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

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Top rated Holiday Hills dog boarders
“Kathleen is a knowledgable, friendly, and extremely competent Dog Boarder ... very aware of my dogs needs and wants ... She did an amazing job of keeping me informed during my dogs recent 4-day stay ..highly recommend Kathleen .....just outstanding service ..... thanks Kathleen .......Travis Williams”

“Kelli took excellent care of our puppies while we were away for the night! Very responsive and sent updates and photos. Puppies had a great time and can’t wait to go back!”

“Carissa was very sweet with my dogs, Charlie and Murphy. She sent pictures of my dogs being spoiled every day. I didn’t have any worries leaving them in her care. Hope to be a repeat customer!”

“Esther and Daniel were amazing. They took such wonderful care of Zeus that I think he was sad to leave them. He got lots of affection and they sent pictures to show how great he was.”

“Caroline treats our pups like her own. She is great with pairing Lady and Jazzi with other dogs. Very caring and considerate. Will definitely use her services in future!”

“Karla and her family took very good care of our Pet Dog. She treated her like her own. She sent pictures and updates of our dog everyday. She is very easy going, nice lady. Their dog Poppy is very friendly and loving dog. We recommend Karla to anyone who wants to leave their Pets.”
“This was our first time with June and all went great. Lots of sharing of updates and photos, including many walks. Lucky came home a happy puppy and we are too.”


“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 :)”

“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!!”

“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.”

“Melody was an amazing dog sitter. She really cared and loved our dog. She was in regular communication with us during our family trip. The best compliment that I can give will be that we would use her again in the future.”
“Lyndsey was flexible and accommodating with our last minute request along with my dogs diet and meds. She kept us updated on Chewie with pictures and videos. It was evident how much he enjoyed his time there! Will definitely rebook with Lyndsey in the future.”

About: I’m a dedicated volunteer for a nonprofit animal shelter and a certified veterinary assistant with formal training. With over 30 years of experience in foster care and pet sitting, I provide compassionate, reliable care tailored to each animal’s needs. Specialized Care Offered: Insulin administration Subcutaneous fluid therapy Skilled handling of reactive or special-needs dogs Medication administration and monitoring My Home Setup: Safe, supervised in-home dog care with a fully fenced yard Separate quiet area inside the home specifically for cat sitting Clean, calm environment designed for comfort and low stress I’m proud to have loyal, returning clients for over a decade, and I treat every animal like part of the family. If you’re looking for experienced, trustworthy, and compassionate care, I’d love to help. Pet care is a natural part of my daily rhythm—I plan my day around feeding, exercise, and medical needs, ensuring each pet gets consistent, attentive care. However, I do outside of the home and have live cameras to ensure complete safety. When caring for pets in a client’s home, I follow your established routine to keep your animal feeling safe and stress-free. I maintain consistent feeding times, administer medications as directed, provide walks and enrichment, and keep the home tidy during my stay. I carefully observe behavior and appetite, send regular updates, and make sure your pet receives the same love and attention you give them. My goal is to maintain comfort, structure, and security while you’re away.
About: I am a Rover Star Sitter that has completed over 100 bookings to earn my 5-star rating. I’m always ready to help new clients for pet care in McHenry and surrounding areas, and I have holiday availability! For visits and walks, I have flexible weekday evening and weekend all day availability during the school year. For boarding, my husband and I team up to make sure your pet is well cared for in our home throughout all parts of the day. I’ve loved animals all my life. I grew up with a small shih tzu rescue and then later trained a cockapoo puppy. Throughout high school I helped walk dogs and house sit animals for neighbors and friends. In college I became more experienced with puppy training as I trained 3 puppies for a family I babysat and house sat for their two cats often. Now, I help with dogs regularly between my family and friends, and I’m looking to help more furry friends and people in my area. If you’re needing pet care, I’m here to help with drop in visits, walks, or boarding in my own home! I am a full time middle school teacher during the school year, so evenings and weekends work best for drop ins and walks. But for holidays and summer breaks, I have more open weekday availability and flexible daytime hours. For boarding, my husband is at home during the day, and one or both of us will be home during the evening. I always prioritize your pet’s comfort and routine. During each visit, I provide fresh water, meals if needed, potty breaks, and quality playtime, walks, or attention. I closely follow your instructions and will send detailed reports and photos for your peace of mind. If your pet takes medications or has any specific needs, I’m happy to follow your protocols with care and attention. Just let me know what works best for your pet!

“Once again, Jessica and her family are the perfect hosts for my Bear. This is the third time he has stayed with him and I can tell he is getting the very best care I could possibly ask for. She’s great about sending pictures and letting me know how things are going. I can’t say enough about Jessica!”

“Jill is an amazing and professional dog sitter! She picked up my dog right from my house and took wonderful care of him for an extended period of time. I felt completely at ease knowing he was in great hands. I highly recommend Jill to anyone looking for the best dog sitter!”

“Kim is great. She did an amazing job making Jax feel at home, as well as giving me the peace of mind knowing he was being well taken care of. She sent plenty of updates, pictures, and videos throughout his stay. I could tell he was having fun. She even shared some useful training tips that I plan to use. Jax is definitely looking forward to seeing her again.”

“I can’t say enough good things about Katina! She was available last minute when I needed someone to watch my dog, and she went above and beyond. She provided great care, sent regular updates and photos, and made me feel completely at ease while I was away. My dog absolutely loved her, and I could tell she was well cared for and happy. I’m so grateful to have found someone so reliable and kind—I’ll definitely be booking with her again!”

How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Holiday Hills is $50
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Holiday Hills average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Dec 2025, 1,015 sitters provided dog boarding in Holiday Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Holiday Hills dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Holiday Hills have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Holiday Hills.
Rover makes it easy to find Holiday Hills dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 1,015 dog boarding sitters in Holiday Hills on Rover, so you’re sure to find the perfect match for your dog! In Holiday Hills, 94% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.




