Dog Boarding Highwood

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Over 50
pet parents in Highwood have booked dog boarding

Highwood, 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: Gvido P.
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Gvido P.
from
$45
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
5 years of experience
Highland Park, IL, 60035

Gvido and family did such a great job taking care of Rosie. I was sent pictures and updates and Rosie was having a great time. Thank you guys so much!

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Maggie S.
Sitter Profile Image: Julie T.
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Julie T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
16 repeat clients
30 years of experience
Highland Park, IL, 60035

Julie is fantastic with dogs. She takes great care of Harlie, as if she were her own. Her sweet Pug Daisy is such a lovely companion for my dog. Such a great dog sitter!

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Christine K.
Sitter Profile Image: Jacob F.
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Jacob F.
from
$50
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Jacob was a fantastic sitter for Shaq! He was always very responsive, provided regular updates, and even made sure Shaq got his playtime indoors when the wildfire smoke outside was hazardous. I would recommend him to anyone looking for a sitter that will provide your pup with peace of mind while you're away!

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Nathan B.
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

We hired Judith to watch my 12 year old dog in her home. My dog seemed to really enjoy her stay and I felt very comfortable leaving my dog with her. Judith provided twice a day updates which I really enjoyed! She verified with me before I left that twice a day updates would be appropriate which I appreciated too. I would definitely recommend Judith! You can really tell she genuinely cares about dogs. :)

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Jeaneen S.
Sitter Profile Image: Donna H.
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Donna H.
Star Sitter
from
$51
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
35 years of experience
Glenview, IL, 60025

Donna was absolutely outstanding. Five stars aren't nearly enough to describe how absolutely pleased I am. Donna was the absolute next best thing to being there myself. I didn't have to spend even a second wondering how Iris was doing, as she kept me up to date with her walks, meals, and even trips to the park. (She even sent lovely photos of Iris snuggling under the covers!) You can tell Donna has had a ton of dog experience. Iris can be very slow to warm to folks and can be a bit nervous, but she instantly hit it off with Donna. This was my first time leaving Iris with someone other than family, and I truly can't thank Donna enough for putting any anxiousness at ease--Iris's or mine. ;) Thank you so, so, so much, Donna!

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sarah l.
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

We appreciated the updates letting us know our dog was having a fun time during his stay! Great communication. It always means a lot to know our dog is being well cared for. Already booked a second stay!

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Lorelei S.
Sitter Profile Image: Balaji & Sanna S.
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Balaji & Sanna S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
123 reviews
21 repeat clients
8 years of experience
Buffalo Grove, IL, 60089

My dog had a blast staying here. I knew because I got plenty of videos and photos daily. I would Not hesitate to have my dog stay with Balaji & Senna again in the future.

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Travis N.
Sitter Profile Image: Brian M.
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Brian M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
16 repeat clients
1 year of experience
Jefferson Park, Chicago, IL, 60630

Brian did a fantastic job watching my dog, including giving medication 2x per day, and dealing with her anxiety being away from home. He was also flexible and accomodating when my travel plans unexpectedly fell through. Would definitely use Brian again in the future!

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Kristen B.
Sitter Profile Image: mark
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mark
Star Sitter
from
$50
per night
5.0 out of 5 stars
112 reviews
31 repeat clients
5 years of experience
Northbrook, IL, 60062

I wish I could give Lori 10 stars as she took such great care of our golden retriever Buddy this past weekend! Lori was so flexible on drop off/pick up times and made sure she sent pictures to show how happy Buddy was in her home. I would highly recommend her for your sitting needs. Buddy can’t wait to stay with her again. We are so lucky we found her through Rover! Thanks Lori!

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Melissa B.
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

Pepe came home soooo happy! He had a great time with Angela. He can't wait to go back in 3 weeks! This is the first time I've left him that he wasn't upset when he came home. Angela made me feel relieved and not worried about him being ignored or abused. Highly recommended! ⭐⭐⭐⭐⭐

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Susan I.
Sitter Profile Image: Rico Raymundo A.
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Rico Raymundo A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

Rico and his wife were such a great hosts for Wylie. We felt so good about leaving him in good hands. They played with him in their yard, walked him, and just overall took great care of him. He is excited for his next stay and we are definitely booking with Rico again.

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Lilly F.
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
15 repeat clients
4 years of experience
Waukegan, IL, 60087

This is the second time we have entrusted Peaches to the care of this wonderful family, and we are just as pleased as the first time—Peaches clearly is as well. We are truly grateful to have found them. Their warmth and attentiveness toward Peaches is remarkable. They are the ideal caregivers anyone could find!!

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Deni R.
Sitter Profile Image: Eileen D.
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Eileen D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
182 reviews
55 repeat clients
65 years of experience
Des Plaines, IL, 60016

Eileen was wonderful, as usual! I always feel like my pup is safe in her care. I also appreciate her photos everyday, and how well she is organized and professional. 🙂

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Laura Hamshaw B.
Sitter Profile Image: Rizwan & Noorjahan & Salaa M.
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Rizwan & Noorjahan & Salaa M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
47 reviews
10 repeat clients
6 years of experience
Morton Grove, IL, 60053

Great experience leaving our girl with Noor and her family overnight after our pet care fell through somewhat last minute. I got frequent updates and photos, and I felt Theia was well cared for. Wouldn’t hesitate to book again. Thanks!

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Anne R.
Sitter Profile Image: Dee S.
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Dee S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
72 reviews
27 repeat clients
60 years of experience
Waukegan, IL, 60085

Dee treated our Lucy girl like she was her own! We felt so comfortable while we were gone. I loved seeing all the updates Dee sent with photos. thank you Dee!

