Dog Sitting in Countryside
Book a Countryside dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Countryside dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Ann took great care of my two mini dachshunds Baron and Rusty. She was not only punctual and reliable, but my boys really enjoyed her visits. Will definitely book again when I have need of her services!”


About: I’ve grown up around dogs and cats my whole life and genuinely love being around animals. I’m patient, caring, reliable and will treat your pets like family. - generate a headline off this content As a remote Network Engineer, I offer unique midday flexibility for your pets! I am fully available for quick lunchtime walks and drop-in visits. On weekdays, my schedule opens up completely after 5:00 PM for evening care. Have weekend plans? I am entirely free all day Saturday and Sunday to give your pets undivided love, attention, and exercise. I keep your pets happy and your mind at ease with fun play dates, fresh feeding, and real-time photo updates during every visit. Your pet gets to stay safe in their own comfortable environment while receiving the dedicated, reliable care they deserve.
“Tamara dropped in to check on our dog while we were out of town for a week. She came to our home twice a day and sometimes 3 to check on our dog. She was amazing and we felt our pet was well cared for while we were gone. Tamara sent us pictures and videos at every visit. We could tell how much she cared for our dog. I highly recommend her and would not hesitate to hire her again.”

About: I am a grad student in education and just moved to Chicago from Detroit, and sadly my lab and kitties had to stay in Michigan due to my living situation. I've taken care of my dogs, and cats my whole life. I love all animals, and have spent time in the state of Michigan being a dog walker for a small local dog walking business. I have house sat for a few different cats along the way as well. From small-large dogs i'm comfortable around them all! I can be available for the summer Monday-Sunday, Come august 26th, My availability will be MWF and saturday/sunday. Mornings-Evenings I can be available at anytime. I always make sure to see if the owners have any specfic instrutions first and foremost. I will always greet the dog/cat first in calm manner, have them sniff me, say hi, get used to me. Then we get ready for a walk, on walks I'm extremely aware on my surroundings and what could happen or not happen. Water bowls are always full, food at the time the owners said. I make sure to make friends with the animals, and their safety/comfort comes first and foremost. This all will go with cats as well! I tend to be more cautious with the cats so they know i'm there to take care of them.

About: I’ve grown up with dogs my whole life and currently help care for a French Bulldog, so I’m used to daily walks, feeding, and just keeping them happy and comfortable. I really enjoy being around dogs and getting to know their personalities. I’m patient, responsible, and will treat your dog like my own while you’re away. My schedule is pretty flexible, so I’m available mornings, afternoons, and evenings depending on what you need. I can work around your pet’s routine and make sure they get plenty of attention, walks, and playtime. I’m also available on weekends for walks or drop-ins, so I can be there when it’s most convenient for you. I always try to make pets feel comfortable and at home, whether I’m in your space or mine. I pay attention to their behavior and needs so they feel safe and relaxed. I’ll stick to your routine as closely as possible, including feeding, walks, and anything specific your pet needs. I’m patient, gentle, and make sure they’re getting the care and attention they deserve.
“Nastassia did a great job by hanging out with the kitties and providing medication to our senior cat on a specific schedule. The cats were doing great when we came back and I would use her services again!”

“Angela did a wonderful job watching our dog. She came 3 times a day for walks and feeding. We could tell that Leine was well taken care of. Definitely will use Angela and River again.”

“Patrick did an excellent job caring for our two senior dogs. He was very punctual about dropping in to feed them and take them out. He was also very quick to respond to messages. He definitely put our minds at ease and allowed us to enjoy our vacation, knowing our hounds were well taken care of . We will definitely book with him again!”
About: I grew up with animals and currently don’t have any of my own. I’m hoping to fill this gap by pet-sitting for others and taking care of your four-legged family members as my own! I am a full-time therapist at a private practice so my schedule is not typical. I primarily work late afternoons to evenings for short shifts so I am home during the day. I even have Mondays completely off. I will ensure that your pet is able to get their energy out early in the day, so by the evening they are ready to rest, relax, and be loved on. I have a large fenced in yard and already go on daily 1 mile walks, having a pet to join me would be great for myself and your pet’s energy!
“Kristen has been amazing! She is kind and patient, and has been very reliable. She has been great at taking care of my little Yorkie, taking her for walks and playing with her to burn off some energy! Highly recommend!”

