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

Hillside, 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.
“5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!”

“I couldn’t be happier with the care my dog Winnie received. It was her very first time staying at someone else’s home for several days in a row, and she was welcomed with so much warmth and kindness. I felt completely at ease while being out of state, knowing she was in such good hands. Winnie was treated like family, and I could tell she was comfortable, happy, and well loved the entire time. I highly recommend her to anyone looking for a trustworthy, caring, and reliable dog sitter. I will absolutely be booking again!”

“First time using Rover, and it was incredibly easy. Our dog was hyper at first but calmed down quickly and the stay seemed amazing. Would definitely recommend!”

“Amanda was so great to work with during our trip. I have yet to travel since being a dog mom and was extremely nervous to leave my 1 year old dog for a week. Stormey had only been away from my husband & I 3 nights total since she came home over a year ago. Amanda not only eased my nerves but sent us pictures showing how much Stormey LOVED being with them for the week. I would not hesitate to recommend or book with Amanda again. Thank you, Amanda and Paul for giving a loving home to our baby girl for the week!”

“Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!”

“Ellen took terrific care of our old girl! She went above and beyond helping her get through a few health/diet issues that came up during the stay. Very responsive and helpful updates throughout the stay. Would recommend Ellen to anyone looking to board!”
“Our dog stayed with Kaycee and her family for 10 days, and we had a wonderful experience. She sent me photos every day, and they took him for walks even though they have a fenced backyard. The kids in the family gave Swift lots of attention, and he played with their family dog. Very sweet family — I highly recommend them for dog boarding.”

“Kristin, Bruce, and their kids did so great watching our Jarvis. We got plenty of updates and pictures while we were away. He looked like he had an amazing time with them and did not want to leave when we picked him up haha. Looking forward to having them take care of Jarvis again real soon!”

“Val watched My dog Bentley over night and he seemed to enjoy himself. He was. He was nice and tired when I picked him up so I'm sure he had a good time with the other dogs as well. I will definitely use Val in the future to watch my pup.”
“Jessica and her kiddos were great to my dog! He got along well with her doggos and she kept them all super active! Really appreciated all the pictures and updates while I was gone. Would 100%book with her again!”

“We felt Teddy was very well taken care of. He got lots of love, plenty of tennis ball throws, and sweet cuddles from Heather and her daughter. It felt great knowing Teddy was in such good hands while we were away.”

“Nakia’s stay with Eli and Mattison was a great success. She enjoyed their fenced in yard so much. Per her pictures, it looked like she settled right in. Once home, she settled right in again. That is a great thing. She tends to be somewhat nervous, but she was not at all. I believe Eli and Mattison are super caregivers for our Nakia. Thank you so very much. Hopefully, she will be able to stay there in the future.”

“Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.”

“I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!”

“Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.”

“Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!”

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

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 - Hillside
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Hillside
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Hillside 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 Hillside.
<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 Hillside 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 WI 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.



