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 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!”
“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!”
“Amanda and her family were absolutely wonderful with Margeaux and made our first Rover/pet service experience a very positive one. Margeaux is looking forward to us going out of town again so she can spend time with her new buddies :)”
“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”
“Jo'Ell has watched our two medium sized dogs twice now, and has taken excellent care of them each time! They enjoy lots of time outside in the yard and are well loved while there. We already have another booking scheduled with her for a future date, we would highly recommend!”
“River enjoyed her stay again and the drop off pick up was super easy and Justine was ready to go. They gave us photos each and kept us up to date. We will be back again. River enjoyed being able to hangout with the kiddos as she's a social people loving dog.”
“Eric was awesome and super accomdating to us with timing even though our flight was delayed. We couldn't be more grateful for that and also knowing Papaya was in good hands during her stay. Papaya got along really well with Axl and Eric's family. We saw lots of pictures and a tired dog is always a good sign that she had tons of fun!”
“Amberly was super accommodating and was a lifesaver when our sitter canceled last minute, and our pup had so much fun playing that she slept like a rock when we brought her home! Also she took amazing photos of our pup as an added plus :)”
“Ingrida was very kind and took wonderful care of Otis. He enjoyed his time in her care while we were on vacation for a week. Ingrida sent pictures of Otis while we were away and was very responsive from when we booked, while we were away and when we picked Otis up. Thank you!”
“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”
“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!”
“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.”
“Dexter was well cared for at Jessica’s. She discovered he had an ear infection and cleaned out his ear a bit and let me know. I appreciated this. Dexter was miserable because of his ear so he didn’t really play or anything but I know he was safe and his needs were handled. My only critique is that I had to ask how he was to get the info (including about his ear) and I prefer when the sitter reaches out to tell me if something is amiss. FYI: Dexter went to the vet the day after we got back and has antibiotics now. :)”
“Highly recommend! They took fantastic care of our dog, kept me updated with pictures, and handled everything perfectly. Extremely reliable, responsive, and trustworthy.”
“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!"”
“First time Willie spent time with Robynn. What an amazing experience!! Robynn was very communicative and sent pictures, videos and texts throughout the stay. She has an amazing way with dogs and it is very evident she loves what she does. Highly recommend - the best!”
“Fantastic Dogsitter! We had a very bad experience with a previous Dogsitter and were worried about how our next sitter would be. We felt very comfortable with Jackie, her family and her lovely home, right from our first meet and greet. She is obviously a dog lover! She gave daily updates, with adorable pictures and went above and beyond when our boy had an open sore (see above) that needed to be tended to. We have definitely found a gem!”
“Nina was very accommodating and easy to communicate with. This was our first experience using Rover and we felt very comfortable leaving our dog Beverly with her. Beverly was exhausted when she got home so we know that she played a lot. Thank you so much! We will be back!”
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
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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 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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