Dog Sitting Countryside

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

When are you returning?
Search

Over 37
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.

1 / 1
Sitter Profile Image: ANN P.
Verified Background Check
ANN P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
284 reviews
78 repeat clients
40 years of experience
Darien, IL, 60561

Ann is so kind. She’s able to help my boyfriend and I out on a weekly basis when we have work conflicts. We are new to the area so she has been extremely helpful in our work/life transition. She has never failed to be there for our pups to let them out and give them love. Wonderful woman!

Profile image
Lauren W.
Sitter Profile Image: Ashly R.
Verified Enhanced Background Check
Ashly R.
from
$17
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
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: Daniele T.
Verified Enhanced Background Check
Daniele T.
from
$30
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
McCook, IL, 60525

About: I've been caring for dogs for nearly 10 years — I'm just new to Rover! From bouncy puppies to sweet seniors, I handle walks, playtime, medication, and all the cuddles in between. Most of my experience comes from bookings outside the app, and I'm happy to share references. Services I offer: • Boarding • House sitting • Dog walking • Plant care while you're away Why I'm a great fit: I work from home as a freelance creative director, so my schedule is flexible and I'm around most of the day. That means morning walks, midday playtime, and no dog left waiting alone for attention. At my place, your pup gets a spacious, newly renovated apartment with AC, a big back porch, and a dog park just a couple blocks away — plus a kiddie pool on hot days. In your home, I stick closely to your routine and instructions, and treat your space with care. On walks, I stay alert to surroundings and keep dogs securely leashed, adjusting pace to their energy — slow stroll or high-energy trot, I've got it covered. All breeds and sizes are welcome, and you'll get regular photo and message updates so you can relax knowing they're in good hands. A few things that help me take the best care of your pup: • Please provide your dog's leash, toys, bowls, and waste bags • Early drop-offs or late pick-ups may have a small additional fee — just ask! Questions or special requests? I'd love to chat and figure out what works best for you and your dog. I work from home as a freelance creative director, which basically means I make my own hours and always have a dog nearby for creative inspiration (and the occasional snack break buddy). My flexible schedule lets me give pups the attention they deserve — whether it’s morning walks, midday playtime, or just being there so they’re not home alone. Since I’m around most of the day, your dog won’t be left waiting for love, walks, or belly rubs. So whether your pup’s routine is chill and cozy or full of zoomies, I’m here for it. Whether your dog is staying with me, I’m visiting your home, or we’re just heading out for a walk, their safety, happiness, and comfort always come first. At my place, your pup will have plenty of room to relax and play. I live in a spacious, newly renovated apartment with AC (perfect for nap time on hot days), a big back porch for sunbathing, and a nice dog park just a couple of blocks away. On warm days, I even set up a dog pool outside so the pups can splash, cool off, and have some extra fun! When I’m caring for pets in their own homes, I make sure to stick to their routine and follow your instructions closely — all while keeping your space clean and respected. For walks, I always stay aware of the surroundings, keep dogs securely leashed, and tailor each walk to their energy and comfort level. Whether it’s a slow stroll or a high-energy trot, I’ve got it covered. No matter the service, your dog will get the love and attention they deserve — plus lots of updates so you can relax knowing they’re in good hands.

Sitter Profile Image: Jennifer B.
Verified Background Check
Jennifer B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
13 repeat clients
10 years of experience
Palos Hills, IL, 60465

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.

Profile image
Marie A.
Sitter Profile Image: Sean L.
Verified Enhanced Background Check
Sean L.
from
$30
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Willow Springs, IL, 60480

About: Ever since I was a kid, I’ve just really cherished being around animals, even the ones who aren’t super cuddly. I have a lot of patience and respect for each pet’s personality and comfort level, and I do my best to make them feel safe, happy, and cared for while their people are away. I work full time during the week and try to stay busy on the weekend, but I will absolutely work my weekend schedule around you/your pet’s needs. I have a big fenced backyard and plenty of space inside for house-trained pets to relax, whether that’s on the couch, a comfy chair, or the floor. I share my home with one dog, a terrier mix named Minnie. She’s playful and friendly, but if your dog prefers to keep to themselves, I can easily keep them separated. Older dogs sometimes find her a bit too energetic, while younger pups usually have a great time playing with her.

