Dog Boarding Hillside

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Over 24
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Sitter Profile Image: Connie K.
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Connie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
16 repeat clients
10 years of experience
Westchester, IL, 60154

“Kuma had a great time with Connie and her sweet dog, JoJo! Connie was flexible with drop off/pick up, communicative, and sent photo and video updates- I’d definitely recommend Connie for all pet sitting needs!”

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Yemi Y.
Sitter Profile Image: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 58 reviews
25 repeat clients
10 years of experience
Villa Park, IL, 60181

“Pebbles really enjoyed her stay with Sarah! Sarah was great at communicating and kept us updated with pics while we were away. Highly recommend and will be using Sarah again for our pup!”

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Michele L.
Sitter Profile Image: Shirley M.
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Shirley M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 62 reviews
15 repeat clients
15 years of experience
Westchester, IL, 60154

“Shirley is super sitter. Sent me cool slo mo vid of my pooch playing tricks. I was traveling thru and wanted to go to show in Chicago. She came to motel and picked up Bella. Highly recommend Shirley !!”

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Peter R.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
25 years of experience
Bellwood, IL, 60104

“Jessica couldn’t be any sweeter. We have a 12 year old Great Dane, and certainly no longer an easy dog to take care of (although sweet!) Jessica went above and beyond to make him comfortable and happy. So much so he didn’t want to leave!!! Not enough good things to say about Jessica, her husband, or Capone. Highly recommended 😍”

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Danielle B.
Sitter Profile Image: Jan E.
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Jan E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
52 years of experience
River Grove, IL, 60171

“Jan was absolutely amazing! She took such great care of our dog and treated our dog like family. We loved receiving regular updates and photos, which gave us complete peace of mind while we were away. Our dog came home happy, relaxed, and clearly well cared for. We truly appreciate the kindness, professionalism, and attention Jan gave our furry family member. We'll definitely be booking with them again!”

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shalanie r.
Sitter Profile Image: Erica P.
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Erica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
25 years of experience
Elmhurst, IL, 60126

“We left our Sheltie, Molly, with Erica for 7 nights while we were on a cruise, and we couldn’t be happier with the experience! She is incredibly kind, caring, and professional. Molly seemed to have a wonderful time with her and her dog, Rocky. We truly appreciated the updates and the love she showed our pup. Plus, her home is conveniently located just 10 minutes from O’Hare, making pickup after travel super easy. We will definitely be booking with her again. Highly recommend!”

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Kim M.
Sitter Profile Image: Tea Agne J.
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Tea Agne J.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
18 years of experience
Forest Park, IL, 60130

“If you want someone who really takes the time to make sure he’s giving your fur baby a home away from home, Tim is your guy! I booked Tim for his dog boarding services from Sept 28 thru Sept 29th as I had a quick overnight gig in PA. Tim is extremely responsible and even took the time to set up a phone call WAY ahead of my travel dates to work out any extra details. It was so nice this past week to just be able to focus on my work and travel logistics and not have the added stress of worrying about Angel. Even though I was only gone one night, I received several photos and updates during her stay with Tim. It was obvious that she not only found a new friend, but I found a reliable and loving new sitter that I will definitely be using in the future.”

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Bernadette G.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$45
per night
4.6 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
Elmhurst, IL, 60126

“Natalie is Amazing sitter! She was very caring, attentive, and kept us updated throughout our dog’s stay. It was clear he was happy and well taken care of. We really appreciated her flexibility and would definitely book with her again! 🐾❤️”

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Angela A.
Sitter Profile Image: Robert V.
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Robert V.
from
$60
per night
5.0 out of 5 stars
• 41 reviews
11 repeat clients
11 years of experience
Melrose Park, IL, 60160

“Rob was so great with our dog Rory! He was very attentive and sent along tons of great pictures and updates. She definitely had a great time at his house, playing in the yard, and snuggling on the couch. Thanks Rob!!”

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Maggie F.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 49 reviews
11 repeat clients
12 years of experience
Oak Brook, IL, 60523

“Groot had a great time with Michelle and her family. He was really cared for and had a fun time staying with them. We really appreciated the photos and updates throughout his stay. We would highly recommend Michelle and would definitely leave Groot in her care in the future.”

