Dog Boarding in Pleasant Prairie
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Top rated Pleasant Prairie dog boarders

“Laura & Ryan were wonderful with our Mousse! She was happy when we picked her up. I’m sure she loved being outside running and playing in their big yard! They sent pictures to let us see how she was doing while she was there. Highly recommend!”


“My dog Flash stayed at Connie’s for 17 days during my trip overseas. I had never used Rover site + Flash never stayed with someone he did not know for such a long time, but they got along very well ? Connie kept me updated often with videos, photos and detailed report about how Flash was spending his day with them. Even though Flash can’t talk, I can tell he loved the walks, rolling in the grass in their large backyard, playing fetch forever, playing with challenging puzzles, cuddling on their sofas, sneaking upstairs to check their son’s bedroom for a quick nap..) It was very assuring and I could concentrate on my travel without worrying about Flash. Communication was fast, arranging times for meet/greet, drop off/pick up were super easy and accommodating. I would definitely board Flash again for my future travels.”


“Kim was wonderful sitter for Pepper. Pepper loves being at her place. The pictures and videos made us feel so happy knowing Pepper is being taken care well and look so happy. We definitely will book pepper again. Thank you Kim, you treated Pepper kike your own dog.”


“I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.”


“You want a second review? I already told you she was great with my dog, he had a fun time with her dogs and since he was recently adopted I was worried how he would do. He was fine when I picked him up!”


“Kim is very accommodating for drop off and pick up times. She sent pics of my dog and updates during his stay. My dog looked at home and was well cared for!”


“I appreciate Jennifer’s help so very much. She treated Tony the dog so very well and even let me know how he was doing day to day. She really helped us both out so very much and I hope to get her help in the future!”



“Dee was awesome with our dog. She sent several photos of him throughout the day with updates about his feeding and potty status. We will definitely book with her again .”


“Sandy was an angel! She took Ramo in an incredibly last minute request when we found out our hotel wasn’t pet friendly on arrival. She sent pictures and responded promptly to all our questions, and she treated Ramo like her own. Thank you Sandy!”


“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!”


“Chisato was INCREDIBLE. I was so nervous to leave our rescue dog for an extended vacation. Chisato gave her SO much attention and kept kept me updated at least once a day. Just one day in to the vacation, I already felt at ease and could relax knowing our baby was in great care.”



“Angela was very welcoming and caring for our Gizmo! From the moment we arrived her and her husband greeted us with open arms. We were going camping and our schedule was a little off but they made time for us. We received pictures and updates daily and were really pleased. Would highly recommend to anyone using this service for the 1st time. Thanks again!”


“Another great stay for our pup, Hazel! Tabitha was able to take Hazel on fairly short notice, and sent pictures every day to show us what a great time Hazel was having!”


“Smokey had a blast while staying at your home. He will surely miss you and the family. Communication was easy and quick response as well”


“We had such a fantastic experience with Sunshine. She took such good care of our dog, Mac. She sent me photos every day and I knew he was well loved and taken care of. I definitely would recommend Sunshine and family ( her kiddos were great with him, too!) to anyone looking for a trustworthy and caring sitter. I will assuredly be booking again!”



“Amy was amazing with Lucy! With Lucy being our first puppy and this our first time using Rover, Amy made this process so easy and seamless! She offered potty training tips and sent us daily updates which we greatly appreciated - will definitely be booking with her again :)”


“This is the second time we have entrusted Peaches to the care of this wonderful family, and we are just as pleased as the first time—Peaches clearly is as well. We are truly grateful to have found them. Their warmth and attentiveness toward Peaches is remarkable. They are the ideal caregivers anyone could find!!”


“I was so very happy that I selected Veronique to care for my pup during my long 12 day vacation. Veronique truly exceeded my expectations by caring for my puppy just like she was one of the family, by sending me photos and videos of their walks in the park and by the beach, and by calming her during rain storms. I feel that Veronique is a dog whisperer. She also bathed my dog and clipped her nails beautifully. Seeing the videos, I joyfully felt that my pup was having more fun than me. I highly recommend Veronique to sit for any type of dogs as she has years of experience, a high level of canine knowledge, and her house is warm and safe, and set up with a large fenced yard and secure features. I will be using her services again in the future.”


“Brianna was amazing with our Lobo! She shows compassionate care to him and is all about his well being! She goes above and beyond for our boy! We can trust that he is in great hands with Brianna!”

Loving dog boarding sitters in your neighborhood
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Laura & Ryan A.Star Sitter

“Laura & Ryan were wonderful with our Mousse! She was happy when we picked her up. I’m sure she loved being outside running and playing in their big yard! They sent pictures to let us see how she was doing while she was there. Highly recommend!”


