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.
“We are so glad to have found Carla! She watched our beloved Bernese Mountain Dog for 10 days and he was so well cared for and loved by her family. It was so nice knowing he was in a happy and loving home while we were away. He had lots of outdoor exercise and play time with Carla’s two pups. She was also very communicative and sent lots of pics and videos, which was much appreciated. Carla was also super flexible when our flight was delayed and we got into town late. We’ll definitely be contacting her again next time we need a sitter!”
“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.”
“JoAnne is amazing! She is so good with our dogs and they clearly have a great time there. She sent pictures every day and it really helped seeing how happy our dogs were. She was completely understanding when our flight got cancelled which made the whole ordeal a little better knowing our fur babies were in great hands. We will absolutely use JoAnne again.”
“Dickson really cares about my dog Arlo! Although Arlo was very anxious and nervous, he quickly warmed up to Dickson. I can tell Dickson is very passionate about caring for dogs.”
“Carolyn could not have been more professional, caring or accommodating. First time Rover user and I think I struck gold. If I had to choose between Carolyn's services and a traditional bordering service, I'd choose Carolyn every time. I hope to use her services in the future.”
“Angela is an amazing dog sitter! She’s watched both my dogs and has always taken such great care of them! I trust her and I know my dogs are well taken care of. She’s so sweet and is always sending pictures and giving updates.”
“Stella is the best! We’ve had our dogs stay with her and they’ll be back! Very caring, professional setting, and she’s great at sending updates on how they’re doing :)”
“Melody was nothing but wonderful with our sweet but highly anxious dog. She does a meet & greet prior to the date of drop off to get your dog comfortable and more familiar with her home - this made us feel very reassured she would be in good hands. Melody gave us daily updates with the best pictures and videos of our pup…who could not have looked happier!! Would recommend her & will be using her again in the future!”
“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.”
“Rusty was great with Tally. He regularly sent pictures and videos to us which we really appreciated. Tally came home very happy and seems to enjoy her stay with Rusty and her other furry friends.”
“Jill is amazing! She is so loving and caring… She truly loves your pet as if it were her own… I will not look further next time I need a dog sitter… She is a keeper for all future dog sitting! She is the best!!”
“We needed care for our almost 13 year old quirky dog, Lucy for a week while we traveled to Michigan to be with my mom while she had major surgery/recovery. I found Debbie on Rover and contacted her regarding boarding Lucy while we were gone. On the phone, I immediately felt comfortable with Debbie. We chatted for 15-20 minutes and I told her all of Lucy's "quirks." She invited us over for a meet and greet right away to ensure Lucy (and us) felt comfortable. Our Lucy has been recovering from a leg injury and also has been a VERY picky eater. Therefore we needed someone that would be very patient with her. Debbie and her family were amazing. Debbie and her husband were able to get Lucy to eat regularly and also take her vitamins! This has been a feat for us let me tell you! They even taught me a couple tricks to get Lucy to eat her vitamins! And since Lucy has come home, she has been so much better with her eating and her leg as well! I couldn’t be more happy ? We received updates every single day...and Debbie took so many beautiful photos of Lucy. She really has a talent for photography! I never had to worry for a minute about Lucy. She was spoiled rotten by Debbie and her family. We cannot express how grateful we are to have found Debbie and her family.”
“Kim was awesome! She sent us so many pictures and updates throughout our dogs stay I felt so reassured that he was happy and having a good time! We will definitely be using Kim again and I would highly recommend her to anyone with a first time dog stay or even one who’s done lots before!”
“Dorothy is amazing and we couldn’t recommend her enough. She took the time to get to know my pup and her needs, and sent many updates while we were away. We are happy to have found someone we trust so much!”
The median cost per night for dog boarding in Holiday Hills is $50
Dog parents share their Rover experiences - Holiday Hills
Dickson watched our dog Sadie for a few days while we were out of state, and we couldn’t have asked for better care. His home was clean and welcoming, and he has such a calm, positive energy. He sent us photos and videos along the way, which gave us real peace of mind while we were gone. It was clear Sadie felt comfortable and happy with him. We’ll definitely be booking Dickson again
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 Dog 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.
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