House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 103 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.
“Genevieve was so great with our dogs. She made sure to understand our dogs needs beforehand, was very communicative while we were away, and sent tons of pictures. Highly recommend!”
“Diane was a fantastic sitter! She was amazing and easy to work with throughout the process. She stayed in my home while I traveled and my deeply anxious rescue dog and my cats never missed me. Diane kept me informed while I was away, followed all my instructions, and my pets were safe and happy in my absence. I look forward to hiring her again. I wouldn’t hesitate to recommend her or rebook her. She’s truly a thoughtful and special person who will care for your pets so you can relax while you’re away.”
“Thanks Adam for taking care of our pups and allow us to have a relaxing get away! Adam takes such great care of both my high energy crazy girl and senior boy huskies! Highly recommend Adam, great with communication and very accommodating”
“Nicole is the best! She stayed with Louis for a week while I was out of town. He found some chocolate on a walk outside and she handled the situation perfectly, taking him to the vet and reaching out to my emergency contact because I was unavailable. I always trust her to take great care of my pup!”
“Josh was wonderful My girl, Sable just fell in love with him Libby is still looking for him. He took them for walks. He watched their diet. He stayed with him over the weekend. My home was neat and tidy when I got home better than I left it Dogs are happy that makes me happy Josh communicated sent me pictures. Let me know what my dogs were up to. Yes, indeed, I would use him again Blessings, Josh”
“Jillian was an amazing dog and house sitter! She watched our three dogs for over a week and we had nothing to worry about. One of our dogs is reactive and Jillian was beyond patient with her. We will rebooking her services for sure!”
“Gracie did an excellent job caring for my two rowdy pups while we were away for our wedding! She was very attentive to our instructions and treated the pups with affection and care. She asked all the right questions to make sure they had what they needed, and sent lots of photos and updates. Would absolutely hire Gracie again!”
“Hanan was amazing with our pup! From the first day she got there, we could tell how wonderful she was with him. It was so clear how happy he was from all of the great photo and videos she sent us. It can be hard to find a great sitter, but we absolutely loved her and would 100% trust her with our boy again. She went above and beyond and we are so grateful for her. She really made us feel at ease leaving our boy. 10/10 recommend!”
“Maciyah was so great with my dogs and they were instantly comfortable with her during our meet and greet. I also hot tons of pictures during her stay and came home to a super happy dog, I highly recommend!”
“Olivia was fantastic. She spoiled our two boys, and kept them well cared for. The house was clean, and she also watered my flowers. Couldn’t ask for a better sitter.”
“Annamaria was great! My Dog was happy as can be and I know he received a lot of attention as she provided photos of him walking, eating, playing, etc., etc. I would absolutely book Annamaria again and I am sure we will in the future! Thank you for making my dog’s experience better than expected! We were happy to know he was in good hands.”
“I cannot thank you enough! This is the go to sitter from now on! She was very kind thorough and really made everything so comfortable for my lui and gave me ease of mind!! Love this care giver - she stayed in my house all day and walked lui and played with him. God sent! Thank you so so so much!”
“I would give 6 stars if I could! Lauren was amazing. It was our first time using Rover and she made us feel so at ease the entire trip. She even stayed to hang out with Benny a little extra when we were running late from our flight!”
“Mark is a great Dog Sitter and Dog Walker! Gabriel is a big Rottweiler and it can be difficult for him to warm up to new people. Mark is a professional and was able to get Gabriel to warm up to him right away! Thanks Mark!”
“Randi is absolutely amazing! This was my first time using Rover so I was a little nervous. Randi completely put me at ease and took exceptional care of my 3 dogs. She sent me many pictures and updated me on how the dogs were doing a few times a day. Do not hesitate to book Randi, your babies will be well cared for and loved while you are away.”
“Miranda is a superstar and took care of my 3 dogs while I was away! She sent updates and photos throughout the day and took amazing care of my dogs and my house! I cant recommend her enough! All of my dogs are quirky and she handled them all! My dogs love her and I can’t wait to have her back here!”
“Karley did a great job watching Beckett! We’ve never left him with someone on Rover before but she was very communicative and sent us lots of pictures. He also never eats when we’re gone, but he was eating within a day with her so she’s definitely doing something right!”
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
Our dog likes absolutely no one, but she warmed up to Diane during the course of our trip, and they became pals! Diane is is patient and caring with nervous pups, and really helped make sure Pickles trusted her. She and her kitty brother Ozzie seemed to really enjoy their time with her, and I love that we finally have a reliable sitter to care for them when needed. Frequent updates helped us not miss our babies so much (even though we still did!). Will use her again with no hesitate!
Genevieve took excellent care of our dog and two cats while we were away on a trip! Our dog has reactivity issues with new people coming into our home and Genevieve was very patient and understanding in giving the time needed for him to be comfortable with her. She really understands dog behavior and that put us at ease. Genevieve was also very comminicative, including providing daily updates with lots of photos and videos of all the pets. We really appreciate that our pets were in such good hands!
Lonie stayed at our home for the past 5 nights taking care of our dogs. We got daily updates on our dogs, she was organized and attentive and I felt very relaxed during our trip knowing our dogs were in good hands. We came home to a clean house and dogs that were fluffy and soft from all the brushing and care they got. We will absolutely use Lonie again!
Gracie did an excellent job caring for my two rowdy pups while we were away for our wedding! She was very attentive to our instructions and treated the pups with affection and care. She asked all the right questions to make sure they had what they needed, and sent lots of photos and updates. Would absolutely hire Gracie again!
Annamaria was great! My Dog was happy as can be and I know he received a lot of attention as she provided photos of him walking, eating, playing, etc., etc. I would absolutely book Annamaria again and I am sure we will in the future! Thank you for making my dog’s experience better than expected! We were happy to know he was in good hands.
We couldn’t have asked for a better house and dog sitter! Mark stayed in our home while we were away, and he took incredible care of our dog, Willie Nelson. It gave us so much peace of mind knowing Willie was comfortable in his own home with someone so kind, responsible, and attentive. Mark went above and beyond while we were gone. He kept us updated, treated our home with care and respect, and most importantly, gave Willie so much love and attention. We came home to a happy, relaxed dog, and our house was just as we left it. Mark is also an incredibly talented local artist, and he’s simply a wonderful human being. If you’re looking for someone you can completely trust with your pets and your home, I can’t recommend him enough. We’ll absolutely be booking him again!
We went to asia for two weeks and Gary did an amazing job taking care of our home and dogs. We have a very active pup and he went out of his way to ensure he got his proper exercise. Gary also left our home in immaculate condition probably cleaner than we left it!! Thank you again so much and we would absolutely book you in the future!!
We were going to Scotland for 14 days and leaving my very babied English Bulldog for the first time . I was very anxious to leave her but found the most amazing person ever and it made the trip so much easier for us !! Meredith is sooo loving and kind and cared for my baby like I would have ! Playing with her giving her medicine and dealing with all her little weird quirks 😊 she updated me every day and I never saw my dog so happy with anyone !! She was loving ever minute with Meredith and it made my heart happy ❤️ She also took such great care of our house and pool ! Above and beyond what I could of asked for !! She is just a wonderful human being who truly loves her job and animals and I would recommend her to anyone and everyone!!!! It made our trip so wonderful not having that worry and seeing our dog playing and happy and being loved just as we would have loved her 🥰 it was the best experience ever and she will be the first person I contact anytime we need a sitter from now on !!! ❤️
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 $40.66 per night (as of September 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 September 2026, there are 2,358 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:
- 96% of sitters can help with special care needs
- 99% 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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