House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 22 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.
“Brooke is wonderful! This was our first time leaving our dog with a sitter and she made the whole process so easy and comfortable. She is very friendly and she took such great care of our big, energetic puppy! She kept us updated with photos and she helped follow our routine so our dog barely noticed we were gone. We will definitely use Brooke again, and recommend her to others.”
“Stefanie was amazing. She sent daily updates and was friendly and genuinely seemed to enjoy taking care of our dog. We will book her again, for sure, if she is available. Thanks Stefanie!”
“Caitlin was fantastic! Our pets absolutely loved her, she shared plenty of photos and updates during the short stayl Couldn't ask for more and we'll definitely be using her again.”
“Can't say enough good things about Kat! The house is immaculate ! Just the way we let it! Libby seemed like she didn't even miss us which in itself is incredible because she may be 11 but she is a momma's girl. Kat notifies us when she arrives, takes pictures and sends them and when she leaves. I would be so sad if I ever needed her and she was booked. Thank you for taking care of my baby girl!”
“Alex is the best! We truly appreciated the photos and updates and felt very secure with Alex’s confident and caring approach. Our home was left in pristine condition and our dogs were content and relaxed! Highly recommend Alex, especially if you have dogs who can be a little slow to warm up to new people.”
“Amy did a super job taking care of my two Yorkshire dogs. She sent me pictures each day and let me know how they were doing. I appreciate they were able to stay at home and play each day in their own yard. Amy also brought in my mail and a package that was delivered and let me know it arrived. It was great to have her services so I didn't have any concerns while I was away. I highly recommend her.”
“Kaitlyn pet/house sat for us recently, and we are so grateful for her help. She kept us regularly informed of our babies and was comfortable asking questions. It was wonderful knowing we had someone we could trust taking care of our critters!”
“McKayla is great. She listened to the instructions I have for my dog which put me at ease. She also took photos and communicated throughout the day. She really cares about your animals and I could tell they were happy. I would definitely recommend her and will have to ask her back!”
“Gabrielle was absolutely fantastic! She was incredibly kind, respectful and attentive to every detail. She asked thoughtful and important questions, which immediately made me feel comfortable and confident leaving my dogs in her care. My dogs absolutely loved her! She was early for both our meet and greet and her visit, and her communication and reliability were amazing. I truly couldn’t rate her highly enough and look forward to having her watch my fur babies again!”
“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!”
“Dana is wonderful. We have two pups, one who is older. Dana treated both with love and care, and when we returned they were both sad to see him leave. It was a pleasure having Dana care for our pups.”
“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”
“Lisa was awesome. She took great care of my Pup who thinks he is a lap dog at 50 lbs in my home. He is dog reactive and Lisa was great letting me know walks were going fine, sending pics and short videos that made me confident that he was well cared for during my trip. Plan on using her again!”
“Nico's watched our energetic boxers a couple of times before but this time he stayed at our home for 3 weeks. Dogs thought they were on vacation too as they got a lot more exercise and attention than normal life. Very thankful for his attention to the dogs and helpful with small things around the house while we were gone. Recommend him to others for single day/walks or longer term sitting.”
About: I have taken care of many dogs and cats before. Pets are man’s best friend and I believe they deserve getting excellent care. Dogs and cats of all breeds, shapes and sizes will get above and beyond good quality care. I do have a full time job, my hours are Monday-Friday 7AM-3:30PM, and I have church obligations on Sunday mornings, but I am happy to coordinate availability outside of those times. I work a consistent weekday schedule from 7:00am–3:30pm, which allows me to provide reliable evening care, walks, and overnight house sitting. I am also available most weekends and can accommodate advance scheduling. I focus on building trust with both pets and owners by maintaining clear communication, consistent routines, and attentive supervision. I respect each pet’s personality and adjust care to their individual needs.
“Joanne is absolutely excellent! She is kind, communicative, and did a great job with our dog. She followed all care instructions and took excellent care of our dog while we were away. We got frequent updates and felt so at ease with her watching our dog. When we returned home, our dog seemed so happy, calm, and relaxed. An absolute pleasure to work with, we look forward to hiring Joanne again!”
“Ben was absolutely wonderful! He communicated well sent great photos and we felt very good about having him care for our dogs. He asked great questions when he was unsure and to me that is the mark of a great person and a caring pet sitter! We will ask Ben back for sure!”
The median cost per night for house sitting in Oak Park is $55
Pet parents share their Rover experiences - Oak Park
Stefanie is fantastic. She had stayed over to watch our dog on multiple occasions. She is a great communicator, prompt, and provides regular updates. Everything is always in good order and knowing she is there provides peace of mind. We’ve already rebooked and will continue to work with her regularly.
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.
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 3 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 $44.4 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 5,581 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:
- 90% of sitters can help with special care needs
- 95% 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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