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.
“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!”
“Kim is excellent! I dropped my puppy off while on an overnight trip from Sheboygan to Indiana. I received updates and felt comfortable that my little cockapoo was taken care of. Thank you, Kim. I will definitely use the services again if we are in need.”
“Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.”
“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!”
“Rachel was so amazing to our pup Ryder! She sent us great updates and gave us peace of mind that our boy was left in good hands. He was so loved and spoiled. We will definitely be using Rachel again in the future!”
“Meagan and her family were very accommodating. They took good care of Maverick, who seemed to enjoy his time at Meagan's house. I would not hesitate to use her dogsitting services again.”
“We appreciated the updates letting us know our dog was having a fun time during his stay! Great communication. It always means a lot to know our dog is being well cared for. Already booked a second stay!”
“Our dogs had an excellent stay with JoAnne. They were loved on and treated like part of the family. I truly felt like I’d left them in the caring hands of friends. She sent us several pictures of them throughout the week with reports of the fun they were having and didn’t seem to have any trouble with their weird quirks of barking at the tv or cowering at thunder. I would definitely book here again and recommend to all my friends with dogs.”
“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!!”
“Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!”
“Heather is seriously the BEST! This was our second time having her watch Arlo, and I already feel so comfortable leaving him with her. She had him for an overnight and two days, and I never once had to worry. She sent me pictures and updates and was so kind and reassuring the entire time. You can genuinely tell how much she cares about the dogs she watches, and that means everything to me. Arlo is my baby, and knowing he is safe, loved, and being well cared for makes it so much easier to leave him. We absolutely adore Heather and will 100% continue using her whenever we can! ❤️🐾”
“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.”
“Elvis was in great hands with Stella. He got along great with her dogs. I was never worried about him while on vacation. He had a brown 3 legged squeaky toy that was lost at the house. He must have had fun playing with it with the other dogs. No problem, he can get it back next time Elvis stays. I would highly suggest others to consider Stella. Great family and dog lovers. Thanks so much…”
“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.”
“She was great with Capri! Got pictures every day and updates on how she was. Definitely recommend her. She made my first experience with boarding my dog very easy and a breeze.”
“Left our Scooter with Karen for a week again. He is always happy and excited to get there and happy and tired when we get him home! I know he is in good hands and having fun playing and getting plenty of exercise when he is there. Would highly recommend Karen as a sitter for your pup!”
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
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 - 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 $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.
Connect anywhere with the Rover app
