Dog Boarding in Winnebago Park, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Winnebago Park dog boarders

“Chelsea was easy to communicate with and made the whole process easy. We did a meet and greet beforehand and I felt very comfortable with her. I knew my dog was in good hands and will definitely use her again!”


“Denny is very caring and always provides a great temporary home of our dog. Daily updates with pictures are Denny’s way of keeping in close contact and ensuring things are going well. Leo loves staying with Denny!”


“Frank and Julie were great! This was our first time leaving our dog with someone, and I couldn’t be happier with how it went. We got plenty of pictures and updates throughout the week. Plenty of walks and play time too! Highly recommend.”


“Anu and her family are the best!! They are so welcoming and our pup Daisy had such a fun time at their place, excellent communication and received many updates throughout the stay. Would 100% recommend 😊”


“Maria was great! While on vacation we got delayed an extra night due to a tropical storm and she was quick to help and eased any worry of having a safe place for our dog. Chewy is a great pup but in need of a little extra attention and Maria easily fulfilled this as she only watched one dog at a time having Chewy return to us happy and healthy! We were also able to see updates on him through the pictures she sent and could see his personality still shining through as he was definitely comfortable in her care.”


“I felt my dog was in great care with Carol. Her house was tidy and clean, and her personality was warm and inviting. She kept me up to date daily. I could tell her dog was welcomed into the family, and I would take my pup her again!”


“Our experience using Gina as a pet sitter for our doodle, Charlie, was just excellent. From the first meet-n-greet we did, I could tell how much Gina loves dogs, as well as how organized and responsive she would be. But even with that knowledge, I was still blown away by the daily updates I receive from her, which included photos, videos, and fun stories about Charlie’s day. Not sure that Charlie is really too happy to be home after 8 days with Gina and her dog Mack….but I plan to be a repeat customer for all of our future needs. Thank you for everything, Gina!!”


“Zoe love, love, loves going to Bobbie and Clark's, She fits right in with their dogs, huskies, and their family loves on her. I can't say enough how much she enjoys her time at their home.”


“Luana had three friendly beagles and a great fenced in back yard. You can tell she's a dog lover and I felt very comfortable leaving my dog, Cliff with her. I would definitely recommend luana for any dog sitting.”


“Emma was awesome! She had our shetland sheepdog for over two weeks. We did a meet and greet to make sure everyone would get along. It went well and we were very comfortable leaving Nikki for a long time with Emma. Communication was fast for everything. Emma sent pics and an update almost everyday. Nikki was clearly enjoying herself. We would definitely have Emma dogsit Nikki again.”


“Jessica and chase were the best.My kitty mavrick was well taken care of. They kept me updated during the full stay and sent pics and videos. I really appreciated the card and live they gave”


“Thank you, thank you, thank you for taking such good care of our doggie while we were away for a week. Knowing he was being loved and cared for like he is a member of your family gave us such a peace of mind.”


“Scruffy had an excellent time at Don’s. He was spoiled with staying at Don’s. Lots of attention, good food and naps. I was nervous as this was our first time with leaving Scruffy at a sitter. He quickly warmed up and had a blast. If in the area again I’d rebook.”


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.

“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!”



“Lisa and her family made our pup feel like he was on a vacation too! So happy we found Lisa, she is professional, kind, and such a dog person! She sends pictures and videos throughout the entire stay and is accommodating and flexible, as some plans can change while traveling! We will be using Lisa again-cannot recommend her enough!”

Loving dog boarding sitters in your neighborhood
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Bobbi T.Star Sitter

“Bobbi and family were great taking care of Trudy! Updates were nice with pictures and Trudy had a fantastic time! Would easily book with her again.”


Chelsea K.Star Sitter

“Chelsea was easy to communicate with and made the whole process easy. We did a meet and greet beforehand and I felt very comfortable with her. I knew my dog was in good hands and will definitely use her again!”


Denny H.Star Sitter

“Denny is very caring and always provides a great temporary home of our dog. Daily updates with pictures are Denny’s way of keeping in close contact and ensuring things are going well. Leo loves staying with Denny!”


