Dog Boarding Pleasant Prairie

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

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.

1 / 1
Sitter Profile Image: Byron G.
Verified Enhanced Background Check
Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
21 repeat clients
4 years of experience
Waukegan, IL, 60087

“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.”

Profile image
David C.
Sitter Profile Image: Sunshine L.
Verified Enhanced Background Check
Sunshine L.
from
$40
per night
5.0 out of 5 stars
• 100 reviews
32 repeat clients
46 years of experience
Kenosha, WI, 53143

“Sunshine and her loving family were3 the most amazing host for our young energetic dog, Zuka. She is a big dog and a lot to handle at age 1+. Sunshine is a pro and Zuka loved her time with her. We picked her up a week after dropping her off and she was happy, healthy and maybe it is my imagination... but she also seemed better on her lead! WOW! Above and beyond Sunshine!! Thank You! Thank You! We will always use you for overnights when we travel. D&C”

Profile image
David G.
Sitter Profile Image: Sandy D.
Verified Enhanced Background Check
Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 209 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

“We are delighted with Sandy, we love how she makes Lia feel during her care. She is very sweet, she even made a scarf for Lia to wear on her birthday.”

Profile image
Frenesy V.
Sitter Profile Image: Dee S.
Verified Background Check
Dee S.
from
$60
per night
5.0 out of 5 stars
• 74 reviews
27 repeat clients
60 years of experience
Waukegan, IL, 60085

“Dee treated our Lucy girl like she was her own! We felt so comfortable while we were gone. I loved seeing all the updates Dee sent with photos. thank you Dee!”

Profile image
Meghan P.
Sitter Profile Image: Deanne D.
Verified Background Check
Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 279 reviews
135 repeat clients
25 years of experience
Genoa City, WI, 53128

“Deanne took wonderful care of our dog at her house while we were out of town. She sent us pictures and messages to see how she was doing. I would recommend her to any pet owner and will certainly be using her in the future. Thank you for a great stay!”

Profile image
Maria R.
Sitter Profile Image: Brianna E.
Verified Enhanced Background Check
Brianna E.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 418 reviews
53 repeat clients
8 years of experience
Kenosha, WI, 53143

“Brianna is responsible and reliable person. She was able to help us out when we needed to take last minute trip. Brianna was sending photos every day and our Luna was happy and smiling on those photos. Due to unforeseen circumstances, we had to extend our absence for three more days. Brianna agreed to extend Luna stay, allowing us to adapt to unexpected change. Thanks so much ! I would recommend her dog-sitting services to anyone with confidence.”

Profile image
Maria R.
Sitter Profile Image: Melissa & Paula & John I.
Verified Enhanced Background Check
Melissa & Paula & John I.
from
$50
per night
5.0 out of 5 stars
• 115 reviews
38 repeat clients
25 years of experience
Salem, WI, 53168

“My 2 dogs were comfortable and happy, lots of other dogs on the property, excellent friendly care from Melissa and Will. Pictures on the Rover profile had me convinced that it would be a good fit, and it was exactly as I anticipated, a very dog-friendly environment!”

Profile image
Dan
Sitter Profile Image: Veronique S.
Verified Enhanced Background Check
Veronique S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 35 reviews
10 repeat clients
45 years of experience
WAUKEGAN, IL, 60087

“Veronique took so great care of our Lola, we will definitely want Lola (Boxer Bosten Mix) have Lola in her care again in the future! We received updates woth little clips and pictures as well infos to her dog friends.”

Profile image
Mario Z.
Sitter Profile Image: Kelly B.
Verified Enhanced Background Check
Kelly B.
from
$35
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
15 years of experience
North Chicago, IL, 60088

“Kelly, along with her own pooch Maggie, were excellent companions for our puppy's first stay away from home. Kelly was on top of everything, because she's very professional and caring. I really appreciated the photos she sent each day showing that our dog was having a good time. Kelly was always on top of the entire process. Because we were traveling to and from the airport, together we made the drop off and pick up as smooth and quick as possible. Kelly's location, about five minutes from the airport, was perfect too.”

Profile image
Carol F.
Sitter Profile Image: Tracy K.
Verified Enhanced Background Check
Tracy K.
from
$25
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
5 years of experience
Racine, WI, 53405

“Did an absolute amazing job with our dogs. Sent us many photo updates and any questions or concerns were answered right away. Very accommodating and friendly. Kept our dogs active and social. Followed dietery needs. We can just tell our dogs had a great slumber party!;)”

Profile image
Henry R.
Sitter Profile Image: Mary & Norman B.
Verified Enhanced Background Check
Mary & Norman B.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 39 reviews
8 repeat clients
30 years of experience
Gurnee, IL, 60031

“Mary and Norman watched our fur baby while on a week’s vacation and they exceeded our expectations! Not only were they very accommodating with our schedule, they also sent daily updates and made our dog feel right at home - they treated her like their own! Mary and Norman will be the first we call whenever we need a pet sitter.”

