Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 4 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.
“Monica was great with our pup while we were on vacation. I’m so grateful she was in good hands, I would highly recommend Monica if you’re looking for a dog sitter!”


“Nancy and Mark did a wonderful job setting my dog Coco I got I got lots of pictures of hers she had other dogs to play with and she seemed to be having a wonderful time I would definitely use them again and I would have heard anybody else looking for a dog sitter to to use Nancy and mark”


“Catherine was amazing and gave me a peace of mind sitting Dilly! She is very warm and loving, and kept us informed the entire stay with plenty of pictures! Dilly was happy and energetic at pick up and felt at home with Catherine! We will definitely have Dilly stay with Catherine again!”

“April is the best! I bring my dog to her instead of leaving him with family because he loves her house and dogs so much. Great communication and clearly a massive dog lover.”

“Christian was great with my pup! I always feel guilty leaving my pup with others because I know she’s used to a lot of attention and specialized care that I provide, but Christian was able to provide frequent updates and followed all of my extra instructions. Thanks for taking care of my puppy and going above and beyond!!!”

About: I have 10 years of experience as a pet owner as well as 3 years of experience as a dog walker / behavior specialist volunteer at a local animal shelter. Over the course of the past five years, I can confidently say I’ve handled over 1,000 dogs of different sizes with ease. Additionally, one of my dogs is a senior with a daily medication regimen, so I know how to pill dogs without any fear tactics. I am also Fear Free Certified! I’m available for boarding throughout most weeks but really open up on the weekends. I am enthusiastic about meeting pups every day of the week! I have a privacy fenced yard and 3 dog friendly dogs to keep your babies company! I am comfortable leaving your pup in a crate if need be, but if not, they can free roam in the dog room (complete with a toddler bed and a tv!).
“Sharon was absolutely amazing. She took good care of our big puppy. She sent pics and kept us updated. Very kind and peaceful environment just like what our big puppy is used to. She did amazing working with his separation anxiety. Thank you Sharon, you are the best.”

“Keeta was well taken care of on her stay. I received pictures and updates while I was gone. I am so thankful to have found a wonderful person like Laura to take care of my girl. This was so much better than a boarding place. She got one on one attention and a nice yard to play in. I was able to enjoy my birthday vacation in Texas with son & grandkids worry free. Thank you so much Laura!”

“Haley is great! my Rusty seem to really enjoy his time with Haley and her family. They welcomed him into their home and he was a happy puppy when I picked him up. we would absolutely love to use Haley‘s services in the future”

“Shanie watched our 3 small dogs while we went on vacation. She had excellent communication skills. She sent multiple pictures to us and they looked very comfortable and content. Our dogs and hers got along well together. We would definitely recommend Shania for anyone looking for a dogsitter.”

“Thanks so much for scheduling the meet & greet. And most of all, taking care of my fur baby Zoe. So happy she did so well. Really excited about finding such a great fur mom!! You are so appreciated?❤️ The photos and updates were so very thoughtful and truly beautiful from such a kind soul!”

“Angela is always amazing with Simba! We get updates regularly and always feel safe leaving our fur baby with her. Always leave with a peace of mind. She takes care of our pet like her own!”

“Great relief, knowing my dog Barbie was in great hands for two weeks. Latasha would also send updates and pictures which really was really comforting to know Barbie was being well took care of. Would highly recommend Latasha to family and friends.”

“Tonisa was an awesome sitter for Koda. This was Koda’s first time being away from us for such a long period of time so i was apprehensive but after meeting Tonisa I felt at ease. During Koda’s stay, Tonisa sent frequent pictures and updates. I highly recommend!”

“Alicia was great. My puppy just got spayed recently and needed to take meds to help with recovery and she was able to administer them as scheduled which made me feel at ease. She was great with her and I would definitely use her service again”

“My puppy loved hanging out at her home. With my pup being so young; just a baby I thought I would be more worried. I wasn't thanks to Mia. She kept us posted throughout every day via text, pics and video. My furbaby enjoyed herself being there. I really appreciate Mia and her service. Definitely will be booking with her and recommending her for sure!”

“Shani was so great! This was our first time leaving our dog Lucy and Shani made us feel comfortable providing daily updates with photos and videos. Lucy loved being at her home and we will definitely return!”

“i can tell just by walking into the house that Jene and her grandma is good people. I felt comfortable to leave my dogs with them and my dogs casino and celestia seem to have got comfortable quick. I would def use again”

About: Growing up, my dog Roxy was one of my best friends. That’s the root of my love of our four legged friends. I’ve also cherished opportunities I’ve had to take care of my neighbors, friends and families pets over the years as well. Whether it’s just been for walks around the block or dog sitting for weeks at a time, I’ve been a trusted source of canine companionship. In addition to these experiences, my work as an RN has given me confidence and a level headed mindset when dealing with stressful and difficult situations. Big dogs, small dogs, doesn’t matter I just want to be your dogs new best friend! I’m currently working a flexible schedule which allows me to take time for your pet! Depending on the day I’ll be avail as morning, noon or night and am free most weekends! I live in a pet friendly home with a fenced in backyard and plenty of space to run around! Whatever your pets needs are I’m happy to accommodate!
The median cost per night for dog boarding in Winfield is $45
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 13 repeat dog boarding clients
FAQs for Dog Boarding - Winfield
Frequently asked questions about Rover
The average cost of Dog Boarding in Winfield is $73 per night as of November 2026. Most bookings cost between $66 and $81 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 335 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.
96% 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
- 94% can help with giving oral medications or injections
- 96% 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 IN 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.

