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

Rolling Prairie, 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.

“Jamie was great - excellent communication, was flexible and adjusted times/days accordingly as our travel plans changed. Pets were totally fine when we returned and seemed well exercised, even with poor weather conditions. Would recommend and will hire again!”

“Amber was amazing! Her and her family helped take great care of my 3 month old pup for a few days while we were in the process of moving. She was super accommodating and helpful, taking him in just hours after us contacting her very last minute while stressed trying to figure out what to do with him. Taking in his “puppy shenanigans” and all like he was one of her own. Amber made sure to keep me updated about how his was doing helping to ease my mind of having him away from home for the first time. Sending me pictures/videos and messages about how his day was going. She also took the time to make sure that my pup was comfortable and entertained. Taking him on walks and being able to run around and play in the yard. Letting him go at his own pace and doing what made him feel safe when he didn’t like the rain or was was scared by her dog at first (he wasn’t the biggest one around anymore and couldn’t terrorize/annoy every living thing like he normally likes to do). She even went the extra mile to wash his bed after an accident over night and have him and all of his stuff packed up nicely and ready to go for me when I got there. My little boy loved playing with her and her family. And having the other dogs around for him to interact with was a bonus. When I tell you he was so excited when he first met them that I didn’t even get a second look over the shoulder or a goodbye before he took off to play with one of the kids ? (I’m still emotionally processing his betrayal ?). I could not recommend Amber enough! Your pet will be greatly taken care of (Not to mention worn out….he’s been napping since the moment we put him in the car) and all of your worries will fade the moment you get there.”

“Micah was fantastic! Kepler was well taken care of and had a very exciting stay playing with her dogs Teddy and Echo. Micah is very loving and created a very welcoming and fun environment for our pet/baby. We will definitely use her again.”


“Sarah was wonderful with Jake and Meme while we were away for a couple of days! She had great communication, kept us updated, and did a fantastic job picking up on their individual cues and personalities. It gave us peace of mind knowing they were in good hands. Thanks so much for taking such great care of them, Sarah! We really appreciate everything!”

“Many others rejected my pitty because he’s a huge chicken that barks at strangers. Emma was not only willing to give him a chance, but also willing to be patient with him during the meet and greet. My dog quickly warmed up to her, which isn’t always the case with him. He had an absolute blast during his stay! I could tell how comfortable he was in the pictures sent. When I got back he was in such a good mood and was so happy to see me. Fantastic experience, I would feel comfortable leaving my boy with Emma any time!”

“Kayla was responsive when communicating w/us including pictures of our pet throughout her stay to assure us our pup was in good hands. She accommodated our dogs separation anxiety needs and was able to make our pup feel comfortable during her short stay. Recommend.”
“Bree absolutely loved being with Brooke and her family! You could tell that she and her new-found friend were quite compatible! We will definitely be utilizing Brooke's services again!”

“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her again!”

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.
“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”

“Jen and her husband were extremely flexible to work with and they made us feel very confident our dog was in great hands the entire time we were gone. Jen sent quick notes and photos and is very genuine in her love of animals. Jen is my go-to for future needs, hands down.”

“This is the 2nd time we have taken Ruby to Adam. She is always happy & excited to see him when we drop her off & happy when we pick her up! The first time Adam sent quite a few pics of her and she was having a great time!! He also does not have a ton of other animals, so this ia nice as well. We will be using Adam as our primary sitter going forward!”

“Jamie was a great sitter for our dog Tanner. She allowed a meet and greet so we could ask questions and see how Tanner would like being there. She sent photos to us during his stay which gave us good feelings seeing how happy he was. Tanner had a great time playing with her dog and seemed to be part of the family. We are very happy to have someone to watch Tanner in the future and would reccomend Jamie to anyone that needs a sitter for their fur baby.”


About: My pets are added family members in our household. I feel they deserve the all the love in the world. I will make sure your pets is safe, loved, and happy while they stay with us. I currently work part time so this will allow me to help out with families needing care for their pets. I’m lucky to have this flexibility. Depending on what is needed my goal is to provide a safe a loving space for your pet to be in while you are away. To enjoy your trip or vacation knowing your pet is being taken care of.

About: Hello and thank you for checking out my profile! Your family member will see me as one of their own, I am patient and allow them to get used to a new face. Active, adventurous and out going are a lot of traits I hold and can help your dog exert. A well exercised mind, calls for a calm well trained dog! I will come in and check up otherwise if requested I can stay at the home and keep them company! I am flexible and willing to work with your specific requirements as our dogs are our family! Please consider me when welcoming a new face into the family, I would be happy to work with your schedule. Thank you very much and have a wonderful day! Emily Flasch
“Mardi was a great hostess to our dog over the holidays. Not only was she available on short notice, she took steps to ensure our generally anxious dog felt safe and comfortable in her home. We are very thankful for you, Mardi! Smokey had a great time.”

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 - Rolling Prairie
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Rolling Prairie
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 Rolling Prairie 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 Rolling Prairie.
<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 Rolling Prairie 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.
