House Sitting Winfield
Find a loving house sitter to watch over your pets and your home.
Over 32 pet parents in Winfield have booked house sitting
Winfield, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve taken care of dogs and cats since I was a kid. I have house sat for at least three different people and took care of their pets! I’ve worked with senior dogs and puppies. I also have a part time job at a pet store so I have a decent amount of knowledge on pets and am more than happy to get things from the store for you! I have also administered medicine to a dog with health issues so I am comfortable administering medicine. I work part-time at a pet store! But I have time in between these things to drop in on pets and walk them, play with them, and even feed them. I’m happy to do whatever needs to be done’ My cat is older so she doesn’t play much anymore, but I’ve played with lots of kitties before. I’ve also played with dogs, big and small. My old home had a fenced in yard that I used to play with the dogs in. I no longer have that, but I love taking my own dog on long walks to burn off some of that energy!
About: I’ve grown up caring for animals my entire life and have experience with dogs, cats, puppies, kittens, and many different personalities and energy levels. I’ve also spent time living on a farm, which taught me how to responsibly care for animals and understand their individual needs. I previously ran my own dog-walking, training, and pet-sitting business for several years, giving me hands-on experience with exercise, basic training, feeding, playtime, and providing pets with plenty of attention and companionship. I’m comfortable caring for pets in their own homes and understand how important it is for them to feel safe, comfortable, and loved while their owners are away. I’m also a proud pet parent to three cats and a puppy of my own, so I understand firsthand how much love, attention, patience, and care pets deserve every day. My own pets are truly family, and I treat every animal I care for with that same level of love and attention. I’m currently self-employed, which gives me a flexible schedule and allows me to dedicate plenty of time to caring for your pets. I’m able to work around your pet’s routine and accommodate walks, drop-ins, sitting, and boarding depending on your needs. I’m happy to discuss scheduling in advance and make sure your pets receive consistent care and attention while you’re away. I prioritize creating a safe, comfortable, and stress-free environment for every pet in my care. I follow each owner’s instructions closely, including feeding schedules, medications if needed, exercise routines, and any special needs. I understand how important it is to trust someone with your pets and your home, so I treat every animal with patience, respect, and the same care I would give my own pets.
About: I’m an adult who is passionate about providing dependable, loving care for animals of all ages while their owners are away. I’m especially comfortable with senior pets who may need extra patience, attention, slower walks, medication routines, or simply more companionship. I respect each pet’s individual personality and routine and want owners to feel completely comfortable knowing their animals and home are in caring, responsible hands. My pet-care schedule is flexible and built around my clients’ needs. I intentionally plan my week around bookings, allowing me to accommodate daytime visits, walks, overnight stays, weekends, and extended care. I enjoy making pet care a priority rather than trying to squeeze it into a busy schedule. I provide care in your pet’s own home, where they can stay comfortable with their familiar surroundings and routine. I carefully follow feeding, walking, medication, and household instructions and give each pet the individual attention they need. I’m respectful of both your pets and your home, with communication and updates while you’re away.
About: I've been surrounded by furry friends since day one! 🐶 Seriously, I can't remember a time without a doggo by my side. Thinking about all the pets I've had makes me so happy. 🥰 Anyone else feel like their pets are family? It's the best kind of love! Enjoying the freedom of open schedule currently at home full-time. So furry buddies will get Daily walks around the lake to offer a refreshing escape. Relaxing time outside under tree shade help me do some gardening🤣. Dogs will be created when I am not home. I currently own a golden retriever. She's a friendly dog. I don't have a fenced in yard my dog listens to commands. Leashes and yard leads will be used. At night dogs will be in their creates.
About: Special Education Teacher with a love of animals. Patient, kind, understanding, flexible. Originally from Chicago, from cats, to squirrels, to dogs, to hummingbirds, to bunnies, to bearded dragons, I have the heart for sending animals in need to a rescue center, and/or homing. Animals deserve love and care, no matter their personality. I strive to respect you as a pet parent and your baby, following owner directions and askings. Just like my students, I treat every animal as if they are my own. Safety is my top priority, as well as communication and transparency. Currently open for the Thanksgiving week and weekend because of being a teacher. After Dec 1 I will be available before 6:30am, evenings, and weekends. I have a degree in general and special education and am very patient with animals and like to know everything the owner can tell me, and respect the animal. Having an antisocial pet with trauma, I respect her and love her as much as my others because she deserves it. I am very careful and take care of animals as if they were my own, just like I do with the children in my classroom.
“Sydney was excellent! She housesat and watched our pups for a few days on a last minute trip. She took great care of both, sent regular updates, and made sure all was tidy before we returned. She will be out first call when we need a sitter again.”
“David watched our pup Daphne for nearly two weeks and was the best sitter we've ever had. He was incredibly communicative, sent lots of pictures, and spoiled Daphne. He went above an beyond to make sure she was comfortable while we were gone and to make sure we had peace of mind as well. David is the only person we will book for Daphne. She already misses him!”
“Meredith did a great job with our two dogs, a four year old and a rambunctious four month old, and our 14 year-old cat. She handled our little circus with no issues!”
About: I am a licensed veterinary assistant and have three years of experience working in a animal clinic. I am able to quickly identify if there may be a problem with your animal while in my care and can take necessary action to ensure they remain safe. I have a open schedule since i am able to start focusing on my love for animals and helping others they may need help caring for their animals The care my own animals get is they are feed once a day and get treats throughout the day and go on walks or play with there toys or unwind and watch tv and I would treat the animals in my care with the same love or however it is their own cares for them
About: Old or young cat or dog animals deserve love and care and if I was leaving my dog somewhere I’d want to make sure he’s safe with someone who cares that’s me It fits in with me because I wake up with my dog everyday take care of him. He is apart of my routine. I needed two more words. My home or yours. Your animals will be cared for with a lot of attention. Also I’m not only doing it for the money I love animals and spending time with them.
