Dog Boarding in Pleasant Prairie

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

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Pleasant Prairie dog boarders

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: Connie S.
Verified Enhanced Background Check
Connie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
35 years of experience
Bristol, WI, 53104

Connie went above and beyond our expectations for our for our not so laid back dog :). She sent pictures and even videos assuring us that our dog was not only doing fine, but seems happy and comfortable. We will be definitely be using Connie again.

Profile image
Amy G.
Sitter Profile Image: Kim F.
Verified Background Check
Kim F.
Star Sitter
from
$56
per night
5.0 out of 5 stars
505 reviews
216 repeat clients
25 years of experience
Kenosha, WI, 53142

We’ve used Kim to watch our Vizsla a few times now and she’s been great every time! Very responsive communication and we really appreciate the update pictures/texts she sends. Thank you very much!

Profile image
Jim F.
Sitter Profile Image: Kim K.
Verified Enhanced Background Check
Kim K.
Star Sitter
from
$47
per night
5.0 out of 5 stars
77 reviews
36 repeat clients
50 years of experience
Gurnee, IL, 60031

Kim is great. She did an amazing job making Jax feel at home, as well as giving me the peace of mind knowing he was being well taken care of. She sent plenty of updates, pictures, and videos throughout his stay. I could tell he was having fun. She even shared some useful training tips that I plan to use. Jax is definitely looking forward to seeing her again.

Profile image
Karmin M.
Sitter Profile Image: Byron G.
Verified Enhanced Background Check
Byron G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
4 years of experience
Waukegan, IL, 60087

Byron and Martha were great with my dogs , they kept me updated and provided me with pictures throughout the day. I really appreciate the wonderful care that they give , I would recommend as many people to book asap !!!

Profile image
Asya G.
Sitter Profile Image: Sunshine L.
Verified Enhanced Background Check
Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
83 reviews
26 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: Na Rae & Barry J.
Verified Enhanced Background Check
Na Rae & Barry J.
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
13 years of experience
Kenosha, WI, 53143

I can’t say enough wonderful things about Na Rae & Barry! This was my first time ever leaving Sadie with someone else, and I was so nervous, but they made the whole experience so easy and stress-free. From the very start, they were kind, communicative, and made me feel completely comfortable trusting them with my little girl. Sadie actually went into heat during her stay, and they didn’t bat an eye. They got her little diapers and gave her the extra care and attention she needed without making it feel like any trouble at all. I can’t tell you how much that meant to me as a pet parent. They also sent me regular updates and adorable photos throughout the week, which gave me such peace of mind. When I picked Sadie up, she was her same happy, energetic self—and I could tell she had been loved and treated like part of their family. Na Rae & Barry along with their kids, truly went above and beyond for Sadie. I wouldn’t hesitate for a second to book with them again. Thank you both so much for taking such amazing care of my sweet girl!

Profile image
Sarah S.
Sitter Profile Image: Jacob Miles F.
Verified Background Check
Jacob Miles F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
102 reviews
35 repeat clients
10 years of experience
Grayslake, IL, 60030

Jacob was exceptional. He took in our 9 week old puppy Stella for a few days and took incredible care of her. From the initial meet and greet through pickup, he asked great questions, adhered to our requested schedule, gave her lots of exercise and snuggles, all while keeping us in the loop with daily status updates via pics and videos. We felt immediate trust and comfort with him and he did not disappoint. Stella will absolutely see him again soon.

Profile image
Daniel E.
Sitter Profile Image: Heather L.
Verified Enhanced Background Check
Heather L.
from
$35
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Kenosha, WI, 53142

Heather and her family were very welcoming ! They allowed Evie and I to come the night before and meet them to make sure everyone was comfortable! Heather communicated and sent so many pictures! The communication and pictures gave me peace of mind while being away. I really enjoyed the little updates! She made sure Evie was comfortable, snuggled, and even helped to get her to eat when she was a bit stubborn! I loved that her and her family loved Evie like their own! I would definitely recommend and would return. Thank you Heather and family❤️

Profile image
Jacquis
Sitter Profile Image: Rachel W.
Verified Enhanced Background Check
Rachel W.
from
$45
per night
5.0 out of 5 stars
4 reviews
8 years of experience
Kenosha, WI, 53142

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.

Profile image
Amanda M.
Sitter Profile Image: Hannah D.
Verified Enhanced Background Check
Hannah D.
Star Sitter
from
$42
per night
5.0 out of 5 stars
63 reviews
14 repeat clients
26 years of experience
Racine, WI, 53402

Hannah was absolutely wonderful with my two fur babies. She sent so many pictures and it looked like boys had a ball. I will definitely be a returning customer ❤️

Profile image
Kelly R.
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
17 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

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.

