House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 31 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 fantastic job taking care of my two Yorkshire terriers. I love the ability to let them stay in their own house and play in their own yard without being crated. Amy made that possible and I will definitely book her services again.”
“Brittany did 2 night house/dog sitting for my senior blind dog. She was very nice, communicative, and sent photos - no complaints here! One thing I really appreciated: there is a large gap in the day between feedings so informed her a head of time that she may leave for a bit like 1-4 hrs if needed for errands, appointments, etc (she did not ask! I came out with this and usually tell sitters this). I just dont want my dog alone all day and night as I work from home and am always here, and I do not want too much in and out or just walk ins. Closer to the scheduled sitting, she kindly let me know she would need to step out briefly which I confirmed was still fine. Without me asking her to do so, she messaged me when she left with expected time of return and messaged me when she officially returned”
“Brooke is the best! We’ve booked with her many times and she always takes the best care of our dog. Her love of animals makes us feel our pet is safe and loved while we’re away. I highly recommend Brooke!”
“All of the pets seemed relaxed when we got home and like they enjoyed Faith's company while we were away. She was responsive to our requests and gave us the updates we needed to sooth our own anxieties as well. She also left the house spotless!”
“Hannah did a great job taking care of our dog for a few days while we were away! She stayed in our home and left the place super clean and we came home to a happy dog! She communicated with us very well and was very professional! Would love to have her back again to care for our dog on our next trip!”
“Juliette was so responsive with the lead-up to her watching my cat, Artemis. She contacted me about how Artemis was doing during each visit and she was so kind. I would recommend booking her because she really made sure Artemis was well looked after.”
“Kat is the best! She takes such great care of our two dogs and cat when we are out of town. She is kind, caring, and attentive to their needs and I always appreciate the picture updates each day. We highly recommend Kat!”
“Morgan did a FABULOUS job watching my two dogs while I was away for the weekend. I was nervous about having a new petsitter come, but Morgan put my fears at ease instantly. She sent awesome photo updates all weekend long. She was on time and super attentive to my dogs. I know they were happy having her watch them. And I'm pretty sure my house was better organized than when I left it! Thank you Morgan. She is a very professional and caring petsitter and I'm happy to provide this review!”
About: I’ve been caring for animals for as long as I can remember. Growing up, my family had seven dogs and six cats, so caring for pets was a part of my everyday life. From feeding and grooming to playtime, walks, and giving them plenty of love and attention, I learned early on what it takes to help pets feel safe, happy, and cared for. In addition to dogs and cats, I’ve also cared for mice, turtles, and fish, giving me experience with a variety of animals and their unique needs. I’ve always had pets throughout my life, and caring for animals has never felt like a chore, it’s something I genuinely enjoy. I also spend time feeding and observing backyard birds, which reflects my love and appreciation for all kinds of animals. Whether I’m caring for a playful puppy, an independent cat, or another beloved pet, I treat every animal with the same patience, kindness, and attention I’d want for my own. As a stay-at-home mom, I have a very flexible schedule that allows me to give pets the time and attention they deserve. I’m available for walks, drop-in visits, feedings, playtime, and potty breaks throughout the day, and I can easily adjust my routine to meet each pet’s individual needs. Whether I’m caring for pets in my home or in a client’s home, my priority is making them feel safe, comfortable, and well cared for while maintaining their usual routine as closely as possible. In my home, pets receive plenty of attention, playtime, and affection. Although I have an unfenced yard, all outdoor time is supervised, and dogs are always kept safely on a leash. We also have a neighborhood with plenty of sidewalks that are perfect for walks and exercise. If your pet is crate trained or you prefer they be crated when unattended or at bedtime, I’m happy to accommodate that routine. When caring for pets in a client’s home, I follow their instructions carefully to help pets feel secure in their familiar environment. Whether it’s feeding, walks, playtime, administering basic care, or simply providing companionship, I’ll treat your home and your pets with the same respect and care I would my own.
“3 dogs, 2 cats, dozens of pond fish, plants demanding attention -- Brian took care of it all! Our dogs can be wary of newcomers and Brian was able to win them over in little time. We felt very confident leaving so much in Brian's hands and he didn't disappoint. We even came home after almost 2 weeks to a clean and tidy house. We will definitely be using Brian in the future!”
