Dog Boarding in Pleasant Point, WI
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Top rated Pleasant Point dog boarders

“Chelsea was wonderful helping me. It was my first time using rover.com. She kept in touch with us throughout our vacation. I really appreciated the pictures sent. I would recommend Chelsea and contact her again for future needs. Thanks!!”


“This was my first time boarding my dog Remi. I was very nervous but Frank and Julie were excellent. They texted me They sent me pictures I had no worries in the world. I knew that Remi was well taken care of and happy. I would definitely recommend them, I will definitely take Remy back there again 5 star plus. Thank you both.”


“My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.”


“Emma always goes above and beyond my expectations! She is the one of the best sitters in the area. She cares for Angus as he were her family pet. Her family is his second family in my eyes.”


“This is the second time we’ve left our two dogs with Josh and his family, and once again they received great care! Both times now, our dog Daisy has come home and slept for hours, like she was just totally worn out! I think she really enjoys going there and playing. Highly recommend Josh!”


About: I provide attentive, personalized care for dogs of all ages, from energetic puppies learning the ropes to senior pups who need a gentler touch. With experience in basic training, administering medications, and keeping to specific feeding or exercise routines, I make sure each dog feels safe, happy, and loved. I treat every pet like family, giving them the same patience, play, and affection I’d want for my own Caring for pets is part of my everyday life, not just something I do on the side. Because I work from home, I’m able to keep a close eye on your furry friend throughout the day, whether that means frequent potty breaks, midday walks, or just extra cuddle time. I naturally weave feeding, play, and exercise into our schedule, so your pet’s needs are met consistently and with lots of love In my home, pets are treated like family. I make sure each furry guest feels comfortable and secure from the moment they arrive. There’s always fresh water available, cozy spots for napping, and plenty of supervised playtime indoors and out. Ill stick closely to your pet’s usual routines: meals, walks, training, and bedtime so they feel right at home. Whether it’s tossing a ball in the yard, going for a leisurely stroll, we give each pet the attention, affection, and care they deserve

“Amber was amazing! Her and her family helped take great care of my 3 month old pup for a few days while we were in the process of moving. She was super accommodating and helpful, taking him in just hours after us contacting her very last minute while stressed trying to figure out what to do with him. Taking in his “puppy shenanigans” and all like he was one of her own. Amber made sure to keep me updated about how his was doing helping to ease my mind of having him away from home for the first time. Sending me pictures/videos and messages about how his day was going. She also took the time to make sure that my pup was comfortable and entertained. Taking him on walks and being able to run around and play in the yard. Letting him go at his own pace and doing what made him feel safe when he didn’t like the rain or was was scared by her dog at first (he wasn’t the biggest one around anymore and couldn’t terrorize/annoy every living thing like he normally likes to do). She even went the extra mile to wash his bed after an accident over night and have him and all of his stuff packed up nicely and ready to go for me when I got there. My little boy loved playing with her and her family. And having the other dogs around for him to interact with was a bonus. When I tell you he was so excited when he first met them that I didn’t even get a second look over the shoulder or a goodbye before he took off to play with one of the kids ? (I’m still emotionally processing his betrayal ?). I could not recommend Amber enough! Your pet will be greatly taken care of (Not to mention worn out….he’s been napping since the moment we put him in the car) and all of your worries will fade the moment you get there.”


“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her again!”


About: I grew up with dogs and cats my whole life. I grew up with 2 husky mixes and 3 cats in my childhood home and I currently have 1 cattle dog and 2 cats. I also had the pleasure of house sitting for a few families consistently while they were away on vacations. I work early mornings so I have plenty of the daylight to spend time with your dogs! I’m available after 1pm to do daily walks, checks ins, and will have hours available for boarding. I have a fully fenced in yard and a 2 year old cattle dog that loves to make friends and play but also understands boundaries. I have a cat as well but I have a two story house so she can be separated from your dog if need be! I can easily crate your dog if needed as well. I am very flexible and accommodating to whatever your fur baby needs to feel comfortable and safe.


“Lisa and her family were amazing for boarding our dog overnight! This was our trial run for an upcoming longer stay. Our dog loved being at Lisa’s house! I think she thought she was at camp and loved it!”


