House Sitting Winfield
Find a loving house sitter to watch over your pets and your home.
Over 31 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.
“I can't recommend Jed highly enough! He truly saved the day by accepting my booking at the very last minute. He was incredibly accommodating, friendly, and professional. Most importantly, Mazi adored him. I will definitely be booking with him again!”
“My boys were well taken care of and the house looked like it did when we left! Gavin was communicative through his stay asking questions when needed and keeping me posted on when he arrived/left. Will definitely book with him again!”
“I am pretty sure at this point, if I was home and Ash was home, my 3 pups would choose to hang with Ash! They are so much happier and calmer when I get home, and these are 3 terriers! Ash has been so incredible with my senior Yorkie who has been having some mobility issues. I would recommend Ash to anyone looking for a reliable, responsible, caring pet lover.”
“Amanda is amazing! She keeps me updated with notes and pictures morning and night. Being away from home I really appreciate that. She’s very responsive as well. Highly recommend her staying with your pup.”
“Grant and Annika did great with our senior dog and puppy. They are both rescues and nervous boys and require some specific attention including medication administration. They took care of our home and we came home to clean sheets and a house that was cleaner than we left it.”
About: My parents have a farm with three big dogs and many small ones, I’ve taken care of them many times over the years. I have neighbors and friends reaching out to care for their furry friends while they are out of town. I promise to give your loved furry one the love they would expect on a day to day basis I work from home so if I need to spend the day with your pet I can be there for them as I work! Outside of work hours I can give long walks and tons of play time. If you pet needs extra attention I can provide lots of head pets or give them space if they like to spend their time alone.
“Sydney (Grace) was incredible with our boy, Sonny! He can be a little reactive on leash sometimes, so we were a little nervous about who was caring for him. Grace went above and beyond to make us and Sonny feel comfortable. She sent updates and pictures every day. Sonny absolutely loves her! We would recommend her to anyone.”
“Another perfect stay with Bonnie. Mac and Gio love spending time with Bonnie and are always so well cared for and loved when she's here. Now that we also have Mac's allergies to worry about, it's comforting to know that we have someone like Bonnie, so knowledgeable and attentive to details, so we can have peace of mind while we're away.”
“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!”
“Glen did a great job .It was the first time our dog had someone stay over night and take care of feeding and walking through out the day. Very happy and would recommend Glen for overnight and daily walks”
About: While I'm new to Rover, I’ve grown up with pets my entire life, from dogs and cats to all kinds of pocket pets, so caring for animals has always been a big part of who I am. I genuinely love being around animals and making sure they feel safe, happy, comfortable, and cared for. I've committed my career to caring for pets, and for the past five years I’ve also worked in client services at an animal hospital, which has given me even more experience understanding pets and their individual needs. I’ve learned how important patience, kindness, attention to detail, and communication are when caring for someone’s beloved pet. I’ve cared for dogs and cats for family and friends over the years, and I currently pet-sit for an adorable senior dog, Sadie, multiple times a week. I’m comfortable with everything from walks, feeding, playtime, and cuddles to giving medications and providing overnight, in-home care. I know that every pet has their own personality and routine, and I love getting to know those little quirks that make them who they are. Whether your pet is playful and energetic, shy and needs some time to warm up, or a senior who needs a little extra patience, I’m committed to making sure they get the care and attention they need and building trust with the client. Most importantly, I understand that when you hire someone to care for your pet, you’re trusting them with a member of your family. I take that trust seriously and want both you and your pet to feel completely comfortable with me. I’ll treat your pets with the same love, patience, and care I would want for my own, while keeping you updated so you can have peace of mind while you’re away. I’d love the opportunity to get to know you and your furry family members! Pet care fits naturally into my weekly routine! I work full-time at an animal hospital, so caring for animals is already a big part of my day. I’m available for pet care every day after 7 PM, as well as all day Tuesdays, before noon on Thursdays, after 2 PM on Saturdays, and all day Sundays. If needed, I'm also available for an early morning drop-in before my shifts. • Monday (off for Labor Day 9/7): 7:20 AM–7:00 PM • Tuesday: Off • Wednesday: 7:20 AM–5:00 PM • Thursday: 12:30 PM–6:00 PM • Friday: 9:00 AM–7:00 PM • Alternating Saturdays (starting 9/5/26): 7:50 AM–2:00 PM I’m happy to work with pet parents to find a schedule that fits their pet’s routine, whether that’s an evening walk or drop-in, medication administration, quality time, or overnight care. I currently provide pet care in my clients’ homes, where I can help pets feel comfortable by keeping them in their familiar environment and maintaining their usual routines. I’m happy to provide drop-in visits, walks, feeding, playtime, medication administration when needed, and plenty of quality time and attention. I’m also available for overnight pet sitting in your home if your pet would benefit from having someone there with them overnight. Because I have a cat at home who isn’t comfortable around unfamiliar animals, I typically don’t offer boarding in my own home. My focus is on making sure your pet feels safe, comfortable, loved, and well cared for while you’re away.