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Aneela B.
Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 42 reviews
13 repeat clients
10 years of experience
Elmhurst, IL, 60126

“Nimbus had a great time, they went on daily 2mile walks and got a lot of attention and cuddles. We were sent daily photos/videos with updates during our time away which made the separation more bearable. Would definitely plan to use Mary again!”

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Sameera K.
Sitter Profile Image: Cheryl T.
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Cheryl T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 58 reviews
16 repeat clients
35 years of experience
Bellwood, IL, 60104

“Cheryl is a wonderful person and she took excellent care of my dog. I'm so glad I met her and I would not hesitate to leave my dog with her again.”

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Janis H.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 78 reviews
30 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

“Maria was amazing with my dog!! I was so nervous leaving my dog with someone other than family. Lucy is a rescue so she has been through it. Maria and her daughter took such good care of my pup and sent pictures daily.”

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Jennifer T.
Sitter Profile Image: Cary B.
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Cary B.
from
$40
per night
4.9 out of 5 stars
• 80 reviews
29 repeat clients
40 years of experience
Clearing, Chicago, IL, 60638

“Super sitter! I felt so comfortable leaving my two babies (one with separation anxiety) with Cary and her family. Cary checked in while I was gone, sent photos, and answered any questions. The dogs were super happy. I will definitely call on Cary again.”

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Aimee F.
Sitter Profile Image: Beryl O.
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Beryl O.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
3 years of experience
Forest Park, IL, 60130

“My first sit with Beryl and my pup and I couldn’t be happier! She was flexible, kind and energetic, and sent pictures regularly. Communication was great and Dory came home happy. 😊”

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Danice C.
Sitter Profile Image: Amberley J.
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Amberley J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
30 years of experience
Lombard, IL, 60148

“Amberley did a great job watching my dog, Herbie! She sent plenty of updates throughout his stay, which gave me peace of mind while I was away. When Herbie wasn't interested in eating his dog food, she even took the time to make him some chicken to make sure he ate. It was clear that she genuinely cared about him and treated him like her own. I would definitely book with Amberley again and highly recommend her to anyone looking for a caring and reliable dog sitter.”

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Andrew K.
Sitter Profile Image: Danielle Z.
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Danielle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 88 reviews
39 repeat clients
30 years of experience
VILLA PARK, IL, 60181

“Danielle was just AWESOME! Our pup was so well taken care of and had a blast with the other pups too! Danielle gave us great updates and pictures each day that we were away. We have had a couple of sitters on Rover and Danielle is by far the best! We will definitely be booking with her from now on!*”

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Renee J.
Sitter Profile Image: Bailey A.
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Bailey A.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
15 years of experience
Berwyn, IL, 60402

“Bailey is a dog whisperer. She took care of our poodle mix over the holiday and was extremely communicative and sent pics and videos/ so that we knew he was in good hands. She is so sweet and has a genuine understanding and love for dogs. Highly recommend! !”

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Cassie K.
Sitter Profile Image: Lesslie G.
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Lesslie G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 28 reviews
14 repeat clients
5 years of experience
West Garfield Park, Chicago, IL, 60624

“Lesslie took great care of pup! I can tell that my dog really enjoys being with Lesslie and her family because she never wants to leave when I go to pick her up. She makes sure to provide timely updates and very communicative throughout the entire dog sitting process. Will definitely continue to book with her again.”

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Cameron B.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 126 reviews
35 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

“Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!”

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John F.
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The median cost per night for dog boarding in Hillside is $50

Dog parents share their Rover experiences - Hillside

1 / 1
5.0 out of 5 stars

Mary and John are the best. They’ve watched my dog, Hudson, for years and always take wonderful care of him. It’s hard to leave your pup, but made easier when you know they’re in great hands.

