Dog Boarding in Winnebago, IL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Winnebago dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Mary did an amazing job caring for my dog for 2 weeks. I was concerned leaving her for such a long time, but Mary treated her as if she was her own dog. I received at least one photo from her every day. Right from the start I could see that my dog was healthy and happy.”
“Charley sent updates to me while Wesley was in her care. I was extremely appreciative as we had never left him behind before. I highly recommend her boarding service.”
“Jennifer was great! It helped us relax on our trip knowing our dog was with someone who was treating her like their own dog. Our dog was able to play outside in the fenced yard, snuggle a bunch and treated like a part of their family. We will definitely use Jennifer for another future trip! Thanks so much!”
“Tanya was absolutely amazing with our dog Toby! From our first meet and greet, she was warm, professional, and clearly experienced with pets. While we were away, she sent daily updates and photos that showed Toby was relaxed, happy, and getting lots of love and attention. It gave us such peace of mind knowing he was in such capable hands. Tanya went above and beyond, and we’re so grateful. Highly recommend her to anyone on Rover!”
“Jonna took AMAZING care of our Blaike. Her and her family were gentle, attentive, caring, loving, and kind to her. They helped ease her anxiety, made sure she was always comfortable and secure, and gave her so much love, rubs, and affection. They truly treated her like a member of the family. We will absolutely be utilizing her Boarding services for our next trip, and wholeheartedly recommend her to anyone needing a sitter. Thank you so much Jonna!!😊❤️❤️❤️”
“Sumer went above and beyond! She was there for me in a time of crisis and I will never forget that. She helped me out and was very flexible when it was really needed. Also, my dogs love her! I can't believe how fast my shy guy came out of his shell for her! Yay Sumer! Thank you so much!”
“Mary was absolutely the best while taking care of our Bentley! She cared for him as if he was her own. She sent daily pictures and videos too. Highly, highly recommend her and will be booking with her again in the future!”
“Dominic did an excellent job watching our dog! He had her for 5 days and nights. He would send me pictures of all her activities. I think she had a great time. I would highly recommend Dominic and we will be using him again!”
“Sara & Cassy were amazing with watching our dogs. We have never allowed anyone to watch our dogs before except our parents and close friends, and we felt so comfortable with them. They did a video call with us beforehand, and we felt truly at ease. They assisted with ensuring our dogs got to their house safely as they watched them after our dogs were done with their role at our wedding. They are quick and efficient communicators, and took amazing care of both of our dogs, sending adorable updates throughout their stay. They packed up their stuff upon pickup as well. They both went above and beyond and we can't thank them enough for taking the best care of our babies. 🫶🏻🫶🏻🫶🏻”
About: Aside from being a dog, horse, and cat mom for over 20 years, I also have 5 years of experience working in a veterinary clinic, 2 years of experience as a dog trainer, and a year of experience working in a dog shelter. I have a wide range of expertise in many areas of animal needs, including animal health and behavior. Currently, I am available during evenings and weekends for pet care, including boarding or sitting for animals that are used to being alone during regular working hours. During summer and spring break I will also have increased availability as I am a teacher. My pets are like my children. They receive the best care as far as feeding, exercise, enrichment, medical care, and training. When I am watching someone else’s pet, I love them like they are my own. I am an animal lover and strive to make sure any animal in my care feels loved and safe.
“We were so lucky to find Sheryl. It was our first time leaving our boy with someone new to him. We were going on a vacation and were super anxious to leave Cookie with anyone, but had no choice as we could not take him with us. Sheryl was amazing. Cookie was very anxious at first but few minutes after meeting her he start running around her house, not barking anymore and we felt comfortable enough to leave him. Sheryl did everything and even more to give us a piece of mind. She sent pictures and videos daily as well as updating us on what and how he was doing. Next time we go somewhere we know who to leave our boy with. Very greatfull!”
“From the very start to finish I knew Ella was the perfect sitter for my dog. I mean she is absolutely phenomenal and her energy is amazing. She kept me updated with photos throughout the day and I slept peacefully knowing my dog was ok. I will always and forever make Ella my go to for dog sitting and you should too. She is so sweet and my dog loved her. I feel so blessed to be able to entrust her with my dog. I have a pitbull and she did so good with her! Thank you and I will be booking you again!!”
“The best sitters on this app! Absolutely professional in the way of doing things and unbelievably lovely with the dog. I’ve left my pup with them twice and she refuses to leave their place when I pick her back up. Super friendly couple and very much involved in their care towards dogs. Thomas and Emily always accommodated my requests and were super helpful in giving my pups medication too. I would 100% recommend them, the best dog sitters ive come across so far!!!”
“Jacqueline took such great care of our dog while we were out of town. She and her family treated our dog as if he was their own. We couldn't be happier with Jacqueline. She's the best! ❤️”
Over 74 pet parents in Winnebago have booked dog boarding
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Feb 2026, the median cost of dog boarding in Winnebago is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winnebago dog boarding rates can be found as low as $29 to as high as $43 per night.
As of Feb 2026, 100 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, 93% of Winnebago dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnebago have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 100 dog boarding sitters in Winnebago on Rover, so you’re sure to find the perfect match for your dog! In Winnebago, 91% of sitters offer daily exercise, 91% offer medication administration, and 91% 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.
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