Dog Sitting Countryside

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

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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.

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Sitter Profile Image: Ashly R.
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Ashly R.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
2 years of experience
Brookfield, IL, 60513

About: I have worked I Dogtopia Lagrange for over a year now, I have also been a pet sitter in years prior and love to hangout with all different types of pups I do work my morning at Dogtopia of Lagrange Monday-Friday if your pup is already a pup that visit I can take them along with me if wanted but the rest of the day after work ( at 1pm) I have the rest of the day to have the most fun we can. First getting a dog used to a new environment/person is my first priority than, Lots of walks for your pups, if needed can crate, and lots and lots of cuddles.

Sitter Profile Image: Evelyn P.
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Evelyn P.
from
$17
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Hinsdale, IL, 60521

Evelyn was our first sitter and we will be checking her availability anytime we need one!

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Hillary C.
Sitter Profile Image: Nicole L.
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Nicole L.
from
$18
per visit
5.0 out of 5 stars
3 reviews
25 years of experience
Burr Ridge, IL, 60527

About: I have grown up around dogs since I was born. I have always loved caring for and interacting with dogs. I do not have my own dog currently, but would love to help care for others! I am currently substitute teaching at an elementary school, so there may be weekdays I am unavailable. I am currently not working full time, so I will be available to walk your dog(s) throughout the week! I am open to walking as far as needed for your pup. I have experience safely walking more energized dogs, so your dog will be in good hands! I have also walked up to 3 dogs at a time (various sizes) if you have more than one that needs to be walked a time.

Sitter Profile Image: Tamara C.
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Tamara C.
from
$25
per visit
5.0 out of 5 stars
103 reviews
26 repeat clients
17 years of experience
Brookfield, IL, 60513

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.

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Nora C.
Sitter Profile Image: Grace M.
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Grace M.
from
$20
per visit
5.0 out of 5 stars
219 reviews
76 repeat clients
6 years of experience
Riverside, IL, 60546

Grace was so attentive to my instructions and took great care of shadow.she was very engaging App and flexible. Through the I will be using her for any upcoming appointments. Five stars across the board.

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Michael M.
Sitter Profile Image: John M.
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John M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
41 reviews
13 repeat clients
33 years of experience
Westmont, IL, 60559

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!

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Jenifer B.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
35 years of experience
La Grange, IL, 60525

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.

Sitter Profile Image: Claire C.
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Claire C.
from
$17
per visit
5 years of experience
Western Springs, IL, 60558

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

Sitter Profile Image: Amy B.
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Amy B.
from
$17
per visit
25 years of experience
La Grange, IL, 60525

About: I bring over 25 years of dedicated experience caring for both cats and dogs, giving me a deep understanding of pet behavior and needs. What truly sets me apart is my extensive experience with specialized medical care. My beloved Shih Tzu, who recently passed away after a long and happy life, required attentive care for severe allergies, dry eyes, and diabetes. Because of this, I am completely comfortable and highly experienced in administering eye drops, oral medications, and routine insulin injections. I know firsthand how stressful it can be to leave a pet with special medical needs, and I am proud to offer the precise, gentle, and reliable care your furry family member deserves. I work from home and only go into the office once or twice a week for brief 4-hour stretches (typically 9:00 AM to 1:00 PM). The rest of my time is spent working locally so I can care for my wonderful 7.5-year-old special needs son, handling his school drop-offs and summer camp schedules. This highly flexible routine gives me the perfect opportunity to step away from my desk, stretch my legs, and provide your pups with dedicated neighborhood walks or attentive drop-in visits. Sadly, my beloved dog Rocky passed away in January 2026. This summer, I realized just how much I truly miss our daily walks and the companionship of a dog. While I am not quite ready to bring a new full-time pet into our home, I would love to channel that missing affection into helping busy neighbors by giving your pets all the exercise, attention, and love they deserve. Your pets are treated like true members of the family in my care. Because my beloved Rocky passed away in January 2026, my home is currently pet-free, meaning your furry family member will get my absolute, undivided attention during drop-ins or walks, with zero risk of conflict with resident animals. Backed by over 25 years of pet care experience, I approach safety with a proactive mindset—strictly adhering to your leashing preferences, double-checking that doors and gates are securely locked, and ensuring your home remains secure. I tailor my visits entirely to your pet's unique personality and energy level. Whether they need a high-energy walk to a local field where they can safely run or simply prefer quiet, comforting companionship on the couch, I treat your home and your pets with the highest level of respect and devotion. To give you ultimate peace of mind while you are away, I will always send you detailed text updates and plenty of photos during every single visit so you can see exactly how much fun we are having!

Sitter Profile Image: Giselle C.
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Giselle C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
2 years of experience
Bridgeview, IL, 60455

About: I’m a pet lover excited to offer caring, reliable pet sitting and walking services. I bring tons of energy, love, and attention to every pet I meet. Your pet’s happiness and comfort are my top priority. I’m currently a part-time caregiver who loves spending time with pets ☺️ I currently do not have pets at home so spending time with yours is the highlight of my day. I treat your space with the same respect I’d want for my own and your pet like family. I’ll follow your routines closely, keep you updated, and make sure your pet feels safe, happy, and loved.