About: Hi there! My name is La and ever since I was little I have grown up with animals in my home. Starting from puppies to elderly dog, kittens to cats and even some reptiles! I have pet sit for multiple families growing up so I have numerous references so you can feel comfortable leaving your babies with me. Because of these experiences, I have learned how to give dogs medication, train dogs to do tricks such as sit, stay, lay down, paw, jump and play dead. I will treat your fur family as if they are my own so while they will be missing you, they will have a blast playing in the yard, with all of their toys, and with my two dogs. I do have a four year old rescue and a 7 month old golden retriever. We have a big backyard for the dogs to run around and play, plenty of toys, grooming tools, and time to teach new tricks and give your babies lots of love and treats. I work full time as a 911 dispatcher for Montgomery county. On my off days, I’m looking for something that can fill my time. My schedule is VERY flexible. If you need a day that is marked as unavailable on my schedule, feel free to message me. On the days where I do work, it will be between 7am and 7pm, I am still available before and after my shift for a quick visit. Simple answer? Like my own. I have 2 dogs and a kitten of my own, who I love more than most people. I promise to give your fur baby the same amount of love and care I’d hope someone would give mine.
“Devyn was over and beyond with my dog Teddy! She was prompt, answered my texts in a timely manner and most of all was so kind to Teddy!! Devyn left my home better than I left it! When I got home Teddy was content, happy to see me but not stressed at all. We are so grateful to find Devyn as a pet sitter💖”
“Sheryl and her husband were truly OUTSTANDING! They came through for me when I found myself with an 11th hour need, and took excellent care of my 15week puppy over the weekend. They gave her lots of playtime and affection. You can trust Sheryl to take excellent care of your dog.”
About: Throughout my life i’ve grown up with dogs and later in life with cats. I have also worked at boarding places here and there and currently work as a veterinary assistant at a clinic. Currently I am working full time at the clinic T-F 8-6. I will sometimes work a Saturday job seasonly but that won’t start until around spring. That being said I am available currently all weekends and mondays as well to walk your pups! Making sure everything is safe first and then clean. I will mainly be doing walking services so any poop or mess will be cleaned up on the walk and same for inside if need be! I will always greet your dog in a safe way to ensure safety on both ends and trust.
“Joanna was great! She gave the perfect amount updates on my greyhound, Minerva while we were away and she kept our house super neat and clean. Minerva was so relaxed when we got home so we know she had a great weekend too! Would highly recommend!”
“Shannon was absolutely amazing! She provided updates and pictures regularly. She took great care of our furry family member and we will absolutely book her again. Thank you Shannon!”
About: I have extensive experience pet sitting cats, dogs, fish, and birds. I always think that animals are a part of ones families and should be treated so. I am a reliable pet sitter, and love animals. I have watched a range of animal ages and have experience with puppies and kittens all the way to senior animals. I also have watched diabetic pets so have experience with providing insulin and also can provide medications. I have worked with families who have multiple animals up to 7 for dogs, and 9 for cats. I love taking dogs on walks and having play time with them. I bring a loving and caring attitude to work, and you can rest assured that while you are away, your pets are in good hands.
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 great experience with Amy! She took amazing care of our two dogs and kept us updated throughout our time away with plenty of photos, which gave us peace of mind. It was clear our dogs were happy, comfortable, and well cared for. We would absolutely recommend her to anyone looking for a trustworthy and caring dog sitter!
Brittany did 2 night house/dog sitting for my senior blind dog. She was very nice, communicative, and sent photos - no complaints here! One thing I really appreciated: there is a large gap in the day between feedings so informed her a head of time that she may leave for a bit like 1-4 hrs if needed for errands, appointments, etc (she did not ask! I came out with this and usually tell sitters this). I just dont want my dog alone all day and night as I work from home and am always here, and I do not want too much in and out or just walk ins. Closer to the scheduled sitting, she kindly let me know she would need to step out briefly which I confirmed was still fine. Without me asking her to do so, she messaged me when she left with expected time of return and messaged me when she officially returned
Kim was amazing with our 2 dogs, one a puppy, while we were away for 2 weeks! She stayed in constant contact with us, sending daily pictures and updates. We even had to troubleshoot a few situations, and Kim was super flexible when it came to managing our spirited dogs! I highly recommend her and we will definitely be using her services for our next vacation!
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.
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 3 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 $48 per night as of October 2026. Most bookings cost between $39 and $67 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 5,607 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:
- 88% of sitters can help with special care needs
- 93% 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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