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

Over 462 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 were great hosts and took great care of our Yorkie boys! They sent daily pictures and messages to let us know how the boys were doing, so we didn't have to worry during our trip. I highly recommend them, and I'll be bringing the boys back whenever my wife and I travel again.”

“Heather was absolutely amazing with our dog, Arlo, while we were out of state for a funeral. Leaving him was incredibly difficult for us because we had never left him before, but Heather gave us peace of mind from the very beginning. She reassured us many times before and during our trip, which meant so much during such a hard time. She sent multiple pictures every single day along with detailed updates, and it was clear Arlo was being treated like part of the family. Heather and her family took such wonderful care of him, and we could truly see how loved and comfortable he was while we were away. We honestly could not have asked for a better experience. Heather made a painful and stressful time so much easier for us, and we are beyond grateful we found her. We would give her 10 stars if we could and highly recommend her to anyone looking for someone trustworthy, caring, and compassionate to watch their pet.”

“Kim always makes me feel comfortable leaving my puppy. I know he’s in the best hands and will have so much fun instead of being in a kennel somewhere. Very highly recommend Kim!”

“Sunshine and her family did a great job caring for my dogs! She sent pictures daily showing me that our dogs were playing in the yard with her children. They were very relaxed and happy when we picked them up. We will definitely use Sunshine again as a sitter. Thanks again Sunshine!!”

“This is the second time Wolfie stayed with Kim while we visited Great Wolf Lodge. Although he is nervous and doesn't like strangers, he had an easy time warming up to Kim. She sent us many updates of them going on walks, enjoying her outdoor area, and (his lap dog favorite) keeping close while she worked. When he wouldn't eat his usual dog food, she prepared him special food (with our blessing). We always knew he was in excellent hands and will be back for another visit if we head to Great Wolf Lodge or Great America!”

“Megan, provided a safe and comfortable environment for our dog. She was awesome about sending photos regularly and communixating on how she is doing. We recommend her highly.”

“Jennifer was amazing with my dog Ozzy. My booking with her was at the very last minute and she made everything so simple. She picked him up and dropped him off back at home. She welcomed him into her home and treated him like one of her own. I received regular updates, and it was clear my dog felt safe, happy, and loved. It’s such a relief knowing he was in such good hands. I’ll absolutely be booking again in the future! I highly recommend her!!!”


“This was my first time leave my dog Bruce anywhere other than my house. He can be a little anxious, so we were nervous to do this, but gave it a shot considering all the positive reviews Dee had. Dee updated us several times a day with messages and pictures/ videos of Bruce, which helped us relax because he looked happy at her house. Dee was very responsive to messages when we replied and we will be booking again for future trips if she is available!!”


“Tony was great with Archie. He sent photos and videos which I really liked to see. Archie looked like he really enjoyed himself. Would highly recommend Tony. Thanks again for having Archie in your home”


“Stella is the best! We’ve had our dogs stay with her and they’ll be back! Very caring, professional setting, and she’s great at sending updates on how they’re doing :)”

“Ashley and her family were fantastic. I received update pictures of Coco. She took Coco for walks and her care for Coco was exceptional. I want to thank her again.”


“I’m very happy that we chose Jennifer to care for my very nervous pup while we were gone for a few days. Jennifer made sure she ate well and gave her space to deal with her anxiety in a a safe and non threatening environment. I probably was even more nervous than my pup but Jennifer sent pics and daily updates which I really needed and appreciated. Will definitely use her in the future.”

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.
“Sully had his first weekend with Rachel and family this past weekend! Prior to the arrival, she was very responsive and asked all the right questions to make sure Sully was a match for her family. We also did a meet and greet before to make sure it was a good fit. She posted daily updates on her Facebook page that truly showed the smile on our dogs face. They’re fenced in yard with a little blue is perfect for multiple doggies. He had the best weekend. He is still sleeping almost after 24 hours of picking him up. A tired dog is a happy dog. ;) We most definitely we contact Rachel for future overnight needs. She took great care of him and we are truly grateful for that!!”


“Angela is an amazing dog sitter! She’s watched both my dogs and has always taken such great care of them! I trust her and I know my dogs are well taken care of. She’s so sweet and is always sending pictures and giving updates.”

“Sandy is always so welcoming and kind. Fitz loves hanging out with her and it’s so wonderful to have someone we really trust. We’re so happy to have had her watch him for years now!”

“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.”


“Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!”

“Rusty was great with Tally. He regularly sent pictures and videos to us which we really appreciated. Tally came home very happy and seems to enjoy her stay with Rusty and her other furry friends.”

The median cost per night for dog boarding in Pleasant Prairie is $50
Dog parents share their Rover experiences - Pleasant Prairie
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 Dog Boarding - Pleasant Prairie
Frequently asked questions about Rover
The average cost for Dog Boarding in Pleasant Prairie on Rover is $49.22 per night (as of September 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 September 2026, there are 1,194 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.
87% 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.