Sitter Profile Image: Erika M.
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Erika M.
from
$22
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Western Springs, IL, 60558

Our dogs love Erika! They are a little high maintenance and she is terrific with them!

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Gina T.
Sitter Profile Image: Judith T.
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Judith T.
from
$20
per visit
5.0 out of 5 stars
240 reviews
98 repeat clients
20 years of experience
Riverside, IL, 60546

Judith is awesome! We appreciate her thoughtful handling and skilled care of our pups. Thank you!

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Marie M.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$20
per visit
4.9 out of 5 stars
297 reviews
117 repeat clients
20 years of experience
Palos, IL, 60464

Amanda was amazing with my pup. She was very communicative and kept me updated with every drop in walk visit. She has a warm calm presence that made my pups feel comfortable with her immediately. I can’t thank her enough for being so great with my pup.

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Karolina K.
Sitter Profile Image: Zulema D.
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Zulema D.
from
$17
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Brookfield, IL, 60513

I forgot to disable my alarm one day and she made tremendous effort to t try to contact me and even stayed longer to keep my pup from hearing the alarm go off. Fantastic person and sitter.

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Robert P.
Sitter Profile Image: Kate B.
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Kate B.
from
$20
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
6 years of experience
Brookfield, IL, 60513

Kate has been amazing with taking care of Pandora! She’s patient, caring, and very dependable. Kate gives very detailed notes and we always feel like Pandora is getting top tier care! Thank you Kate!

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Samantha P.
Sitter Profile Image: Angelina O.
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Angelina O.
from
$22
per visit
5.0 out of 5 stars
91 reviews
45 repeat clients
15 years of experience
Brookfield, IL, 60513

Angelina was wonderful! She provided a great deal of interaction and care and I came home after 2 weeks to a very content kitty. Will definitely use again!

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Margie Z.
Sitter Profile Image: Gaby V.
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Gaby V.
from
$26
per visit
4.9 out of 5 stars
64 reviews
15 repeat clients
1 year of experience
Lyons, IL, 60534

Gaby was great, as always!

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Chartise C.
Sitter Profile Image: Riya L.
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Riya L.
from
$25
per visit
5.0 out of 5 stars
20 reviews
3 repeat clients
4 years of experience
La Grange Highlands, IL, 60525

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

Sitter Profile Image: Alexandra S.
Verified Background Check
Alexandra S.
from
$17
per visit
5.0 out of 5 stars
1 review
5 years of experience
La grange, IL, 60525

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.

Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$15
per visit
5.0 out of 5 stars
1 review
20 years of experience
Western Springs, IL, 60558

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!

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The median cost per visit for dog sitting in Countryside is $20

Dog parents share their Rover experiences - Countryside

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5.0 out of 5 stars

Did a great job caring for our two dogs! They were very excited to see her upon first meeting, and were in great spirits when we returned home from our trip. Would reccommend to anyone!

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Logan F.
Drop-In Visits
5.0 out of 5 stars

Dennis is great with the Carl, and is pet lover. I have confidence he will be just as caring and loving for your pet also.

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Max S.
Drop-In Visits
5.0 out of 5 stars

An incredible sitter overall! Checked in consistently and helped my anxious dog feel safe and comfortable even with stormy weather. She was very patient with my shy and nervous dog, sent tons of photos and updates, and went above and beyond to play with and comfort Addy. Would 100% re-book her services and recommend her to anyone looking for trustworthy and consistent care for their dog!

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Colleen H.
Drop-In Visits
5.0 out of 5 stars

Abby did a great job taking care of Quincy! She was reliable and a great communicator and did a great job with our anxious dog. Will definitely use again!

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Chelsey S.
Drop-In Visits
5.0 out of 5 stars

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!

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Kristen B.
Drop-In Visits
5.0 out of 5 stars

Madeleine was GREAT. On time, super nice, communicative, took Lulu for walk and when they came back Lulu was a little anxious so she sat on the floor with her to comfort her.

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Tressa G.
Drop-In Visits
5.0 out of 5 stars

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.

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Nora C.
Drop-In Visits
5.0 out of 5 stars

Angelina is a caring and dependable caregiver for our beloved dog, Walter. She not only takes him out but spends time with giving him attention and relaxing belly rubs and pets. He is clearly happy to see her when she arrives.

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Phillip L.
Drop-In Visits
5.0 out of 5 stars

Our pup had 2 walks with Nastassia and both were great. Appreciated all the communication before & after. This was my first experience with Rover.

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Kristine M.
Drop-In Visits
5.0 out of 5 stars

Sarah is so kind and caring with our energetic puppy! She creates a nurturing and playful environment to keep him busy while we're gone. I highly recommend her!

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Gabrielle S.
Drop-In Visits
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  • 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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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for dog sitting - Countryside

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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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