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Meghan P.
Sitter Profile Image: D’Artagnan Y.
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D’Artagnan Y.
Star Sitter
from
$30
per night
5.0 out of 5 stars
68 reviews
23 repeat clients
25 years of experience
Mount Prospect, IL, 60056

We met up before to make sure the dogs would get along, and everything was great! I loved getting daily updates and pictures. I would definitely go with D’artagnan again for dog sitting.

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Tina L.
Sitter Profile Image: Jamison B.
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Jamison B.
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
20 years of experience
West Ridge, Chicago, IL, 60645

This is our second time using Jameson and we are continually thrilled with the level of care he provides for our pup. She came back happy and healthy :)

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Clara R.
Sitter Profile Image: Cynthia A.
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Cynthia A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
90 reviews
32 repeat clients
25 years of experience
EVANSTON, IL, 60202

Thank you very much for taking care of my Scout. It was so fun for her to have other dogs to play with. I appreciate the time you spent with her. I hope you enjoyed having her with you and cuddle. Pamela

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Pamela P.
Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
37 reviews
16 repeat clients
30 years of experience
Irving Park, Chicago, IL, 60641

Jamie was a great sitter for our dog Bonks! She sent regular picture and video updates which we loved. Our dog got along great with their pets, and we will definitely use Jamie again when we need a sitter in the future!

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Bailey K.
Sitter Profile Image: Jeffrey & Ron R.
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Jeffrey & Ron R.
from
$60
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
49 years of experience
Evanston, IL, 60202

Jeff and Ron took care of our standard, 4 1/2 year old Bernedoodle. It was our first time leaving her and we were cautious in who we chose to care for her. Jeff. And Ron lived up to their highly rated reviews! We set up a meet and greet and also decided to have our pup spend a day with them before leaving on our 4 day getaway. Jeff’s friendly demeanor with us and our pup put our minds at ease. We felt comfortable knowing our dog was in good hands!

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Jamie T.
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The median cost per night for dog boarding in Highwood is $50

Dog parents share their Rover experiences - Highwood

1 / 1
5.0 out of 5 stars

I booked very last minute and Nicole totally helped us out of a jam and was so good to my pup! Would definitely use her again!

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Kristin T.
Boarding
5.0 out of 5 stars

Lamar and Amy took care of Oreo for more than 2 weeks. They updated us with pictures. I recommend them.

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Pinky B.
Boarding
5.0 out of 5 stars

My dogs were so well taken care of by Gvido and family! They have a fantastic, fully fenced yard that my dogs loved to explore. They also took my dogs on daily walks in the nearby forest preserve. It made me so happy that my dogs were so happy while we were out of town!

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Emily F.
Boarding
5.0 out of 5 stars

Julie was amazing with my dog Bonnie! My mind was at ease during the trip knowing that she was in good hands. I am so appreciative of her care and professionalism! I will definitely be using Julie's services again.

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Maureen M.
Boarding
5.0 out of 5 stars

Danielle and Ryan took great care of our older pup -- they handled her medication no problem. Would definitely book again!

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Zach S.
Boarding
5.0 out of 5 stars

Rachel was great with Cody. We loved seeing pictures and checking in to know he was having a great time!

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Kate and Joe U.
Boarding
5.0 out of 5 stars

Jessica is fantastic! She took our pup to the park and on her errands which made him very happy. Very communicative too the entire time with photos and videos. And she takes excellent photos to boot!

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Anthony M.
Boarding
5.0 out of 5 stars

Excellent sitter. Very communicative and responsive. The boys are looking forward to their next sleepover. Thank you for taking such great care of them.

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Mathias S.
Boarding
5.0 out of 5 stars

Another nice booking with Yana- our pooch always looks forward to seeing family and Olive. It's pretty much the only occasion when he leaps into the car.

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Mike M.
Boarding
5.0 out of 5 stars

B.J. is a rambunctious, mischievous 16 month old, and Pat, Marty, and Josie seem to be able to handle him perfectly. He came home totally exhausted. I can't recommend them highly enough. B.J. will be back if they want to put up with him again. LOL

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Toni W.
Boarding
5.0 out of 5 stars

Soojin went above and beyond in caring for our dog. She and her young children loved having him with them, and spoiled him with attention, love, and accommodation. Many updates, pics and videos were sent our way during our time away, and there was always quick communication. Our dog Ollie loved playing in their fenced in backyard. We hope to book with them again someday!

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Heather P.
Boarding
5.0 out of 5 stars

Dan and his wife took exceptional care of our dog while we were away. They lovingly welcomed her into their home, took her on walks, played with her and gave her lots of love. They discovered she had developed a UTI, worked with her to keep her comfortable. We are very grateful for their care. And Lula their dog was sweet and friendly to our dog.

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Adele K.
Boarding
5.0 out of 5 stars

Marissa was an absolutely fantastic dog sitter for our greyhound, Cash! She went above and beyond, sending us daily pictures that really put our minds at ease and showed how much fun Cash was having while we were away. It was clear from every update that Cash was in great hands, happy, and well cared for. I would definitely recommend Marissa to anyone looking for a trustworthy and attentive dog sitter, and we'll absolutely be reaching out to her again the next time we travel!

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Mariëtte C.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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 - Highwood

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Sitters in Highwood average 9
repeat dog boarding clients

FAQs for Boarding - Highwood

Frequently asked questions about Rover

The average cost for Dog Boarding in Highwood on Rover is $45 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 5,005 sitters on Rover offering Dog Boarding across Highwood. 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 Highwood 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 Highwood 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 Highwood 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 Highwood.

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 Highwood 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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