Profile image
Jeanne H.
Sitter Profile Image: Jennifer A.
Verified Enhanced Background Check
Jennifer A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
74 reviews
33 repeat clients
15 years of experience
Waukegan, IL, 60085

Jennifer and her family took good care of Watson and he was a very happy pup when I picked him up the following day. She wasn’t available for the drop off time, but her son and daughter were perfect caretakers for the hour or so she needed to be out. I recommend and look forward to him staying again!

Profile image
Brian & Teresa L.
Sitter Profile Image: Sandy D.
Verified Enhanced Background Check
Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
184 reviews
71 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy has watched our dog for many of our travels. Charlie loves being with her when we’re gone and she keeps us updated about his stay with photos. We recommend Sandy to some of friends and they commented to us that she was great with their senior dog.

Profile image
George P.
Sitter Profile Image: Tony W.
Verified Background Check
Tony W.
from
$40
per night
4.9 out of 5 stars
15 reviews
8 repeat clients
7 years of experience
Salem, WI, 53168

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

Profile image
Tricia K.
Sitter Profile Image: Veronique S.
Verified Enhanced Background Check
Veronique S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
19 reviews
4 repeat clients
45 years of experience
WAUKEGAN, IL, 60087

Veronique, was/is fabulous. Knowledgeable and kind. She watched out fur baby at her home, AJ instantly felt comfortable and Veronique showed such kindness and compassion for our older pup. Her two dogs are just loves and welcomed AJ with friendly tails and smells. So thankful we found Veronique will definitely book again.

Profile image
Rebecca R.
Sitter Profile Image: Norma G.
Verified Background Check
Norma G.
from
$37
per night
4.9 out of 5 stars
199 reviews
72 repeat clients
34 years of experience
LAKE VILLA, IL, 60046

I just picked my dog up at Norma’s and I couldn’t be any happier!! Norma sent me several pictures and videos during the week and I could tell my dog was so happy and well cared for. I was relaxed during my week away knowing my dog was in good hands! Thank you again! ??‍??

Profile image
Julie R.
Sitter Profile Image: Brianna E.
Verified Enhanced Background Check
Brianna E.
Star Sitter
from
$51
per night
5.0 out of 5 stars
352 reviews
49 repeat clients
8 years of experience
Kenosha, WI, 53143

Brianna is so excellent with my fur baby. He loves going over there so much to stay with her and her family. Safety oriented, flexible and friendly.

Profile image
Nicole S.
Sitter Profile Image: Kelsey R.
Verified Enhanced Background Check
Kelsey R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
13 years of experience
Grayslake, IL, 60030

Kelsey was great — communicative, accommodating, and most importantly, took great care of Olive. We'll definitely work with Kelsey again. Highly recommended.

Profile image
Jared P.
Sitter Profile Image: Deanne D.
Verified Background Check
Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
262 reviews
128 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: Stella G.
Verified Background Check
Stella G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
106 reviews
56 repeat clients
25 years of experience
Round lake, IL, 60073

I had a rescue adult dog, I did not know how it was going to go since I had never left her completely alone since I got her 3 years ago. Stella made me feel comfortable with the whole process. I cannot say enough on how pleased I am, from the updates while I was gone, to how well and smoothly everything went. It looks like my dog made some friends during her 9 day visit as she is much more vocal now, letting me know she's the boss!!!! Thank you Stella

Profile image
Curtis F.
1 / 1
View more sitters

Over 128
pet parents in Pleasant Prairie have booked dog boarding

Pleasant Prairie dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

it’s like dropping off your fur child to be watched by your sister... thank you again for keeping my unicorn (english mastiff) jolene ! highly recommend!

Profile image
Jason E.
Boarding
5.0 out of 5 stars

Kim is amazing with dogs! She’s very knowledgeable in caring for your pet and has ample experience in the field. She accepted my dog last minute and cared for him like he was one of her own even when was being challenging. Communication is A-1 from start to finish and she makes you as well as your pet feel comfortable. My Polo will definitely be coming back. 5 stars EASILY

Profile image
Jarvis P.
Boarding
5.0 out of 5 stars

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!

Profile image
John K.
Boarding
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Pleasant Prairie average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Apr 2026, the median cost of dog boarding in Pleasant Prairie is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Pleasant Prairie dog boarding rates can be found as low as $20 to as high as $42 per night.

If you’re searching for a Pleasant Prairie dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, 638 sitters provided dog boarding in Pleasant Prairie. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 94% of Pleasant Prairie dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Pleasant Prairie have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Pleasant Prairie.

Rover makes it easy to find Pleasant Prairie dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 638 dog boarding sitters in Pleasant Prairie on Rover, so you’re sure to find the perfect match for your dog! In Pleasant Prairie, 89% of sitters offer daily exercise, 95% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.