Dog Sitting Winfield
Book a Winfield dog sitter to watch your dog in your sitter’s home or yours.

Over 99 pet parents in Winfield have booked dog sitting
Winfield, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I grew up with two dogs and two cats and was one of their main caregivers. From feeding and walking to supervising and giving them plenty of love and attention, caring for animals has always been a natural part of my life. My boyfriend and I now have our two-year-old boy, Whalon, who is truly family. We include him in everything — hikes, vacations, and everyday adventures. He’s our best friend and a huge part of our lives. I believe caring for an animal is a privilege. I take that responsibility seriously, and I do it with pride, patience, and genuine love. When your companion is with me, they’ll be treated with the same care, respect, and affection I give my own. Pet care fits very naturally into my daily and weekly routine. I work for a school, so I’m up early and home at a reasonable time each day. This allows me to keep a consistent schedule for walks, feeding, playtime, and check-ins. On weekends, I’m usually home spending time with family and my own dog, which means I have plenty of availability and flexibility. I truly enjoy incorporating animals into my everyday life — it never feels like a task, it’s something I love. I’m also big on communication and will always keep you updated so you feel comfortable and confident while you’re away. Whether caring for animals in my home or in a client’s home, safety and comfort always come first. Whalon is our top priority — he’s our pride and joy — and we’re constantly making sure he feels secure, happy, and well cared for. That same level of attention and love is exactly what I provide for your companion. We have a fenced yard where Whalon enjoys plenty of exercise and playtime when we’re not out on walks or hikes. I’m very mindful of routines, supervision, and creating a calm, positive environment so every animal feels at ease.
“No doubt about it, I’d pick Kaitlyn to catsit again in a heartbeat. I am so beyond thankful for all of Kaitlyn’s patience, kindness, warmth, and compassion. She bonded with both our cats right off the bat. Our shy male cat warmed up to her very quickly. The anxious girl kitty took a bit longer to come around, but Kaitlyn made sure to go at the pace of the kitty in question. She was able to medicate our male cat, and made sure they both felt loved and cared for while we were away for an extended period of time. She communicated as soon as anything came up, and was very flexible! It was such a relief knowing our cats were in such thoughtful & capable hands for the holidays. My girlfriend and I could not recommend her more highly! 🩵”

About: I have 6 years of experience caring for dogs and pets of different sizes, personalities, and energy levels. I’m responsible, patient, and attentive to each pet’s individual needs. I’m comfortable with walks, feeding, playtime, bathing, and providing companionship. My priority is making sure every pet feels safe, comfortable, and loved while their owners are away. I have a flexible schedule and can dedicate plenty of time to caring for pets. I’m available for walks, drop-ins, and pet sitting, and I can work with each pet’s routine and individual needs. I’m reliable and committed to providing consistent care and attention. Your pet’s safety and comfort are my top priorities. I follow your instructions carefully, keep pets supervised and secure, and make sure they receive the attention, exercise, food, and care they need. I treat every pet with patience, respect, and kindness.
“Jasmyn does a great job communicating, taking pictures, and I think really enjoys taking care of our dogs. We had a last minute change and were so so greatful she was able to help us out! Will definitely use again!!”

About: What sets me apart is my combination of hands-on experience and genuine passion for animal care. I’m currently studying to become a dog trainer, which allows me to go beyond basic sitting by reinforcing good behaviors, working on basic commands, and helping puppies build positive habits like potty training, crate training, and leash manners. I also have experience working in an animal hospital setting, so I’m comfortable recognizing changes in behavior or health and can confidently handle situations that may require extra attention. I’m experienced with senior pets as well, providing gentle care, administering medications if needed, and making sure they stay comfortable and stress-free. In addition, I have a calm home environment with a fenced yard and a nearby park for safe exercise and enrichment. I also have a retired service dog and a service dog in training, so I’m very familiar with structured routines, patience, and maintaining a peaceful environment around other animals. Hi! I’m Alina❤️ I’m currently studying to become a professional dog trainer and absolutely love learning more about canine behavior every day. I’ve worked in an animal hospital setting, where I gained experience handling dogs safely, assisting with care, and administering medications. I’m comfortable with high-energy pups, shy dogs, seniors, and even special-needs pets. I treat every dog like they’re my own and focus on patience, structure, and lots of positive reinforcement! I provide attentive, individualized care depending on each pet’s needs and the service requested. In my home, I create a calm, safe environment with plenty of supervision, structured routines, and enrichment like walks, playtime, and mental stimulation. I make sure pets are comfortable, well-exercised, and stick closely to their normal feeding and potty schedules.
“Rosa was so wonderful with our dog. She walked him, played with him and made sure he was well fed, happy and safe. She communicated with us during or after each visit and even sent pictures of him having fun which gave us great peace of mind knowing he was being well cared for while we were away. I highly recommend her!”

