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

Over 49 pet parents in Oak Park have booked house sitting
Oak Park, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Heather was FANTASTIC!!! We received updates and pictures every day while we were away with top tier communication throughout. She was so respectful and caring that we would use her again in a heartbeat & will be referring all of our neighbors & friends to her. My wife and I were able to enjoy a busy, stressful weekend trip knowing that our cat, dog, and house were in Heather’s capable hands!!! Hands down the best sitter we have ever had and genuinely feel lucky to have connected with her. 10/10”

“Marty was amazing! She took care of our pets and home like they were her own! She was great with communication always keeping in touch and sending updates! Would highly recommend Marty if you don’t want to have any second guessed while you are gone as she holds it down! We have 3 dogs - 9 month old puppy, an 8 year old frenchie and a 15 year old Pomeranian! Each dog has specific needs from play time to medication and she takes care of it all with absolutely no problem! Thank you again Marty!”

“Julia was a fantastic pet sitter. We left our two challenging frenchies with her for 6 days. She communicated regularly, sent updates and left the house immaculate. We were happy and our pups seemed happy! Would love to have Julia stay with them again.”

About: Hi, I’m Leyli! 🐾 I’ve been caring for pets for over 10 years, and I love every minute of it! Over the years, I’ve had the joy of working with many wonderful repeat clients, and I always treat every pet like my own. Services & What I'll Do Dog Walking: Fun neighborhood walks, playful runs, or gentle strolls tailored to your dog's pace. Drop-In Visits: Feeding, fresh water, medication if needed, quick cleanups, and lots of cozy playtime and cuddles. Overnight House Sitting: Caring for your pet in your home so they can stay happy, safe, and relaxed in their familiar routine. With a flexible weekly routine, I am regularly available for morning, afternoon, and evening walks, as well as drop-in care and overnight sitting. I prioritize consistency so your pet gets their meals, walks, and rest at the exact times they're used to I provide attentive, trustworthy care right in the comfort of your pet’s home to keep their environment familiar and stress-free. I strictly follow your specific household rules, care routines, and security instructions.
About: With lifelong experience caring for dogs, horses, and cats, I'm an animal lover and horse whisperer. I train my pets, provide energy healing, and enjoy daily walks. Pet care seamlessly integrates into my daily routine, as I work from home and have the flexibility to design my own schedule. As an energy healing practitioner, I prioritize mindfulness and balance, which extends to my pets. I incorporate playtime, walks, and training when needed into my day, ensuring they receive ample exercise and mental stimulation. During breaks from my meditation and yoga sessions, I find joy in spending quality time with my pets, fostering a nurturing environment. Their companionship enhances my work-life balance, and I often use sound healing techniques to create a calming atmosphere for both myself and my furry friends. Caring for pets in my home is a thoughtful process. I have a fenced yard where your dog can play safely alongside my sweet 15 year old boxer, who loves companionship. I welcome only dogs that are friendly with cats, as my 4 year old indoor cat enjoys their company. I feed all dogs outside, right in front of my kitchen, ensuring a clean and pleasant environment. Cats are fed separately in the kitchen, with their food placed on furniture to keep is safe from curious dogs. For hydration, I have a water fountain for the cats and a water dispenser for the dogs, both inside and outside for the dogs. When needed, I can easily crate your dog at night; my boxer is crate trained but prefers to sleep freely now. I require that you bring your dog and cat with their own bed, food, and treats, ensuring they feel comfortable. Additionally, It's essential that all pets have a collar with a tag and a leash for safety. This structured approach helps create a harmonious atmosphere for all furry friends in my care.
About: I have had rescue dogs my whole life, so I have experience dealing with large dogs that have special needs. I also worked in a pet supply store for 2 years, so I have interacted with a wide variety of behaviors and care requirements. My schedule is currently very flexible, so I can make myself available at any time with enough notice, including periods like nights, weekends, and holidays. I will listen to instructions about a pet’s individual needs, and care for them accordingly. I understand the importance of a consistent routine, and will make sure any pets remain as comfortable as possible.
“We are so happy we found Jeff- highly recommend! He watched our big boy German Shepherd and our older Pittie. He gave them plenty of time at home, watched the house, and took care of medications and feeding regimens perfectly. A+++!”

