Dog Sitting Hillside

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

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Over 4
pet parents in Hillside have booked dog sitting

Hillside, 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: Justice P.
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Justice P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
42 reviews
18 repeat clients
1 year of experience
Austin, Chicago, IL, 60644

Justice is fantastic and took great care of my dog! I really appreciated the updates and her attention to detail. It made the whole experience stress-free and I would highly recommend her!

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Karlee B.
Sitter Profile Image: Nathalia U.
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Nathalia U.
from
$26
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
30 years of experience
Schaumburg, IL, 60193

Nathalia took wonderful care of my cat, SunTie! She was very responsible, kind, and attentive, and followed his care instructions carefully. I really appreciated the updates and felt comfortable knowing SunTie was in good hands while I was away. I would definitely recommend Nathalia and would be happy to book with her again in the future!

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Sun L.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
126 reviews
30 repeat clients
25 years of experience
Downers grove, IL, 60515

Thank you for dropping in and taking great care of our Fay! Sarah was on time and spent a nice time with our dog.

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Laura S.
Sitter Profile Image: Carlee L.
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Carlee L.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Oak Park, IL, 60302

Carlee was great! She took good care of my girls and followed my instructions.

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Misty C.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$23
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Franklin Park, IL, 60131

Ashley was awesome!! She went above and beyond for our two kitties. Communicative and extremely kind. Will be booking again soon:)

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Andrew
Sitter Profile Image: Macey R.
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Macey R.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
22 years of experience
Villa Park, IL, 60181

About: I’ve grown up and taken care of dogs ever since I was little. I would say I’m knowledgeable on dog training and have a lot of experience with all different types of dogs. I love to walk and pet pups so hopefully we can be good match!! I’m currently working part-time in the afternoon (3-6) so I have lots of free time to check in or walk your pet. I have owned Goldens my entire life so training a high-energy dog is something I’m experienced in. I’m all about creating a safe and enriching environment for dogs, so I’m open to adapting to your pets daily routine.

Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
307 reviews
71 repeat clients
20 years of experience
Riverside, IL, 60546

Jessica is awesome! She sent lots of updates about the two cats and it was clear they loved seeing her and sitting on her lap from the photos!

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m c.
Sitter Profile Image: Edgar S.
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Edgar S.
from
$18
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Brookfield, IL, 60513

Edgar was easy to work with and very attentive to my cat. My cat is a senior and I mix meds into her breakfast plate. He was able to accommodate her schedule. I would not hesitate to have him take care of her the next time I need a cat sitter!

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Fredericka L.
Sitter Profile Image: Catherine M.
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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: Alyssa H.
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Alyssa H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Oak Park, IL, 60302

About: I grew up with dogs my entire life, including a German Shepherd, Golden Retriever, and Pitbull mix, so I’m very comfortable with both large and high-energy breeds. I also have experiences with extended stay puppy sitting where I managed feeding schedules, potty breaks, walks, playtime, and creating a calm, structured environment. I understand how important consistency, patience, and attentiveness are, especially with puppies. I’m currently preparing to welcome a Golden Retriever puppy of my own, so I’m very intentional about creating safe, positive experiences for dogs. I work Monday through Friday but my partner is currently home all day, so someone will always be there to care for your dog! We are open to boarding any night. Walks I am primarily available after work or sometimes the morning before. My partner is currently available most anytime! We are both reliable and detail oriented. We are prepping to bring in our very own golden retriever puppy, so will treat your dog as if they are our own! As mentioned above I work Mon-Friday roughy 8-4. My partner is currently home throughout the day so someone will always be there to care for your dog. We are open to boarding almost any day especially weekends where we are both home. Walks and drop ins work best for me before work hours or after but my partner has open availability so between us we can accommodate to you! Feel free to ask if you have any specific availability questions! :) Your dog’s safety, comfort, and happiness are my top priorities. I live in a clean, calm, and pet-friendly environment and am very attentive to routines, feeding schedules, and safety during walks and care. I always keep dogs securely leashed on walks, avoid unsafe situations, and closely monitor their behavior and well-being. I understand how important trust is when someone is caring for your dog, and I take that responsibility seriously. I’m reliable, respectful of your home, and committed to providing a safe and positive experience. I’m also happy to send regular photo and video updates so you always feel confident and connected while your dog is in my care.

Sitter Profile Image: Adriana L.
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Adriana L.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
559 reviews
146 repeat clients
15 years of experience
West Town, Chicago, IL, 60612

Adriana was great! During our initial meeting, she asked thoughtful questions, took thorough notes, and made sure that our normally suspicious and shy kitty felt secure. Her updates were so reassuring and our cat absolutely adored her! We will definitely book her again in the future.