“Michelle took such great care of our pup while we were away for a week. She sent pictures and videos every day to let us know how much fun he was having. Stewie loved the big backyard and the other dogs too. Michelle gave Stewie lots of love and attention, and he looked so happy and relaxed in every photo. Stewie is a picky eater and Michelle worked with him to get him to eat well while he was with her. Stewie was never left alone while he was in Michelle’s care. I would highly recommend Michelle to care for the pets of my friends and family. Stewie was treated like part of their family, and I know he was well taken care of.”


“Kiana was great with Simmba! She sent pictures, and kept us updated on his wellbeing. She was always very flexible when we needed to change our dates. She’s reliable and we would definitely use her again!”


“Definitely will be booking again with Ellie. My Penny had so much fun playing in the fenced in backyard with her new puppy friends. Ellie was very attentive and even saved for me the baby tooth Penny lost during her visit. Thank you”


“Kota took on my 13 week old puppy and I am so pleased with how well my puppy did at her home! Kota snuggled and loved and cared for her like she was her own! She communicated daily and sent the cutest pictures! I give my highest recommendation to her! So much better than a kennel when you need boarding! Your pet will be welcomed into their home and treated like a family member!”


“Ganelle and her family were great. She was responsive and took great care of my Kena during our holiday break. She sent multiple pictures and updates during her stay. Would highly recommend Ganelle if you were looking for a sitter.”


“This was my first time leaving Charlie with Amy; he stayed for a few days, and I couldn't have asked for a better experience. From the start, I felt such peace knowing that he was in good hands. Amy along with her sweet daughters took amazing care of Charlie —he looked so happy and comfortable in every adorable photo update I received! Communication was great throughout the stay, and it was clear Charlie was treated like family. I am so grateful and will definitely book again! Thank you Amy”

Loving dog boarding sitters in your neighborhood
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Chelsea K.Star Sitter

“Chelsea was wonderful helping me. It was my first time using rover.com. She kept in touch with us throughout our vacation. I really appreciated the pictures sent. I would recommend Chelsea and contact her again for future needs. Thanks!!”


Frank B.Star Sitter

“This was my first time boarding my dog Remi. I was very nervous but Frank and Julie were excellent. They texted me They sent me pictures I had no worries in the world. I knew that Remi was well taken care of and happy. I would definitely recommend them, I will definitely take Remy back there again 5 star plus. Thank you both.”


Courtney T.Star Sitter

“My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.”


Emma S.Star Sitter

“Emma always goes above and beyond my expectations! She is the one of the best sitters in the area. She cares for Angus as he were her family pet. Her family is his second family in my eyes.”


Josh F.
Star Sitter


“This is the second time we’ve left our two dogs with Josh and his family, and once again they received great care! Both times now, our dog Daisy has come home and slept for hours, like she was just totally worn out! I think she really enjoys going there and playing. Highly recommend Josh!”


Don F.

“Fish and Walter loved their stay! Don communicated well throughout the whole weekend. He treated our boys like family. They can’t wait to visit again!”


Brittany M.
“Brittany is the best! Took care of my dog while I was on vacation. She’s so sweet with animals and always makes sure they’re happy and cared for. Very dependable, trustworthy, etc.”


Amber H.

“Amber was amazing! Her and her family helped take great care of my 3 month old pup for a few days while we were in the process of moving. She was super accommodating and helpful, taking him in just hours after us contacting her very last minute while stressed trying to figure out what to do with him. Taking in his “puppy shenanigans” and all like he was one of her own. Amber made sure to keep me updated about how his was doing helping to ease my mind of having him away from home for the first time. Sending me pictures/videos and messages about how his day was going. She also took the time to make sure that my pup was comfortable and entertained. Taking him on walks and being able to run around and play in the yard. Letting him go at his own pace and doing what made him feel safe when he didn’t like the rain or was was scared by her dog at first (he wasn’t the biggest one around anymore and couldn’t terrorize/annoy every living thing like he normally likes to do). She even went the extra mile to wash his bed after an accident over night and have him and all of his stuff packed up nicely and ready to go for me when I got there. My little boy loved playing with her and her family. And having the other dogs around for him to interact with was a bonus. When I tell you he was so excited when he first met them that I didn’t even get a second look over the shoulder or a goodbye before he took off to play with one of the kids ? (I’m still emotionally processing his betrayal ?). I could not recommend Amber enough! Your pet will be greatly taken care of (Not to mention worn out….he’s been napping since the moment we put him in the car) and all of your worries will fade the moment you get there.”