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Erica F.
Boarding
5.0 out of 5 stars

Jessica couldn’t be any sweeter. We have a 12 year old Great Dane, and certainly no longer an easy dog to take care of (although sweet!) Jessica went above and beyond to make him comfortable and happy. So much so he didn’t want to leave!!! Not enough good things to say about Jessica, her husband, or Capone. Highly recommended 😍

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Danielle B.
Boarding
5.0 out of 5 stars

I recently used Andria's service and left my Nina in her care for 10 days. I am very pleased with the overall experience. Andria is very quick in communicating before and during the stay. She sent regular updates and pics during the stay. My pet came home very Happy. Andria and her family took great care of my pet. She is going to be my go-to sitter for all future needs. I highly recommend Andria

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Syed R.
Boarding
5.0 out of 5 stars

Cheryl was a perfect and dog sitter for my 2 year old hyper mixed yorkie. Right away she made "Bentley" feel right at home and provided a comfortable and relaxing atmosphere for him to browse both in and outside her home. She treated him as her own pup by catering to his every need. I'm definitely recommending her services at the highest rating possible and will continue to choose Miss Cheryl in the future. You won't be disappointed with her abilities and experience!

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Rhonda S.
Boarding
5.0 out of 5 stars

I had to cut my trip short and Michelle was very accommodating. Louie was completely worn out when we got home so he must’ve had lots of play time while visiting. I will definitely book with Michelle again.

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Stephanie W.
Boarding
5.0 out of 5 stars

My Aussie Mollie loves hanging with Dezmond’s pack! Dezmond and his wife are the consummate professionals and I never worry!

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Margo K.
Boarding
5.0 out of 5 stars

Shirley did an amazing job taking care of my pup while I was out of town. Very communicative and my dog was very comfortable with her. Really appreciate the care she provided.

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Jean E.
Boarding
5.0 out of 5 stars

Connie was great, very close to Ohare airport. Very responsive and flexible. I felt at ease while my boy was in her care. I will be booking again in the future!

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Deniqua M.
Boarding
5.0 out of 5 stars

Janeth took such great care of my senior dog while we were away for a few days. I appreciated that she sent me updates and I was able to relax knowing my dog was comfortable and in a calm environment. I would absolutely recommend Janeth and would definitely board with Janeth again!

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Janis H.
Boarding
5.0 out of 5 stars

Erica took fabulous care of my Duke. She treated him like he was her own dog. I truly appreciated how responsive she was when I would check in to see how the day was going. I would highly recommend Ericka and will be using her again.

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Roseanne A.
Boarding
5.0 out of 5 stars

Robert and his family took excellent care of Spruce while we were away on an extended trip for nearly two weeks. Our pup is a one year old with a lot of energy for playing and had such a blast playing endless fetch in their fenced yard and with the dogs who would come by for in-home daycare. We got absolutely regular updates (with absolutely incredible action shots!) while we were traveling and it was clear to see Spruce was having a wonderful time and was being well cared for, and that knowledge and peace of mind is such a gift especially when we were thousands of miles away. Highly recommend!

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Kathleen P.
Boarding
5.0 out of 5 stars

Jack always has a great time staying with Brian! He's been stressed and anxious with other boarding stays in the past, but Jack has such a good time with Brian that he honestly isn't even excited to see us when we pick him up!

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Shirley C.
Boarding
5.0 out of 5 stars

Jocelyn was a wonderful caregiver for Bear. She was very responsible and communicative. Kept us up to date on how everything was going and went above and beyond to make sure Bear was well taken care of. Highly recommend!

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chris p.
Boarding
5.0 out of 5 stars

Angela we good responsible, caring take care of my Doberman every time we going on vacations. We love her so much. We keep her forever. Thank you for everything you do for us.

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Nora S.
Boarding
5.0 out of 5 stars

Moose always has the best time at Venus and Keaton’s place. We have used them a number of times. They are my go to!

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Megan F.
Boarding
5.0 out of 5 stars

Jenna and Jake were lovely to work with. They constantly kept us updated, shared pictures and kept our lil pup very comfortable and entertained. Thanks for you help! We absolutely recommend to use them.

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Deepti S.
Boarding
5.0 out of 5 stars

Emily was so wonderful and flexible with us and watching our Pickle!! We appreciated her love and care for our pup and she was great at communicating! We will definitely use her services again!

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Emily F.
Boarding
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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
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Why Choose Rover?

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Popular requests for dog boarding - Hillside

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Sitters in Hillside average 10
repeat dog boarding clients

FAQs for Dog Boarding - Hillside

Frequently asked questions about Rover

The average cost for Dog Boarding in Hillside on Rover is $32.1 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of September 2026, there are 5,317 sitters on Rover offering Dog Boarding across Hillside. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

93% of Hillside sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Hillside landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Hillside home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Hillside.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Hillside sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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