About: I’ve had dogs off and on my whole life but I’ve always been a cat person :) For 5 years, I’ve been doing in-home newborn sessions and I always love meeting my clients’ pets! I’m comfortable with all types of dogs and am a safe and reliable care taker. My photoshoots are typically 10am-2pm, so I’m available for drop-ins most other times. I can take pups for walks, do feeds and bathroom chores, and give your pets attention :) My portrait clients trust me to come into their home and handle their newborns, so you can be sure I will treat your home and pets with respect.
About: FIRST TIME CLIENTS*** Promo Code JORGEO48519 Hello, my name is Jay Ortiz and thank you for visiting my page! I love making every animal's day more memorable than the last. I am available in the rain, snow or shine and have 12+ years of animal care experience. Love is the key ingredient in every animals life & I make sure to treat each one as my own. Spoiling animals with a toy or treat is one of my favorite things to do. Training them for some fun family tricks is another great exercise I like to incorporate during playtime. Not every dog is the same, if your boy/girl is a calm, sweet pup that likes to just chill through the day no problem! While Zero (my dog) and I love to be active, we know how to rest as well. Not only will there be a large fenced yard to run & play in, but a public park is only a walk away, included with a scenic lake, which is great for casual strolls or healthy exercise! I have been fostering and taking care of dogs and cats since I was 16 years old. I have trained them myself with much success. I am a Marine veteran that has experience working with service dogs and know how to read body language and attend to your pet as needed. From sneaky ferrets, bubbling fish, trouble making cats, to energetic dogs, I am positive I can bring the best experience to you & your fluffy pals. After all, I think we could agree we treat them just as our actual children (haha)! I am generally pretty flexible when scheduling. Please message me for details. I look forward to building a relationship with you & your wonderful animals soon! *Special notes: ------------ - Meet & Greets are required unless specific events prevent so. This is important for me so we can get to know each other and your pet better. -Meet & Greets must be scheduled immediately when requesting a booking and take place that same week. -Booking requests must be confirmed or cancelled after each Meet and Greet. -Please note that Day Care Rates will be added for your pet’s extended stay (for boarding) or your late day arrival (for house-sitting) should the pick up or you’re arrival time go beyond 12:00pm on the last day of service. -Additional rates ($10/ hour) will apply to Doggy Day Care services when pick up time is beyond 7:00pm and before 11:30pm. Pick up time past 11:30pm will result in an added boarding fee. *The $10/hour additional fee will be waived when Doggy Day Care service starts no earlier than 5:00pm and ends no later than 9:30pm* »»--------------------------------♡--------------------------------«« With me, taking care of your fluffy cuties and helping your family is my full-time job. You and your family’s comfort and safety is my #1 priority as I aim to only give the highest quality of pet service. My weeks vary every month as I take care of new clients, repeat clients, Rover clients and Private clients each week. Whether you need repeat service or spontaneous visits, my goal is to be their for you and your fur babies 24/7, 365 days a year. I have a large fenced yard for any energetic pup to play in, along with a beautiful public park for your dog to explore. Not only will your pet have a vast landscape to have fun in but I also have a dog lounge equipped with a couch only used for dogs, mood lighting, treats, baskets of toys and much more! We do share the bed if your dog loves cuddles (we love them too!) and treat every fluffy client as my very own. For Away Services (such as house sitting) all the tender love and care is brought right to your door. Going for walks in your surrounding area, training, movies and fun are a must during each of my stays. After all, every cute dog deserves rest after a fun day! While pet sitting, if your pet is a high energy ball of fun I understand that that level of energy needs to be addressed with walks and play. I live right next to the park district and the neighborhood is an ideal location. I will attend to your pet strictly as required upon your instructions. Water will be accessible throughout their stay. Walk, run and play time will be conducted safely at the energy level displayed by your pet. I wouldn't want someone to make me run just because they want me to be tired later. Just like ourselves, our pets should be happy about exercising! I have multiple crates and if requested I can help potty train! My dog Zero is a rescue and he is a super sweet guy. He loves meeting new dogs and playing with the tug rope. He is a great companion on a run and can show others how to walk, run and play while following their leader. Environment: Very spacious, clean and friendly! **My girlfriend Taylor G., is also a Rover Sitter, so there may be other pets in our home while I'm watching your pet(s). If this happens, I'll absolutely notify you before our booking begins!

