pictures/videos, and left our home just like she found it. She was very good with George and enjoyed being with him. I would highly recommend Kenna!
Gary has watched my dog Koda a few times now. He always does a great job- keeping me informed of what is happening and even adjusting his schedule to align with my mine. On one of my trips I was forced stay an extra day outside the US due to airline issues. Gary accommodated this unplanned emergency and made everything go smoothly. Personally, I think Koda believes he is the one on vacation when Gary watches him.
Diane was a fantastic sitter! She was amazing and easy to work with throughout the process. She stayed in my home while I traveled and my deeply anxious rescue dog and my cats never missed me. Diane kept me informed while I was away, followed all my instructions, and my pets were safe and happy in my absence. I look forward to hiring her again. I wouldn’t hesitate to recommend her or rebook her. She’s truly a thoughtful and special person who will care for your pets so you can relax while you’re away.
Lonie was amazing with our 2 elderly dogs! We haven’t left them overnight in almost 2 years due to their health issues, but I felt very comfortable with Lonie after our meet and greet. She definitely has a lot of experience with animals and is very loving with them! She also went above and beyond what I expected of her in terms of washing and changing the sheets on her bed and generally tidying up the house, even though it was just an overnight visit. I really cannot say enough good things about her! She was awesome!
We had a great experience with Amanda! She took wonderful care of our two Labs and made sure they were comfortable, and given lots of attention while we were away. We really appreciated the updates and photos, which gave us peace of mind. Our dogs were happy and relaxed when we got home, and it was clear they were well cared for. We would definitely trust her with them again and highly recommend her to anyone looking for a kind and reliable sitter.
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 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 $39.96 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 2,400 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:
- 96% of sitters can help with special care needs
- 99% 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.
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