Dog Boarding in Winfield, IL
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Top rated Winfield dog boarders
“Remax was relaxed and happy in Jo'Ell's care. She made the stay easier by having crates so we didn't need to transport ours. She was even kind enough to bring Remax to the car for pick up as it was so cold out! Will call her next time we need a sitter.”
“Sarah was a great sitter who made my pup feel right at home. She has a great outdoor space and Mesa was very welcoming. Will definitely rebook and highly recommend Sarah.”
“I recently used Ashley to watch my fur baby Lexi while I was out of town and I couldn't be happier with the experience. Lexi had a fantastic time with Ashley and her family. She received so much love and attention as well as play time that she was clearly missing them for the next few days after we picked her up. Ashley was incredibly kind, responsible, and attentive to my dog's needs. I received regular updates and photos which put my mind at ease and allowed me to enjoy my trip without worrying about my pup. I highly recommend Ashley to anyone in need of a reliable and caring dog sitter. Thank you for taking such great care of Lexi!”
“This was our first time leaving our dog with Robynn and we couldn’t say enough positive things about her and her whole operation. She offered a meet and greet ahead of time so we could see her yard and home set up, and to make sure our dog would be happy. It is clear Robynn cares deeply about taking good care of her “pack” while at the same time diligently sending us photo and video updates throughout the visit. My dog got a little sick to her stomach one morning (nothing major, sometimes it happens, just a little bile) and Robynn was sure to inform us right away, document things in case we wanted her to see a vet, and also informed us that our dog was eating right away and playing happily. Upon pick up, our dog was clearly happy and well cared for. She has been snoozing deeply ever since coming home. We will not hesitate to use Robynn again in the future!”
“This was our first stay with Justine and Brett. They watched my 13 year old Golden for 4 days. Everything from initial contact with Justine, to picking up my pup later than expected after a flight delay of three hours, went very smoothly. She sent pictures to me while I was away…gave morning medication, and stayed in touch throughout the time I was gone. KC will definitely go back the next time mom needs to leave town. 😊🐶. Thank you Justine and Brett!”
“Pallvi and her family were great with Teddy! He had some last-minute medical issues and they were fabulous about adjusting their care to administer medication and keep an eye on his health. They were prompt with their communication and Teddy came home tired and happy. Thank you for taking such great care of Teddy!”
“Excellent hosts! The communication was top notch. I received daily updates with a photo of my dog. I was completely comfortable leaving my dog in their charge. My dog had a positive experience with Amanda and Anton. I definitely would book again with this pet loving family!”
“Marian was very friendly and was able to watch our 2 dogs on short notice. She took them on a long walk (after checking that a long walk would be ok for our dogs) and sent plenty of pictures. They came home happy! Would definitely book again!”
“Matthew and Michelle took great care of Sally! Sally loves to stay with the family and loves to play with their adorable dogs Peanut and Pepper. Matthew and Michelle would send us daily pictures and updates to ensure us Sally was having a great time.”
“Kaya has stayed here a couple times and all went well. She enjoyed her stay, interacting with other dogs, and Lynda's nice back yard. Regular updates with video were great. We felt Kaya was very safe in Lynda's care. Lynda is very organized making drop offs and pick ups very easy.”
“It's our first time working with Darrilyn. Darrilyn is a great sitter, she is very responsive and care with our dog, Ty. I will definitely work with with Darrilyn again in the future.”
“Our golden doodle was so loved and well taken care of with Courtney and her family! They have dog-living children who are the perfect ages to take care of dogs. Her own dogs were there too, and our pup got along great with them. He was picked up and dropped off in a brand new car! This was such a convenience for us. Each day we received pictures of our happy guy in their home. We had all the confidence even before we met, that Courtney was going to be an excellent dog sitter. We will be using her again and again!”
“Ivy & Markus did an excellent job of taking care of our Cocker Spaniel dog Bella for 4 nights. They took her long walks everyday, gave us daily updates of photos and videos. Since they have a fenced backyard she could freely run around. Also when we picked her back we can feel she was in a happy place during her stay.”
“This is our 3rd time working with Beth! Her and her family are so awesome with our dog!!! She is always sending pictures and her kids are always giving our guy love! We will continue to use Beth NO DOUBT when we need somewhere for Canon to go!”
“Judy was fantastic and very patient with our dogs. One of our dogs requires medication 3x a day and gets very anxious at night. Judy did everything to make him comfortable. She took them out for walks and provided multiple updates a day.”
“I could not have asked for a better pet sitter than Ashley! She and her darling daughters took such great care of my precious pup, I couldn't be more satisfied. She and her pup Dottie took mine on a walk, ran around the fenced yard, and Dottie kept my dog occupied and having fun all day. He was fed, got water, lots of love, and quality play and rest time. She kept me updated with photos and messages. I know my dog was very well cared for and safe. I will use her service again without hesitation. Thank you again Ashley!”
Loving dog boarding sitters in your neighborhood
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Jo'Ell S.Star Sitter
“Remax was relaxed and happy in Jo'Ell's care. She made the stay easier by having crates so we didn't need to transport ours. She was even kind enough to bring Remax to the car for pick up as it was so cold out! Will call her next time we need a sitter.”
Sarah V.Star Sitter
“Sarah was a great sitter who made my pup feel right at home. She has a great outdoor space and Mesa was very welcoming. Will definitely rebook and highly recommend Sarah.”
Ashley N.Star Sitter
“I recently used Ashley to watch my fur baby Lexi while I was out of town and I couldn't be happier with the experience. Lexi had a fantastic time with Ashley and her family. She received so much love and attention as well as play time that she was clearly missing them for the next few days after we picked her up. Ashley was incredibly kind, responsible, and attentive to my dog's needs. I received regular updates and photos which put my mind at ease and allowed me to enjoy my trip without worrying about my pup. I highly recommend Ashley to anyone in need of a reliable and caring dog sitter. Thank you for taking such great care of Lexi!”
