House Sitting Chicago Park
Find a loving house sitter to watch over your pets and your home.
Over 10 pet parents in Chicago Park have booked house sitting
Chicago 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%.
“Natalie is a really nice person & easy to talk with. She took excellent care of my little fur baby who has separation anxiety & was happy to do 2 meet & greets before spending the day with my dog. I would definitely have her come to my home again!”
“This was my first time using Rover. And I was beyond satisfied. Andrew and his family took incredible care of my dog Buster. Andrew kept me informed daily of their activities, including lots of playtime in the yard, daily walks, and lots of love. Andrew was kind enough to send me lots of pictures, which made me smile every day! I felt very lucky that Buster was being so well taken care of. I will definitely book again with Andrew and his family.”
“had to book last minute for an almost two week vacation and Alissa was so accomodating, responsive, responsible, and just overall a delight to work with! Would definitely use her services again in the future! Highly recommend!”
About: I have taken care of and grew up with all kinds of small, medium and large dogs, cats, snakes, lizards, birds, rodents and more. I am signing up for Rover as I love animals and can’t have a per where I live and would love to help care for yours. I live in Nevada City CA and can travel to Lincoln, Roseville or Sac if you’re able to help with reasonable gas compensation. I miss my former roomie’s doggo (Ollie the Shiba Inu featured in many of my pics) sooo much and would love to care for your dearest animal family member. I grew up with animals and have professionally taken care of dogs as a dog walker, as a paid house and overnight dog sitter and cat sitter, and have caretaked for long periods of time professionally for friends’ and many different roommates’ dogs and houses. I love cats and puppies and kitties too!! I am experienced with all kinds of dogs, from elder dogs, to dogs w/ social issues. I love ALL animals and happy to also care for your exotic pet - lizards, geckos, snakes, rats, fish, horses (I love horses too and have some but limited horse care experience). - I literally love all animals! I have volunteered at an exotic zoo doing animal care and feeding, cleaning the cage for several months and even studied abroad in college and lived in Kenya Africa for 3 months to study wildlife management. Fun fact - I got to hold and feed a baby sloth as part of this. I have a flexible and open schedule presently as and am looking for work and pet sitting opportunities. I would love to work with animals that I can continue to build a relationship with - like be your regular dog walker, or maybe you live here part-time and want support for your cat while you’re out of town. I also teach yoga and dance and work online, so my schedule is pretty open. Just reach out - I am happy to be accommodating ☺️🙏🏽 I love going hiking and walking with dogs or adventure cats. I don’t think I’m allowed to have dogs or cats at my Studio apartment, so sadly can’t board your animal. I am happy to come to your home, and can feed/ walk, give meds, brush, and can do other housesitting things like water plants, garden etc.
About: I have taken my mother's lab to trips to the groomer as well as getting her to be patient during bath time. I also taught her to wait for her food to be poured before eating, taught her a few tricks such as, sitting, speaking, and how to walk beside me appropriately on a leash without dragging. I only work part-time for the rest of the year, so my schedule is quite available. I have availability Mondays - Thursdays all day. I can also do overnight stays as well! I have my senior cat roam anywhere in the house, he is mainly outside. However, due to his old age, he is fragile and I don't want to change routine too much, he also needs lots of my attention and affection while I am home. I am willing to come to you instead! reducing the hassle of having to drop-off!
About: Having animals ranging in all ages since I was 5 has definitely helped but also helping friends and family since the age of 13 has been the best experience. I am available 24/7, our animals are just as important as us so I believe in having time for them whenever you or them may need it. Always following directions given by owner and doing thorough checks throughout the time I am with your 4 legged family. Staying aware of surroundings when out and about in walks.
About: I’ve had dogs in my life since I was just a baby, all my family members have had puppies and doggies and can always rely on me to watch them when they’ve needed it. On days that I am not working I would love to be walking or sitting dogs! I usually go for morning and sunset walks everyday so I would be happy to have a friend join me! Also am available to watch dogs while you’re away on vacation, just not at my house because I’m not allowed to have pets in my apartment. I will follow exactly how you’d like your dog to be taken care of! Just let me know how you usually do things with them and I’ll do the same, I’ve noticed it’s easier for the dogs because the are used to how their owner does things!
About: I've taken care of street dogs of my childhood neighborhood and now I'm the proud father of 2 beautiful girls. I have an affinity for dogs but cats seem to have an affinity for me 😂. I LOVE walking the dogs as it is a treat for me as well. Can't wait to meet your loved one! I'm available full time and I am ready to work with you and your schedule! I'm dedicating myself to this so I can accommodate for almost anything I have a fenced yard and 2 female dogs who are very friendly and get along with other dogs. There's a yard for them to run around and a river closeby we can walk to if you're comfortable with them getting a little wet.
