Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 163 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.
“Sadie had such a good time with Justine and Brett!! They took care of her over the weekend of our wedding, and it was so great to know Sadie was so well taken care of during our special day. Thanks so much Justine and Brett!”
“Our lively viszla pup had a great time with Elise. She was very responsive and caring in the lead up to his stay, and we even had a meet and greet beforehand to ensure we could pass on all instructions… He was well exercised and well loved during the eight days or so that we were gone. We received lots of photos, and he came back with some excellent manners.”
“Courtney kept us updated with lots of pictures of Clover, we missed him so bad so it was VERY nice to get pictures throughout the day! Thank you for taking such good care of him!”
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.
“I wanted to leave a 5 ⭐️review and a BIG thank you to this wonderful family who watched my dog . I spent my whole trip getting to see my dog and follow her day through pics and videos. I actually found out my dog likes toys and activities that i did not know about. My dog was treated with love and patience and was so busy with exercise and activities, she was like a new dog when i got her home . I just cannot be more appreciative to this sitter for going above and beyond for my dog, who is my ❤️⭐️⭐️⭐️⭐️ i would give 100 stars if i could . Thanks again for being so kind and attentive to my dog”
“Kelly and Tariq were amazing sitters, took care of our 7 month old pup so well. They kept us updated, sent pictures, and were very accommodating. Their house was well appointed, fenced back yard and a sweet dog of their own to welcome our pup in and keep her company. We were so relieved to have them watch our pup!”
“Ingrida took WONDERFUL care of Josey who came back smelling fresh and clean and enjoyed her first big trip away! We certainly recommend Ingrida, we found her on short notice and she was happy to oblige. Thank you so much!”
“Judy is great!!! She updated us throughout our trip with pictures and was very flexible with drop off and pick up times. We felt extremely comfortable leaving our dog with her and would definitely use her again!”
“Wayne was fantastic in communicating with me daily on how our little pup was doing. I felt very comfortable leaving Marshmallow with him. He is very experienced managing multiple dogs and has his home set up well to do so. Thank you so much Wayne we hope to book with you in the future again.”
“My usual sitter had an emergency & had to cancel on us. I found Rover.com & Edgar came to our rescue!! He was extremely accommodating with last minute plans for our two pups!! He has a beautiful fenced back yard & family that also helped to make our fur babies feel more at home. I could tell from update photos & messages daily that my boys were being well taken care of. Highly recommended!! Thanks again, Edgar & fam ❤️”
“Sarah was excellent! She sent us photos and updates of our dog Gus while we were out of the country for two weeks. She was understanding and able to care for our senior dog with special needs. Would highly recommend!”
“Vanessa was kind to our senior dog and he was very happy with her. She was very easy to schedule and communicate with. This was our first Rover experience and we would absolutely have Vanessa watch Ranger again.”
“Lily's visit with Nibha was exactly what I had hoped for! She, her husband, their two sweet dogs, and their home were very welcoming to both of us. I will definitely reach out to her again in the future. Thank you, Nibha!”
“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!”
About: I know how to make dogs comfortable and make them feel like they’re being taken care of well. Lots of treats they get from me I am free to watch dogs a lot during each day of the week. Any time of the day works for me as well to watch them I have a fenced in yard. I keep my basement closed so no dogs can go down there. Mostly on the main floor with me.
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 is $46 per night as of November 2026. Most bookings cost between $31 and $67 per night. On Rover, 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 November 2026, there are 5,414 sitters on Rover offering Dog Boarding across Winfield. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:
- 87% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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