House Sitting Winfield
Find a loving house sitter to watch over your pets and your home.
Over 39 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.
“Sarah took our booking the week of and still made time to come do a meet and greet with us beforehand! She was very polite and took great care of our pets and home. I’m very pleased and would absolutely book her again.”
“Absolutely fantastic experience with Katharine! She took great care of my dogs and handled giving medicine expertly, and was perfectly comfortable taking care of a giant breed dog. She also sent us pictures periodically of the dogs while she was caring for them which was so nice! Would recommend to everyone!”
“Lora did a wonderful job sitting for our cat. We were gone for a week and Lora was very flexible, staying over for a couple of nights with day visits as well. She sent daily updates and photos, which we very much appreciated:) Lora spent time with our cat brushing her, making sure she had fresh water, and cleaning her kitty box. I highly recommend her!!!”
“Micah was such a gem to find! He was thorough in his care for my animals which is not easy as my boxer has a myriad of health and anxiety issues. He provided updates and asked questions when needed. Do not hesitate to book Micah, he is a fine gentleman who will care for your animals like his own. I will not hesitate to reach back out myself!”
About: I’ve spent years caring for my own dogs and fostering many dogs for local rescues, learning to manage everything from picky eaters to senior pets with mobility issues and other various medical needs. I also have experience caring for parakeets, chickens, guinea pigs , anoles and fish I am currently working part time so I have plenty of time to care for your pets. I will do my best to match the routine you have with them to keep them on schedule and make sure they have fun and are comfortable while you are away. I can play, crate, feed, or give medications in the home. I want to match your routine with your pets as best as possible so they can feel comfortable while you are away.
“Tracie was able to help us at the last minute as we had to go out of town for a funeral. She was very pleasant and provided feedback and photos throughout the trip. We returned to two happy dogs and a lovely boiquet of flowers to bright our day after a solemn couple of days away. Very sweet!”
About: Animals have always been a big part of my life. I’ve had cats throughout my life and have also had the joy of caring for a dog. I truly enjoy the companionship that pets bring and love giving them plenty of attention, affection, and care. Now that my kids are grown and out of the house, I have more time to spend doing something I genuinely enjoy! Being around animals! I’d love to spoil your pets with love, playtime, walks, and lots of attention while you’re away. My goal is to make your pets feel comfortable, happy, and cared for just like they were at home. I can stop in before and after work. Or I can stay at your house. I work a 9-5 weekdays. I am available also on weekends. I will follow your expectations while sitting for your pets in your home. I will make sure the home remains pet safe. Making sure your pets environment is safe before leaving them. I will give them lots of attention and playtime.
About: I have owned dogs all my life all shapes and sizes. I have been trained and volunteer for MDSPCA and the Baltimore Humane Society. I believe it’s important that all dog’s feel loved and taken care of and are as much a family member as anyone else. I know how important interactive play is and enrichment. Keeping a dog in their own environment is best for their well being. Kennels can be very noisy and stressful to the average dog. I know as a pet owner myself having your dog with a trusted person is critical. I also have a medical background so I would be ready for any emergency., if it should arise. I have no Problem giving medication to your pet if needed I am recently retired and I am looking forward to devoting my time to caring for dogs. My schedule is very flexible and ready to start. I have a fenced in yard and have cared for dogs of all sizes. I make sure they are safe and loved and having fun..
“Quinn is a sweet person and a loving animal sitter. She seemed very trustworthy too. My poor kitty has PTSD and suffers from nervousness and Quinn had him on his back submissive showing his belly the day after I left.🐈 I wish I could use her again but she will be in college for my next vacation. She also has a professional camera and sent me amazing pics of my little man the 4 days I was gone. 💙”
“We absolutely love working with Ryan, and he takes such good care of PT! He sends the best videos and pictures, and even taught her a new trick - above all, we know that he loves dogs and can handle ours!!”
About: Hey there! I'm Ambrosia! You can call me Amber. I've been caring for pets for as long as I've been caring for babies. See it goes hand in hand. Every baby that I've nannied usually has a furry frind with them. The fur baby came first then the actually baby. When caring for the baby I often took a liking to the furry friend too. That meant playing and feeding the dog whenever I wasn't taking care of the baby. Often times I would let the dog out to do his buisness. When the child got older and we went on walks the dog of couse came too. As a former athlete and someone who lives an active lifestyle, I love going on walks and runs. So if your dog is a runner that's no problem for me; just let me know. Just like kids, I can understand the fustration when a pet does not listen. Being a nanny helped me to gain a lot of patience, so if your pup isn't a good listener it's ok! Ms. Amber has the time to wait it out. On the other side of that we all love a little reward so don't be shy to let me know if you have a reward system for your pet. I love dogs yound and old! As caregiver I strive to give your pet the best experience while they are in my care. I look forward to meeting and tking care of your furry friend! As I am not working a traditinal job right now, my schedule is pretty flexiable. Pet care can fit into my daily routine around your pets needs. Whether that be for an early morning walk or a a mid day pop in for cuddles and play, I can be the sitter you rely on. When caring for your fur baby in your home, I strive to keep a clean and safe enviorment for your pet and myself. Any mess that might have been made while caring for your pet will be cleaned up. I want your pet to have the best experience with me and whatever malkes them comfortable with me I'll do. I understand that we all need time to warm up to eachother. I keep a calm attitude and love to givethe equal amout of space and cuddles.
About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.
“My dog is very excitable and can be difficult to handle but Yeji was very understanding and helped to calm him. I think he has a new human friend and now I will feel better leaving him.”
“Christa did a great job! She sent photo updates and let me know that my dogs were doing well. She left my home clean and my dogs seemed very happy and content when I returned.”
“Cornell continues to take great care of our dogs. He is reliable and on time. The dogs are well adjusted and not neurotic. Neighbors tell us that he's great with them on walks. We've already booked him again.”
About: With over 25 years of experience raising my own dogs and providing trusted house-and-pet sitting for friends and family, I offer a lifetime of dedicated care. I am a passionate advocate for the human-animal bond; my own dog is a certified therapy dog, and together we volunteer at hospitals, nursing homes, hospice facilities, and schools. I treat every dog I watch with the same compassion and attention I give my own. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. Your pets will receive expert care in a loving, safe environment. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. I will treat your pets and your home with respect and care. Your animals and your home are safe with me! I am considerate and very responsible.
“An absolute pleasure to work with. Elaina did a fantastic job taking care of our dog and sent us pictures throughout the day. She also left our home very clean. I highly recommend and will use in the future.”
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
We recently had Hailey stay with our 2 older labs (one is blind and requires insulin), 2 cats and a gecko while we were away on vacation for a week. Hailey was wonderful! She kept us updated along with photos of our pups and handled medications and feedings schedules with ease. This was honestly the first time we didn’t worry while on vacation. When we arrived home, our pups and cats were happy and the house was as clean and tidy as it was when we left. I highly recommend Hailey. She is professional, honest, respectful, reliable and very sweet. Thank you Hailey!
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 $71 per night as of October 2026. Most bookings cost between $46 and $85 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 7,890 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.
<b>Tip:</b> 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:
- 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.
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