Dog Boarding Holiday Hills

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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.

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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

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!

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Heather P.
Sitter Profile Image: Stella G.
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Stella G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
117 reviews
60 repeat clients
25 years of experience
Round lake, IL, 60073

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

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

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.

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Michael Z.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
75 reviews
15 repeat clients
50 years of experience
Woodstock, IL, 60098

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!

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Lisa H.
Sitter Profile Image: Shalyn & Joseph L.
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Shalyn & Joseph L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
30 years of experience
Algonquin, IL, 60102

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! 🫶

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Maribel P.
Sitter Profile Image: Angela A.
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Angela A.
Star Sitter
from
$50
per night
4.9 out of 5 stars
169 reviews
78 repeat clients
20 years of experience
Hainesville, IL, 60073

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.

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Anna N.
Sitter Profile Image: Debbie K.
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Debbie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
88 reviews
15 repeat clients
30 years of experience
Round Lake, IL, 60073

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.

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Cheryl W.
Sitter Profile Image: Derek G.
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Derek G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
116 reviews
25 repeat clients
25 years of experience
Carpentersville, IL, 60110

Derek and his family were wonderful! We received lots of updates and pictures throughout the week. We would highly recommend and will be rebooking.

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Brooke H.
Sitter Profile Image: Megan J.
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Megan J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
18 years of experience
Grayslake, IL, 60030

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.

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Lisa B.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$47
per night
5.0 out of 5 stars
83 reviews
37 repeat clients
50 years of experience
Gurnee, IL, 60031

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!

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Dewi H.
Sitter Profile Image: Yarimar O.
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Yarimar O.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Round Lake Beach, IL, 60073

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.

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Seoungwon Y.
Sitter Profile Image: June & Wade C.
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June & Wade C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
106 reviews
32 repeat clients
20 years of experience
Algonquin, IL, 60102

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.

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Kristin H.
Sitter Profile Image: Michele C.
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Michele C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
30 years of experience
Crystal lake, IL, 60014

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%

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Karrington B.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
272 reviews
131 repeat clients
25 years of experience
Genoa City, WI, 53128

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!!

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Tracy F.
Sitter Profile Image: Alicia C.
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Alicia C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
McHenry, IL, 60051

Alicia was great! She sent photos and updates, she was attentive and great with our dog. She has an excellent backyard. Would absolutely use her services again.

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

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.

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Lydia F.
Sitter Profile Image: Ayako D.
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Ayako D.
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Barrington, IL, 60010

Great host!

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Vladislav T.
Sitter Profile Image: Dickson D.
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Dickson D.
from
$57
per night
5.0 out of 5 stars
38 reviews
9 repeat clients
7 years of experience
Island Lake, IL, 60042

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!

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Eileen N.
Sitter Profile Image: Judith B.
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Judith B.
from
$45
per night
5.0 out of 5 stars
98 reviews
14 repeat clients
50 years of experience
Kildeer, IL, 60047

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!

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Anita B.
Sitter Profile Image: Norma G.
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Norma G.
from
$37
per night
4.9 out of 5 stars
202 reviews
77 repeat clients
45 years of experience
LAKE VILLA, IL, 60046

Norma wa great to jump in and help when I got injured and could not take care of our dog. Hannah had a great time and we got regular pictures and updates.

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Gabrielle W.
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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

We are very pleased with the professional care of our Luna. During the day we received photos and videos so we knew on the fly that Luna was having a great time. We will certainly use the services more than once. 🐶🩷

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Wiktoria K.
Boarding
5.0 out of 5 stars

If you’re worried about leaving your dog with somebody, don’t worry about Dixon he was excellent. We love the fact that he sent us videos of our Dog Walter to update us on how he was doing. Can’t recommend him enough.

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Bob H.
Boarding
5.0 out of 5 stars

Emily and her family were so sweet to my dog- he fit right in and they made him feel right at home. She’s the best!

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Cassie H.
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

Kathleen made my first experience using Rover so good! My dog Behr looked like he felt right at home in the photo updates. Thank you!

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Vada H.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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 $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.

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