Profile image
Patty R.
Sitter Profile Image: Yesenia C.
Verified Background Check
Yesenia C.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
North Chicago, IL, 60064

“My pups love Yesenia because she takes very good care of them. They stayed a few nights with her and had no issues.”

Profile image
Servando A.
Sitter Profile Image: Carla F.
Verified Enhanced Background Check
Carla F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 104 reviews
28 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“Carla and her family are amazing! I would absolutely leave Cooper with her again. She sent so many photos and videos, it was nice to know how Cooper was doing. Great family, great communication, and Cooper had a great time!”

Profile image
Rachel V.
Sitter Profile Image: Celeste G.
Verified Enhanced Background Check
Celeste G.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
13 years of experience
Wadsworth, IL, 60083

“We wanted to express our sincere appreciation for your exceptional care of my anxious dog while we were on vacation. It was a relief knowing you kept him comfortable and safe, especially with his anxiety. We also really appreciated you keeping him separate from your cat due to my daughter's allergies – it showed a real dedication to his well-being and consideration for my family. The updates and photos you sent were so reassuring. Thanks again for going above and beyond! Will definitely take Cody back on our next vacation😊”

Profile image
Shirley P.
Sitter Profile Image: Bob and Francine A.
Verified Background Check
Bob and Francine A.
from
$40
per night
4.9 out of 5 stars
• 45 reviews
29 repeat clients
30 years of experience
Gurnee, IL, 60031

“Francine is very professional, a true dog lover and immensely kind with every one and every special needs. I had my little one taken care for 4th July weekend in a very short notice Francine was very eased very much our meet and greet appointment at her place. I received plenty of photos and I was relaxed and very happy during my dog’s stay. I would definitely book her again!”

Profile image
CARLOS M.
Sitter Profile Image: Shyla V.
Verified Enhanced Background Check
Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Caledonia, WI, 53108

“Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!”

Profile image
Josie O.
Sitter Profile Image: Elisa L.
Verified Enhanced Background Check
Elisa L.
from
$60
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
20 years of experience
Grayslake, IL, 60030

“Si friendly and caring! Was always giving me updates and sending photos, very easy to contact. Felt very comfortable with my dog staying there :)”

Profile image
Alyssa M.
Sitter Profile Image: Dickson D.
Verified Enhanced Background Check
Dickson D.
from
$57
per night
5.0 out of 5 stars
• 44 reviews
12 repeat clients
7 years of experience
Island Lake, IL, 60042

“Dickson is a top-notch sitter. He is very skilled at knowing a dog intuitively. Our dog is rambunctious at times and he was very careful about when he needed to intervene. He gave our dog medicine as requested without a problem. His backyard is huge and fenced and we saw how our dog loved to be out. We cannot give him enough praise! Thank you, Dickson.”

Profile image
Emily R.
Sitter Profile Image: Kacey R.
Verified Enhanced Background Check
Kacey R.
from
$55
per night
15 years of experience
Spring Grove, IL, 60081

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.

Sitter Profile Image: Diamond G.
Verified Enhanced Background Check
Diamond G.
from
$48
per night
4.8 out of 5 stars
• 44 reviews
20 repeat clients
30 years of experience
Kenosha, WI, 53140

“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!”

Profile image
Marie S.
1 / 1
View more

The median cost per night for dog boarding in Pleasant Prairie is $50

Dog parents share their Rover experiences - Pleasant Prairie

1 / 1
5.0 out of 5 stars

Kim has been caring for my rescue baby for 7 - 8 years when I have traveled and she’s been nothing short of a rockstar. She’s been flexible, accommodating, communicative, and beyond trustworthy with my baby doggie 🐶 😊

Profile image
Hollie W.
Boarding
5.0 out of 5 stars

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!

Profile image
Kristin L.
Boarding
5.0 out of 5 stars

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!

Profile image
Ariana A.
Boarding
5.0 out of 5 stars

Julianys was a great sitter! She kept me informed and sent me lots of pictures during my pups’ stay. I’d gladly ask her to doggy sit for me again!

Profile image
Reni A.
Boarding
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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

Download on the App Store BadgeGet it on Google Play Badge