House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 180 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.
“I had such a great experience! Communication was excellent, and I felt completely at ease knowing my pups were in good hands. I received updates and photos, which meant so much. Highly recommend and would absolutely book 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.”
“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!”
“Elizabeth was great with our dogs Maximus (german shepherd) & Simon (german shepherd beagle mix). She sent daily updates & pictures. She played Frisbee with Max & took Simon on walks their favorites to do. She loves dogs and treated our dogs amazingly. We will definitely be having Elizabeth over to watch the pups again! Thank You again Elizabeth!?”
“This was our first time having Tanya stay at our home to watch our dogs, and she was absolutely wonderful! She sent us great updates each day and took the best care of our pups and home. She truly cares about the well being of animals which gave us peace of mind that our dogs were in great hands while we were gone. We highly recommend her, and anyone would be lucky to have her sit for them. Thank you so much Tanya. Our dogs loved spending the long weekend with you!”
“Tiffany provided excellent care for our dog while on a family trip. Always keeping us posted with videos and updates. I would highly recommend and we look forward to utilizing her services again!”
“We had a very positive experience with Carolina. We were out of town for almost two-weeks. She sent us a video/pictures daily. And we were in communication if needed. Our dog had some challenges coming in and Carolina seemed very experienced and knowledgeable about dogs. She listened, met with us and felt confident that she could watch Tofte. We felt so relieved and comfortable traveling knowing Tofte was in good hands. All went smoothly, Tofte did awesome and credited that to Carolina. We highly recommend Carolina. We will be contacting her in the future.”
“Jenna took such good care of our senior dog. She left updates on her sore paw and double checked if anything special should be done to help. Her daily+ updates and photos helped us rest easy on vacation. Highly recommended!”
“Cari was a fabulous pet sitter. She communicated well and we were very happy with the care she provided our goldendoodle. Definitely will book with her again and recommend others to.”
“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!”
“Tayler is so incredible. Both of my dogs absolutely love her. She took them both on walks, played in the backyard with them, and my house was absolutely spotless when I came home.”
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:)
“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!”
“Taylor was great with my dogs, Baxter and Chandler. She was super easy to schedule and she did not seem to have any issues with my two guys. Left the house as it was when she arrived. Would call again for dog/house sitting services!”
“Sergio was a fantastic dog sitter for our 2 pups! He was communicative, nice and left our house spotless! We were so thankful to have him over the Thanksgiving holiday. We would recommend him to anyone looking for a dog sitter to love on your pets. We would use his services again in a heartbeat.”
“Kelly did a wonderful job watching our corgi, Max. She is very responsive and communicated frequently about how Max was doing (with lots of photos! ☺️). It’s clear she has a passion for caring for dogs, and we would absolutely love to have her watch Max again in the future. 😊”
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Very happy with Stefan's second time sitting for Rosie! He caters to Rosie's quirks and we come home to a happy dog. He was kind enough to also grab the mail and water my flowers while we were away. House was in good shape. Will definitely have Stefan sit again!
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!
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 $38.29 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 3,457 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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