Sitter Profile Image: Nicole L.
Verified Enhanced Background Check
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: Sage P.
Verified Enhanced Background Check
Sage P.
from
$30
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
La Grange, IL, 60525

About: I’ve had experience with dogs since I was a child, along with many other types of animals. I’ve always loved caring for pets and my goal is to some day own an animal farm. You can trust your pet is in good hands, as I have 3 of my own that mean the world to me. My day revolves around pets care, it is definitely my first priority over anything else. Not only is there time to walk, but there is definitely time to play! Animals each need time dedicated to them individually and should feel special. We have a 3 story house, with a beautiful back yard. A cleaning crew keeps our house spotless and free from any pet dangers. You can trust your pet is in good hands when staying with us.

Sitter Profile Image: Catherine M.
Verified Enhanced Background Check
Catherine M.
from
$13
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
50 years of experience
Brookfield, IL, 60513

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.

Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
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: Zulema D.
Verified Enhanced Background Check
Zulema D.
from
$17
per visit
5.0 out of 5 stars
38 reviews
13 repeat clients
10 years of experience
Brookfield, IL, 60513

Zulema has walked out dogs in the past and taken care of our kitties while we were out of town and is always so incredibly helpful and kind. She goes the extra mile every single time, and the pups and kitties respond very well to her! I couldn’t recommend her enough <3

Profile image
Gia M.
Sitter Profile Image: Angela C.
Verified Enhanced Background Check
Angela C.
from
$20
per visit
5.0 out of 5 stars
67 reviews
16 repeat clients
2 years of experience
Darien, IL, 60561

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.

Profile image
Catherine J.
Sitter Profile Image: Stephanie A.
Verified Enhanced Background Check
Stephanie A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
117 reviews
42 repeat clients
18 years of experience
Downers Grove, IL, 60516

Stephanie is so great! She’s prompt, communicates well, and most of all loves my pups. She took great care of them and sent lots of pics. You can’t put a price on trust and kindness and Stephanie is above and beyond!

Profile image
Sharon G.
Sitter Profile Image: Amanda J.
Verified Background Check
Amanda J.
from
$20
per visit
4.9 out of 5 stars
303 reviews
124 repeat clients
20 years of experience
Palos, IL, 60464

So glad that I found Rover ! Amanda and Isabella we're wonderful and helpful. This was the first time the boys had them for consecutive days and nights and they did a great job! I loved the communication the pictures the kindness and the patience....great service and care.

Profile image
Elena R.
Sitter Profile Image: Reyna D.
Verified Enhanced Background Check
Reyna D.
from
$31
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Hinsdale, IL, 60521

About: I'm an active animal lover who loves the company of dogs. I've grown up surrounded by animals-- two chihuahuas and a french bulldog. I am a Stanford student who is unfortunately unable to live with a pet due to dorm restraints, which makes me even more excited to spend time with yours! I am a student with a car and a very flexible schedule. I have no problem coming to your house frequently to provide all the care your pet(s) need! I abide by the rules and routines set by the pet owner to ensure the pets feel safe, comfortable, and stress-free in my care. I follow feeding schedules, exercise routines, and any specific instructions related to medications, grooming, or behavioral needs to create the best experience possible!

Sitter Profile Image: Kate B.
Verified Enhanced Background Check
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!

Profile image
Samantha P.
Sitter Profile Image: Erika M.
Verified Enhanced Background Check
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!

Profile image
Gina T.
Sitter Profile Image: Judith T.
Verified Enhanced Background Check
Judith T.
from
$20
per visit
5.0 out of 5 stars
242 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!

Profile image
Marie M.
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: Julie H.
Verified Background Check
Julie H.
from
$30
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Indian Head Park, IL, 60525

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!

Profile image
Tarina R.
Sitter Profile Image: Dezmond M.
Verified Enhanced Background Check
Dezmond M.
from
$24
per visit
5.0 out of 5 stars
40 reviews
16 repeat clients
8 years of experience
Hinsdale, IL, 60521

Dezmond was extremely helpful for a last minute drop-in. He was able to administer my dog's insulin shot with ease. Benji appreciates you and thank you again!

Profile image
Allison C.
1 / 1
View more

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

Dog parents share their Rover experiences - Countryside

1 / 1
5.0 out of 5 stars

I truly appreciate Esther. She makes sure Ace gets some loving! Ace appreciates his play time with her

Profile image
Kareline L.
Drop-In Visits
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!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
Gabrielle S.
Drop-In Visits
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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 7
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 September 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 September 2026, there are 12,293 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
  • 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge