Dog Boarding Holiday Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 197 pet parents in Holiday Hills have booked dog boarding
Holiday Hills, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our dogs had an excellent stay with JoAnne. They were loved on and treated like part of the family. I truly felt like I’d left them in the caring hands of friends. She sent us several pictures of them throughout the week with reports of the fun they were having and didn’t seem to have any trouble with their weird quirks of barking at the tv or cowering at thunder. I would definitely book here again and recommend to all my friends with dogs.”


“Absolutely lovely working with Angela on taking care of our pup, Izzy. She was super helpful in meeting before our first time leaving Izzy with her and giving her time to get used to her place and other dogs. Butterscotch and Lucky are super sweet and I think Izzy really loved having some buddies to spend time with! Would definitely recommend.”
“Thank you June and Wade for taking good care of our dog for a long week+ vacation. Thank you for daily pics and updates on how she adjusted over the time. Grateful for her being able to relax at your home, giving me peace of mind.”


“Michelle did a great job with Bailey. She is very reliable and has a good system in place for caring for dogs. I like that she doesn’t take in a lot of dogs at once. I received updates with lots of pictures of Bailey. We are grateful that Bailey could play with other dogs and be in a safe home while we were out of town for the weekend. We would definitely use Michelle again!”

“Wonderful experience for both us and our dog. She was kind and welcoming making our girl feel right at home. She also was a wonderful communicator. Her picture updates and videos made me feel at ease while we were out of town. I cannot say enough wonderful things about Geraldene!! Her care and compassion for our Luna was top notch!! Highly recommend!”

“Judy was incredible! She sent pictures everyday. We have never left our dog with anyone but family so we were super nervous. She did a wonderful job taking care of our dog. We will be sure to use her again if needed!”

“Dickson is a very caring dog sitter. He did everything he could to make my bulldog feel comfortable and have fun. He gives video and picture updates of their adventures. I would absolutely have him watch my dog again!”

“Rachel was so amazing to our pup Ryder! She sent us great updates and gave us peace of mind that our boy was left in good hands. He was so loved and spoiled. We will definitely be using Rachel again in the future!”

“Deidre was able to take our labradoodle on short notice, on a holiday weekend, and then was able to extend his stay when we needed it. Very friendly, very flexible, very acommodating. thank you!”

“Kim is amazing and took care of our Goldendoodle puppy very well. She’s very patient and send us many updates with photos and videos. Our dog came back to us clean and happy. I trust Kim with my baby boy and I can leave him with 100% peace of mind.”

“This was my first rover experience and it couldn’t have gone smoother . Debbie and Tom are super nice and were communicative throughout the whole process! Nyla was very well taken care of and clearly had a lot of fun during her stay :)”

“Megan was very welcoming and accommodated some last-minute travel plans and made Copper feel right at home. He also got along well with her three pups. He enjoyed having a fenced in backyard where he could run around and play. Thank you!”


“We couldn’t be more pleased, and we feel relieved and grateful to have found Stella and her family. We love receiving her photos and updates, and the pickup and drop off process is seamless.”

“Both my 6.5-year-old Vizsla and my 3-month old Vizsla LOVE going to stay with Chris and her family. My older guy starts to shake and jump with excitement when we turn on her street, and I was worried about leaving our new puppy at home; however, with Chris' excellent love and care, they both did great. Can't recommend her enough!”


“Katerina and her family took wonderful care of our dog, Bocce, over labor day weekend. She kept in touch, sent pictures and even a short video clip, and was very accommodating schedule-wise. Bocce looked comfortable and seemed like he felt right at home during his stay. Thanks Katerina!”


“Jessica was flexible and reliable. We felt very comfortable leaving Selah in her hands an we would definitely use her again. Selah seemed to love being with Jessica and her daughter. They even took her in the car for an outing which she loves.”

“Beth was a wonderful sitter for my fur baby. She was very loving and made my Tig feel at home. I could tell he was comfortable with her and so was I. Thank you for taking such good care of Tiggy I know he made a good friend. We will definitely have her watch him again in the future.”

“Jorge and Susie took wonderful care of my dog. They treated her as if she was their own. I will book them for any future trip and feel secure in knowing my baby will be in good hands ❤️❤️❤️”


“My dog, Lucky, had a great time. We were gone for 10 days and he was so happy. Communication and care were top notch. We will definitely book again the next time we are out of town.”

The median cost per night for dog boarding in Holiday Hills is $50
Dog parents share their Rover experiences - Holiday Hills
Natalia took care of our dog for the first time and was wonderful. She provided updates and lots of pictures. I could tell that our dog was comfortable and happy, and he was well taken care of with plenty of attention and nice walks. I would highly recommend Natalia! She's awesome!

Melody did an absolutely amazing job of making Mischa comfortable. There were fireworks outside and she built Mischa a blanket fort to calm her down; that is what we do at home, but we forgot to forewarn Melody...Mischa runs to blankies to hide when there's thunder or fireworks. Melody's just one of those people who stays attuned to how dogs are feeling and responds...would highly recommend her!

Esther and Daniel did an excellent job of caring for Oakley! It was his first time staying with a new sitter so we were a little apprehensive, but we didn't need to be. I received pictures everyday from Esther and it was clear Oakley was having the time of his life. They were also super accommodating when we asked to change our pick-up date by a day for weather related travel delays. We couldn't be happier with our experience and we will definitely be using their services again!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Holiday Hills
Select a filter and find qualifying sitters offering dog boarding.Sitters in Holiday Hills average 13 repeat dog boarding clients
FAQs for Boarding - Holiday Hills
Frequently asked questions about Rover
The average cost for Dog Boarding in Holiday Hills on Rover is $41.37 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 1,350 sitters on Rover offering Dog Boarding across Holiday Hills. 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 Holiday Hills 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 Holiday Hills 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 Holiday Hills 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 Holiday Hills.
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 Holiday Hills 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.








