Dog Boarding in Winnebago Heights, WI
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Top rated Winnebago Heights 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!!”


“We are so lucky to have found Denny and his family to care for Lexie! Lexie adapted so quickly and seemed to really enjoy her time at Denny's home. Denny was very good with communicating and sending pics during Lexie's stay. She looks forward to seeing him again soon! Your pet will be in good care in Denny's home! Thank you!”


“Anu and her family did a wonderful job of taking care of our Trooper. He had a fantastic time and took quite the nap after getting home from all the playing! They made sure they knew Trooper’s routine and we received pictures and videos multiple times a day to keep us updated on how he was doing. I highly recommend Anu and her family to care for your pet!”


“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.”


“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 pup Callie stayed with Maria for 8 days while were in FL. She was well cared for and Maria gave me updates during her stay that Callie was doing well. I would recommend Maria, especially if you're looking for a low-key environment or if your pup doesn't do well with other dogs.”


“By far my dog’s favorite sitter! She is always treated like part of their family and she has so much fun playing with their dogs. I love all the photos and the run down of all the fun playtime she got during the day!”


“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 was my first time using Rover (or any kind of pet sitting service) and everything was absolutely flawless. Gina was absolutely fantastic! Rover was an excellent choice, also. I had to rearrange dates with her and she was able to do all the necessary “paperwork “. I simply had to “accept “ changes which made me very happy as I’m not really tech-savvy!! From our dogs first meet and greet to the time I picked him up I was 100% confident in her genuine love and affection for animals. I received updates and photos of our dogs having a great time together regularly. I will definitely be requesting Gina & “Mack”, her adorable Chihuahua anytime I need a pet sitter in the future.”


“Jesse and Chase made our first Rover experience amazing! They were so welcoming and understanding to our needs for our pup. Really enjoyed the great communication!”


“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


“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 was very responsive and kept us up to date during our dog’s stay. Don was very friendly and our boys came home tired from playing and very happy. Pick up and drop off were a breeze and there was a large yard full of toys for them to play with. I will for sure use Don again the next time we are in the area!”


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 her family did a phenomenal job of taking care of my dog, Archie for a 14-day stay! Every expectation was exceeded! Highly recommend!”


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!!”


Denny H.Star Sitter

“We are so lucky to have found Denny and his family to care for Lexie! Lexie adapted so quickly and seemed to really enjoy her time at Denny's home. Denny was very good with communicating and sending pics during Lexie's stay. She looks forward to seeing him again soon! Your pet will be in good care in Denny's home! Thank you!”


Anuradha N.Star Sitter

“Anu and her family did a wonderful job of taking care of our Trooper. He had a fantastic time and took quite the nap after getting home from all the playing! They made sure they knew Trooper’s routine and we received pictures and videos multiple times a day to keep us updated on how he was doing. I highly recommend Anu and her family to care for your pet!”


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.”


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!”


Maria V.Star Sitter

“Our pup Callie stayed with Maria for 8 days while were in FL. She was well cared for and Maria gave me updates during her stay that Callie was doing well. I would recommend Maria, especially if you're looking for a low-key environment or if your pup doesn't do well with other dogs.”


Bobbie & Clark F.
Star Sitter


“By far my dog’s favorite sitter! She is always treated like part of their family and she has so much fun playing with their dogs. I love all the photos and the run down of all the fun playtime she got during the day!”


Luana L.

“Great place to go!! Julius had a good time, (my pug) We thought it was really nice all the great pictures sent to us! Will certainly use her service again!”


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.”


Gina R.Star Sitter

“This was my first time using Rover (or any kind of pet sitting service) and everything was absolutely flawless. Gina was absolutely fantastic! Rover was an excellent choice, also. I had to rearrange dates with her and she was able to do all the necessary “paperwork “. I simply had to “accept “ changes which made me very happy as I’m not really tech-savvy!! From our dogs first meet and greet to the time I picked him up I was 100% confident in her genuine love and affection for animals. I received updates and photos of our dogs having a great time together regularly. I will definitely be requesting Gina & “Mack”, her adorable Chihuahua anytime I need a pet sitter in the future.”


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.”


Jessica & Chase M.
Star Sitter


“Jesse and Chase made our first Rover experience amazing! They were so welcoming and understanding to our needs for our pup. Really enjoyed the great communication!”


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!”


Susan & Mark Q.Star Sitter

“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


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.

“Don was very responsive and kept us up to date during our dog’s stay. Don was very friendly and our boys came home tired from playing and very happy. Pick up and drop off were a breeze and there was a large yard full of toys for them to play with. I will for sure use Don again the next time we are in the area!”


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!”
Popular requests near you
Select a filter and find qualifying Winnebago Heights sitters!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!
The median cost per night for dog boarding in Winnebago Heights is $40
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 Winnebago Heights average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 121 sitters provided dog boarding in Winnebago Heights. 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 Heights dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnebago Heights 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 Heights.
Rover makes it easy to find Winnebago Heights 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 Heights on Rover, so you’re sure to find the perfect match for your dog! In Winnebago Heights, 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.
