House Sitting Oak Park
Find a loving house sitter to watch over your pets and your home.

Over 29 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.
“Amy was great! She provided daily updates and photos of Rupert and Esme. Rupert is our special little guy who requires meds for anxiety. Amy had no problems making sure he got them as needed. She also brought in our mail and packages while we were away, which we appreciated. We’re very happy with our experience with Amy. We think Rupert and Esme would love to see her again.”

“Another great experience leaving Rosie in the care of Stefanie. When she's not sure about something, she'll reach out, but basically Stefanie has it all under control. Rosie is well cared for and my house is too. Can't say enough nice things about Stefanie!”

“Beverly was awesome. This was the first time we were away from our 150lb mastiff puppy and we were worried about him. Bev made us very comfortable during the meet and greet and communicated with us up until the the sit started to ensure she had all the details and care instructions. On the day of the sit she showed up right on time and settled in before we had to leave, so the puppies would get used to her being in the house. During the next few days she took wonderful care of our furbabies. She played with them and cuddled with them when they were moping and was persistent about trying to get them to eat. Pretty soon they were following her around everywhere. She sent us a lot of pictures of them and the house was immaculately clean when we got back. We would love for her to care for our babies again in the future.”

“Alex watched my dog overnight at my house while I was on a short work trip. I typically leave Oso with family when I have to go away, and last time I used a different sitter I had a bad experience, so I was hesitant to leave him overnight. But Alex was professional and I knew Oso was in good hands. Came home to a happy dog. Thank you!!”

“Hannah was just wonderful! She communicated well, took excellent care of my pups and left me house exactly as expected. I would recommend her and will definitely be using her again!”


“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 was an outstanding in home pet sitter for my cats! She made me feel completely at ease during my trip with her daily check ins which included pics of everybody looking content in her care. Will be utilizing her services again and again!”


About: 1) Experienced with dogs of all personalities and temperaments through several years of volunteering at Dogtown Rescue, where I learned how to safely handle dogs with different energy levels, behaviors, and needs. 2) Safety is always my top priority. I’m extremely attentive on walks and proactively avoid situations that could cause stress or unsafe interactions with unfamiliar dogs. 3) Detail-oriented and careful. Before every walk, I check that harnesses, collars, and leashes are properly fitted and secure to help keep your pet safe. 4) Patient and calm approach. I understand that every dog is different and take the time to make them feel comfortable, respected, and cared for. 5) I treat every pet like my own, providing dependable, loving care while giving owners peace of mind that their furry family member is in good hands. I currently have a hybrid job so I am able to provide care on various days and various times throughout the week. I also have flexibility weekends as I am often local. Prior to letting a dog out, I will always double check that fences and gates are properly closed. Additionally, prior to walks I always ensure that harnesses and leashes are properly working.
“Brooke is the best! We’ve booked with her many times and she always takes the best care of our dog. Her love of animals makes us feel our pet is safe and loved while we’re away. I highly recommend Brooke!”

“Alejandra is an excellent pet sitter and house sitter! She stayed with our large dog and small cat for 10 days. The pets and the house were cared for perfectly. We didn’t have to worry as she is extremely competent and conscientious. Everyone was happy when we came home and the house was perfectly clean and straight. She even gave the dog a bath while we were away. We highly recommend her!”

“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!”

About: I have been taking care of dogs and cats my whole life growing up in my childhood home! I can provide your pet with the best care possible while also giving them the love and compassion they deserve. I have also helped take care of pets for many family members & friends over the past years. I enjoy giving people the peace of mind knowing that their animals are safe! I am available many nights , afternoons, early mornings, as well as weekends. We can discuss times and availability, but availability and flexibility is a number one priority for me ! I provide compassionate and trustworthy care in both my home and my clients home. The aninals safety is my number one priority. I will make sure the pet is comfortable while also creating the best environment possible for them.
“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”


About: I have always had a strong love for animals and enjoy being around them. I currently have a bunny, a dog, and a bird, and I have also cared for many reptiles in the past. I have experience working with dogs at a dog daycare, where I helped care for, feed, bathe, play with, and give attention to the dogs. Animals genuinely make me happy, and I love spending time with them and making sure they feel safe, comfortable, and cared for. Animals are a big part of our everyday routine! We love spending time with our dogs by taking them on walks, playing with them, giving them lots of attention, and of course, plenty of cuddles. We make sure our pets get the care, exercise, and love they need throughout the day, and we really enjoy making them feel happy, comfortable, and part of our family. I always prioritize pets’ safety and comfort by keeping a close eye on them, following their routines and instructions, using leashes when needed, making sure they have fresh water, and keeping their environment clean and secure.

“So helpful and kind, Athena took to her right away. She definitely has great "dog sense" and knows how to handle a more dominant personality with playful ease. 10/10 would highly recommend you book ❤️”

About: While I've had dogs for 8+ years, I have learned the importance of training and instructing animals. In the past, I have trained dogs to understand commands such as sit, stand, lie down, paw, and many more. Not only have I focused on training, but I also recognize the importance of exerting energy in which I can play fetch with dogs or even run with them. While I am in classes, I will have plenty of time throughout the days and most nights to watch, walk, and care for your animal. When it comes to hours or even a few minutes, there is always a way to work taking care of your pet into my schedule. The middle of the days are usually harder for me since I am in class, but other than that, I have pretty much open availability. In my own personal home, It would be hard for me to house an animal considering my roommates have both a dog and a cat. I wouldn't want any animal to be reactive so I would have to visit rather than bring to my home. I am more than willing to travel to a destination to care for your animal. I am also able to walk your animal in any area deemed fit and safe for both the animal and myself.
The median cost per night for house sitting in Oak Park is $55
Pet parents share their Rover experiences - Oak Park
Amy was great! She provided daily updates and photos of Rupert and Esme. Rupert is our special little guy who requires meds for anxiety. Amy had no problems making sure he got them as needed. She also brought in our mail and packages while we were away, which we appreciated. We’re very happy with our experience with Amy. We think Rupert and Esme would love to see her again.

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 $48.15 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 5,617 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
- 95% 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.