“Amanda was amazing and so considerate of making the schedule work when she came to take care of our car while we were away! She was so helpful with things she noticed in the house that needed to be taken care of that other people would have paid no attention to and it made our coming home after a long trip so much easier. A million stars and we will be calling her again for sure!”


“Grace is a great sitter, dependable, reliable and available. She followed all instructions to the letter. Our kitties were happy and in great shape when we returned. Thanks Grace!!!”

About: I have 3 dogs, I have the love and experience. Available all summer! I’m an ESL teacher assistant helping kids full time and would love taking care of your fur kids as well. Would love to help and make your dog feel at home and comfortable. Have experience with big and small dogs Full time ESL para and seeking to take care of your pets! I’m able to help after work during the week and open during the weekends. I’m open to discuss times once booked I start by learning about each pet’s personality, schedule and diet . In your home I follow your instructions closely to maintain your pets comfort and minimize stress. Ensure fresh water, food and lots of love
About: Looking for a dog walker? Or dog sitter? I’m sure you have a lot of options. I’d like to know what I can do for you to make this experience easy and enjoyable for you. I’ll ask you questions about your pets and I’ll treat them with care. I’d love to learn about them and about you so I can take care of them in the long run whenever you need me to. I’m a student at Depaul University for educational psychology, and work at an elementary school during the week. I currently am free most of the week. I love to take care of animals, so please feel free to contact me regarding any questions. When taking care of your pet I will make sure to ask questions regarding any secret hide outs your pet might like to hide in or what their favorite toy is to keep them company.

“I can’t recommend Ryan O. enough! He house sat for our cat Sebastian while we were out of town for a week and we couldn’t have left him in better hands. During our time away Ryan sent us photos/videos of our Sebastian eating and having fun which was really nice. We look forward to booking Ryan again in the future!! Thanks for doing such a great job, keep up the great work!”

About: I’ve taken care of dogs my whole life. I was never allowed to have a dog growing up so I would help out my neighbors wherever i was living at the time when they were at work. I also volunteered at an animal shelter for a couple years and went through proper training on how to take care of and make both dogs and cats feel as comfortable as possible. I was finally able to convince my parents to let me have a dog and I have been the main caretaker of my golden doodle smudge for about three years now I have recently switched jobs so I have a lot more free time on my hands and am finally able to get started with Rover after wanting to job for years. This way I can take care of and love on all of the animals and I can take some of the responsibilities off of another animal parent because I know it can be hard sometimes. My dog gets two meals a day and a snack around lunch time. We go on a short morning walk and a longer evening walk after dinner. For overnight house sitting my goal is to make sure to follow the routines that clients already have in place for their pets as not to change their schedules. My boyfriend Cameron and I love taking care of the dogs and giving them a special staycation
About: Hey there – my name is Lauren, and I’ve taken care of dogs my whole life. I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I'm currently working part time, so I'll have plenty of time to take care of your pups! I'm available for boarding on weekends, and weekdays after 2pm. I am very flexible! Your dog will always have someone around to give it lots of attention and affection. We do everything we can to to meet the needs of your dog to assure they are safe, comfortable, and having fun during their stay. I have a dog of my own, and he loves playing with other dogs. We love going on walks around the neighborhood, and there is a dog park only 10 minutes away that he loves as well!
About: I have been around dogs everyday since I was 10. I also have experience working with foster puppies through the Chicagoland Lab Rescue so I am comfortable with both young and old dogs. I'm currently working part-time with extremely flexible hours so I am available to help out pretty much all day during the week and on weekends as well. I have a lot of experience crating, feeding, administering medicine, and walking dogs for family and friends. I'm extremely reliable and can guarantee that your loved one will be receiving the best care while you are away from home.
Countryside dog parents share their Rover experiences
Tamara dropped in to check on our dog while we were out of town for a week. She came to our home twice a day and sometimes 3 to check on our dog. She was amazing and we felt our pet was well cared for while we were gone. Tamara sent us pictures and videos at every visit. We could tell how much she cared for our dog. I highly recommend her and would not hesitate to hire her again.

Arianna was awesome! We were in need of a dog sitter for our two dogs after a last minute cancelation. We were so luck to have found her. She was punctual, professional and very kind. She met us and our dogs beforehand which put us at ease. When stopping by for the drop in she provided us with pictures and updates letting us know how everything was going. If we are in need of a sitter again, we hope to use Arianna. We definitely recommend her!

Popular requests near you
Select a filter and find qualifying Countryside sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Countryside.
Rover makes it easy to find Countryside dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.







