Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 74 pet parents in Winfield have booked dog boarding
Winfield, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Justine and Brett were amazing to work with. We were first time rover users and from the first message I sent they were great with communicating and setting up the booking. They were super friendly and welcoming. You can also be confident that with Justine’s background working with pets she knows what questions to ask to take the best care of your dog and they really do treat your dog like their own. One of my favorite parts was how they sent pictures of our dog playing and kept us updated throughout the weekend. Highly recommend and we will be booking again!”
“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!”
“So happy with Kaya’s stay at Elise’s house. Her dog and Kaya got along so well. Elise provided us updates throughout the stay, which put us at ease. Definitely coming back for more stays! Highly recommend”
“Nina has a gentle way with dogs. Nina works with my dog, Nella when Nella boards with Nina. Nella is always a little better behaved after I pick her up. Nina shows a level of care and concerned that is unmatched. I feel comfortable that Nella is getting great care when I'm away. A wonderful place to board my dog.”
“Matt and Michelle are absolutely incredible dog people and people people! Genuinely so caring and loving, my dog makes herself right at home whenever she’s there. THANK YOU MATT AND MICHELLE FOR EVERYTHING!!”
“Ashley was wonderful, absolutely amazing. She is great at providing feedback and updates on how our Girl was doing every day during our Vacation. She sent lots of photos and videos on how great of a time our Luna was having with Ashley and her family, her girls were so amazing with Luna, I am so grateful for all the attention Luna was given. THANK YOU Ashley and Family for caring for Luna. You will definitely be my to go for our next gateway. Thank you so Much!”
“Beth was great with my dog Brandy. Brandy was well taken care of and Beth had prompt communication and updates about my dog while I was out of town. Due to a snow storm my return was delayed by a day and Beth was able to accommodate the last minute change. I would definitely recommend Beth to anyone looking for a great dog sitter with a spacious fenced in yard.”
“Palvi is very nice and did a great job in taking care of Snoopy over 5 days while we were on vacation. Snoopy is shy, anxious by nature & picky eater. Snoopy got comfortable with her family in short time & had good fun time playing hide & seek with her kids & her pet Corgi. We are so thankful that we found Palvi & would definitely recommend her.”
“Our dog Marty had a wonderful stay at Maria’s house. He was all smiles when we picked him up. I would recommend Maria to anyone who likes their dog to have fun interacting with other dogs.”
“Kelly and Tariq have become my ‘go to’ pet sitters and I couldn’t be more grateful to them for their hospitality and caring nature of my 4 legged kids. Love the updates and photos! Especially my last visit when they were willing to watch my 3 month old puppy who isn’t yet housebroken. Very appreciative to you and your family, thank you again!!”
“Robynn was absolutely incredible, and I truly cannot recommend her enough. From the very beginning, she went above and beyond to make sure both my dogs and I felt completely comfortable. She provided detailed updates throughout the stay, including messages, photos, and videos, which gave me so much peace of mind. It was clear in every interaction how much she genuinely cares for the dogs she watches. She was also very thoughtful in checking in with me, asking questions about my dog’s eating habits and behaviors to make sure everything she was seeing was normal. That level of attention and communication meant so much to me. What really stood out was how she stepped in during a last-minute situation when my original boarding plans fell through. Despite the short notice, she made time for a quick meet and greet and handled it so professionally and thoughtfully. She introduced the dogs one at a time to ensure they were comfortable and compatible, which immediately reassured me that my dogs were in the best hands. You can truly tell that Robynn loves what she does and treats every dog like her own. I felt completely at ease leaving my dogs with her, which is priceless. I will absolutely be rebooking with her and highly, highly recommend her to anyone looking for a caring, attentive, and reliable sitter.”
“David and Susan were easy to schedule with and very accommodating for our dog! They hosted our lab for a long vacation and made sure she was loved while we were away! Thank you!”
“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.”
“Minqi and her husband were so good with Winston. He is a little shy but he warmed right up to them. Minqi sent lots of pictures and even videos so I knew he was in good hands. I would definitely use them again. Thank you”
“Keith was great with our dog Archer! He bonded with him very quickly, sent frequent updates, and streamlined the drop off and pickup process for us. Professional & friendly - highly recommended”
“Christina’s family is so caring and loving! You can tell how much their kids enjoy hanging out with Milo and accepted him as part of the family. It’s so great to see how sweet their dog Brydie is too! I know he always has a great experience with Christina and her family 💗”
The median cost per night for dog boarding in Winfield is $50
Dog parents share their Rover experiences - Winfield
It was so nice having Karen watch my dog, Libby. I really appreciated that she took the time to learn about Libby’s personality and did her best to keep her routine fun and as close to home as possible. Karen was kind, caring, and communicative throughout the stay, which gave me peace of mind. She was also very flexible with both dropoff and pickup times, and I really appreciated that. I wouldn’t hesitate to book with her again!
Sheila truly loves the dogs she watches! While she was watching my German shepherd someone was shooting off fireworks nearby. She let him lay on her so he could stay clam, he is over 100lbs! Will definitely book with her again, I could see through the pictures she sent that he had a blast and was very comfortable with her!
Christine took amazing care of our dog Simon! She went above and beyond to make sure he was given lots of love, and was energized with daily walks and enrichment. She was very attentive to his needs and sent regular updates, putting our minds at ease to know he was in good hands and well cared for throughout his stay. Christine was the absolute best!
We had a great experience with Paige! She was wonderfully communicative, sending us regular updates and photos so we knew our pup was happy and cared for. She was also super flexible when we were running ahead of schedule, allowing us to pick him up early. Her responsiveness and kindness made the whole process stress-free. We’d definitely use her again!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
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3. Book & Pay
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Popular requests for dog boarding - Winfield
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winfield average 10 repeat dog boarding clients
FAQs for Boarding - Winfield
Frequently asked questions about Rover
The average cost for Dog Boarding in Winfield on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 5,501 sitters on Rover offering Dog Boarding across Winfield. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
94% of Winfield sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winfield landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winfield home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winfield.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winfield sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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