Sadie S.
Star Sitter


“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her again!”


Kaitlyn M.
“Kaitlyn is a fantastic pet parent. And would make an even better pet sitter. I’ve known Kaitlyn over 10 years now, and one of the very first things I learned about her was her love for all animals. Whether her own, mine or a random strangers off the street. She has 2 cats and more recently, adopted the sweetest dog, all of whom she places needs before her own. She spends hours training her dog with the patience of a saint and yhe utmost love. Which is no surprise because she treats all animals like they are her own. She is always more excited to see my pets than she is me. She is a pet lover through and through. The amount of love, time and effort she puts into animal care is completely unmatched. Kaitlyn also finds staying up to date with vaccines, annual bet visits and exercise of great importance. Finally, Kaitlyn truly believes that pets are a part of our lives for such a short time, they deserve all of the love, kindness and attention. Because of these traits, i know Kaitlyn would make absolute best pet sitter for anyone, putting their pets needs above all else.”




Lisa M.
Star Sitter


“Lisa and her family were amazing for boarding our dog overnight! This was our trial run for an upcoming longer stay. Our dog loved being at Lisa’s house! I think she thought she was at camp and loved it!”


Michelle K.


“Michelle took such great care of our pup while we were away for a week. She sent pictures and videos every day to let us know how much fun he was having. Stewie loved the big backyard and the other dogs too. Michelle gave Stewie lots of love and attention, and he looked so happy and relaxed in every photo. Stewie is a picky eater and Michelle worked with him to get him to eat well while he was with her. Stewie was never left alone while he was in Michelle’s care. I would highly recommend Michelle to care for the pets of my friends and family. Stewie was treated like part of their family, and I know he was well taken care of.”


Kiana M.

“Kiana was great with Simmba! She sent pictures, and kept us updated on his wellbeing. She was always very flexible when we needed to change our dates. She’s reliable and we would definitely use her again!”


Ellie L.

“Definitely will be booking again with Ellie. My Penny had so much fun playing in the fenced in backyard with her new puppy friends. Ellie was very attentive and even saved for me the baby tooth Penny lost during her visit. Thank you”




Michelle M.


“Michelle took a great care of our "daughter" She sent us pictures daily ? Michelle cares about the pets she's watching Will be back to her welcoming house. Thank you!”


Kota H.

“Kota took on my 13 week old puppy and I am so pleased with how well my puppy did at her home! Kota snuggled and loved and cared for her like she was her own! She communicated daily and sent the cutest pictures! I give my highest recommendation to her! So much better than a kennel when you need boarding! Your pet will be welcomed into their home and treated like a family member!”


Kayla M.

“My dog feels right at home with Kayla and her dogs. Kayla does a great job at sending pictures and videos of all the fun my dog has while I'm away.”




Brianna T.

“Brianna did great with Rambo! She is quick to respond and reached out with questions.”


Ganelle H.

“Ganelle and her family were great. She was responsive and took great care of my Kena during our holiday break. She sent multiple pictures and updates during her stay. Would highly recommend Ganelle if you were looking for a sitter.”


Amy W.

“This was my first time leaving Charlie with Amy; he stayed for a few days, and I couldn't have asked for a better experience. From the start, I felt such peace knowing that he was in good hands. Amy along with her sweet daughters took amazing care of Charlie —he looked so happy and comfortable in every adorable photo update I received! Communication was great throughout the stay, and it was clear Charlie was treated like family. I am so grateful and will definitely book again! Thank you Amy”
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, 29 sitters provided dog boarding in Pleasant Point. 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, 91% of Pleasant Point dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 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 Point.
Rover makes it easy to find Pleasant Point 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 29 dog boarding sitters in Pleasant Point on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