About: I’ve been caring for dogs my whole life! From raising my own Toy Fox Terrier and German Shepherd, to helping friends with both playful puppies and sweet seniors. Many families on Rover trust me again and again, and I’m grateful for the wonderful reviews I’ve received. That’s because I treat every dog like family. I make sure they feel safe, comfortable, and happy while their parents are away. Dogs with separation anxiety quickly relax with me, as I know how to ease their stress with play, walks, and gentle reassurance. You’ll also have peace of mind knowing your pup is in loving hands, with consistent updates, photos, and videos to keep you connected. For me, this isn’t just a job.. it’s something I genuinely love doing! I currently work part time (coach tennis) and have a very flexible schedule where I am home most of the day. Weekdays and weekends I am very available throughout the day. I blanket my couches to allow the dogs more comfortable resting places. I like to take the dogs to the nearby fenced dog park to get exercise and regularly go on walks for potty breaks and exploration. They will feel comfortable, relaxed and happy when staying with me.
About: As an enthusiastic dog lover , i bring more than just my affection for animals to every pet sitting job. My experience has taught me the importance of understanding each dog's unique needs and preferences. I specialize in creating a warm, engaging environment where your furry friend will feel right at home. I'm currently studying part-time, so I'll have plenty of time to play with your pet(s). I'm available for weekends and weekdays as well most of the time. i have a big fenced yard and a playful dog at home who will keep your pet busy and engaged and happy all the time .
About: I have a lifelong passion for animals and believe pets are family members deserving of dedicated, thoughtful care. Since the age of 12, I have had cats of my own and have regularly provided comfort and care for friends' and family's cats as well, giving me years of hands-on experience with feline behavior and needs. In 2020, I helped raise my family's golden retriever from puppyhood, managing crate training, obedience training, daily exercise, grooming, and all aspects of routine care. She turns 7 in January 2027, and I have supported her needs through every stage of life. I recently provided care for a 17-year-old small dog with heightened attention needs and separation anxiety, ensuring he stayed comfortable, calm, and well supported. I also share my home with two cats, ages 4 and 1, which has given me ongoing, daily experience with animals of varying ages, temperaments, and energy levels. When you entrust your pet to me, you can expect a consistent routine, attentive supervision, and regular photo updates so you always know how they are doing. Working part-time from home gives me the flexibility to build pet care into my everyday routine. I'm available Tuesday through Saturday for at-home care, both day and night, so I can be attentive to feeding schedules, walks, and any special needs throughout the whole day rather than just squeezing visits in around a fixed schedule. This flexibility also means I can respond quickly if a pet needs extra attention or company. When caring for pets in a client's home, I follow their established routine closely, including feeding times, walks, and any specific instructions. I focus on keeping pets comfortable, safe, and engaged, while providing attentive companionship, especially for anxious or senior pets.
“Cassandra was great from the start, very responsive and easy to communicate with! All our dogs loved her and we felt really comfortable leaving them for the evening. Highly recommend!”

About: I have had around thirteen years of cat care experience, having owned four cats, a tarantula, and a snake throughout my entire life, and currently volunteer at an animal shelter. I have had a lot of opportunities to learn how to take care of cats and their body languages, so I am very experienced with knowing when to back off or if a cat wants love or pets; I also know what to look out for to prevent cat fights from happening or how to break one up. Although most of my experience is in cats, I am always open to learning new things or how to take care of dogs, and I am always willing to walk your dog or house sit for them because I am someone who loves animals and will never shy away from a chance to meet them! I am still a student right now, so I am only free in the afternoons and evenings during the weekdays (school generally from 7:30 AM-4:00 PM), but I am totally free on weekends (minus 2-5 PM on Saturdays where I volunteer). I am also looking to get a part time job so my schedule might shift around. I will happily send you pictures or video updates of your puppies or kittens, and I am also extremely willing to play with them using their favorite toys, and I don’t mind spending extra time for snuggling sessions while I’m there! ❤️ My house is usually very quiet save for the occasional cara passing by, and the cats are allowed to wander about and do whatever they want. I will also never try to force an interaction with a cat if the cat does not want it. I brush and groom my cats if the opportunity comes up, and is open to snuggling with a cat anytime 🥰
“Emily watched our dog Otis in our home for 4 days. She communicated with us everyday and was quick to respond. Our dog Otis can be shy around new people and he warmed up to Emily right away. Your dogs and your house are in good hands with Emily, we would definitely trust her to watch Otis again!”

About: Hello fellow dog lover! I work from home with flexible hours, solo household, no children. I love love love dogs and think they’re special little gifts! Yours will have the most wonderful single-pet staycation, be safe, sweetly cared for, played with, and walked. I love walks, rain or shine, but if your pup is not a fan or is a senior, we can Netflix & chill instead ;). I typically board one family’s pets at a time so they get my full attention and it’s more like home. I previously fostered over 30 dogs large & small for a SoCal rescue (not all at once ;). Many needed special or medical care. Currently no dogs of my own, but I did raise the sweetest girl for 16 years who was on the news for being the oldest of her breed. She was a soulful character. I look forward to meeting yours! Available 7 days a week and most holidays. Same-day walking requests are also welcome. I work from home with flexible hours, and can keep your fur friends comfy, healthy and happy! I’ll be sure to send you daily updates with adorable photos :). I live in a safe gated townhome, lots of grassy and shaded sidewalk areas within, as well as hiking trails adjacent! My home and personality are chill. But I love outdoor adventure, and hiking if your dog is up for that too. Your pet is welcome on my couch for extra snuggles but I adhere to the same house rules you’ve trained them to follow. I provide feeding & water bowls. Please bring their harness, leash, and usual food so we keep their tummy happy. Anything else you think will make their stay better is welcome.
About: I think about my service as to satisfy my clients peace of mind, but also to give the animal I’m caring for nothing short of a fun experience! I want every animal I meet to associate me with fun and excitement I’ve always managed pet care into my daily life, whether it was for others or my own pets! Pet care is a responsibility that I’ve grown up with and have had my entire life, and I wouldn’t let a single thing stop me from making sure animals are cared for the way the need to be. Each animal has its own specific need. That is something that I will talk with the client about, but it’s also something I’ve very observant at. Some would like to just play, others may like to sit with you and enjoy your company. And maybe it’s a mixture of both, or something completely different. I see it as making sure each animal gets what they want so they can live an amazing life that they deserve.
“As always, Gabby is super attentive to the needs of my two kitties. She sends lots of pictures while I'm away, and updates on how they're doing (especially since one of them is a little more shy than the other). The cats definitely get plenty of play time in, and I know I can count on correct feeding times/amounts. Great pet/house sitter!”