About: I have helped look after other peoples pets since I was younger. I have a genuine love for all animals and enjoy looking after them. I am currently a student and coach. I would love to fit pet care into my morning or weekend routine and possible overnights as well. I live in a small apartment and would not be able to bring them to my place, but I do have a care and am a reliable person to come to your home and love your pet.
About: I am a college student looking to help out! I started working with dogs at a very young age. I helped my aunt out taking care of foster dogs and dog sitting. I also worked at a dog bored and play daycare facility. I have dealt with every breed of dog. I have dealt with dogs being the most shy and nervous, to some of the most “aggressive” dogs. I also am very good with puppies, and senior dogs. Dogs have helped me, so I want to help them! I want to help you with your dogs. Leaving your fur baby is hard and stressful, but I hope that I can help ease the stress just a little by assuring u they are in good hands with me! I have 2 dogs of my own and I have been taking care of them since they were puppies. I unfortunately don’t have a fenced in yard but because I don’t it allows me more walks and to be able to take them to the park to play. And I can do the same for your fur baby.
About: I have been around dogs my entire life, starting when my mom and I rescued a Corgi when I was ten years old. In College, I adopted a German/ Sheppard Pit Bull Mix named ACE and he taught me a lot about taking care of animals on my own and growing as a human being. Not just walks, but attention, exercise, discipline, and sacrifice 24/7. I am a genuine, reliable person that has a lot of free time as a hockey broadcaster in my summers and I want to help you take care of your dog in a loving, reliable, and most importantly flexible way for you or your family. I live in Naperville, IL and willing to accommodate close to 10 miles:) I Only work weekends, so I can work through the week! Sundays are also a good day for me too usually, I am a sports broadcaster so I have weird hours haha but free a lot in the summer :) Big walking guy, with trails and local suburb paths for us. Water is always out, and toys and calm music if need be. Treats and fun always.
“Sophia was awesome! She took great care of our dog and gave him lots of extra love. She was also able to give him a few extra medications that we didn’t originally anticipate & was a great and quick communicator. Highly recommend and we hope to have Sophia back again for pet care!”

About: I have taken care of my own dogs my whole life. I have also spent a lot of time per sitting for friends and family. I love spending time with animals and always treat them like they’re my own. I work from home with flexible hours, so I am available to take care of your pet just about any time. I have availability most days between 10 am - 7 pm. I am very conscientious about the safety and comfort of animals. I am big on not just taking care of their physical needs, but loving on them and making them feel safe, happy, and cared for.
“Pets were well taken care of. He shared pictures (but I did not receive the written reports the sitters usually share after every visit). He helped as possible with cleaning poop/throw up my puppy left around the house. Quick to reply to my text messages.”

About: As a firefighter, my entire career is built on safety, reliability, and handling high-stress situations with a calm, focused mind. I bring that exact same dedication to pet care. Whether your dog needs a high-energy workout, your cat prefers a quiet companion, or your pet requires strict medication schedules, you can rest easy knowing they are in highly capable hands. I have experience with our furry friends ranging from puppies with enough energy to power our houses to our senior dogs that need very specific special care instructions throughout the day. Whatever is needed to be provided throughout the day to your family, it will be delivered as if they were my own. Due to my firefighter shift schedule I typically have entire, unbroken days where I am 100% available to dedicate my time and energy to your furry family members. When not on shift there is nothing more I look forward to then spending time with animals. My profession requires a clean background, absolute integrity, and a high level of public trust. You can feel completely secure letting me into your home to care for your furry family members. I treat every member as if they were my own family, ensuring they get plenty of affection, exercise, and routine care no matter how meticulous. Being a professionally trained emergency responder any unexpected situation that arises you can have confidence will be handled in a calm and efficient manner.
“Valerie really did a great job and was patient working with Finn. He can sometimes be a bit stubborn wanting to keep playing outside but she did so great getting him in and out. She’s very kind and punctual and worked well with our high energy pup.”

The median cost per visit for dog sitting in Winfield is $20
Dog parents share their Rover experiences - Winfield
She was wonderful with Marlowe and made me feel completely comfortable leaving her for the first time. She was reliable, kind, and clearly great with dogs. She also drove to my home and spent two full hours with Marlowe, which I really appreciated. I would absolutely book her again.

Kathryn was such a wonderful sitter for my dog. She was punctual and very thoughtful of my dog needs. My dog had such a great time with her. She sent me so many cute pics and videos of their time together. I was so happy she was able to take care of him and that she made him feel loved as I was away. Thank you so much! I’ll definitely will contact again!

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 sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
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 sitting - Winfield
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winfield average 7 repeat dog sitting clients
FAQs for Dog Sitting - Winfield
Frequently asked questions about Rover
The average cost of Dog Sitting in Winfield is $28 per visit as of November 2026. Most bookings cost between $16 and $48 per visit. 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 12,583 sitters on Rover offering Dog Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.