About: Animals have been part of my life since I was an early adult, and caring and connecting with them comes naturally. As a wellness coach, husband and father of two, I’m big on structure, patience, and creating a calm, safe inviting environment for every dog I work with. I’m active outdoors, hiking, walking trails, and exploring around in the neighborhood, so your dog will get plenty of movement and attention. I will always adapt movement and attention needs to your liking. I’ve handled everything from high-energy pups to gentle senior dogs, and I’m confident with feeding routines, medication reminders, crate-training basics, and helping anxious dogs feel secure. I treat every pet like my own and keep owners updated with photos, check-ins, and clear communication so you always know your dog is in good hands. Whether your dog needs long walks, overnight care, or a dependable companion while you’re away, I bring consistency, kindness, and professional-level responsibility to every stay. Pet care fits naturally into my routine because I work from home and set my own schedule. I’m already outdoors often, walking, working on the yard, biking, or taking my own dog out around the neighborhood or on the trails, so adding your pup into my day is a seamless fit. I’m available for boarding service either at my home or yours for 2-4 days during the week and weekend boarding requests as well. Your dog will always get consistent attention, movement, and care, never rushed or squeezed into a busy schedule. I provide a calm, structured environment that helps dogs feel comfortable the moment they arrive. My home in Fair Oaks has a large, fenced yard with plenty of safe space to explore. Outdoor time is always supervised, gates stay secured, and I keep clear routines for feeding, play, and rest so dogs settle in smoothly. We have two friendly dogs of our own, a Papillon and a Min Pin/Jack Russell mix, who enjoy having new companions around. They’re social, well-behaved, and help create an easygoing atmosphere for visiting pups. If a dog prefers their own space, I can separate areas to make sure everyone feels relaxed. For boarding in my home, I do require that dogs are potty trained. If you’re still working on potty training, I’m more than happy to support that process in your home. I’m also comfortable with crate routines, senior care, medication reminders, and maintaining whatever structure your dog is used to. As a father and longtime pet owner, safety and communication are top priorities, I send photo updates and check-ins so you always feel connected while you’re away.
“We are so happy with Katelan and Brock. Kate came to our house and took great care of our dogs and cat. She kept us updated on how they were doing and was offering to do more house care! She was able to add on a day extra very last minute and was very accommodating to our requests. We felt comfortable with her staying in our home! She did a great job and we will be sure to book her again!”
“Bryce did a great job w/ our 2 boxers. They're crazy, needy and a little too much for some people, but they didn't seem to bother him at all. We really appreciate Bryce staying at our house since our dogs can have seperation anxiety and tear things up. We also received photos daily which helped our anxiety as well. We will be using Bryce in the future! Thank you!”
“Another trustworthy sit with John! Thank you for always taking such good care of our pets and home. Your regular communication is always appreciated and we look forward to your next sit in a few weeks!”
“Christina did an amazing job taking care of our kitties when we were out of town for 10 days. Your animals will be in great hands. Also loved all the pictures and updates while we were gone.”
“We have never had anyone stay at our house with our animals before, so the idea of leaving them with a complete stranger was very daunting. Sydney was absolutely wonderful with our two big, rambunctious dogs (2 year old huskies) and four cats. Our house was exactly as we left it and she sent lots of updates so we could see everyone’s sweet faces and how much fun they were having without us! She was terrific about updating us when she got here and letting us know how everything was going. She was always very responsive through the whole process, and it was very clear our animals were all comfortable and enjoying their normal routine with her. We will absolutely have Sydney back, and I would 100% recommend her to anyone!”
About: My love for animals began as a child and while I’m a nurse in profession my true passion is caring for our furry friends! My home is warm and safe. I’m physically capable of and used to walking dogs of all sizes. I understand that pets are family and it is my top priority to keep them safe. In addition, I also respect ones privacy and home. Your home will be treated as such and protected by ensuring doors shut and locked completely. I mind my business and give your animals the love and attention they deserve. I get to do what I love and get paid for it, your animals are happy and you have peace of mind....it’s a win win situation :-) I am a stay at home mom. So I am present majority of the time. A typical day would consist frequent potty breaks, water/meal, walks and socializing at the dog parks. I provide loving attention, direction and care. I have two dog parks in my apartment complex to enjoy as well as a trail. Animals are always treated like family in my care.
“We hired this pet sitter for a 3-week vacation and couldn’t have been happier with the experience. She was incredibly attentive to our pets’ needs the entire time and clearly treated them with genuine care and affection. She walked the dogs every single day without fail, and we loved receiving regular pictures and videos so we could see how they were doing while we were away. She also took excellent care of our house. When we returned, everything was clean, tidy, and just as we left it. It was such a relief knowing both our pets and our home were in such capable hands. We wouldn’t hesitate to hire her again and highly recommend her to anyone looking for a reliable, trustworthy pet sitter.”
“Brandie took such great care of Coco and of my house. She was great sending me updates and pictures. I came home to a happy calm pup who had clearly gotten lots of love. I will definitely be booking Brandie again!”
The median cost per night for house sitting in Chicago Park is $63
Pet parents share their Rover experiences - Chicago Park
Nancy did an amazing job caring for our three dogs, saltwater fish, and bearded dragon while we were away. She kept us updated with regular pictures and messages, which gave us great peace of mind. It was clear that all of our pets were happy, comfortable, and well cared for when we returned home. Nancy went above and beyond to make sure our entire pet family received excellent care. We highly recommend her and would gladly book with her again!
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 - Chicago Park
Select a filter and find qualifying sitters offering house sitting.Sitters in Chicago Park average 4 repeat house sitting clients
FAQs for House Sitting - Chicago Park
Frequently asked questions about Rover
The average cost of House Sitting in Chicago Park is $59 per night as of November 2026. Most bookings cost between $51 and $75 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 629 sitters on Rover offering House Sitting across Chicago 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 Chicago 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 Chicago 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 Chicago 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 Chicago Park. On Rover:
- 92% of sitters can help with special care needs
- 96% 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.
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