Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 64 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.
“This was my first time boarding so I didn't know how my dog would react. Jessica did an awesome job welcoming Diamond in and making everything fun. I also got daily video of Diamond interacting with the other dogs. Thank you so much. I appreciate you”
“Justine, Brett, and family made our little guy feel right at home. If our dog could speak a human language I am sure he’d say to my family, “Hurry up and go on vacation again!” If you need someone to care for your pup(s) look no further, as they are great carers and communicators.”
“Lynda is a fantastic! She sent us frequent pictures/videos/texts when our dogs were under her care. She is very friendly and communicative! We will definitely board our dogs with her 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.”
“Jo’ Ell did an amazing job caring for my precious cockapoo while we went on a week long vacation. She quickly bonded with my dog and has provided excellent care and daily photos of his activities and interactions with another cute dog. She is very caring and conscientious. I would recommend him to anyone looking for a dependable, caring and knowledgeable person to care for their pet. Her rates are very reasonable, and he provides exceptional service. He came home smelling so fresh I had to move his grooming appointment to a later date.”
“Anton and Amanda were wonderful with Griffy! He seemed to have a great time with them and their family! They sent pictures daily and updated me with how he was doing. They kept him safe and happy and were very easy to correspond with. Highly recommend!”
“The BEST! Matthew and Michelle were wonderful, they loved our crazy little dog the way we do! From the moment we dropped him off we felt a sense of relief that our boy would be happy and safe! We will definitely be return customers!”
“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!”
“Maria did a great job but what i appreciated was administering my guy's medicine and most of all staying up late to hand off my dog when my flight was badly delayed. Thanks again Maria”
“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.”
“Danielle was amazing with our dog. Provided updates. Our dog has anxiety and doesn't do well in caged boardings. Danielle was very patient and took great care of her when we were away. 100% recommend and we'll use her again.”
“Courtney and her family saved us when we had a last minute family emergency from our usual sitter over the holidays! She sent photos and updates twice a day, and our dog had a wonderful stay.”
About: Growing up with pets, I learned how important it is to make sure animals feel safe, happy, and cared for especially when their families aren’t home. That has shaped the way I care for pets today: with patience, attention, and the same love I give my own. For over six years, I’ve been the go to sitter for friends, family, and neighbors. I've cared for pets of all ages and personalities. What sets me apart is how personal I make each visit. I take time to understand what makes your pet feel secure and tailor my care to match their routine. My goal is always the same: keep them comfortable, happy, and make your time away as stress‑free as possible. I work a hybrid schedule and live in a pet and family neighborhood, which gives me the flexibility to care for pets throughout the week. My availability is always current, and I’m happy to offer boarding, drop-in visits and dog walking to fit your pet’s needs. My priority is to provide exceptional care for your furry friend! I’ll keep you reassured with plenty of photo updates, ensuring your pet is safe and comfortable while you’re away. I’m also happy to accommodate any specific needs, including dietary requirements, medication, potty breaks, walks, etc.
“Selena was AMAZING! We have never left our 11 year old dog over night with anyone before, and we were so comfortable leaving Stella with her! She updated us many times and did great with Stella! We could tell how much Stella loved being there. Will be booking again.”
“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!!”
“Susan and David and their son did a fabulous job watching my Maggie while I was out of the country. All of their attention was on her. They were flexible and obviously caring. Their home was immaculate. Their communication was outstanding. Highly recommend!”
“Had Chad again take care of my girl, Olive. As always, Chad and his wife take such good care of her and they are incredibly flexible, easy-going, and responsible. They are great!”
The median cost per night for dog boarding in Winfield is $50
Dog parents share their Rover experiences - Winfield
Kelly & Tariq were wonderful. We left our 2 girls with them for the weekend and we really didn’t worry about them at all, we knew they were in great hands!! We did get nice updates and pictures which we really enjoyed. We will absolutely use them again when we need!!
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!
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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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 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 September 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 September 2026, there are 5,359 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.
93% 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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