House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.
Over 109 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.
“We are so thrilled to have found Kenna to watch our dogs. She was very communicative and took great care of our dogs. We would absolutely recommend her and also would hire her again to stay at our home.”
“Thank you so much for staying with Mae and Stewart while we were away! It was great getting the daily pictures knowing they were happy and cared for. Sorry, I had no idea the work packages would be so many and appreciate you brought them inside! We will definitely be using you again in the future!”
“Larry took great care of my dog while I was away. He was reliable, communicative, and made sure everything went smoothly. It was clear my dog was well cared for and comfortable. I really appreciated his help and would be happy to book with him again in the future.”
“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.”
“Nicole gives us great relief when we have to leave our pit mix Kenai. Kenai is shy and often gets overwhelmed with new people and Nicole did such a wonderful job of being patient with him. He loves Nicole and I can see why! Always takes awesome care of our apartment as well as Kenai.”
“Tess is great! My two dogs clearly were loved by the look from all the pictures she sent me. The house is as clean as I left it and she communicated the whole time I was gone. I will definitely be booking with her again.”
“Gary did a fantastic job staying in our home with our elderly dog. He sent updates with pictures and videos, and left our home spotless. I highly recommend Gary!”
“Sophia was very flexible with a last minute sitting request for two dogs. She visited the home 3 times per day, walked the dogs 1-2 times per day, fed, and administered medications. The home was kept in the condition it was left in. The dogs were very comfortable and in good spirits after a 3 day sitting. Sophia had good communication and demeanor. She left check in messages and photos with every visit. Would definitely book with Sophia 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!”
“Rachael was so good with Juno! We were so happy to have someone stay with her and give her some normalcy while we were away. Rachael sent us updates, adorable photos, and Juno looked comfy and content in each one. We’re so happy to have found Rachael and we know Juno is too! We will book with her anytime we have to go on a trip!”
“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!”
“Kathleen did an amazing job with my old boys! She kept me updated on them throughout her stay, and sent photos! I love photos of my boys, so anytime I get them, Im happy!! Will definitely be using her again!”
“Jillian was great! She was attentive and communicative while caring for two high maintenance animals with many medical needs. The animals weren’t always the easiest clients, but she always my maintained my full confidence with high quality photos, tender care, and thorough updates. I couldn’t recommend Jillian enough!”
About: I have 1 cat at home and my partner has 1 dog who basically acts like a cat, so I am looking for an excuse to be around dogs (preferably <25 lbs) who may need some company. Friends and family have entrusted me with their pets for years (both for walks and overnight stays) and I take that responsibility incredibly seriously. I have a full-time hybrid position that has me at home on Mondays and Fridays with some flexibility from Tuesday - Thursday. On days when I am in the office, I will be home before 4:30pm for any afternoon feeding times. I am also available on weekends with advanced notice. I have a large unfenced yard and live less than a block away from a dedicated dog park. I have one small dog (15 lbs) and one cat who are happy to keep your pet company or can be kept in a different part of the house depending on your needs.
“Amy was great, didn’t hesitate to ask questions to make sure the pets were taken care of properly, and made sure to give them treats and cuddles. My cat and dog seemed very happy. Will definitely be booking again.”
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
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!
Sophia was very flexible with a last minute sitting request for two dogs. She visited the home 3 times per day, walked the dogs 1-2 times per day, fed, and administered medications. The home was kept in the condition it was left in. The dogs were very comfortable and in good spirits after a 3 day sitting. Sophia had good communication and demeanor. She left check in messages and photos with every visit. Would definitely book with Sophia 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 !!! ❤️
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.
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 $38.85 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 2,398 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:
- 95% 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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