Dog Boarding Pleasant Prairie
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 457 pet parents in Pleasant Prairie have booked dog boarding
Pleasant 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.
“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!”
“We had such a wonderful experience with Heather and Bernie's stay! She was incredibly patient, kind, and caring, and it was clear from the start that she genuinely loves animals. We received plenty of updates and photos throughout his stay, which gave us so much peace of mind. The best sign of all was that Bernie didn't even want to leave when we picked him up! That told us everything we needed to know about how comfortable and happy he was. We would absolutely trust her with Bernie again and highly recommend her to anyone looking for a reliable, loving dog sitter. Thank you so much for taking such great care of our boy!”
“Sunshine and her family were perfect! They made my dog, Fitz, part of the gang and he seemed super happy there. She kept me updated with pictures of her kids loving my little old man dog and was very responsive and super easy and flexible to arrange drop off and pick up. Thank you so much! I appreciate you loving my little guy like family.”
“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!”
“My baby boi loves going to see Tony's family and has been several times. What I love is that Thompson gets excited when we pull up as he wants to go play with his friends. I'll continue to rebook and only great things to say!”
“Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.”
“This was our first time leaving our two dogs with Jacob and Murphy and we couldn’t be happier! Jacob’s communication is always super fast and the photos he sent daily are hilarious. They even got to attend a dog birthday party while they were there, so they were able to make lots of new people friends and dog friends that afternoon. It gave us great peace of mind to know they were happy and safe and living their best lives while we were on vacation. A++ Thank you Jacob!!”
“Megan was very welcoming and accommodated some last-minute travel plans and made Copper feel right at home. He also got along well with her three pups. He enjoyed having a fenced in backyard where he could run around and play. Thank you!”
“She took such good care of my puppy, she was in constant communication and sent pictures almost daily. She super spoiled my baby and he had a blast the whole time! She even went above and beyond and took him to be groomed at her shop.”
“We are so lucky to find Dee. Dee did a great job and communicated what was going on very well! It was important for us since it was our first time. She sent us a lot of good pictures. Thanks Dee! Highly recommend!”
“Sandy was so great with our boy. She picked him up, sent pictures and was so happy to watch him! She's an incredibly friendly, warm, and kind person. We highly recommend her to anyone looking!”
“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.”
“Jennifer and her family took good care of Watson and he was a very happy pup when I picked him up the following day. She wasn’t available for the drop off time, but her son and daughter were perfect caretakers for the hour or so she needed to be out. I recommend and look forward to him staying again!”
“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.”
“We are so lucky to have found such a wonderful dogsitter! Chisato goes over and beyond what we expect. We never worry about Winnie while we’re away because we know she is well cared for. We appreciate the photos and comments that are sent to us throughout Winnie’s stay. Winnie loves Chisato and enjoys the time she spends with her. Chisato has certainly earned recognition for being a STAR sitter!”
“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”
About: Whether your pup enjoys long walks, playtime, belly rubs, or simply relaxing with someone nearby, I’ll make sure they feel comfortable, safe, and loved while you’re away. My goal is to provide a calm, loving environment where your pet receives plenty of attention, affection, and exercise. I am retired so have plenty of time to play with and walk your fur babies as much as needed. I can play with your dog in our fenced in yard or walk them on the Bike Trail, which is just a block away from our home. I’ll tailor my care to each dog’s individual personality and routine. I know how important consistency is, so I’ll follow your feeding schedule, medication instructions, exercise needs, and any special requests. I like to text or email regular photo updates and messages so you can relax knowing they’re having a great time, communication is just as important as great pet care.
The median cost per night for dog boarding in Pleasant Prairie is $50
Dog parents share their Rover experiences - Pleasant Prairie
Poppy came home happy and I appreciate Kim giving me updates throughout the day. Poppy is 7 months old and has not spent a lot of time in a daycare situation, so it was important for me to know that there were not any red flags and I look forward to having Poppy spending more time with Kim and her family.
Heidi was great! She took good care of our pup while we were on vacation and would not hesitate to use her services again. Great communications while we were away along with photos every day to show us how things were going. If you need a reliable home from home for your dog be sure to contact Heidi, you will be glad you did!
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.
Meet local sitters who will treat your dogs like family
1. Search
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Popular requests for dog boarding - Pleasant Prairie
Select a filter and find qualifying sitters offering dog boarding.Sitters in Pleasant Prairie average 12 repeat dog boarding clients
FAQs for Boarding - Pleasant Prairie
Frequently asked questions about Rover
The average cost for Dog Boarding in Pleasant Prairie on Rover is $48.84 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 1,219 sitters on Rover offering Dog Boarding across Pleasant Prairie. 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.
88% of Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie.
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 Pleasant 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 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 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.
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