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

Over 182 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.
“JoAnne is the best! She provided updates and pictures throughout the stay. Ralph had a blast with the whole family and was spoiled with Hunny play time and snuggles. We will continue to come back to JoAnne as long as she provides the service. Thank you!”


“I had a rescue adult dog, I did not know how it was going to go since I had never left her completely alone since I got her 3 years ago. Stella made me feel comfortable with the whole process. I cannot say enough on how pleased I am, from the updates while I was gone, to how well and smoothly everything went. It looks like my dog made some friends during her 9 day visit as she is much more vocal now, letting me know she's the boss!!!! Thank you Stella”

“We are extremely happy with Carla watching our puppy. She went over and above taking care of our pet. We received multiple videos as well as pictures of updates of how she was doing all day. We really appreciate her taking us as a client. We will definitely be booking with Carla next time we need someone to watch our dog.”

“I felt that Marble was in good hands and didn’t have to worry about him at all during our trip while he was with Bath. He seemed very happy in the pictures she sent on his walks! Thank you!”


“Amazing as always! Love seeing the photos and videos of Rambo playing with Sadie and the girls! They def tire him out and he has a ball every time he’s here! Thank you guys and see you guys soon! 🫶”


“Angela and Dave took great care of Mr Bubbles. We had a last minute cancellation, and had to book with them the night before we left on vacation. They were so nice and understanding. I felt so comfortable leaving our family dog with them. I got pictures and daily updates while he was with them. Bubbles came home happy and tired, I can tell he had a great time playing with their dogs.”
“I’m not one to write reviews but I know how important they were when I choose Debbie and her family to care for my dog. I had so many reservations and worries but after reading great reviews and then after our meet and greet I knew I had chosen the right person. Not only did Debbie and her family care for my dog but it was clear in the pictures I received daily that he was also given so much love to the point I wondered will he want to come back home lol. In addition to caring for our dog I told them due to a back injury Chanze was never leash trained and they took the time to leash train him as they went for daily walks. In every part of his care they went above and beyond what was expected. I will definitely be using Debbie and her family for our next trip. If you have any hesitation with using a complete stranger/an app to choose someone to watch your pet know your worries will quickly go away as this a wonderful family who will shower your pet with nothing but love.”

“Megan, provided a safe and comfortable environment for our dog. She was awesome about sending photos regularly and communixating on how she is doing. We recommend her highly.”

“Another wonderful stay with Kim! She took exceptional care of our 5-month-old pup, showing so much love and patience throughout. Yoshi was still adjusting, and Kim handled his puppy energy and behaviors with ease and understanding. She even kept him safe and calm during a long tornado warning, which gave us so much peace of mind. Her fenced yard was perfect for helping him burn off energy, and she went above and beyond by teaching him how to play fetch—and even a little soccer! We also really appreciated the daily updates and photos, especially since we missed him a lot while we were away. We always feel confident leaving Yoshi with Kim—she consistently provides such thoughtful, attentive care. Highly recommend!”

“My pet had spent the fantastic days in her house because I felt he didn’t want to go back home with me. I appreciated about what I could get good travel due to her care.”

“June is a fabulous calm and aware mother hen. I have an anxious 10 pound dog and she took very good care of her. She was worried about her. I knew my dog was doing well when I saw her tail up rather than between her legs. June sent beautiful photos of her relaxibg at her home. It was worth the hour drive to find someone as attentive and caring as June.”

“AMAZING! I got so many pictures and videos of Ryker while he was there. He looked like he was having a blast. Michele is very quick in responding and really cares about the dog/s she is watching. Will use her again 1000%”


“I can not say enough positive about Deanne. She was wonderful with Payton and Abby!!! We received several pictures and updates during their stay which was very comforting. They felt at home enough to sleep with Deanne at night and sit with her husband on the couch during his free time. I would never hesitate to leave them again. Thank you so much for caring so well for our babies!!”

“Carolyn was great with my Bailey. She showed sincere care and concern for his well-being. I could tell when I picked him up that he was not anxious and that he enjoyed his time.”

“We had a two and a half week vacation planned to Japan and boarded Mochi with Dickson. I'm always quite nervous and anxious whenever I have to leave Mochi anywhere, let alone somewhere for over two weeks, but Dickson was very friendly and made it so I had nothing to worry about! He took care of Mochi really well and sent regular updates. When we picked her up, she came back happy and tired and loved. Thank you for taking such great care of her!”

“Judy was absolutely wonderful to work with for our dog Simba. We felt comfortable and relaxed to leave him for an extended time for the first time. We could also tell that Simba really enjoyed his time with Judy and Bill. They made him feel right at home, and took such thoughtful and attentive care of him!”

The median cost per night for dog boarding in Holiday Hills is $50
Dog parents share their Rover experiences - Holiday Hills
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
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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 $38.85 per night (as of August 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 August 2026, there are 1,365 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.











