Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 161 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, 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.”
“Matthew and Michelle were wonderful! Our pup, who has never stayed with anyone but family in the past, felt right at home with their clan. They listened when I explained quirks specific to my dog. They were great at sharing status updates and photos, and are really just lovely people who love dogs. We will defiitely utilize their help again!”
“It was great to to get Bubba pics emailed to us while we were gone. He clearly had fun running with the big dogs! Jessica takes great care introducing newbies to the pack; she spends time to check out every dog's behavior toward the others. Her home is spotless--better than mine! I know Bubba had a great time because he was not anxious to leave. He was more "Hi, how are ya, can I stay here more?" We'll be back!”
“Chad and his wife were wonderful! This was our first time having them watch our high energy dog, and we will definitely be booking again! They took such great care of Finly - daily walks and even treat/ training time! We loved the regular updates, including photos and video throughout his stay. Thanks again, both! Finly so appreciated all of your care and play time!!”
About: 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. I learned at a young age how important it is to make sure animals feel safe, happy, and cared for. 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 to 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 up to date, and I’m happy to offer boarding, house sitting, 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.
About: Hi, I'm Denise! Welcome to my ranch, where I offer a safe, spacious, and highly attentive "home away from home" for your pets. If you have a senior, medically fragile, or special-needs pet, you can travel with complete peace of mind. I am fully experienced in handling complex medical routines, monitoring health conditions, and administering medications (including oral, topical, and injections) accurately and on time. I have years of experience fostering dogs, and can provide the best care for your family member. My job is to manage our ranch. With the exception of a short task or meal, I am available 24/7 when your pet is at the ranch. What a Stay Looks Like: • For Dogs: Your pup will have access to a dedicated, secure yard to run, play, and stretch their legs safely, balanced with plenty of cozy indoor rest time. • For Cats & Kittens: Guests enjoy a spacious, completely dog-free finished basement sanctuary. It is a quiet, low-stress environment filled with individual attention, fresh litter, and plenty of room to explore or nap. • For Small Pets: I provide a peaceful environment for rabbits, guinea pigs, birds, or reptiles away from the hustle and bustle. (Note: Owners provide the enclosure, food, and bedding). • For Medical & Senior Guests: I maintain a strict log of all medication schedules, monitor comfort and mobility levels, and strictly follow your veterinarian's care instructions. To ensure a perfect, stress-free stay, I require a quick Meet & Greet prior to your first booking so we can review your pet's routine and medical needs (that can be a virtual meeting). I will send you regular text and photo updates throughout their stay so you always know exactly how your family member is doing. I look forward to welcoming your pets to the ranch!
“Kimberly was so great with my dog! Kimberly and her husband actually spoiled Molly quite a bit! I felt very comfortable leaving my pooch with Kimberly, she's so nice and great with dogs. I got plenty of photos and updates. And Molly got ALLLLL the attention! I will definitely use Kimberly and her husband to watch Molly again!”
“Fantastic set up and car of our pups! She took them with -day-of notice and made us feel so comfortable with them joining in at her house with a couple other very friendly pups. Our two little dogs were well cared for and happy when we picked them up the next day. No reservations or issues- we will check back in here every time we need a sitter!”
“Patricia took amazing care of Zoey. She was great with sending us video and photo updates which gave us peace of mind. I highly recommend Patricia and look forward to having her watch Zoey again.”
“Another worry free experience with Wayne. Extremely professional and organized. Daily photos and updates. Thanks again for this somewhat last minute booking- we appreciate it!!!”
“Alexandria went above and beyond while watching our dog! It's obvious how much she loves dogs and that she's very attentive and responsible. Never worried about our dog for a second while we were gone, could tell she was having a great time from all the pics. We'll be back!”
“This was the third (and longest) time Traci watched Greta. And by all the cute photos and stories she shared with us while on vacation, Greta loved LOVED staying with Traci and her family. I can’t thank her enough for making our Greta feel safe and welcomed. Traci is the best!”
“Leaving Beau with Hannah gave us complete peace of mind while we were away. He was so well cared for and came home happy and tuckered out. Amazing communication and a truly wonderful environment. We will definitely be booking again!”
“Melissa is amazing! She kept me updated daily and even sent pictures!! I felt at ease knowing my pup was been very well taken care of. I would definitely recommend her!”
“Highly recommend Zhiyang S for pet sitting! She was professional, attentive, and treated my dog Peggy with so much care. I especially loved the photo updates she sent—it was so reassuring to see Peggy doing well while I was away. I'm very satisfied with the experience and will definitely be a returning client. 5 stars!"”
“Our experience leaving our dog Marshmallow with Adam was absolutely amazing! He was really responsive and easy to talk to and was even flexible when we had to change our plans. He took really amazing care of Marshmallow, provided great photos + updates, and it sounds like she had a great time while staying with Adam. Will definitely be asking Adam to watch Marshmallow again in the future and would recommend him to anyone looking for a loving, caring place to leave their pets while they're away. Thanks Adam!”
“We had a wonderful experience with Kimberly [and Tom]! Both took great care of our two white Swiss shepherd boys while we were away. Kimberly was very responsive and kept us updated with videos and pictures throughout the stay, which gave us so much peace of mind. When we returned, the dogs were happy, relaxed, and clearly well cared for. We couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend!”
“Judy is very sweet and so good to Tia who is a very affectionate but super excitable dog who REALLY loves attention. Judy took her on plenty of walks and sent plenty of updates which always keeps us at ease while we are away. I highly recommend her service and will continue to use her the future.”
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!
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.
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 to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
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 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 of Dog Boarding in Winfield on Rover is $46 per night as of October 2026. Most bookings cost between $31 and $67 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 5,334 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Winfield can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winfield home-away-from-home, 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.
<b>Tip:</b> 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 , 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 .
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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