Connie S.
Star Sitter


“My dog Flash stayed at Connie’s for 17 days during my trip overseas. I had never used Rover site + Flash never stayed with someone he did not know for such a long time, but they got along very well ? Connie kept me updated often with videos, photos and detailed report about how Flash was spending his day with them. Even though Flash can’t talk, I can tell he loved the walks, rolling in the grass in their large backyard, playing fetch forever, playing with challenging puzzles, cuddling on their sofas, sneaking upstairs to check their son’s bedroom for a quick nap..) It was very assuring and I could concentrate on my travel without worrying about Flash. Communication was fast, arranging times for meet/greet, drop off/pick up were super easy and accommodating. I would definitely board Flash again for my future travels.”


Kim K.Star Sitter

“Kim was wonderful sitter for Pepper. Pepper loves being at her place. The pictures and videos made us feel so happy knowing Pepper is being taken care well and look so happy. We definitely will book pepper again. Thank you Kim, you treated Pepper kike your own dog.”


Ashley R.Star Sitter

“I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.”


Norma G.Star Sitter

“You want a second review? I already told you she was great with my dog, he had a fun time with her dogs and since he was recently adopted I was worried how he would do. He was fine when I picked him up!”


Kim F.
Star Sitter


“Kim is very accommodating for drop off and pick up times. She sent pics of my dog and updates during his stay. My dog looked at home and was well cared for!”


Jennifer A.
Star Sitter


“I appreciate Jennifer’s help so very much. She treated Tony the dog so very well and even let me know how he was doing day to day. She really helped us both out so very much and I hope to get her help in the future!”




Dee S.Star Sitter

“Dee was awesome with our dog. She sent several photos of him throughout the day with updates about his feeding and potty status. We will definitely book with her again .”


Sandy D.Star Sitter

“Sandy was an angel! She took Ramo in an incredibly last minute request when we found out our hotel wasn’t pet friendly on arrival. She sent pictures and responded promptly to all our questions, and she treated Ramo like her own. Thank you Sandy!”


Na Rae & Barry J.

“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!”


Chisato A.Star Sitter

“Chisato was INCREDIBLE. I was so nervous to leave our rescue dog for an extended vacation. Chisato gave her SO much attention and kept kept me updated at least once a day. Just one day in to the vacation, I already felt at ease and could relax knowing our baby was in great care.”




Angela A.
Star Sitter


“Angela was very welcoming and caring for our Gizmo! From the moment we arrived her and her husband greeted us with open arms. We were going camping and our schedule was a little off but they made time for us. We received pictures and updates daily and were really pleased. Would highly recommend to anyone using this service for the 1st time. Thanks again!”


Tabitha H.

“Another great stay for our pup, Hazel! Tabitha was able to take Hazel on fairly short notice, and sent pictures every day to show us what a great time Hazel was having!”


Alyssa S.

“Smokey had a blast while staying at your home. He will surely miss you and the family. Communication was easy and quick response as well”


Sunshine L.Star Sitter

“We had such a fantastic experience with Sunshine. She took such good care of our dog, Mac. She sent me photos every day and I knew he was well loved and taken care of. I definitely would recommend Sunshine and family ( her kiddos were great with him, too!) to anyone looking for a trustworthy and caring sitter. I will assuredly be booking again!”




Amy H.

“Amy was amazing with Lucy! With Lucy being our first puppy and this our first time using Rover, Amy made this process so easy and seamless! She offered potty training tips and sent us daily updates which we greatly appreciated - will definitely be booking with her again :)”


Byron G.Star Sitter

“This is the second time we have entrusted Peaches to the care of this wonderful family, and we are just as pleased as the first time—Peaches clearly is as well. We are truly grateful to have found them. Their warmth and attentiveness toward Peaches is remarkable. They are the ideal caregivers anyone could find!!”


Veronique S.

“I was so very happy that I selected Veronique to care for my pup during my long 12 day vacation. Veronique truly exceeded my expectations by caring for my puppy just like she was one of the family, by sending me photos and videos of their walks in the park and by the beach, and by calming her during rain storms. I feel that Veronique is a dog whisperer. She also bathed my dog and clipped her nails beautifully. Seeing the videos, I joyfully felt that my pup was having more fun than me. I highly recommend Veronique to sit for any type of dogs as she has years of experience, a high level of canine knowledge, and her house is warm and safe, and set up with a large fenced yard and secure features. I will be using her services again in the future.”


Brianna E.

“Brianna was amazing with our Lobo! She shows compassionate care to him and is all about his well being! She goes above and beyond for our boy! We can trust that he is in great hands with Brianna!”


Amanda S.

“Amanda was so sweet and my pups loved being at her house they got to play in the back yard a lot and she seemed to really care about them. Had a great time. She also sent pics.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Pleasant Prairie is $48 per night, including service fees. Boarding your dog for one week typically costs $336. 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.
As of Aug 2025, 610 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, 92% of Pleasant Prairie dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pleasant Prairie have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 610 dog boarding sitters in Pleasant Prairie on Rover, so you’re sure to find the perfect match for your dog! In Pleasant Prairie, 91% of sitters offer daily exercise, 95% offer medication administration, and 90% 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.
