Dog Boarding Holiday Hills

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Over 204
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.

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Sitter Profile Image: Carla F.
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Carla F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 104 reviews
28 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“Carla provided wonderful care for my puppy, Finn. He had lots of fun indoors and outdoors in her big, fenced in yard. Carla sent photos and videos every day so I could see Finn socializing with the other dogs. Carla will be my first choice for pet sitting from now on!”

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Lara F.
Sitter Profile Image: JoAnne F.
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JoAnne F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 58 reviews
21 repeat clients
18 years of experience
Wauconda, IL, 60084

“I loved leaving my Yogi at JoAnne’s. She was very welcoming, anxious to make sure I was comfortable with her house and her puppy and she had a calm friendly manner. Yogi ran right in, met her dog and started playing, JoAnne sent me several very cute pictures of Yogi playing and resting, so I could see that he was having a good time. I would hire her again if she is available.”

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D F.
Sitter Profile Image: Dorothy S.
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Dorothy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 24 reviews
13 repeat clients
20 years of experience
Algonquin, IL, 60102

“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!”

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Amberly P.
Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 164 reviews
43 repeat clients
30 years of experience
Cary, IL, 60013

“Carolyn was wonderful with boarding our dog. She sent lots of updates and was very easy to get ahold of. We look forward to using her again in the future”

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Alexsia R.
Sitter Profile Image: Jessica V.
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Jessica V.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 45 reviews
17 repeat clients
22 years of experience
Algonquin, IL, 60102

“Jessica was the perfect host for Atticus and very accommodating. We had a last minute work trip come up and she was willing to let us book lat minute. While in the trip I had to extend to another day and Jessica had no hesitation in allowing us to extend for an extra night! We are thankful for such a loving host and enjoyed the wonderful pictures through out his stay! Thank you for the amazing stay with Atticus.”

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Michael S.
Sitter Profile Image: Ayako D.
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Ayako D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
1 year of experience
Barrington, IL, 60010

“Toby had a great stay at Ayako's. He had fun running and playing in the backyard. She sent us photos daily. We were happy that he was in good care.”

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Kirsten H.
Sitter Profile Image: Natalia C.
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Natalia C.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
2 years of experience
Crystal Lake, IL, 60014

“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!”

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Joyce J.
Sitter Profile Image: Carisa B.
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Carisa B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
25 years of experience
Crystal Lake, IL, 60014

“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!”

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Jacqueline R.
Sitter Profile Image: Nancy P.
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Nancy P.
from
$60
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
50 years of experience
Lake Zurich, IL, 60047

About: I have had dogs my whole life. Watching family and friends dogs gives me great joy! Dogs have been a part of my whole life. I love them dearly, my sister in law travels quite often which gives me the opportunity to watch her two dogs. One is a puppy full of energy and they are so fun to spend time with and play. Love going on walks to the forest preserves out in nature. let me be your dogs new friend. I work four days a week Tuesday thru Friday until 3:30pm. I'm available for boarding Friday nights thru Monday. I can take dogs for walks on Mondays, Weekends, and Tuesday-Friday after 4. I have a big home plenty of space to run around and play. My backyard is good size and fenced in. I can update you with photos of your dog. I can maintain the feeding schedule as required. I will make sure your dog has plenty outdoor time walks or just playing in my yard.

Sitter Profile Image: Barb K.
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Barb K.
from
$40
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
55 years of experience
Crystal Lake, IL, 60014

“Barb, was absolutely wonderful. Very accommodating and communicative. Our dog is a picky eater and she even went as far as feeding him out of her hand to make sure he was eating enough. We couldn’t have asked for a better care taker for our fur baby. Will definitely book again!”

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Noreen L.
Sitter Profile Image: Derek G.
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Derek G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 119 reviews
26 repeat clients
25 years of experience
Carpentersville, IL, 60110

“10/10 Hands down would recommend. Brisket and Weber had a blast with Derek and his family. In turn, I could enjoy our family vacation without worry. I was confident they were in great hands. Derek sent regular pictures and videos and was super responsive. Dogs got regular walks and enjoyed making friends with Ellie. We are booking them again soon without any hesitation! Thank you so much! So glad we found you!”

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Jessica S.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Crystal Lake, IL, 60014

“This was the second time I had Jennifer sit for my dogs. I would 100% trust her with them at any time. She gives frequent updates and makes sure the dogs are well taken care of. She treats them just like her own. One of my dogs was on a steroid and she made sure to give her her medicine and kept me up-to-date on how she was doing. I appreciate the care she gives to them when they are with her.”

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Julie C.
Sitter Profile Image: Indre P.
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Indre P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 36 reviews
17 repeat clients
11 years of experience
Fox River Grove, IL, 60021

“Indre took great care of our two dogs over a weekend. She sent lots of photos and kept in constant communication.”

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Christine A.
Sitter Profile Image: Anastasiia K.
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Anastasiia K.
from
$65
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
8 years of experience
Wauconda, IL, 60084

“Anastasiia did a wonderful job watching our boy Barley on such short notice. We had two trips out of state back-to-back and she took wonderful care of him while we were away!”

