House Sitting Winfield
Find a loving house sitter to watch over your pets and your home.

Over 2 pet parents in Winfield have booked house sitting
Winfield, Find top rated house sitting
“Kyle is very comfortable and confident around dogs, which Gus could pick up on. Gus took to him immediately. He has that easy going approach of someone who has been around dogs most of his life. We will book Kyle again and I would recommend him to others.”


“Maria did a great job taking care of Charlie. She also made sure the house was exactly like we left it. The only glitch was a problem with her schedule that delayed her initial arrival. I would definitely use Maria again.”

“Kacy is amazing! She followed all our lengthy directions to a T. She kept us well informed about how our girl was doing. She made sure that our girl had multiple walks a day. She kept a perfect schedule. Our home was perfectly clean. Would highly recommend!”


“Charity was amazing! She stepped in and helped us when we needed someone to come and take care of our dogs last minute. She showed care for our home, make sure the dogs were cleaned up a little bit after having a muddy time outside, and just show them love and care while taking care of them! We will definitely be using charity again !”

About: I’ve taken care of dogs and puppies for the past four years for neighbors and friends. I provide entertainment, walks, fresh food and water, and ensure the safety of your pet. I’m currently working part time so I have a flexible schedule and I am available for pet sitting and check ins with your furry friends. I provide fresh food and water, change litter boxes, ensure the safety of your pet, provide pictures and updates, and provide entertainment and medication administration when needed.
“Mara did a fantastic job with all our animals while we were away in our 6 day vacation! She house sat with them for the full time and kept them from being lonely and sad. Everyone was well taking care of and the house looked as good if not better than it did when we left. We got daily pictures of everyone and many updates throughout the day. We will definitely use Mara again in the future!”

“Marissa was so lovely and will definitely be booking with her again! She stayed at our home and watched our sweet cat Rosie for us while on vacation. She sent us lots of cute pics throughout our trip and kept our baby on the same routine while we were away. She also kept our house in amazing condition. Would recommend her to anyone!😊”

About: Have had dogs all my life. I majorly spoil my dogs. Im 27 and have had my own dog my whole life and take care of my dogs by myself on my own. I was a dog trainer for 2 years at PetSmart! I am a full time supervisor at TJMaxx in Lake St Louis, so I will be able to either stay at your homes while I am not at work or do drop by on my way to work and on my way home, or whatever is needed! Dogs coming to my house is not available at this moment. I do not have a reliable area for other dogs to come to MY House but more than welcome to go to the clients house!
“Latasha was wonderful! She took excellent care of my baby and really went above and beyond. She was so great with my girl and it was so reassuring to leave my dog in her care. Book her now, you won't regret it.”

“Alex did a great job taking care of our pups! He sent a bunch of update photos and the dogs warmed right up to him! Qlwe will def be contacting him again, thanks Alex!”

“Makenzey was nothing short of amazing! She stayed with my girls, she cuddled them as if they were her own. She sent pictures and updates every day that let me know my girls were happy and comfortable with her. She left the house spotless as well. We will definitely call on her again! 5+ ⭐️”

“We appreciate everything you did Ruth! Great communication, reliable, went beyond our expectations. Our trip would not have been the same if we didn't have you watching our pets and home. Highly recommend!!”

About: I've taken care of a multitude of different dogs since I was 13-14. Neighbors, friends, family have relied on me to take care of their fur babies. I feed, walk, bathe, and nourish their pets as if they were my own. I'm currently in school still right now but I have plenty of time on the weekends and after 3pm during the week. Once the summer picks up I will be more available I come with a positive attitude ready to take care of your pets as if they were mine. I find joy in the outdoors so taking your animals out to get some fresh air is no problem.

About: Coming from an animal loving family and already volunteering part time at the Humane Society, I just can’t get enough of walking dogs — especially big ones ! My family’s dog, a total mixed breed that we raised from a puppy, is a modest 80 lbs. Before we got him, I grew up with a border collie and a cattle dog mix, so I deal well with high energy breeds. I’m happy to take them on 2+ mile walks multiple times a day. I have always had dogs, so I have a lifetime of experience raising, training, and taking care of them. I currently work part-time as a French teacher, frequently online, so I have a lot of free time to spend with your pet. Plus, if I am staying long term at your house, my students will love to see your pet pop up on my Zoom video! I can adapt to whatever your pet needs. If you have a pet that just needs feeding and a potty break/litter box scooping, I can provide that. If your pet is a little needier and needs playtime, ear rubs, and someone’s lap to sit on, I’m also eager to provide. I understand that each animal is different.
“Jennifer took wonderful care of our puppy! I was able to relax on our vacation knowing that she was in Jennifer’s great care. Our house was kept expertly clean. Jennifer gave great updates with cute pics which made me feel so happy! Our Lexie seems very happy & satisfied. I’m already asking if she’s available in October!”


About: I am here to help whether it's walking you're dog while your at work or keeping it company while you travel. I will treat it like my own! I am here to help with your companion while you enjoy your lifestyle. I have been providing cats and dog services for five years. In addition to having dogs, cats, kitties, and puppies of my own. I have had hunting dogs, racing dogs, and lap dogs in the past. I understand how much they mean to you and will follow any special instructions to give your fur baby the best care possible. You will not have to worry about if they are getting cared for and can check in at anytime to get reports or check on them.
About: I’ll treat your baby like mine when they’re in my care. I’m the kind to have a closest for my dog’s clothes. I love playing fetch with the pups all day and then chilling with them on the couch at night. They’re in good care with me. I have a a dog and 2 cats of my own and my daily schedule is curated around their life. So I know how important daily animal care is. I have a fenced in yard with lots of shade that’s decently private and is safe. There is no weird or questionable things sitting in my yard. My pup loves it out there.
About: I'm experienced in what to do in medical emergencies I have had that happen once I am a huge pet lover and I am friends with a veterinarian. Currently I only try to watch on my days off if somebody needs a sitter for longer however we could work something out I'm a huge pet lover and I live on three acres. This will depend on client some clients are okay with pets paying left out at night some clients prefer their pets be put in crate at night I will honor the rules of the client.
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
Abbigail was great with our cats! She ensured they had water and food and clean boxes. She gave my cat medication in her food while we were gone, attention and brushes as she wanted and my boyfriend’s cat wet food, pets and play-time as he desired and sent us pictures updating us. My cat was also having some constipation issues so she was monitoring symptoms and giving me updates each time she visited. I would definitely reach out again in the future. It was exactly what we wanted while we were gone!

Abbigail was the best. She treated Layla like her own. She took the time to get to know Layla and asked important questions. You can tell Abbigail cared and wanted to make sure Layla had the best care. She has experience with pets who take medicine and have some quirks. My dog Layla has anxiety and Abbigail was the best with her. Abbigail is thoughtful and caring. I will 100% have Abbigail watch Layla 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.
Meet local sitters who will treat your pets like family

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
As of September 2026, there are 630 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:
- 96% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 93% 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.