“Karen is amazing! She was wonderful with our dog, showed up exactly when she said she would, spent a lot of time walking and playing with him, and sent lots of pictures and videos. I couldn’t be happier with her service. It was obvious from the pictures and videos our dog was very happy while we were away. Thank you so much!!”
“I have the cutest little fear aggressive rescue who really only wants to be with us….so it’s hard to find people who will watch her. Sandra had this little fearful girl lying on the couch with her in less than 24 hours. She kept us up to date on how she was doing our entire trip. It was such a relief to find Sandra. We never worried about Mila or anything at home while Sandra was there.”
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 raised two German Shepherds for 10 years and genuinely love dogs. I’m dependable, active, patient, and committed to treating every dog like family. I’m a part-time worker, so my flexible schedule allows me to provide reliable walks and care throughout the week, including weekdays and weekends. Your pet’s safety and comfort are my top priorities. I’m dependable, honest, and respectful of your home. My military experience adds extra trust, responsibility, and peace of mind.
“Ashley did a great job watching our puppy in our home for a few hours. He was just neutered and she made sure to follow special care instructions. She sent multiple updates and pictures throughout the day!”
About: With extensive pet care experience, I specialize in tailored attention for all ages. I'm adept at administering daily medications, providing senior care, and nurturing puppies or kittens, among other skills and services in pet care. A flexible remote worker who is available for dog walking, feeding, companionship, and house sitting. Comfortable with staying at your residence for extended periods of time. Caring for your pets in your home involves tailored attention. Whether it's regular walks, playtime, or overnight stays, I ensure their well-being and happiness. Don't hesitate to share any special requirements to ensure a wonderful experience for both you and your furry friend.
“So grateful to be able to trust someone on such short notice. The dogs loved Melissa and she sent so many daily updates and photos. Our pups were so happy when we got home! 10/10 recommend and will 100% be booking again!”
“Alexandria watched our puppy and we had zero complaints. She offered and initial visit to make sure we were a match, and to get to know us and our dog before booking. She was very professional about all her questions and listened thoroughly to our pups routine and schedule. She kept us updated with pictures and was very flexible with us. I appreciated her very much and will rebook when needed.”
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
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!
Grant and Annika did great with our senior dog and puppy. They are both rescues and nervous boys and require some specific attention including medication administration. They took care of our home and we came home to clean sheets and a house that was cleaner than we left it.
Megan was responsive and did a great job with our lab puppy! He can be high energy at this age, but she let him run around a bunch in the yard and tired him out. We were grateful to know someone was watching him while we were away and that he was safe and cared for!
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
The average cost for House Sitting in Winfield on Rover is $54.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 8,190 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:
- 93% of sitters can help with special care needs
- 95% 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.
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