Frank B.Star Sitter

“Frank and Julie were great! This was our first time leaving our dog with someone, and I couldn’t be happier with how it went. We got plenty of pictures and updates throughout the week. Plenty of walks and play time too! Highly recommend.”


Anuradha N.Star Sitter

“Anu and her family are the best!! They are so welcoming and our pup Daisy had such a fun time at their place, excellent communication and received many updates throughout the stay. Would 100% recommend 😊”


Maria V.Star Sitter

“Maria was great! While on vacation we got delayed an extra night due to a tropical storm and she was quick to help and eased any worry of having a safe place for our dog. Chewy is a great pup but in need of a little extra attention and Maria easily fulfilled this as she only watched one dog at a time having Chewy return to us happy and healthy! We were also able to see updates on him through the pictures she sent and could see his personality still shining through as he was definitely comfortable in her care.”


Carol S.

“I felt my dog was in great care with Carol. Her house was tidy and clean, and her personality was warm and inviting. She kept me up to date daily. I could tell her dog was welcomed into the family, and I would take my pup her again!”


Gina R.Star Sitter

“Our experience using Gina as a pet sitter for our doodle, Charlie, was just excellent. From the first meet-n-greet we did, I could tell how much Gina loves dogs, as well as how organized and responsive she would be. But even with that knowledge, I was still blown away by the daily updates I receive from her, which included photos, videos, and fun stories about Charlie’s day. Not sure that Charlie is really too happy to be home after 8 days with Gina and her dog Mack….but I plan to be a repeat customer for all of our future needs. Thank you for everything, Gina!!”


Bobbie & Clark F.
Star Sitter


“Zoe love, love, loves going to Bobbie and Clark's, She fits right in with their dogs, huskies, and their family loves on her. I can't say enough how much she enjoys her time at their home.”


Luana L.

“Luana had three friendly beagles and a great fenced in back yard. You can tell she's a dog lover and I felt very comfortable leaving my dog, Cliff with her. I would definitely recommend luana for any dog sitting.”


Holly V.

“I’m so glad to have found Holly to care for our dog! She’s got a gentle and calm presence and made him very comfortable. She’s also communicative, responsive, and reliable.”


Emma S.Star Sitter

“Emma was awesome! She had our shetland sheepdog for over two weeks. We did a meet and greet to make sure everyone would get along. It went well and we were very comfortable leaving Nikki for a long time with Emma. Communication was fast for everything. Emma sent pics and an update almost everyday. Nikki was clearly enjoying herself. We would definitely have Emma dogsit Nikki again.”


Jessica & Chase M.
Star Sitter


“Jessica and chase were the best.My kitty mavrick was well taken care of. They kept me updated during the full stay and sent pics and videos. I really appreciated the card and live they gave”


Lisa S.

“Lisa is a true dog lover at heart! We felt like she would care for our pup as she would her own. We will definitely seek Lisa’s services in the near future!”


Josh F.
Star Sitter


“Very nice yard, safe and fenced. Josh was good at communicating, and followed good introduction protocol with his dogs meeting ours. Would definitely use him again.”


Susan & Mark Q.Star Sitter

“Thank you, thank you, thank you for taking such good care of our doggie while we were away for a week. Knowing he was being loved and cared for like he is a member of your family gave us such a peace of mind.”


Don F.

“Scruffy had an excellent time at Don’s. He was spoiled with staying at Don’s. Lots of attention, good food and naps. I was nervous as this was our first time with leaving Scruffy at a sitter. He quickly warmed up and had a blast. If in the area again I’d rebook.”


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.”


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!”




Lisa M.
Star Sitter


“Lisa and her family made our pup feel like he was on a vacation too! So happy we found Lisa, she is professional, kind, and such a dog person! She sends pictures and videos throughout the entire stay and is accommodating and flexible, as some plans can change while traveling! We will be using Lisa again-cannot recommend her enough!”
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, 121 sitters provided dog boarding in Winnebago Park. 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 Winnebago Park dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnebago Park have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 Winnebago Park.
Rover makes it easy to find Winnebago Park 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 121 dog boarding sitters in Winnebago Park on Rover, so you’re sure to find the perfect match for your dog! In Winnebago Park, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
