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
“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.”
“Emma has watched Charlie a few times now and each time is better than the last! She takes wonderful care of our pup and house while we’re away, and we never have to worry. We get great pictures and updates and we always feel relieved knowing Charlie is happy and well taken care of.”
“Joanne was awesome with Bravo while we were out of town. Super sweet, easy to deal with, and Bravo absolutely loved her. He was happy and comfortable when we got home, and the house was spotless.”
“Brandon was awesome!! Very punctual and communicative, and stuck to their routine. We came home to happy girls! Thanks Brandon. Will definitely be hiring him again for future dog sitting needs.”
“Jillian is the real deal! As an anxious millennial with an even more anxious dog, I’ve never felt more at was than leaving my pups with Jillian for the weekend. She is extremely thorough and thoughtful with her care and she left our home spotless. We will definitely be rebooking with Jillian!”
“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.”
“Akala was an amazing sitter for our 3 dogs! They were well taken care of and we got lots of updates on them during our 4 night vacation. She was very responsible and took great care of our house as well. It was super clean and just as we left it. We would definitely recommend Akala to take care of your pets and home while you are away.”
“Dani did an amazing job sitting our two dogs. The pups seem well walked, and we'll cared for. They even seem a little sad that she's gone now. The house was left in fantastic condition as well. Thanks Dani!”
“Rhiannon was terrific! She cared for our dogs and home with great care and wonderful communication. Meant the world to us to receive regular updates with happy dog photos. She was flexible and quick to respond. Great experience!”
“Can’t say enough great things about Nicole! She takes such good care of my senior pup. It’s never easy leaving a 16 year old dog, but Nicole puts me at ease with her reliability and frequent communication.”
“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!”
“Tyra did a great job watching my dog and house this weekend. Roxky isn’t always the easiest with new people, but he took to her right away, which says a lot. She kept me updated with plenty of photos and videos, so I always knew he was doing well. She also left a really nice, detailed summary of her stay,what they did together, his eating schedule, and bathroom routine,which was actually fun to read and showed how much attention she gave him. On top of that, the house was exactly how I left it. Overall just a super easy, stress-free experience. I’d definitely book with her again.”
“Brianna was professional, empathetic and extremely caring for Balthazar. This was our first house sitting experience and we are so grateful we found her. Will definitely use her again!”
About: I’ve been taking care of all sorts of animals mostly my whole life. I grew up on a farm and raised sheep in 4-h when I was young. My family always had dogs and cats. I currently have a 5 year old English Shepard pup named Frankie. Her favorite thing in the world are walks! I’m currently a stay at home dad looking to get back out into the pet world as my two little guys are in school. My schedule is open during the weekdays from morning until late afternoons. I have a fully fenced in yard with a pup that loves playing with other furry friends. I’m able to do drop in visits and walks for clients furry friends as well!
About: hello people my name is Brandon I'm a dog lover I have my own home I also have been involved with dogs over 18 years of my life I own 3 pitbulls fully trained fully paperwork and very friendlynow I'm looking to make a little bit more money in my home doing what I love to do and that's taking care of dogCats birds just animals. I have an in my nature to take care of gods creatures to make sure that they are in their well-being before myself that’s why I don’t have any kids my kids are my babies diamond and big boy diamond is a year and six months old big boy is eight months old and I loved him so much
“Both Pixie and I loved Christine! She checked in with me many times and sent photos. She went above and beyond to make sure we were both happy. As an added bonus, she’s a teacher which gave me a sense of relief since that means she’s gone through a background check. Love her!”
About: Hi there! I'm Sara and I am a fierce lover of animals. I am highly inclined towards gentle caregiving of all animals and I would be a great supporter of your pet's care needs! I have life-long experience caring for dogs of various sizes, and I am skilled at handling a bigger dog on a leash. I have a lot of patience for animals with special needs and more complex feeding and/or grooming routines. I also have a deep love for cats and have a lot of experience caring for a variety of breeds. I am skilled at grooming and medicating cats as well, and I have experience in helping to raise kittens. My schedule is currently very open and flexible. I am looking for a regular position as an animal caregiver, and I am willing to be flexible in maintaining the care schedule if I acquire any additional employment opportunities in the future. I am available mornings, afternoons, evenings, and some weekends! I am all about open communication when it comes to scheduling needs and conflicts, so please do not hesitate to reach out for a chat. When it comes to caring for pets in a client's home, I demonstrate the utmost respect in caring for the physical space in whatever ways requested by the client. I am happy to submit to any background check and can provide reliable references to attest to my commitment and trustworthiness. I have two cats and one of them is very afraid of dogs, however my house allows for a good deal of separation, so a discussion with the owner to establish boundaries for care within my own home is a priority. I have a fenced-in backyard and I am happy to bring clients' dogs over to play out in the yard, weather-permitting. Overall, I am very flexible and I look forward to discussing your needs in further detail!
The median cost per night for house sitting in Oak Park is CA$50
Pet parents share their Rover experiences - Oak Park
Suzanne is wonderful!! She took such great care of my precious pups and my home for 3 nights. I especially appreciated how she expertly cared for my anxious senior chihuahua (tummy and mobility issues). I received detailed updates with photos and videos so I felt very at ease while I was away. Suzanne is very professional and kind! I will definitely rebook in the future.
Gracie always takes great care of our pup! She’s very prompt, follows all our instructions, and leaves our house cleaner than we left it! She’s great about checking in and sending updates and photos. Our dog really seemed to enjoy his time with her, and we appreciate the peace of mind knowing our dog and house were in good hands. I’d highly recommend!
This was our first time using a Rover sitter, and I feel so lucky that we found Meredith! She watched our dog Duke while we were away getting married. She was so patient and was willing to work with us leading up to the house sitting stay. She took Duke on weekly walks to ensure he was comfortable with her. We really appreciate her taking the time to make sure we were all comfortable. Duke is usually very nervous meeting new people, but he seemed to instantly warm up her to calm and friendly personality. Which was such a relief to us! During the stay she provided regular updates on how Duke was doing, and brought in packages, and even cleaned up after a shelf fell in our basement. We couldn’t have asked for a better sitter to take care of our boy and keep our minds at ease while we enjoyed our wedding weekend. We’ll definitely book with Meredith in the future!
Allison watched my two Australian shepherds for a short weekend getaway and she was great! She sent a few photo and video updates and it was very obvious the dogs had a ton of fun playing and cuddling with her. She was also very responsive. Will for sure book with her again!
Jodi was a very attentive sitter, she messaged me with any questions or concerns, sent pictures of my pets and kept me updated throughout! The house was just as I left it and most importantly the animals were HAPPY when I came home. Couldn’t ask for a better sitter 🙂
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!
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.
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.
How to book house sitting
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 of House Sitting in Oak Park is $43 per night as of November 2026. Most bookings cost between $27 and $70 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 2,298 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:
- 91% 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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