House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 550 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.
“Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!”
About: I am always the girl finding a dog and asking to pet them. As a kid, my sisters and I wished for a dog and that finally came true in 6th grade. Bailey was the best Christmas present and gifted us 14 beautiful years. Throughout that time, I’ve dog sat for a range of dogs (small, large, puppy and senior). Along with dogs, I am comfortable with cats. We have 2 orange cats of our own. I am available for walks, play dates and more. I am a teacher and have the summer off. I will be tutoring and will have a lot of flexibility during the week and would love to spend some time with your pets. I am very trustworthy and will take great care of your pets in your home. I love going for walks and playing with your pups or cats.
“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”
About: Hi! I'm Eloise, I've grown up around animals since I was a baby. My grandmas always had cats and dogs (poodles especially lol) and I spent lots of time with their pets and cared for them when they were away. I have had my own cat since I was 7 and at 15 my family got our first dog who has since passed. We now have one dog, Twiggy and the same cat who is still kicking! So, I have lifelong experience in loving, responsible, and attentive pet care. I also frequently care for friends, neighbors, and other clients dogs and cats. I am comfortable with all breeds and sizes and personalities! I also have experience with caring for animals with specific health needs, giving them medicine, etc. My cousin is a vet and I have learned a lot from her! I would love to be a sitter or walker or just a buddy for your pet and I will always treat every pet I care for like my own, with so much love!!! I am currently home for the summer from college so I have a very open schedule! I can be there for your pet whenever needed and am happy to work with you in terms of scheduling to meet your needs! When sitting in someone else's home I always respect the space I am in and keep it the way I found it - I am a very clean and organized person! I of course will respect any home rules or expectations and I make an effort to discuss these prior to care to make sure that everyone is comfortable. I am also more than happy to send pics or even facetime if you miss your pets while you are away and want to be assured that they are happy and healthy <3
“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!”
“Christopher took such great care of our dog, Mochi. He kept us updated with thoughtful messages and great communication, which made it easy to relax while we were away. The best part was picking Mochi up and seeing how happy and comfortable he was. You could tell he was treated like family. It's not easy trusting someone with your dog, but Christopher made it feel effortless. We'd happily book with him again and highly recommend him to anyone looking for a caring, dependable sitter.”
“Robin took fantastic care of our pets while we were out. Her communication was quick and informative. She gave each pet individual attention and sent us loads of pictures as well. Thanks Robin!”
“Miguel could not have possibly been better. He took great care of all 3 of my dogs as well as I do. He kept me up to date with messages and pictures and videos. I will use Miguel every time if at all possible.”
“I have had some pretty crazy experiences with dog-sitters in the past and Sarah was so great with my girl. Glory is a very sensitive dog and we’ve been going through a lot of changes around the house/personally and it was such a relief to know someone so caring was with her while I had to be away. Sarah sends lots of photos and updates, is very down-to-earth, and left my home how a houseguest should…as they found it. She even went above and beyond to strip the bed she slept in. Sarah is a great person to have take care of your loved ones while you’re away.”
About: Our family has had a dog for over 20 years. So I have experience caring for them and walking them and working with difficult and reactive dogs as well. Our family has also owned a cat in the past for 15 years so I have experience with all kinds of cats. Difficult ones included. I have cat sat in the past as well for 3 cats I am currently free during the week and weekend at any point. I can do a morning walk, afternoon or evening. I can dog sit as well with a few days notice. I take my own dog on at least 3 walks a day for at least 15 20 minutes. So I'll have no problem walking another dog for any amount of time. I treat my dog with love but also discipline. She knows her basic commands
“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!”
About: Anyone who knows me knows I’m the person who immediately notices the animals wherever I go. I’ve always had a special connection with animals and love getting to find out their individual personalities. I started pet sitting for family and neighbors as a teenager and have continued caring for pets on and off ever since. I have a rescue cat that I raised from just a few days old, but he acts more like a dog most of the time. I’m obsessed with him! Whether your pet is energetic, shy, playful, or anxious, I’ll meet them where they are and make sure they feel safe and cared for. Your dogs or cats are literally family members and I’ll treat them like they’re my own! I’m currently in the off-season with work, which means I have a very flexible schedule during the day, evenings, and nights. Spending time with animals is genuinely one of my favorite things, so I’m excited to give your pet the attention, playtime, exercise, or quiet companionship they need. My goal is to keep their routine consistent and make them feel as comfortable as possible while you’re away. I know how hard it can be to leave your pet with someone else because I’d want the same peace of mind if it were my own. My goal is to make your pet feel safe, comfortable, and loved while giving you confidence that they’re getting the care they deserve. I’ll respect your home, follow your care instructions carefully, pay attention to the little things, and send regular updates and photos so you never have to wonder how they’re doing.
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Diane stayed in our home with our Senior Dog for almost two weeks. I was anxious about leaving Bailey for such a long period of time, but after a couple of visits by Diane to our home to meet with Bailey, I felt comfortable and confident leaving Bailey (and my home) in Diane's care. She shared updates daily, which I appreciated. She is awesome and I would highly recommend her.
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.
Chris was beyond fantastic! He watched my anxious dog for four days. The first day London proved to be challenging but Chris hung in there, was uber patient, and won her over! London is fearful of rain and storms and loud noises and Chris kept her calm enough that she didn’t need any trazadone during the storms. What a feat! I have the most adorable pictures of a relaxed London and “pals for life” of the two of them. Chris stayed in communication with me, drastically reducing my stress and guilt at leaving her home. He was very conscientious and left my house very neat and clean, even cleaning up the poop in the yard! Additionally, Chris is just a truly nice and thoughtful person. I could not have been happier with his services and I plan to call on him every time and just hope he’s available. I hate to give this honest review since I’m sure people will want to snap him up!
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!
Marin is a fantastic pet sitter. We have an older guy and she was really great with him. She is a naturally good communicator so we didn't worry at all while we were away. Also, Marin stayed at our home and was a perfect guest. We would book her again in a heartbeat.
We are incredibly grateful for Sarah. It was our first time using rover and couldn’t have asked for a better experience. Her attention to detail for our pet family was phenomenal. Our dog is a senior and reactive and picky with people, but Sarah has become his new bff. She’s got great vibes with the pets and it really helped us feel at ease knowing they were in great hands with Sarah. Thanks so much! We’re super lucky and grateful to meet you and work with you!
We had to find pet care for our week long trip on short notice. From the beginning Maribel was very flexible and responsive. We met for a meet and greet and our dog Ivy, who is not usually friendly with strangers in her home, brought Maribel her favorite toy after a brief sniff. We got daily updates and pictures. Ivy always looked happy and well cared for. We will definitely trust Maribel to care for our pup in the future.
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
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Schedule a free in-person Meet & Greet to find the perfect fit
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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 for House Sitting in Oak Park on Rover is $55.5 per night (as of August 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 August 2026, there are 8,033 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:
- 93% of sitters can help with special care needs
- 94% 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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