Dog Boarding Pleasant Prairie
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 465 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!”
“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.”
“Rachel was great! Very accommodating and good communication all around, and she kept very good care of Finn… She had a wonderful property and a great set up for the dogs… 100% would recommend!”
“Brianna was fantastic! She took Theo somewhat last minute over the holiday weekend and I couldn’t have found a better sitter. I had never left Theo overnight before and was incredibly anxious. She sent pictures and updates regularly and eased all my concerns throughout the stay. Will definitely be using her in the future!”
“This was our 2nd time booking with Melissa and she was fabulous! Excellent communication and flexibility and our pup came home exhausted! It seems like he had a wonderful time with all his dog friends! Thanks to Melissa and Will!”
“Once again Veronique has exceeded my expectations. Was my second time having her watch my dog Jimmie. She is wonderful and she has demonstrated her passion and expertise for canine care, by taking excellent care of my dog, and by sending me numerous photos and videos of Jimmie during her many long walks in parks and forest perserves which my dog loves. I did not worry a bit with Veronique in charge. Jimmie had a super great time playing with her two dogs. I highly recommend her for dog sitting and grooming.”
“⭐⭐⭐⭐⭐ 100/10 — Amazing Dog Sitter! Tracy was absolutely amazing! She cared for Ghost as if he were her own, and that means everything to me. You can tell she genuinely loves animals and goes above and beyond to make sure they feel safe, comfortable, and loved. I had peace of mind knowing Ghost was in such good hands. I couldn’t have asked for a better sitter, and I would recommend Tracy to anyone looking for someone trustworthy, caring, and reliable to watch their fur baby. Thank you, Tracy, for treating Ghost like family! ❤️🐾”
“Jordan is wonderful! She is so nice to work and I will definitely use her again. Our Luna was super excited to see her after staying with her once before - which is really a comfort when leaving her. Knowing we'll use her again says it all!”
“Jessica is fantastic! She took our pup to the park and on her errands which made him very happy. Very communicative too the entire time with photos and videos. And she takes excellent photos to boot!”
“Ryann is absolutely AMAZING! She was extremely reliable, attentive, and patient with my in-training pup and my delayed flight. She took Enzo to the dog park, sent me pictures/videos daily (which I loved), and had other pets for him to play with. Could not have asked for a better dog sitter! Everything about this past weekend was perfect and went super smooth all thanks to her. She’s at the top of my list now!”
“They were absolutely amazing! I was nervous to leave my dog because he is big and has a lot of energy but he did such a good job, and they stayed in constant communication with me and sent me pictures which eased my nervousness! They are super friendly and love dogs!”
“Jill is amazing! She is so loving and caring… She truly loves your pet as if it were her own… I will not look further next time I need a dog sitter… She is a keeper for all future dog sitting! She is the best!!”
“Hannah was absolutely wonderful with our dog, Orso. This was our first time ever leaving him, so we were definitely a little nervous — but Hannah made the entire experience so easy and reassuring. She kept us updated with messages and photos, which meant so much to us. Orso loves everyone, but it was clear he was comfortable, happy, and well cared for with her. Coming home to a relaxed and content pup gave us so much peace of mind. We’re so grateful to have found Hannah and will absolutely be using her again!”
About: I have over 15 years of experience caring for dogs from a variety of backgrounds, and I’m excited to bring that experience to Rover. I provide loving, personalized in-home daycare and boarding in Spring Grove, IL. I only care for one family’s dog(s) at a time, so your pup gets my full attention, plenty of love, and a comfortable home environment. I have a large fenced in backyard. I currently own a 4 month old golden retriever and a 15 year old beagle mix. I can provide care to puppies and medically complicated dogs as well. ❤️ I currently own a 4-month-old female Golden Retriever and a 15-year-old Beagle mix. I also have 3 children and work from home, so I am home throughout the day and able to provide plenty of attention, supervision, and care. I have a large, fully fenced-in backyard where dogs can safely play and explore. I also have a large indoor pen available if needed, along with plenty of toys and chews. I only care for one family's dog(s) at a time, allowing me to provide more personalized attention and supervision.
“Another happy pup! Thank you, Dimond for watching our girl Nala again. I thought it was so cute that she remembered you and seemed to miss you as well! You took great care of her with lots of walks, love and play time. Until next time!”
“Gage was an awesome sitter during our two week stay in California. I was a bit nervous to leave Kannon for two weeks, but leaving him with Gage put my mind at ease. Gage was flexible with pick- up and drop-off times, making the experience much easier for me. He sent messages and pictures daily without me asking , which I appreciate. I have used several sitters and Gage is the best by far! The constant communication put my mind at ease and I’ll definitely recommend Gage to anyone who wants a sitter to care for their dog like his own. I can’t rave enough about Gage and I’ll definitely request his services again in the near future!”
The median cost per night for dog boarding in Pleasant Prairie is $50
Dog parents share their Rover experiences - Pleasant Prairie
Kim did a wonderful job caring for my dog, Bernie. He had never stayed away from home before, but she was incredibly patient, accommodating, and made the experience so much easier. She kept me updated on how he was doing, which gave me great peace of mind. Thank you, Kim, for taking such great care of Bernie!
Kim and her family were amazing, very caring, communicative, and made us feel comfortable the entire time. Kora was well taken care of and clearly happy and loved while staying with them. We truly appreciated the updates and attention they gave her. Highly recommend Kim and family to anyone looking for trustworthy and loving pet care!
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 - 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 of Dog Boarding in Pleasant Prairie is $49 per night as of October 2026. Most bookings cost between $37 and $70 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,176 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 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.
93% of sitters in Pleasant Prairie can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Pleasant 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 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 , 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.
Connect anywhere with the Rover app