Traci B.Star Sitter
“Traci was wonderful with our boys. We received a lot of comments and pictures from her, which is great. Our dogs enjoyed hanging out with her and her pup Charlie.”
Robynn F.Star Sitter
“This was our first time leaving our dog with Robynn and we couldn’t say enough positive things about her and her whole operation. She offered a meet and greet ahead of time so we could see her yard and home set up, and to make sure our dog would be happy. It is clear Robynn cares deeply about taking good care of her “pack” while at the same time diligently sending us photo and video updates throughout the visit. My dog got a little sick to her stomach one morning (nothing major, sometimes it happens, just a little bile) and Robynn was sure to inform us right away, document things in case we wanted her to see a vet, and also informed us that our dog was eating right away and playing happily. Upon pick up, our dog was clearly happy and well cared for. She has been snoozing deeply ever since coming home. We will not hesitate to use Robynn again in the future!”
Justine & Brett M.Star Sitter
“This was our first stay with Justine and Brett. They watched my 13 year old Golden for 4 days. Everything from initial contact with Justine, to picking up my pup later than expected after a flight delay of three hours, went very smoothly. She sent pictures to me while I was away…gave morning medication, and stayed in touch throughout the time I was gone. KC will definitely go back the next time mom needs to leave town. 😊🐶. Thank you Justine and Brett!”
Pallvi M.Star Sitter
“Pallvi and her family were great with Teddy! He had some last-minute medical issues and they were fabulous about adjusting their care to administer medication and keep an eye on his health. They were prompt with their communication and Teddy came home tired and happy. Thank you for taking such great care of Teddy!”
Amanda & Anton M.Star Sitter
“Excellent hosts! The communication was top notch. I received daily updates with a photo of my dog. I was completely comfortable leaving my dog in their charge. My dog had a positive experience with Amanda and Anton. I definitely would book again with this pet loving family!”
Marian P.
“Marian was very friendly and was able to watch our 2 dogs on short notice. She took them on a long walk (after checking that a long walk would be ok for our dogs) and sent plenty of pictures. They came home happy! Would definitely book again!”
Matthew & Michelle M.Star Sitter
“Matthew and Michelle took great care of Sally! Sally loves to stay with the family and loves to play with their adorable dogs Peanut and Pepper. Matthew and Michelle would send us daily pictures and updates to ensure us Sally was having a great time.”
Glen S.
“Apollo loves going over to Glenn’s! I know he is being very well taken care of and loved. He takes Apollo on all his walks everyday and follows up with treats!!”
Lynda M.
“Kaya has stayed here a couple times and all went well. She enjoyed her stay, interacting with other dogs, and Lynda's nice back yard. Regular updates with video were great. We felt Kaya was very safe in Lynda's care. Lynda is very organized making drop offs and pick ups very easy.”
Jon & Toni W.Star Sitter
“Jon and Toni took amazing care of Thor! Provided us with updates and made us feel like he was in good hands. We will definitely have them watch Thor again.”
Darrilyn S.Star Sitter
“It's our first time working with Darrilyn. Darrilyn is a great sitter, she is very responsive and care with our dog, Ty. I will definitely work with with Darrilyn again in the future.”
Courtney B.Star Sitter
“Our golden doodle was so loved and well taken care of with Courtney and her family! They have dog-living children who are the perfect ages to take care of dogs. Her own dogs were there too, and our pup got along great with them. He was picked up and dropped off in a brand new car! This was such a convenience for us. Each day we received pictures of our happy guy in their home. We had all the confidence even before we met, that Courtney was going to be an excellent dog sitter. We will be using her again and again!”
Ivy & Markus W.
“Ivy & Markus did an excellent job of taking care of our Cocker Spaniel dog Bella for 4 nights. They took her long walks everyday, gave us daily updates of photos and videos. Since they have a fenced backyard she could freely run around. Also when we picked her back we can feel she was in a happy place during her stay.”
Beth B.Star Sitter
“This is our 3rd time working with Beth! Her and her family are so awesome with our dog!!! She is always sending pictures and her kids are always giving our guy love! We will continue to use Beth NO DOUBT when we need somewhere for Canon to go!”
Sheila S.Star Sitter
“Sheila is my go-to dogsitter!! I really appreciate the detailed updates of every day. So nice to have such a caring individual taking care of my dog.”
Judy G.
“Judy was fantastic and very patient with our dogs. One of our dogs requires medication 3x a day and gets very anxious at night. Judy did everything to make him comfortable. She took them out for walks and provided multiple updates a day.”
Ashley K.
“I could not have asked for a better pet sitter than Ashley! She and her darling daughters took such great care of my precious pup, I couldn't be more satisfied. She and her pup Dottie took mine on a walk, ran around the fenced yard, and Dottie kept my dog occupied and having fun all day. He was fed, got water, lots of love, and quality play and rest time. She kept me updated with photos and messages. I know my dog was very well cared for and safe. I will use her service again without hesitation. Thank you again Ashley!”
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!
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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.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winfield is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winfield dog boarding rates can be found as low as $32 to as high as $64 per night.
As of Aug 2025, 1,941 sitters provided dog boarding in Winfield. 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, 92% of Winfield dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winfield have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Winfield.
Rover makes it easy to find Winfield 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 1,941 dog boarding sitters in Winfield on Rover, so you’re sure to find the perfect match for your dog! In Winfield, 93% of sitters offer daily exercise, 97% offer medication administration, and 90% 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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