House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 189 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.
“Katherine did a great job with my dogs! I really appreciate her staying at my place and keeping it nice and clean. :) Would definitely book with her again! :)”
“Kevin was really great with my trio of Dogs: medium, small and smaller. He gave meds and did all the things they like to do. He was very flexible with me in the flurry of getting out of town. I recommend him highly!”
“Always timely and informative during visits. Very easy to talk to, easy to trust. I can count on Tanya to show up and make sure my pup is safe and well cared for. She’s extremely respectful of the space and you can tell she really does enjoy being with the pup. My go to for a sitter!”
“Stefan took great care of our senior dog while we were out of town and it was the first time leaving him at home. Stefan is very responsive, responsible and a great communicator.”
“It’s obvious that Erin LOVES animals. She took such great care of my two babies while I was out of town for work with regular updates to me so I didn’t miss them so much. She was also very respectful of my living space. Couldn’t recommend her more!”
“Emily was great with our 2 dogs! She kept us informed each day. We are so grateful she took such wonderful care of our boys and house while we were on vacation.”
“Elizabeth did a great job taking care of my dog for an extended drop-in. She was flexible and kind, and my dog was very comfortable with her. Will definitely use her again.”
“Peggy watched our dog for us for a week while we were on vacation. Our pup has anxiety, and Peggy did a great job helping Ember feel safe and be calm while we were gone. She also gave our dog her medications as we had asked. Along with taking great care of our dog and sending us daily updates and pictures, she was very respectful of our home and she even watered my flowers and shrubs for me! 10/10, would definitely hire Peggy again.”
“Natalee is amazing! She stayed with our two puppies and updated us on all the fun. Our one dog can be a little anxious, and by the end of Natalee staying with them, our dog had warmed up her completely. We highly recommend Natalee!”
“Kendra is incredible! She does such a great job of watching our dog Tazer and we love getting the photos that she sends throughout the days we’re away! We sleep well knowing that Kendra is taking care of Tazer. Kendra is reliable, professional and very trustworthy! We are so grateful for her! ❤️🐾”
“Madeleine was so awesome! She kept me updated throughout her stay and gave my dogs the love and attention they needed. She’s super personable and just the best! Super thorough and very detailed! Highly recommend and I’ll definitely rebook with her if she’s free! Thank you!!”
“Taylor did a fabulous job when we left Lincoln with her for the weekend. She was very attentive to follow his schedule and routine but more importantly she gave him lots of love and cuddles! We really appreciated the great job she did as it had been several years since we had left him with anyone except family. We were a little nervous to leave him with a stranger but Taylor did a great job with him. We also appreciated the texts and pics so we could see how he was doing! We would have Taylor come again to watch Lincoln; in fact we have already booked our next two vacations with her!!”
“We have used Stephanie multiple times now and we are always so happy with the care she provides! She recently spent a week walking our dogs while we were away and everything went perfectly! We would definitely book again.”
“Shawnda house sat for our two dogs and left our puppies happy and home spotless. She was an incredible care taker. 10/10 would recommend to anyone searching for someone to stay with their fur babies.”
“Brooke is a so amazing with our gentle giant and always leaves the house better than she found it. We trust and appreciate her staying in our home anytime and loving on our pup so well. She is very reliable and goes above and beyond to take care of our home and dog while we are away. We definitely recommend Brooke and will 100% hire her again!”
“Aida was absolutely wonderful! She watched our great dane at our house for just over two weeks while we traveled abroad. She showed up before we left to make sure everything was set. She was very communicative, sent pictures and updates as well as handled household issues without needing directions. Our dog was well cared for with walks and snuggles the whole time. Needless to say, we look forward to having Aida sit again.”
“Absolutely the best!! You can tell, Amber truly cares about your pets. Very professional and trustworthy. My dogs adore Amber, can’t say enough good things- I highly recommend her.”
About: I'm super flexible, and welcome all sizes and ages like they are my own! For all my life I have loved animals and I have experience with all types of animals, but dogs are my soft spot:) I have a lot of knowledge (and have done years of research) on dog behavior and cues, handling, etc! I like to prioritize pet sitting! Because of that, I am free 6 days out of the week to do drop ins or walks for your fur baby: Monday✅, Tuesday✅, Wednesday✅, Thursday✅, Friday✅ I have a nice big fenced yard! And a friendly, sweet, & small Yorkie-Poodle mix dog, she's 8 years old and gets along very well with dogs and cats (she is spayed!). I have my license and own car, so I'll even take your furry friend to the dog park or on nature trails with me! (Unless told not to) I am also able to come to you:)
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Breanna was amazing! She kept me updated the entire stay with photos and recaps of the day. We have a senior dog that is having health issues and she took such good care of him - giving him his meds, helping him around, and consoling him. She kept my pets active and was very thorough in understanding our instructions and preferences. My dogs loved her so much and can’t wait to see her again! Also, I came home to a nice clean home, with bedding and towels washed and everything perfect, which was so nice after a long day of traveling home. It gave me extra time cuddling my dogs when I got back! Thank you so much Breanna!
Stefan was fantastic! He took great care of our dog with regular walks and clearly showed a lot of love and attention throughout the stay. He also left our house spotless — you’d never know he’d been staying there. We’d absolutely book him again and highly recommend him to anyone looking for a reliable, trustworthy sitter.
We are rarely away from home, so we were a little bit anxious about leaving our dog for 2 nights. Katie's out-going presence and confidence eased our "fears", plus Dewey liked her. Katie stayed over 2 nights and did great job in watching over our pup. We would certainly recommend her to anyone and we definitely will get out more knowing that she's out there.
Becky always does a great job with our 2 dogs. She takes good care of them, communicates well, and is responsible and timely to her commitments. As always, I always recommend Becky to anyone needing care for their dogs. Thanks again! We will definitely book with Becky in the future.
I choose Aida as a recommendation from my sister as she watched her huskies. I have two senior Miniature Schnauzers and needed to go out of town quickly. We did a meet and greet and the dogs were immediately comfortable with her. I loved getting updates and could tell they were happy and comfortable in her care. I felt better knowing they were at home and not in a boarding facility. I definitely will hire Aida again and recommend her.
Caleb went above and beyond providing care to our animals and home while we were away. We appreciated his great communication, attention to detail, and most of all his love for animals. We would consider ourselves lucky and would absolutely hire Caleb again if given the opportunity.
Jenea is one of the best dog sitters! She is so compassionate with our 12 year old Corgi who has back leg issues. She cares so much she slept on the couch on main level as our Corgi can’t go upstairs and she didn’t want her to feel alone. So blessed to have her in our village!!!
This was our first experience using Rover, and although we were a bit hesitant at first, we were pleasantly surprised! Shue was so sweet with our dogs and very responsive. She kept us updated with messages and photos while we were away, which gave us such peace of mind. Thank you, Shue - we’ll definitely be booking with you again 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
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 for House Sitting in Oak Park on Rover is $34.97 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 3,491 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:
- 94% of sitters can help with special care needs
- 96% 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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