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.
“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.”
“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.”
“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.”
“Taylor was wonderful with our two dogs! Caring for one who is a deaf counter-surfer and another a recent rescue still learning the ropes is no easy task and Taylor handled it excellently. When a chewing issue arose, she contacted me right away and secured the items out of reach. We felt completely at ease knowing our dogs were safe in our home with such a responsible carer. To top it off, we were welcomed back to a clean home and freshly washed bedsheets! Truly five-star service. Will definitely book again.”
“Kateri (Rebekah) was amazing to work with! She was on time, did regular check-ins and left our home as she found it. I would definitely use her again and would not hesitate to recommend her to anybody looking for a reliable excellent pet sitter!”
“We couldn’t be happier with the care our three boxers received! It was clear Hannah had a genuine love for dogs and plenty of experience handling larger breeds. Our pups can be a handful, but she managed them with patience, confidence, and lots of affection. We received regular updates, photos, and messages, which gave us peace of mind and let us see how much fun they were having. It was obvious our dogs felt safe, happy, and loved the entire time we were away. Coming home to three relaxed and well-cared-for dogs was the best feeling. We highly recommend Hannah to anyone looking for a reliable, trustworthy, and caring sitter. We’ll definitely be booking 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!”
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!
“Jillian was great with both of my dogs and especially my puppy! I got the most amazing photos of them while j was away and felt zero anxiety if they were ok! She is great”
“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!”
About: I’ve had pets my whole life and have grown up around a large variety. I’ve pet sat and dog walked for friends and neighbors over the years off and on. I work from home during the week and come a go a bit on weekends. I wouldn’t ever be gone more than 8 hours for any animal. Feel free to ask if you have any questions. I’m very attentive to pets in my home and make sure that they are in safe environments with everything they need. I am very respectful in other people’s homes and make sure the pets are well taken care of. If boarding at my home, I did just get two roommates who live upstairs and one of them has a cat who is friendly with dogs. There is a door to separate the upstairs as well.
“Will did an amazing job with our puppy Reesey and kitty Lindy! He was great about keeping us updated on how they were doing and sent tons of pics! We left for the weekend and trusted him to stay at our house, would do it again if needed!”
About: Whether your pet stays with me or I care for them in your home, your dog (s) will receive the same level of care I give my own pets—fresh food and water, regular meals, exercise, playtime, affection, and close attention to their individual needs. Further, I have experience with administering medicine such as eye drops, ingestible liquids/pills, and shots. My goal is to make every pet feel comfortable, loved, and well cared for while you're away, giving you peace of mind that they're in capable hands. I’ve been surrounded by furry friends my entire life! When I was a kid, my family had two dogs along with other animals, providing me with a foundation for loving and caring for pets. Since then, family and friends have trusted me to provide pet care services including pet sitting- feeding, play, and providing overnight company. I have 24 years of experience with small and medium sized dogs. Care for dogs is my only profession, allowing me to give your dog my full attention. My home is safe, welcoming, and open, and my friendly dog loves having dog visitors to play with. Your dog will be free to roam my home- welcome on the furniture- and have plenty of space to run in my large fenced in yard. Additionally, I am located near the heart of Dowtown Royal Oak for dogs who are excited by people and other dogs, as well as several parks with open spaces within walking distance. I currently have a three dog limit for boarding and pet sitting. I’m home full time, so I’m able to provide dogs care with my full attention. Whether morning, afternoon, or night I’m available round the clock to fit you and your pets schedule and needs! I’m happy to provide care in your home or mine! My home is safe, welcoming, and pet friendly- with large areas to roam or smaller gated spaces ideal for dogs who prefer time alone, are shy, or being newly socialized. I have a large fenced in yard dogs both small and big can enjoy and many local parks within walking distance! Further, my dog Bernie is an excellent playmate for all dogs I care for.
The median cost per night for house sitting in Oak Park is $50
Pet parents share their Rover experiences - Oak Park
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!
This is first time leaving my six year old hound alone in my house with someone while I was away. Susan was outstanding hanging at my house for a couple nights taking care of Maggie. She sent frequent pics and updates and I did not need to worry. I have already booked Susan for another house sitting in near future and have no issues recommending her to anyone else.
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!!
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.
Connect anywhere with the Rover app
