Dog Sitting Countryside
Book a Countryside dog sitter to watch your dog in your sitter’s home or yours.
Over 35 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.
“Ann was amazing with Dwight this Summer. He's a very skiddish anxious boy but she did great with him and he looked forward to her visits. She wasn't intimidated because she also has a border collie mix so I thought this was the perfect match! She also gave my kitties some attention during her visits and even my most shy kitty warmed up to her! She watched my pets during a very stressful time in my life and didn't judge me for the disaster my house was in during the moving process and was always very supportive. She's genuinely a very nice and thoughtful person. I'm so lucky we found her!”
About: I’ve cared for cats and dogs of all ages for friends and family members, in addition to raising my own cat. I have experience caring for animals with health concerns and administering medications as directed. I understand the importance of maintaining feeding schedules, providing exercise and enrichment, monitoring for changes in behavior, and ensuring pets feel safe and comfortable while their owners are away. I am currently taking a flexible, self-paced class so I have open availability to take care of pets as needed. I have open availability on weekdays and can do weekends as needed. I have a medium sized yard for the pets to get outdoor excercise. I also have a large basement where I can set up a crate, litter box, toys, etc
“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 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.
“I was able to find Jennifer quickly on the Rover app. I chose her by her profile and her close proximity to where I live. She responded very quickly to our request thru the app. She came for a short visit so we and our doberman could meet her. I wanted her also to feel comfortable with our large dog. We needed someone to come a couple of days around midday to fed, potty, walk and play our very active 8 month old 60 lb dog. We had her come for an hour each day. It was also the first time we were leaving her all day. Jennifer did exactly what was asked and says she looks forward to helping us out again. I know we will use her in the future.”
About: I’ve had pets my whole life, dogs, cats, ferrets, rats, bearded dragons and ball pythons. I have a lot of experience and can easily take care of your pet or pets. I currently work full time in Burr Ridge from 8 AM to 4 PM. I’m available after work and on the weekends to care for your fur babies. I can easily adjust to your pet or pets schedule. I can take them for walks or hangout with them in a fenced yard. I can stick to your feeding schedule and I can also give medicine if needed.
“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!”
“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: 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!
“Olivia did a wonderful job on the drop in visits for my dog. She was on time and followed my directions very well. She sent lots of pictures and took great care of him. I will be using Olivia in the future for walks, drop ins and vacations.”
About: From my own puppy starting at age 10, to my roommate’s cats in college, to my neighbors’ pets in between, I have taken care of all kinds of animals for many years. I love animals and love to help care for them in any way I can! I am living in LaGrange with a part time job that is flexible. Therefore, my pet-care schedule is very flexible as well. I am able to accommodate almost anything during the weekdays if needed! I have a car and am willing to travel to care for your pets, whether that is in-home care, walking them, or playing with them.
“We couldn't be happier with Patrick's care for our two energetic pups while we were away on vacation. Right away, it was obvious that Patrick cared during the meet-and-greet. He made sure to understand every detail about their needs, routines, and how to give them their medications at lunch. He also made sure to update us on when he arrived and left and sent us photos. It was evident that he genuinely loves pets and takes caring for them seriously. Knowing our dogs were in such capable hands allowed us to enjoy our trip with peace of mind. We highly recommend Patrick to anyone in need of reliable and caring pet care, and we will definitely be utilizing his services again in the future. Thank you, Patrick, for your exceptional care of our furry family members!”
“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.”
“Julie went above and beyond for our fur babies. I’m so thankful to have found someone so reliable and dedicated. She did a great job with our dogs & went overtime with our little sneaky cat. She Is very caring & compassionate. A wonderful pet caretaker!”
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.
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.
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 for dog sitting - Countryside
Select a filter and find qualifying sitters offering dog sitting.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 August 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 August 2026, there are 12,366 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:
- 91% of sitters can help with special care needs
- 95% 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.
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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