Dog Boarding Holiday Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 168 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.
“Danielle and her family took wonderful care of Olly over a holiday weekend. He’s an older dog who is sensitive to his care and surroundings and we are grateful for the careful, thoughtful care Danielle provided!”
“Carla was AMAZING! It was my first time leaving my dogs - 3 of them none the less- with anyone and I was very nervous but she made me feel so much better and like they were left with family. On top of that, we had recently adopted a new puppy and she willingly took on them all and loved them as I do. She sent me pictures and videos multiple times a day (as she knew I was nervous) and my family and I loved seeing how happy they were and how loved they were. We are already planning to use her for our summer vacation. Highly recommend using Carla for your pups if you want them loved and cared for ❤️”
“Dickson was absolutely wonderful with Zeus and our puppy, Gaia. We received pictures and videos throughout out vacay and we did not worry about the doggies at all. The big back yard was wonderful for them to run around. We will definitely be using Dickson again.”
“Elaina and Joseph V. were absolutely amazing with my dog during his stay from July 1 through July 5. They kept me updated with photos and messages, which gave me peace of mind while I was away. It was clear they genuinely cared for him and treated him like part of their own family. When I picked him up, he was happy, relaxed, and clearly well cared for. I really appreciated their professionalism, kindness, and attention to detail throughout the entire boarding experience. I would absolutely trust them to watch my dog again and highly recommend Elaina and Joseph V. to anyone looking for reliable, caring, and attentive pet sitters.”
About: I've been taking care of animals since I was 14, and they are part of my love language! I've taken care of and have had a wide variety of pets, dog sizes, and different medical needs. Part of my life's calling is to be with animals and give them all the love. We live on a 7-acre farmette, with land to roam and play, and forest as well. We have a barn that houses 23 free range chickens and ducks. These are also my pets who I love dearly. I have 2 cats, a brother and sister names George and Lucy who are total love bugs. My daughter Teagan is almost 6, and has been around animals since she was a baby. I am currently working full time, 40 hours a week, Monday-Friday. I work remotely from my house on Fridays. I am off on Saturday and Sunday all day. We live on a 7-acre farm in a two-story house with privacy. Our house has plenty of room to accommodate different dog sizes. Our acreage also provides plenty of room for dogs to run and play!
“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.”
“Fantastic! She provided regular updates and was so helpful. The backyard was a break place for our dog to be. Would totally have her again and have already booked another time!”
“Stella was attentive and loving to our little old little lady. It was Lola’s first time with a sitter other than family in her own home in her whole life. To say we were nervous for Lola and Stella’s family would be an understatement. We feel thoroughly blessed to have had Lola’s first sleepover at Stella’s and hope to book with her again soon!”
“Carolyn was fantastic with our dog Ace during our 5 day long vacation! She sent daily photos and updates, followed his routine perfectly, gave him plenty of walks and playtime. Ace came home happy, tired, and clearly loved. We felt completely at ease the entire time. We’ll definitely book Carolyn again soon!”
“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.”
“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!”
“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.”
“I can’t speak highly enough about Shalyn, Joe, and their family. We went away for an extended period of time and were adamant about finding the perfect dog sitter for our girl Lucy, and that’s exactly what we found. From the moment they took her in, they made Lucy part of their family. Not to mention, she found a new best friend in their German Shepherd, Sadie. Every single day, I received photos and videos of them playing nonstop. It was incredibly heartwarming, and I couldn’t have been happier knowing Lucy was in such loving and capable hands. Just to put things in perspective, Shalyn, Joe, and family are about a 40 minute drive from our home, but they will always be our go to whenever we need care for Lucy. Thank you so much for everything. You are sincerely the best.”
“Debbie and Tom took such great care of our dog Fiona! We received updates and photos, and we felt so comfortable knowing she was safe and loved. Thank you, Debbie and Tom!”
“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!”
“This is the second time Wolfie stayed with Kim while we visited Great Wolf Lodge. Although he is nervous and doesn't like strangers, he had an easy time warming up to Kim. She sent us many updates of them going on walks, enjoying her outdoor area, and (his lap dog favorite) keeping close while she worked. When he wouldn't eat his usual dog food, she prepared him special food (with our blessing). We always knew he was in excellent hands and will be back for another visit if we head to Great Wolf Lodge or Great America!”
“Carisa did a wonderful job. She took really good care of my dog Simba. She was really attentive, and everything went off without a hitch. I could tell Simba was comfortable and happy, and it just gave me so much peace of mind. Overall, I’m really grateful for how smoothly it all went.” I would highly recommend her.”
“Jill was excellent, accepted Bella (German Husky) even for a last minute request. Appreciated the updates and pictures sent while Bella was under her care which showed Bella was calm and enjoying her stay. Will definitely use Jill again to take of our Bella and recommend her to others. Thanks much Jill.”
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!
We had an excellent experience with Dickson as a dog sitter for Pollux, our Briard, during an 11-day stay. From the start, Dickson’s calm and steady demeanor was a great fit for Pollux, helping him feel comfortable, safe, and well cared for. Beyond the regular responsibilities, Dickson went above and beyond by working with Pollux on a couple of dog commands and taking extra care with his grooming beyond the basic requirements. It was clear that he paid close attention to Pollux’s needs and made sure he stayed healthy, engaged, and happy throughout his stay. Dickson’s home is also very well suited for larger dogs, with an appropriate setup and a fenced garden that gave Pollux space to enjoy himself safely. We especially appreciated the regular updates, including pictures and videos of Pollux’s activities, which gave us peace of mind while we were away. Communication with Dickson was straightforward and thoughtful. He kept us informed, asked questions when needed, and made us feel like true partners in Pollux’s care. We are very grateful for the attention and dedication he showed, and we would confidently recommend Dickson to anyone looking for a reliable, caring, and capable dog sitter. We would not hesitate to book with Dickson again and highly recommend him to any family looking for someone trustworthy, attentive, and genuinely committed to their dog’s well-being.
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?
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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
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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 $37.45 per night (as of July 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 July 2026, there are 1,430 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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