Dog Sitting Countryside
Book a Countryside dog sitter to watch your dog in your sitter’s home or yours.
Over 38 pet parents in Countryside have booked dog sitting
Countryside, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“John was wonderful with our energetic boxer puppy! I highly recommend him. When we came home, she greeted us with excitement and love as usual. Then she ran around our house looking for her new friend, John!”
“Nastassia did a great job and definitely would use her again. She sent pictures daily with a report. Our cat is feisty and not very welcoming with strangers, but I felt confident that she was in good hands. Nastassia is clearly experienced to manage our sassy cat, and I’m sure next time our cat would be happy to see her. Highly recommend Nastassia.”
About: Having dogs my whole life means I've pretty much seen it all. I'm comfortable with whatever your dog needs, whether that’s the patience and consistency required to help raise and train a puppy, or the quiet, gentle care needed to keep a senior dog comfortable. Right now, I'm looking for part-time dog sitting jobs before I start a full-time position this coming December. My schedule is wide open and flexible from 11:00 AM to 5:00 PM weekdays, making me perfect for midday walks or check-ins. I’ve regularly dog sat for my neighbors whenever they travel or need an extra hand. They trust me to handle everything from feeding and walking to keeping their dogs safe and comfortable in their own routine.
About: I’ve had experience with dogs since I was eight years old! From owning a dog to working at a dog-grooming shop at 14, I have experience with both small and big dogs. Especially being in college, I get withdrawal being away from my dog, so this is free therapy for me! I am home for the summer from college, so I am available most of the day! I am very flexible with time and location! I’m in Brookfield until September. Unfortunately, I cannot offer pet sitting services in my own home because my dog doesn’t do well with other dogs, but I am more than comfortable pet sitting in your home!
About: Dogs are my favorite, cats come in 2nd. I've rescued 2 dogs in my 70 some years. Retired and widowed now with plenty of time on my hands. Give me a call. I'm mostly available from early am to early pm. 7 days a week. Retired and widowed with plenty of time on my hands. Give me a call. Currently no pets in my home but have had a few dogs and 1 cat in the past. Will follow your instructions. I'm honest and dependable, give me a call!
About: I am a life-long dog lover, and current Pomeranian owner (Pom-mom). I have a fenced in yard and live near a park with a cute walking path. Your pup will be comfortable in my home and can sleep wherever you'd like, whether that be in his/her crate, in a spare room of mine, or on my couch!I will care for your dog as if they were my own and make sure his or her stay with me is an enjoyable and anxiety-free as possible. I also have experience fostering and have fostered senior dogs with special needs. I work from home as does my husband so someone is always home with your pup. We can follow any schedule your dog is used to. We have no kids, so for those pups that don’t do too well with young ones, we’re a perfect option. Our Pom is dog loving and plays well with other dogs. I would like for them to meet prior if possible to ensure both dog’s get along well.
About: I volunteered at an animal shelter throughout high school and had two dogs of my own. My first dog, Daisy, was a Cavalier King Charles Spaniel. I then fostered and adopted Howie, a Chiweenie, in 2020. Both have since crossed over the Rainbow Bridge, and I miss them every day. I have regularly dog sat for neighbors, friends, and even professors in college. I love all animals of all shapes and sizes and would love to take care of your furry friend! I am in the Chicago area before I move to Iowa at the end of the summer. I don’t have any other commitments and could spend all my time caring for your dogs and/or cats! I am available for a range of services from dog-walking to staying overnight! Whether you just need someone to come check in on your pet a few times a day or need someone to play with them all day long, I’m your girl.
“Max was very helpful when I booked him last minute. He was on time for all of his visits, took great photos of our elderly dog and was extremely gently and kind. He definitely has a special touch for animals!”
About: I am very caring and compassionate for animals and pets. I have a cat of my own named Bruni and he is my best friend. Attentive and reliable pet care is assured with me as your pet sitter! I work as a teacher so my morning and afternoons are busy up until 3:30pm. However, I am available after those hours. I do have days off due to breaks, for example, winter break, where I can be reliable all day during those times. I have a cat of my own that I attend to 24/7. Therefore, I am very familiar with pets’ needs. I will assure you great communication and punctuality.
About: I have had the privilege of loving and caring for dog(s) since I was 5 years old. I have raised dogs since they were 6 week old puppies until their final days. I am organized with medication distribution if needed and can follow any cute quirks your baby may need to have that extra attention to detail for them to feel safe and loved. I work full time Monday to Friday from 8 am-4:30 pm. I am available evening hours during the work week and all day on weekends! I have a 3 year old Shetland Sheepdog named Bowie. His brother, Milo, passed away last year, who was my baby since he was 6 weeks old. I would love to take your dog for walks, feed, play, and spend time with your companion. I believe in positive reinforcement for teaching dogs tricks and behavior training.
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.
“Amanda was the first rover experience I had; she has a lot of dog experience and was very friendly! I booked her very last minute and she was willing to meet with me and have flexibility for my needs. She came the next day to care for our new puppy, sent notes, and was willing to answer any of my questions about our first day apart from the puppy. I look forward to using her dog boarding services in the future.”
“Ann watched our kitten, Cosmo, for the second time in two months. Once again, she did a great job. Always on time, very communicative, engaged with Cosmo who really enjoys hanging out with her. Complete trust in Ann with our fur baby!”
About: I’m an animal lover and long time cat mom to rescues. I’ve been pet sitting since I’ve been a teen. Most of my pet sitting jobs have come from families that I babysit for or referrals. I have amazing references. I’m comfortable with all dog breeds and sizes. I enjoy long walks and nature. I’m trustworthy, reliable, dedicated, loving and caring. I treat everyone’s pets as if they were my own. I take pride in walking, feeding, and providing endless affection to all pets. I always provide extra love and care for my clients fur-babies! I have no problem collecting mail or packages, tending to the garden or flowers, and keeping the house tidy. If given the opportunity to care for your pet and/or Home, I will provide the best care possible.
“Kristin went above and beyond taking care of my cats medications while I was traveling. My parents were there as well but cannot manage the medications. They enjoyed Kristin’s company very much and couldn’t say enough nice things about her. She even contacted my vet with questions, which I really appreciated. Kristin stopped over to meet and discuss details before the trip which gave me a lot of peace of mind. She has a great way about her. I highly recommend Kristin.”
About: I have taken care of pets for the last 20+ years on top of owning my own! Doing this on the side to help animal lovers alike! Let me create a bond and space that feels like their home away from their home & parents ❤️ I also worked as a pre vet student in a couple animal hospitals in college so have extensive experience. I am available during the day, nights, and weekends depending on the needs of the client! Can be flexible and work with your availability as it is! I want pets to feel as comfortable as possible when being cared for. Give me as much detail as possible so I can do my best work!
The median cost per visit for dog sitting in Countryside is $20
Dog parents share their Rover experiences - Countryside
We booked with Estefanía for her to visit our dog three times a day during our week-long trip. She was always super professional- quick responses when I texted her any last-minute requests or instructions. She also brought in our trash bins and kept our plants alive:) Bruno was happy when we got home, but definitely no stress when we were away!
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!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 near you
Select a filter and find qualifying Countryside sitters!Sitters in Countryside average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Countryside
Frequently asked questions about Rover
The average cost for Dog Sitting in Countryside on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 12,627 sitters on Rover offering Dog Sitting across Countryside. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Countryside stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Countryside 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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Countryside with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Countryside. On Rover:
- 90% of sitters can help with special care needs
- 95% 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.
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.
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