Dog Boarding Highwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 48 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.

“We had a great experience with Meghan! Freddy was happy, well cared for, and clearly received lots of attention while we were away. Communication was excellent throughout the stay, and we really appreciated the updates and photos. We felt completely at ease knowing he was in such good hands and would happily book again.”

“Julie was available last minute, and even with the limited time she was swift to respond and easy to communicate with. We dropped Brutus off and met her two dogs and son who would all be hanging out - I could instantly tell this was going to be great for our Maltese. After receiving a few fun photos throughout the stay, Brutus was happy and totally exhausted when we picked him up. Thanks for a great stay and highly recommended!”

“Hannah is fantastic. She is incredibly skilled and knowledgable about dogs. She sees each dog as an individual and responds to their unique needs. Nothing fazes her. She is super responsive and communicative. I can’t recommend her highly enough.”

“Byron and Martha are the best. They took really good care of our dog Noki. They followed up each day with photos and followed all instructions for care. Will be reaching out again for his service thru Rover. For sure a 5 star sitter. Thanks again!”


“Kelly, along with her own pooch Maggie, were excellent companions for our puppy's first stay away from home. Kelly was on top of everything, because she's very professional and caring. I really appreciated the photos she sent each day showing that our dog was having a good time. Kelly was always on top of the entire process. Because we were traveling to and from the airport, together we made the drop off and pick up as smooth and quick as possible. Kelly's location, about five minutes from the airport, was perfect too.”

“This was Penny’s second stay with Tatiana. She is always professional, thoughtful, and responsive. She is great with our older girl, who is a little slower than she used to be and needs a little TLC. PS - thanks for all the belly rubs! Love the daily updates and photos! Thanks again for taking such great care of Penny. Will not hesitate to book again!”

“Jayne took care of our dog Biubiu for a whole month and did a fantastic job! We could tell Jayne really bonded with Biubiu and treated him as if he were her own dog. A few weeks into the stay Biubiu had some soft/liquid stool issues, and Jayne did a great job communicating with us so we could determine the best course of action for Biubiu. She also took the most amazing daily photos of Biubiu, way better than the pictures we ourselves have taken of him.”

“Bob took care of our boy Bear while we were on vacation. He sent us video updates and we were so happy to see Bear was in good hands and having fun with all his new friends. Bob was very responsive as well when coordinating drop off, pickup, and with any other questions we had.”

“Ella took great care of our dog Sid! She’s very warm and clearly loves dogs. Communication was excellent, and we really appreciated the photo updates while we were away. Sid was in great hands. Highly recommend!”

“I can't recommend Mario enough for anyone looking for a caring and reliable pet sitter! Mario watched my dog Dean for five days, and I couldn't be happier with the service he provided. He sent me daily pictures and videos of Dean, which really put my mind at ease while I was away. Mario made sure Dean received his medication on time and gave him plenty of love and attention. I could tell that Dean was in good hands the whole time. Thank you, Mario, for your excellent care and professionalism. I will definitely be reaching out to you again in the future!”

“Careful and caring family home where our Rosie spent Christmas and New Years while we traveled overseas. Vladimir and Laura met with us in advance and provided updates periodically and responded within minutes anytime we reached out while traveling with pictures and comments. Our dog came home rested, NOT stressed, from being at a home away from home. Thank you guys!”

“As usual, Balaji and his wife took care of Bunny as if their own pet . Feeding lunch and dinner by hand including required medication. Bunny enjoyed her company with Mocha. They played all the time together as siblings. Thank You Balaji and Sanna . Kali& Bhagyam”

“Janette and Charles are the greatest. We were anxious about leaving our dog with a new sitter while on vacation for a week, but based on the daily photos and videos they shared with us, our dog Stevie had a terrific time. Stevie enjoyed playing in their huge fenced in yard with other dogs and snoozing on the couch after running around all day. Janette and Charles took great care of our fur baby and we will be sure to book with them again soon.”

“Michael and Janet have been wonderfully patient and compassionate with my two Chihuahuas, one of whom is elderly and has special dietary needs while the other is a rescue still getting acclimated. They took the time to win my dogs' trust, providing pets and outside time in a crate-free environment. I feel lucky to have found them!”

“I highly recommend Olga for her pet sitting services. She took amazing care of our dog, Zoey. She played with her and took Zoey on a lot of walks (which she loves). Her communication was great- she sent daily video and photo updates which gave us peace of mind… Zoey looked like she was having the best time. We can’t wait to have Olga watch Zoey again!”

“Entire experience including meet n greet went smoothly. House and yards set up to accommodate dogs needs. Love the running with the pack concept. Great exercise and socializing. Shanti slept a solid 2 days afterwards!”

“Bear had a wonderful time with Diane he played with all her stuffed animals he had other for babies to play with she sent me videos of him playing she is absolutely amazing we will definitely use her again I felt very comfortable leaving him with her! I highly recommend Diane I am very particular about who watches my lil Bear”

“One word for Melissa….Amazing. Now a few more words why. Melissa took such perfect care of our cat Toewz. He was so happy and she kept us in the loop while out of the country with so many adorable pics. Melissa is a sweetheart, caring, smart and professional. She knows how and without a doubt love your pet the way they deserve. She also has a wonderful and large home which is always a bonus. Thanks Melissa. Toewz or our dog Ozzy will see you again soon enough Dave”

The median cost per night for dog boarding in Highwood is $50
Dog parents share their Rover experiences - Highwood
Nicole was an absolute professional when we boarded our dog with her. Communication was amazing and responsive, it was always easy to check in to see how our dog was doing! It’s very obvious that Nicole loves dogs and she takes exceptional care of them. Our dog came home smelling nice and very tired. I cannot recommend Nicole enough

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!

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!

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?
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 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.
How to book dog boarding

1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Highwood
Select a filter and find qualifying sitters offering dog boarding.Sitters in Highwood average 10 repeat dog boarding clients
FAQs for Dog Boarding - Highwood
Frequently asked questions about Rover
The average cost of Dog Boarding in Highwood on Rover is $45 per night as of October 2026. Most bookings cost between $40 and $59 per night. 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 4,958 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 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.
93% of sitters in Highwood 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 Highwood 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 Highwood.
<b>Tip:</b> 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 , 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.








