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

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Top rated Winnebago 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!”


“I've never taken my dog to a sitter ever. Frank got recommended to us by another Rover user, so we did a meet and greet and I felt completely comfortable with the care my dog was going to receive. My sweet girl is a senior with some special needs and she was loved and cared for in the best way possible. I was able to enjoy my trip without the nagging worry that my fur baby was going to be unhappy. We were so comfortable with the care she received that we booked again for a shorter stay soon after.”


“Molly had a great time! Communication was great as well. Molly enjoyed playing in the fenced yard. Will definitely book again! Thank you for taking care of Molly like family.”


“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!”


“Gina provided complete security and peace of mind for our first time leaving Charlie for an extended length of time. Communication was consistent and detailed with adorable photos. Absolutely will use Gina again in the future, highly recommend”


“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.”


“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


“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.”


“Kelley was great! Was very communicative and his pup is very sweet. Received lots of photos and updates. Our dog Ozzie had a blast during his stay.”


“Bobbie is amazing. This was Sophie’s first overnight and I was so nervous. Bobbie sent pictures and kept me informed on how Sophie was doing. Because Bobbie is so good with dogs Sophie was comfortable and completely at home. I can’t say enough about how good Bobbie is. I will definitely be using Bobbie again for future trips. Thank you again for being so good with my Sophie.”


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”


“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!”


“Thank you, Nikki, for taking such great care of our pup! We really appreciate the pictures and updates. Also, thanks for being so responsive when we messaged you. We felt confident the entire time that Lambeau was in good hands. We will see you again 😄”



“This was our first time having Korri & her husband watch our Frenchie while we went out of state for 3 days. They were absolutely fantastic!! We never worried once if our fur baby was being taken care of. Korri sent us pictures and updates, multiple times a day, which we really appreciated! They also followed his feeding and treat schedule. If you want your pet to stay with someone who will care for, and love your pet the way you do, look no further! Thanks for a great experience Korri! ?”


“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!”


“Absolutely fabulous sitter and family! Ginger loved her stays with Anu and her family. Their dog Norah is the sweetest and was a great teacher for my young golden pup. I will definitely be booking in the future. Highly recommended!!??”


“Kathy was amazing! She cared for my boy like one of her own and even helped him integrate into the pack after a rocky start. Highly recommend!”


“We enjoyed having Suzy watch Riley while we were gone and will definitely use her again. The dogs meshed well together and she made Riley feel right at home!”


“Carol and her family were so so amazing! It was my first time using Rover and I was a bit nervous but she immediately put all my worries to rest. She was very communicative and sent tons of pics and videos of my puppy resting and playing all throughout his stay with her. Easy pick up and drop off. Couldn’t recommend her enough! ❤️❤️”


“Lucy loved the stay at Don’s house. He was very accommodating to our energetic pup who loved to run in his fenced back yard. We received photos and updates throughout the stay that showed Lucy was being loved and cared for the same as if she were at home. When I picked Lucy up she was excited to see me but was not anxious to leave lol!! I would highly recommend Don and his adorable dog Billie to anyone looking for a caring, responsible pet sitter. Lucy hopes to go back soon!!”

Loving dog boarding sitters in your neighborhood
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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!”


Frank B.Star Sitter

“I've never taken my dog to a sitter ever. Frank got recommended to us by another Rover user, so we did a meet and greet and I felt completely comfortable with the care my dog was going to receive. My sweet girl is a senior with some special needs and she was loved and cared for in the best way possible. I was able to enjoy my trip without the nagging worry that my fur baby was going to be unhappy. We were so comfortable with the care she received that we booked again for a shorter stay soon after.”


Denny H.Star Sitter

“Molly had a great time! Communication was great as well. Molly enjoyed playing in the fenced yard. Will definitely book again! Thank you for taking care of Molly like family.”


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!”


Gina R.Star Sitter

“Gina provided complete security and peace of mind for our first time leaving Charlie for an extended length of time. Communication was consistent and detailed with adorable photos. Absolutely will use Gina again in the future, highly recommend”


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.”


Bobbi T.Star Sitter

“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


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.”


Kelly K.

“Kelley was great! Was very communicative and his pup is very sweet. Received lots of photos and updates. Our dog Ozzie had a blast during his stay.”


Bobbie & Clark F.
Star Sitter


“Bobbie is amazing. This was Sophie’s first overnight and I was so nervous. Bobbie sent pictures and kept me informed on how Sophie was doing. Because Bobbie is so good with dogs Sophie was comfortable and completely at home. I can’t say enough about how good Bobbie is. I will definitely be using Bobbie again for future trips. Thank you again for being so good with my Sophie.”


Jessica & Chase M.
Star Sitter


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”


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!”


Nikki S.Star Sitter

“Thank you, Nikki, for taking such great care of our pup! We really appreciate the pictures and updates. Also, thanks for being so responsive when we messaged you. We felt confident the entire time that Lambeau was in good hands. We will see you again 😄”




Korri R.
Star Sitter


“This was our first time having Korri & her husband watch our Frenchie while we went out of state for 3 days. They were absolutely fantastic!! We never worried once if our fur baby was being taken care of. Korri sent us pictures and updates, multiple times a day, which we really appreciated! They also followed his feeding and treat schedule. If you want your pet to stay with someone who will care for, and love your pet the way you do, look no further! Thanks for a great experience Korri! ?”


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!”


Anuradha N.Star Sitter

“Absolutely fabulous sitter and family! Ginger loved her stays with Anu and her family. Their dog Norah is the sweetest and was a great teacher for my young golden pup. I will definitely be booking in the future. Highly recommended!!??”


Kathleen M.

“Kathy was amazing! She cared for my boy like one of her own and even helped him integrate into the pack after a rocky start. Highly recommend!”


Suzy D.Star Sitter

“We enjoyed having Suzy watch Riley while we were gone and will definitely use her again. The dogs meshed well together and she made Riley feel right at home!”


Carol S.

“Carol and her family were so so amazing! It was my first time using Rover and I was a bit nervous but she immediately put all my worries to rest. She was very communicative and sent tons of pics and videos of my puppy resting and playing all throughout his stay with her. Easy pick up and drop off. Couldn’t recommend her enough! ❤️❤️”


Don F.

“Lucy loved the stay at Don’s house. He was very accommodating to our energetic pup who loved to run in his fenced back yard. We received photos and updates throughout the stay that showed Lucy was being loved and cared for the same as if she were at home. When I picked Lucy up she was excited to see me but was not anxious to leave lol!! I would highly recommend Don and his adorable dog Billie to anyone looking for a caring, responsible pet sitter. Lucy hopes to go back soon!!”
Winnebago dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Winnebago 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 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 average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 124 sitters provided dog boarding in Winnebago. 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 Winnebago dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnebago have an average of 17 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.
Rover makes it easy to find Winnebago 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 124 dog boarding sitters in Winnebago on Rover, so you’re sure to find the perfect match for your dog! In Winnebago, 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.
