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

Over 3 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.
“Jenny was kind, caring, punctual and a great communicator. She took wonderful care of our sweet puppy while we were away. Jenny also took great care of our home, even getting the mail I forgot to put on hold. Her communication by text both before and during our time away was speedy and she even included photos of our pup having fun. We look forward to Jenny caring for our pup the next time we are away.”


“Was very pleased with how well she took care of Hershey. He does not like fireworks and she sat with him while the fireworks are going off up the road. She’s already scheduled to come back and watch her again. I would recommend her to watch anybody’s pet.”

About: I am currently a College Student majoring in Animal Behavior. I have two years of experience pet sitting and walking dogs. I’ve cared for dogs ranging from puppies to seniors. I have a four year old Black Lab (Olive), and a three year old Boxer (Kyla). Can’t wait to meet your furry friend(s)! I have morning classes, so I have afternoons, evenings and weekends to take care of your pups. During school breaks I will be more available for your needs. I take dogs on leashed walks fitting their needs. I also keep them entertained and fed inside when/if needed. I also can play with your dog in a fenced yard.
“Eden was fantastic with our older English bulldog! She was reliable, punctual, and took such great care of her. We felt completely at ease knowing our pup was in good hands. I would absolutely recommend Eden and will definitely be using her again in the future. Thank you, Eden!”

About: I have always had dogs and cats growing up, which peaked my interest in animal care. In high school I worked as a kennel technician at a boarding kennel and gained an internship at the local veterinary office. now in college, I am studying animal science to hopefully get a degree in veterinary medicine, and continue to pet sit for my friends and family including both cats and dogs. I'm currently home from college for the summer, and home most of the time! I do have a car, and am available almost any time of the day. I have pets in my home that are not socialized, so I would not be able to pet sit in my own home, but I am happy to make the trip to the comfort of their own home.
About: I have experience training dogs of all sizes and ages. My family had dogs throughout the entirety of my childhood, giving me a deep appreciation for pets of all kinds growing up. I gained further training and experience through my employment at Petco as an operations specialist. Pet care has been a part of my daily routine for the entirety of my life. Whether it was making a special dinner for a picky-eater dog that needed medication, taking a rambunctious puppy out into the yard to relieve their energy, or taking multiple dogs out for a walk to make sure they get their exercise, pet care isn't just an addition to my routine, it is an integral structure to it. I have experience taking pets outside both in a yard and out on a leash for a walk. I have experience giving medication to animals of all kinds, as well as transferring animals into and out of crates/carriers.
About: I have 15 years experience working as a veterinary technician at cat and dog hospitals. I will care for your pet as if they were my own. I can administer medication and assist with mobility, if necessary. Thank you so much for taking the time to read my profile. I look forward to meeting you! I live in Mount Airy, MD and my schedule is very flexible and open. I can assist your pet week days, week nights, and weekends! I have a lovely ten year old daughter who is also an animal lover and very gentle. She may accompany me on visits, but we can discuss that on a case by case basis.
“I have a Rottweiler and anyone with a big dog knows how hard it is to find a sitter. Kerri does an amazing job with him. She is an incredible house guest. I appreciate the love she has for my buddy. Knowing he is with someone that loves him allows me to enjoy my vacations, worry free.”

“This was my first time using Rover and I would 100% recommend booking with Jolene and her family, they were so kind! Jolene was out of town and her husband, Frank, took care of our dogs for a few of days. I was hesitant on using the app, but had the BEST experience, and will be rebooking with them again. 10/10! Thank you!”

About: Hi! I’m a lifelong animal lover with hands-on experience caring for both cats and dogs of all sizes, including my two cats and my 80 lb English yellow lab. Animals have always been a huge part of my life, and I genuinely love getting to know each pet’s unique personality, needs, and routines. I’m patient, attentive, and dependable, and I like to think I have a special connection with animals and an instinct for understanding what makes them feel comfortable, safe, and happy. Whether your pet loves playtime, long walks, cuddles, or simply calm companionship, I’ll make sure they feel cared for and loved while you’re away. I’m available for dog walks and drop-in visits for cats and dogs, and I treat every pet like family! Lastly, I am also comfortable giving pets medications as my dog Gigi has allergies and takes some medication and supplements. Also I have had to give medicines for multiple cats over the years including inhaler treatments. Currently my elderly cat Mrs. Norris is 17 and living with cancer. She is taking a few medicines to keep her comfortable before it’s time. We have lots of snuggles on her heated blanket, look out the window and bask in the sun. I understand the extra care and love your older animal needs. I look forward to getting know your fur babies!! You could say: Pet care fits naturally into my daily routine because I am currently home while my children are out of school. I genuinely enjoy caring for animals and have the time and flexibility to provide consistent attention, exercise, feeding, companionship, and general care throughout the day. Caring for pets complements my lifestyle and is something I find both rewarding and fulfilling. I care for pets by following their regular routine, including feeding, providing fresh water, exercise, potty breaks, playtime, and lots of attention. I make sure pets feel safe, comfortable, and loved while in my care. When caring for pets in a client’s home, I follow all instructions provided, keep the home tidy, and provide updates so owners know their pets are doing well. I am dependable, attentive, and genuinely enjoy spending time with animals.
“Hannah took such great care of our 2 sr pups. She communicated regularly when our bulldog's allergies flared up. Our dogs were happy and content when we got home. The house was also nice and tidy.”

“Kaitlin was amazing! Will definitely rebook. My animals were so loved and well taken care of. She did a great job at communicating and sending updates. Left my house very clean and I returned to happy pets!”

About: I’ve been caring for animals since I was 11 years old, and I’m comfortable with cats and dogs of all sizes, personalities, and energy levels. People have called me a “pet whisperer” because I have a calm, patient way of connecting with animals and earning their trust. I’m also physically strong and confident handling large, powerful, and energetic dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. Safety, patience, and clear communication are always my priorities. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.
About: I have had dogs since I was 5, and I started working at a doggy daycare when I was 18. My senior year of highschool I was an intern at a local animal hospital and I loved it! I would love to spend the summer with your dogs and provide whatever services and help you may need! I am currently unemployed for the summer, so I can spend any time needed with your dogs. I have applied for jobs, so if my availability changes you will be notified but as of right now I am free to do anything. I have a huge (not fenced in) backyard. Since working at the doggy daycare, I have experience in helping dogs into crates, doing specific food for the dogs, attending to their personal needs, and making sure they have hours of entertainment and love.
“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!!!”

About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
The median cost per night for house sitting in Winfield is $50
Pet parents share their Rover experiences - Winfield
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
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
Select a filter and find qualifying Winfield sitters!Sitters in Winfield average 4 repeat house sitting clients
FAQs for House Sitting - Winfield
Frequently asked questions about Rover
As of July 2026, there are 8,093 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:
- 91% of sitters can help with special care needs
- 97% 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.