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Cody B.
Sitter Profile Image: Elisa L.
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Elisa L.
from
$60
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
20 years of experience
Grayslake, IL, 60030

“Si friendly and caring! Was always giving me updates and sending photos, very easy to contact. Felt very comfortable with my dog staying there :)”

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Alyssa M.
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
21 repeat clients
4 years of experience
Waukegan, IL, 60087

“Byron and Martha were great hosts and took great care of our Yorkie boys! They sent daily pictures and messages to let us know how the boys were doing, so we didn't have to worry during our trip. I highly recommend them, and I'll be bringing the boys back whenever my wife and I travel again.”

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David C.
Sitter Profile Image: Anna T.
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Anna T.
from
$45
per night
5.0 out of 5 stars
• 27 reviews
15 repeat clients
20 years of experience
Grayslake, IL, 60030

“Anna was fantastic with our labradoodle Ollie! She is attentive and kind. Ollie seemed so relaxed and happy to spend the weekend. We will book her again very soon!”

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Elizabeth C.
Sitter Profile Image: Drew S.
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Drew S.
from
$52
per night
7 years of experience
Fox River Grove, IL, 60021

About: Hi, I’m Drew! I know how important it is to find someone you can completely trust with your furry family members. I have years of experience caring for dogs and cats. Whether your pet needs high-energy outdoor walks, gentle companionship, or strict adherence to a daily feeding and medication schedule, I adapt my care to fit their exact routine. What I offer: Tailored Care: Flexible scheduling to meet your pet's specific personality and energy level. Communication & Updates: Frequent photo updates, detailed check-ins, and quick response times so you never have to worry while you're away. Safety & Comfort: A calm, attentive environment focusing on behavioral care, and lots of genuine affection. I look forward to meeting you and your pet for a Meet & Greet! Pet care is my top focus every day. Because I work from home, I’m fully available around morning, noon, and night for feedings, energetic walks, potty breaks, playtime, and cuddles. My flexible remote schedule allows me to give your pets frequent, consistent attention and companionship all week long. I maintain a clean, secure, and completely pet-friendly space with zero escape routes and plenty of cozy spots to relax. Whether at my home or yours, I follow your exact feeding and medication instructions, stay vigilant for any signs of stress, and prioritize your pet's physical comfort and emotional well-being above all else.

Sitter Profile Image: Jorge S.
Verified Enhanced Background Check
Jorge S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
15 years of experience
Elgin, IL, 60120

“Absolutely amazing, my dog has stayed with and friends anx family before and usually for at least a few days she wont eat, she wont come out from under a bed, she was out and eating before the first day was up. I was absolutely stunned and so was my family. Will 100% use again for my next trip!”

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Mike S.
Sitter Profile Image: YAQI L.
Verified Enhanced Background Check
YAQI L.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 39 reviews
13 repeat clients
9 years of experience
Hoffman Estates, IL, 60192

“Yaqi was absolutely amazing with my dog, Pocky! She kept me updated with messages and photos, was always responsive if I had any questions, and made me feel completely at ease while I was away. I highly recommend her and would happily book with her again!”

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Katherine T.
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The median cost per night for dog boarding in Holiday Hills is $50

Dog parents share their Rover experiences - Holiday Hills

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5.0 out of 5 stars

I highly recommend Carla to board your dog. I am from out of town and was visiting my elderly parents and had an immediate need to board my dog. Last time my dog was in a kennel she got a terrible case of kennel cough. So I was looking for a different type of boarding. This was my first time with Rover.com and in home style boarding. Carla and her family spoiled my senior dog and treated her as a member of the family!! Carla kept me updated with photos and videos. Thanks so much Carla! I again highly recommend!

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Jennifer S.
Boarding
5.0 out of 5 stars

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

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Tiffany R.
Boarding
5.0 out of 5 stars

Moxie seemed very happy with Emily. Emily was kind and efficient. We were grateful for her good care.

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Deborah G.
Boarding
5.0 out of 5 stars

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!

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Joyce J.
Boarding
5.0 out of 5 stars

We left our giant Berner with Carisa for a week and it went very well. Carisa is patient and kind, she sent as updates and we would certainly recommend and book her again.

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Brend I.
Boarding
5.0 out of 5 stars

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!

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Sylvia And Dale H.
Boarding
5.0 out of 5 stars

Jill took excellent care of Rocky. She responds quickly and sends updates with pictures. Rocky made some new friends to play with. Thank you!!!

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Elizabeth S.
Boarding
5.0 out of 5 stars

Sarah was a super dog mommy! She took good care of Moxie, sent me progress reports and the whole family felt that Moxie was in good hands. Thank you, Sarah and Rover!

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Deborah G.
Boarding
5.0 out of 5 stars

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!

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Lani M.
Boarding
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How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Holiday Hills

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Sitters in Holiday Hills average 13
repeat dog boarding clients

FAQs for Dog Boarding - Holiday Hills

Frequently asked questions about Rover

The average cost of Dog Boarding in Holiday Hills is $42 per night as of October 2026. Most bookings cost between $35 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,348 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Holiday Hills can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Holiday Hills home-away-from-home, 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 , 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 .

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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