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Emily C.
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: Natalia B.
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Natalia B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
80 reviews
13 repeat clients
15 years of experience
Berwyn, IL, 60402

Natalia was very responsive and nice to work with! She was so caring with our kitties and spent extra time with them by playing and giving pets. She followed directions and asked questions if she had them. She provided photos and videos. Would definitely hire Natalia again!

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Erica L.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
110 reviews
38 repeat clients
18 years of experience
Downers Grove, IL, 60516

Stephanie is great! She was able to relax my kitty before giving him ear drops, she gave him his pills and takes great care of my kitty. Her communication eases any anxiety of leaving my pet when I travel, and I always know he’s in great care.

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Maria R.
Sitter Profile Image: Bethany K.
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Bethany K.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Lombard, IL, 60148

Bethany checked in on my cat for a little over a week while I was out of the country! I really appreciate her care and daily updates. Would recommend to others!

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Megan P.
Sitter Profile Image: Alicia J.
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Alicia J.
from
$30
per visit
4.9 out of 5 stars
58 reviews
15 repeat clients
20 years of experience
Berwyn, IL, 60402

Alicia is the perfect blend of professional services with a personal touch. She arrived exactly as scheduled for each visit to care for our cat, and thoroughly reported the status of every important aspect of care. In addition, we were very happy to hear of Alicia’s personal observations and interactions with our kitty. She was quickly able to win her trust, which is impressive given that she is a cautious and sensitive cat around new people. We couldn’t be happier with our experience and very highly recommend Alicia’s services!

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Bill C.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
25 years of experience
Bellwood, IL, 60104

About: What sets me apart is the level of care and attention I give every pet as if they were my own. My love for animals comes from raising my own dogs, especially my sweet girl, Roxi, whom I was fortunate to have from the time she was a puppy until she crossed the Rainbow Bridge in February 2026 at 15 years old. Caring for her through every stage of life gave me firsthand experience with senior dog care, medication schedules, mobility assistance, and the extra patience, compassion, and love that aging pets deserve. I'm comfortable maintaining feeding routines, administering oral medications, providing potty breaks, and recognizing when a dog's behavior or health seems out of the ordinary. I understand that every dog has a different personality, energy level, and comfort needs, and I adapt my care to make them feel safe, relaxed, and loved. For puppies, I'm happy to reinforce the training and routines you're already working on, including crate training, potty schedules, basic commands, and positive reinforcement. I know consistency is important, and I'll follow your instructions to help keep your puppy on track. You'll also receive regular updates, photos, and messages so you can enjoy your time away knowing your pet is happy, comfortable, and in caring hands. My goal is to provide a stress-free experience for both pets and their owners. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible.

Sitter Profile Image: Angela C.
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Angela C.
from
$20
per visit
5.0 out of 5 stars
65 reviews
15 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.

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Catherine J.
Sitter Profile Image: artiss m.
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artiss m.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

Artiss was great! Send update pictures and made sure to love on our pets while we were away. Definitely will reach out to her again in the future.

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Abel&Kaelyn B.
Sitter Profile Image: Marin H.
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Marin H.
from
$22
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
14 years of experience
Oak Park, IL, 60302

Marin was awesome. She communicated well and took great care of our dog.

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Nikhil P.
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The median cost per visit for dog sitting in Hillside is $20

Dog parents share their Rover experiences - Hillside

1 / 1
5.0 out of 5 stars

Great job. Thank you for the photos. And the little live update on the camera. Jake seems very happy with you.

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Becky P.
Drop-In Visits
5.0 out of 5 stars

Katherine was very friendly and did a great job with our pup. We would highly recommend and plan to use her again for future needs!

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Jason J.
Drop-In Visits
5.0 out of 5 stars

Kiersten was great! Easy to communicate with and made going out of town very easy without having to worry about my dog Theo. Will definitely book again.

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

We’ve had a wonderful experience with Amelia! She took such great care of our senior dog, giving him so much love and attention. She’s responsive, reliable, and very respectful of our space. We felt completely comfortable knowing Prince was in her care and would highly recommend her to anyone looking for a trustworthy and caring sitter!

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Bridget R.
Drop-In Visits
5.0 out of 5 stars

Paulina was amazing with my dog Turbo! She treated him like her own and was patient with him and his needs especially with him being a puppy. I would recommend her to anyone and will continue to keep on rebooking her whenever I need to!

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

Always a pleasure having Brittany watching my critters. My dog and kitty love her, and she does everything I want and more. Thanks again

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

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!

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

Gina took great care of Kenai during his drop-in visits :) she was prompt & professional. Will definitely book again in the future!

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Kaelin M.
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

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  • 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

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Popular requests for dog sitting - Hillside

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Sitters in Hillside average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Hillside

Frequently asked questions about Rover

The average cost for Dog Sitting in Hillside on Rover is $17.21 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 12,488 sitters on Rover offering Dog Sitting across Hillside. 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 Hillside 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 Hillside 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 Hillside 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 Hillside. 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.

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