House Sitting Winfield
Find a loving house sitter to watch over your pets and your home.
Over 52 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.
“Dana loves our dog Felix like her own. We have had a tough time with multiple health issues since we got him and she has stuck around and cared for him through it all. We are very appreciative to have Dana in our corner.”
“Bonnie is so great with my dog. He can have a bit of separation anxiety especially since our other dog passed away a few months ago. He was glued to her side while we were gone for a week. She communicated each day with pictures and updates. I completely trust her and would highly recommend her to anyone who wants their pet well taken care of.”
“Paula is great! She took great care of our dog, kept him entertained and managed his stubbornness with ease. She also worked on some behavioral things that we asked her about, which was so helpful.”
“Maria did a wonderful job taking care of Hazel and my two cats. She sent lots of pictures and daily updates, which allowed me to enjoy my vacation and not worry about my pets. Thank you!!”
“Ashley was great!! I had no worries about leaving my dog with her and she did such a good job at updating me throughout the day and responding quickly! Will 100% use her again if I need to!”
“Rajda did an amazing job taking care of our 4 small dogs! Each one has their unique personality and she was able to meet each of their needs. They loved her from the first time they met her. She was able to think outside of the box to make sure they all ate and gave our senior dog her daily medicine. She followed our directions and kept us informed and sent photos and videos so we could see how our babies were doing. She was very responsive and left the house in great shape. She even watered our flowers. She was the best sitter we have had! We will be hiring her again!”
“Renee was awesome. She took care of our 2 dogs at our home while we were away. Our doggies loved her! She’ll be our first one to contact whenever the same situation occurs again. A million thanks to her!”
About: Dogs have always been a big part of my life. I have experience caring for pups, adults & seniors, prefer smol to medium. I want to help however I can, including managing medications, special routines, and mobility needs. I’m patient, dependable, and attentive to each dog’s unique personality, making sure they feel safe, comfortable, and loved. 🥰 Any last minute needs, I’m your girl! I am a flexible online college student, which allows me to provide same day walks, overnight care, and accommodations to meet your pet routine. I’m available to provide consistent attention and care to your pup throughout the day. I’m here to make sure each doggo receives the quality time and companionship they deserve! I know how important it is to trust someone with your pet. I will always follow your instructions and treat your dog with the same care I would for my own. Pets are our family. ❤️ Your dog’s safety, comfort, and emotional wellbeing are my top priorities. I understand that some dogs experience separation anxiety and may need extra TLC, reassurance, and a calm environment when their routine changes. As an experienced dog owner, I am very patient and understanding of their needs. I’m comfortable with play routines and have experience walking dogs on leash, including dogs who get distracted or need extra guidance.
“Loved the duo teamwork. Took good care of my pooches and my home. My dogs immediately took to them upon meeting them. Also, I think they left my home cleaner when they left! Bonus! Would definitely use their services again. 🌼🐩”
“Kathryn was so great and stepped in at the last minute when my previous dog sitter canceled suddenly. She was prompt in responding to messages and took great care of my Nessa!”
“Fantastic job with our cat— took the time to play and spend time with him. Our cat got more comfortable more quickly than he does with most sitters. During our meet and greet, you could tell he loves animals. Would book again 100%.”
About: I will keep tails wagging while you’re away! I love all cats and dogs. I have 1 cat named Oslo, but am pet sitting 1 dog and 1 cat in my home for 1 year. I am kind, caring, responsible, attentive and friendly. I work in a middle school as a paraprofessional to a special needs student and I am extremely patient and reliable. I help take care of neighbors and friends pets when needed. I would love to help you and your family care for your beloved pet! :) I currently work full time at a middle school. The school day is from 7am-2:40pm. I am able to come by before school or right after or in the evening. I will respect and follow through with your routines and requests. I want to keep things consistent for your pets. When hired, I will ask detailed questions to understand your pets needs, likes and dislikes and how I can be of help.
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.
About: I’ve grown up always around animals. Whether they were mine, my grandparents, or a friends. I have a lot of experience taking care of cats and dogs emotionally and physically. I also volunteered to a few animal shelters to learn how to properly take care of both cats and dogs. I normally work mornings until around 2-4 pm. So I’m available the rest of the day to take care of your pets. I’m on a rotating shift so essentially I’m available everyday all day for anyone in need for pet care. There’s also times of the month I’m available all week for anyone who plans to take a vacation out of state for a week. I’ll be available to make sure your pets can also relax until you guys come back. In both my home and the client's, I will make sure all of the pets needs are taken care of. Whether that be: entertainment, training, or food.
“We are so glad we booked Bonnie! It was so nice to be able to not worry about our pets and house while we were out of the country. She went above and beyond to care for our pets and sent us the sweetest updates. Thank you so much!”
“Melissa is the absolute best sitter we could have asked for! She stayed over at our house with our pups for 4 days and the doggies loved her from day one! She’s the one to book without a doubt. Thanks again Melissa, we look forward to booking you again!”
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
This was my first time using Rover for house sitting. Sarah did a great job and completely put my mind at ease. She took great care of my babies while I was gone and provided lots of great updates during her stay. Will definitely use her pet sitting services again!
Gavin took wonderful care of Bo while we were away for the weekend. He communicated well and kept us in the loop the whole time, which gave us real peace of mind. Bo warmed up to him quickly, which says a lot, and it was clear Gavin genuinely cared about him. We’d happily book Gavin again and recommend him to anyone looking for a sitter who treats their dog like family.
Grace stayed at our house with Nova for over a week. She not only took great care of Nova and left house in great shape when we returned, but dealt with a power outage and some problems as a result. She communicated all issues and concerns with me throughout the week. She was also great about sending pictures and updates on how Nova was doing. Highly recommend!
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 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 $26 and $78 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 8,045 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 87% of sitters can help with special care needs
- 92% 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.
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