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 took excellent care of our Dexter while we were on vacation. He is high energy and got lots of exercise and attention while we were gone. Would definitely recommend them and be using them again!”
“omg! I can't describe how happy I am to find Robynn, my little princess was so happy my little dog loves her so much. Robynn, she is so sweet she is very loving with all the puppies. Thank you so much Robynn!🥰🥰🥰🥰”
“Elise did a great job watching our dog for a week while we were on vacation. She sent photos and let us know how he was doing. We felt very comfortable, knowing that he was in great hands. I’d definitely recommend having Elise watch your pet!”
“Ashely and her family were absolutely wonderful with and cared for my 4-month old puppy like their own. it was my first time leaving my puppy, and I was so reassured by Ashley. She created a safe and relaxing environment for my pup and was great about sending updates, photos and videos throughout the weekend. My pup got lots of exercise, as well as TLC snuggle time, which she craves as a little puppy. I will definitely use Ashley and her family again.”
“Lucy stayed with Amanda & Anton while we went on a vacation for a week. Lucy seemed very happy and was well cared for. It was so nice to receive photos and updates. Thank you!”
“My dog, Lacey, had such a fun time staying with Nina and playing with her dogs!! Nina did a great job communicating and even washed Lacey's dog bed when it got muddy. Both dog mom and pup approved”
“Wendy has stayed multiple times with Matthew and Michelle and she is very well taken care of! They are super responsive and Wendy always looks relaxed and happy there in the photos they send!”
“Lynda took care of my dog, Beamer, for a couple of days. This was the first time I had to leave her with someone and I was so worried because she has separation anxiety. Linda sent me pictures and I could see that Beamer was very comfortable in her new surroundings. In fact, I was a little hurt because the dog was doing so well she didn’t seem to miss me one bit! I was so relieved and am very happy that, when I have to go somewhere without her, she is in good hands!”
“New dog mom and first time Rover user and so so happy that my first connection was Beth! From the start of the conversation through booking she was so helpful and really put my mind at ease!! Canon loved his time with Beth and her family!! Beth provided daily updates and pictures which we loved seeing. Between Beth, her kids and her dog Rai, Canon got lots of love and attention!! And plenty of running around. Boy slept so good the night we picked him up. We would highly recommend Beth and would definitely use her again!!”
“Chewy and Buddy had a great time with Judy. They went home after 3 days happy and content. Judy sent me pictures everyday which I appreciate it very much. I definitely book these two again with her in the future.”
“My multipoo stayed with Eric over the weekend. Eric sent a photo daily and was always quick to respond to questions. My dog returned home healthy and happy. I highly recommend Eric for boarding! Jan”
“This is the second time my pup has stayed with her and we love her! My dog is sad the whole car ride home because she doesn’t want to leave. She makes sure to send videos and pics with updates to let you know your pup is doing ok. She’s so flexible if adjustments are needed. Has definitely become our top rover choice for boarding!”
“Susan, David and their son,Jack, were conscientious caregivers for our dog. They asked questions to make sure they understood her needs and preferences. We received updates with pictures of her walks and outside play. We would highly recommend their service.”
“Courtney B is the most outstanding dog sitter ever. And, it’s a family affair. Her husband picks up and drops off and her kids love on your pet all weekend long. We choose them first every time!”
“Pallvi and her family are fantastic! This is our second time leaving our two dogs with them and the experience continues to be great. If you or someone you know is looking for a family to look after your furry friends, my wife and I cannot recommend Pallvi and her family enough.”
“Fanny was so attentive to my dog, she treated him with lots of love and tender care, and, patience, as if he was her own! I definitely would use her again. I highly recommend her services! She is very kind, friendly, and accommodating!!!”
“All good! Thank you for taking care of Steely, our quirky and a bit anxious boy. He hung out with Danielle and a good-natured golden doodle. Sounds like it was a perfect pairing that calmed him down and brought out his playful side. Thanks for everything, Danielle!”
“Deb was awesome! The boys were eager to get out of the car and run around with new fur buddies in the backyard. Deb kept us updated with wonderful pictures n videos throughout the weekend!”
The median cost per night for dog boarding in Winfield is $50
Dog parents share their Rover experiences - Winfield
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winfield sitters!Sitters in Winfield average 10 repeat dog boarding clients
FAQs for Dog 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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