About: Hi!! My name is Peyton. I grew up with animals both dog and cats. My family and I foster dogs all the time and train them to be the best companions. I’m great with dealing with tough situations and would love to get to know you and your pets! I’d love to know a day or two in advance of what you would need me to do for you but other than that I’m pretty flexible with scheduling! Well I would make sure to know what the client needs from me and where he would want the pets to do and play in. Where there allowed to go and the dos and the donts. Getting an a good idea as to how to care for there pet and how to make a safe environment.
About: I’m really a dog lover and have always been around them. They’re kids honestly. Imagine a different one per day that’s amazing to me ! Recently moved to Illinois where I now work for Alter Domus, an investment firm in Downtown Chicago and it’s work from home. I have all the time in the world to watch them !! Love them and it’s definitely therapy to me also. Continuing what I started in Ohio with Rover here ! My neighborhood is full of dogs and grass for them to walk. It’s away from danger and quiet, there might be a friend outside too.
“This is the second time that Johnathan has housesat for us and watched our puppy Ollie. Ollie loved him, and he kept us updated with messages and pictures. We definitely recommend him!”
About: Dog mom that loves to love Furr Babies💕 I have a 1.5 Year old Pup that requires A lot of time and energy, I personally have trained my pup and it has been the best Experience, I have trained puppies since 11 (Yes, 11!!) My love for dogs and Animals has came since a Little girl. I have took care of Puppies as well as Dogs that need Close and careful Care. I promise to treat Your Pet as my own in my care, I hope to hear from you And Your pup😊 I currently work from home so i am home full time dog mommy! I take care and give all my time to my pup Kenzo, We go on walks, Play & Train. Training is an important part of kenzo’s life so i am More than happy to fit your pup in for some training! Kenzo Gets to do whatever he pleases in my home there is not a spot he isnt allowed to play or chill in, i Treat him as a very adored Part of my family so he is use to the good life, your pet will experience that same good life in this home! I am open to Checking on your pup at your home as well, I will just need clear instructions on what it is that you will need done for your or your pet.
About: 24/7 Pet Care, Powered by Love 🐾 Around the clock, your pets are in the best hands—safe, loved, and cared for like family. I provide a warm, nurturing environment where tails wag and hearts feel at home. Full-Time Love, Full-Time Care 🐾 Your pet’s happiness is my top priority—24/7! From morning walks to midday play, balanced meals, and cozy cuddle time, I provide everything your furry friend needs. This isn’t just a side gig—Rover is my full-time passion. I’d be honored to have your support 🩷 A Home Away from Home for Your Pet 🐶🏡 Your furry friend will be in safe, loving hands with me—both in my cozy 620 sq. ft. bedroom and our spacious, fenced backyard perfect for playtime! With plenty of room to roam, relax, and feel at ease, I provide a secure, nurturing environment where your pet gets the care, attention, and love they truly deserve. 💕🐾
“This was our first time using rover. Vanessa was amazing. She took care of our two pups Callie and Cain for three nights. When we got home they were well taken care of. She sent us numberous pictures while we were gone and she she would always respond to our texts messages quickly. Would highly recommend her to anyone who is looking for a dog sitter!”
About: Worked with everything from tiny puppies to seniors at the kennel and proudly volunteer at Chicago PAWS. I am also pursuing my career in pre-vet, looking forward to gaining more experience along the way. I am currently working part time but will be starting school in the fall so Im available Wednesdays-Sundays after 12pm Wednesday and Fridays: Evening shifts only (2pm-8pm) Saturdays: Morning shifts only (8am-12pm) Sundays: Both morning and evening shifts. (8am-8pm) Strongly prioritize a stress free space by following specific care routines and keeping the environment super clean. My experience at the kennel and at PAWS means that I am aware of safety procedures and keeping an eye out for health changes.
About: Hi! I’m Elizabeth, a lifelong animal lover and proud dog mom to a miniature dachshund! I’ve grown up with dogs my entire life, so caring for them has always been a big part of who I am. I know how important it is to have someone you trust looking after your furry family members. Whether it’s going for walks, playing, giving lots of cuddles, or simply keeping them company, I’ll make sure your pet feels happy, comfortable, and loved while you’re away. I love getting to know each dog’s unique personality and will always treat your pets like they’re my own. I can’t wait to meet your furry best friend! Currently I have my own dog so pet care is already part of my daily routine! We have a routine when I’m wth of a morning afternoon and nightly walk in Lincoln park! As a lifelong dog owner, I understand how important it is to trust your pet’s caregiver. I provide reliable, personalized care tailored to each dog’s personality, routine, and needs, always prioritizing their safety, comfort, and happiness. I’ll follow your instructions, maintain their routine, and share regular updates and photos so you can feel confident they’re in good hands.
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
Margaret has been watching my pups and home a few times now and each time she has just been fantastic. Great communication, my house is always left very tidy, my pups are happy and well cared for and just adore her. Going on vacation is a breeze now that I have someone amazing to stay.
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?
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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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Winfield
Select a filter and find qualifying sitters offering house sitting.Sitters in Winfield average 4 repeat house sitting clients
FAQs for House Sitting - Winfield
Frequently asked questions about Rover
The average cost of House Sitting in Winfield is $50 per night as of October 2026. Most bookings cost between $28 and $70 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 October 2026, there are 508 sitters on Rover offering House Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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.
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