Dog Boarding Pleasant Prairie
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 452 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 his family were excellent hosts and did a wonderful job keeping Gilbert happy. From the minute I dropped Gilbert off, I knew he would be in good hands. I was kept updated throughout the week with pics and texts, and he answered any questions I had promptly and with assurance. I will definitely have Gilbert board with Byron the next time I need to, and would recommend him as a top sitter.”
“Heather is wonderful & took great care of Scout. She was really responsive and sent multiple updates. Scout enjoyed his time with her & her family & is looking forward to his next stay.”
“Sunshine and her kids are amazing! Easy communication and a lot of pictures. Lolla is back home and for the first time she’s not stressed with our absence. I highly recommend Sunshine.”
“Jacob took such great care of Mia and Watson, our two Boston Terriers. The dogs had plenty of space to run and lots of fun with his dog, Murphy. I will definitely ask Jacob to pet sit again!”
“Rachel was exactly what I needed for my dog. She had open and detailed communication with me the whole time, from booking to pick up. My dog came home happy and healthy. What an incredible weight off while I was out of town to know my girl was well cared for. Would definitely book again.”
“Alicia was the best! I knew from our meet and greet that she was going to be great with Tig and of course she was. I had no worries while we were out of town as she sent updates and photos of our Tig often. I can tell he is going to miss his new hangout and all their love & cuddles. I will absolutely book again if I need to in the future.”
“Hannah and her family are wonderful! We were provided so many updates and pictures during our dogs week long stay with Hannah. We will definitely look to book with her in the future.”
“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!”
“Jennifer spent a week with my puppy while I was out of town, and all I can say is that she is a SAINT! I can’t stress enough how amazing, patient, and kind Jennifer was to Benny. She is great with updates and recommendations. If you need a sitter, you can’t do better than Jennifer.”
“Alyssa is amazing. She LOVES pups and takes care of them like they were her own. She cuddles them, plays with them, walks them, and does whatever you ask her to do. She is a delight to deal with, so positive and loving. I received photos, videos and puppy updates periodically every day. I highly recommend Alyssa. You’d be lucky to have her caring for your pup!”
“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!”
“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!”
“With Covid it has been a lone time since we have traveled and boarded Charlie. I was concerned that he would have a difficult time adjusting. Sandy welcomed us into her home and with the 2 other dogs she was watching Charlie was somewhat hesitant. Sandy took his leash and I exited. During our week away Sandy supplied photos and updates to keep us informed. With Christmas he did come home with a few toys. I recommend using Sandy and planning on using her in near future.”
“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!”
“Buddy and Chevy loved their time with Jennifer and her family! It was great getting to see all of the pictures that Jennifer posted throughout their stay and I could tell that my dogs were loving getting to play with the kids! I feel confident that my dogs are being well taken care of and will definitely be using Jennifer again the next time I need to go out of town.”
“My family had an amazing experience with Ashley. She and her family provided exceptional service while taking care of our dog, during a long boarding. She kept us updated with pictures and messages, which gave us peace of mind knowing our dog was in good hands. When we returned, my dog was happy and well taken care of. I highly recommend Ashley. Thank you for taking such great care of our dog! We will definitely look for availability with you for any future boarding needs.”
“Olive and Stuart seemed to have another wonderful stay with Deanne. She does a great job of keeping us abreast of their daily activities while we are away; even when she knows we cannot be in contact. They arrived back here at home with us happy and healthy. We will definitely continue to book "doggie vacations" for the "kids' with Deanne!”
The median cost per night for dog boarding in Pleasant Prairie is $50
Dog parents share their Rover experiences - Pleasant Prairie
Our 7 month old puppy enjoyed his visit. He was socialized with other dogs his size and came home in great spirits. Kim answered all our questions and addressed any concerns we had because this was the first time boarding our puppy ever. We look forward to boarding Jack again.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Pleasant Prairie sitters!Sitters in Pleasant Prairie average 12 repeat dog boarding clients
FAQs for Dog 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 July 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 July 2026, there are 1,235 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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