“I knew my doggies were in good hands with Esther. I was able to relax and enjoy my trip. She did a great job house sitting and followed all my instructions. My dogs seemed well cared for and happy when I got home. I especially appreciate the pictures Esther sent every day.”

About: I've been a dedicated dog owner for a few years and understand the responsibility, structure, and attention dogs need to thrive and feel comfortable. In addition to caring for my own dog daily, I’ve also provided pet care for friends and family. I believe in treating others the way I would want to be treated, so I prioritize clear communication, consistency, and updates to give pet parents peace of mind while they're away. I work remotely four days a week and off Saturday through Monday, which allows me to provide consistent supervision and interaction. My own dog, Peanut, spends the day with me in my home office, and this allows for a couple of one-on-one play sessions throughout the day. My home office has a sliding door that leads directly to our large, and secure, yard, making potty breaks easy and as frequent as needed. I have a school age daughter, and a terrier mix who roams freely, so we’re very mindful about keeping floors and common areas clear of anything that could pose a choking hazard or safety risk. Same goes with the outside. I provide close supervision in a normal household activity and everyday sounds like TV or music. My dog is crate trained; however, we typically use a playpen if a secure space is needed. I am happy to follow each pet's parent's preferences regarding crating, feeding routines, and supervision to ensure every dog feels safe and comfortable.
About: I am a caring, attentive, and reliable pet caregiver with 10 years of professional experience. I have worked primarily with dogs, though I also have some experience with cats, small mammals, and birds. I treat every pet in my care as if they were my own, ensuring them lots of attention, affection, and love. I have experience working with dogs of many different sizes, breeds, and ages. I genuinely love and enjoy taking care of animals and hope you will choose me as your next pet caregiver! I am fortunate to have a very flexible part-time work schedule, which allows me to be available for all of your pet care needs! BOARDING: I live in a 2nd-floor apartment in a quiet, peaceful, and walkable community. I accept boardings for one family at a time, ensuring a calm and peaceful experience for all. Due to the quiet nature of my apartment community, I prefer to board calm-tempered dogs to avoid noise complaints from excessive and/or loud barking. I can board 2 dogs from the same family at a time, though for large dogs I limit to 1 due to the size of my apartment. I have a large and safe, pet-proofed balcony where the dogs are welcome to lounge and explore. I also welcome pets on my couch and bed to ensure maximum comfort. While boarding dogs, I make sure to be present all or majority of the time. HOUSE SITTING: For pet sitting in your home, I follow all instructions provided to me while staying respectful of your space and privacy. I always clean up after myself and leave the space cleaner than I found it.
The median cost per night for house sitting in Oak Park is $66
Pet parents share their Rover experiences - Oak Park
We were blessed finding Heather on Rover. We had a very specific need with hours and a reactive young dog + 2 cats to take care of. Heather did an excellent job! Heather was able to establish a good relationship with Callie (the dog). Her stay went without complications, filled with patience and love. We are highly recommend Heather and will hire her for the next time.

Having Avery petsit was a joy as always! This is our second time using her and the longest trip we have ever taken! Avery was professional, attentive and my cats absolutely love her! I can not praise her enough! I will absolutely be using Avery whenever she is available for all of my future pet care needs.🥰

Sam & Solene are absolute *dream* pet/home sitters. They are so kind, communicative, and professional. We didn't worry once while we were away and we came home to very happy and calm pets. They also left our house SO clean. They really go above and beyond, and we are so grateful to have found them for future pet/house sits! Thank you, Sam & Solene! 🌺

This was my first time having a sitter come to my house to watch my puppies and I could not have made a better choice than Taylor. Her attention to detail, professionalism, follow up, and her love for her job and animals are top notch. This is a testament to her superior work ethic. I was able to enjoy my trip knowing fully well my 2 dogs are well taken care of. When I came back home, my dogs looked very happy and the house was in pristine condition. If you’re looking for a a reliable, trustworthy, professional animal lover, Taylor has my highest recommendations.

It is so clear our Ellie was cared for with genuine love and attention the entire time we were away. Dee Dee kept us well‑informed with updates that gave us total peace of mind, We can tell Ellie felt safe, happy, and completely at home. We’re incredibly thankful—and we’ve already booked her for our next trip because she’s truly amazing.

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?
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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 3 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 $61 per night as of October 2026. Most bookings cost between $33 and $66 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 October 2026, there are 10,933 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 88% of sitters can help with special care needs
- 92% 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.





