Dog Sitting Winfield

Book a Winfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 98
pet parents in Winfield have booked dog sitting

Winfield, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Donnell C.
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Donnell C.
from
$20
per visit
1 year of experience
Naperville, IL, 60540

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.

Sitter Profile Image: Aurora A.
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Aurora A.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
5 repeat clients
5 years of experience
Bloomingdale, IL, 60108

“I was so happy to find someone last minute to drop by our house to watch our new puppy! She was so flexible with our time schedule and went above and beyond. I highly recommend booking services with her and will book with her again.”

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Becky S.
Sitter Profile Image: summer a.
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summer a.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Naperville, IL, 60540

“Summer was such a great sitter for my dog, easy to communicate and extremely friendly to my dog. Kept me updated and send me such cute pictures and videos. I can tell my dog really had fun and was given a lot of love. Definitely will contact again !!! Was so kind to also take care of my dog last minute. Thank you so much Summer!”

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Leslie R.
Sitter Profile Image: Melissa S.
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Melissa S.
from
$20
per visit
5.0 out of 5 stars
• 33 reviews
9 repeat clients
20 years of experience
Warrenville, IL, 60555

“Melissa is the best!! My Sophie was an abused pitbull who needed extra attention and love to be able to trust anyone besides her daddy. Melissa worked hard to gain Sophie's trust. Now she is in Sophie's pack and loves Melissa to death. Melissa is reliable and always available. She treats Sophie like she's her own. I will use her for as long as she is available.”

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Jamie J.
Sitter Profile Image: Grace M.
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Grace M.
from
$23
per visit
5.0 out of 5 stars
• 137 reviews
49 repeat clients
8 years of experience
Batavia, IL, 60510

“Oh my goodness, we are so grateful for Grace! We had an out-of-town family emergency, and Grace responded right away, helped us with our first-ever Rover booking, and made us feel that our sweet pup was in great hands. Grace took great care of Lady and took extra time to play and visit with her. We came home to one happy dog!”

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Katherine L.
Sitter Profile Image: Brittany C.
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Brittany C.
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
8 years of experience
Carol stream, IL, 60188

About: Hello! As a dog owner and a veterinary professional- I understand how hard it is to leave your pet while you’re traveling. Boarding facilities can be stressful for pets and I love to see them thrive in the comfort of their own home. I’ve been a veterinary technician assistant for 8 years. I cannot wait to give your dog the attention you want them to have while you’re away! I promise to take care of yours just like they are mine. Sometimes my work schedule is different and It varies week to week. I can always let pets out for potty breaks while I’m on my break as well as long as your in a 10 minute radius from my work in south wheaton. Il. I love to go on walks and give your pet exercise and let them run out their energy. Experience with puppies and senior dogs! I am a huge advocate of accepting all dogs regardless of their breed. I have gone through fear free certification as well. See you soon! I am working full time but have some days off. Weekends are best for me! If I do work Saturday- it’s 7-1pm for me then I’m able to hang with your pup! Sundays I’m off- always I plan to take care of your baby just like I take care of my own. I have a lot of experience with caring for animals both in a pet sitting setting as well as a medical setting

Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Lombard, IL, 60148

About: I feel strongly about the human animal-bond and I believe your pets deserve the best care possible! My experience goes back to childhood since I've had cats and dogs my whole life. I've watched neighbors' and friends' pets while they were out of town and even watched a friend's horses while she was on vacation. I walked dogs at Anderson Animal Shelter (now Anderson Humane) as a kid. I worked for a pet sitting company for a little over a year in 2020. That year I also began school to become a certified veterinary technician. After two years taking classes full time and completing two externships I became a CVT. My schooling did include kennels- aka walking, cleaning up after and caring for the rescued dogs and cats we learned on (they were adopted out at the end of each semester). I also have helped with pets who were boarding at veterinary offices. I can do medical treatments on your fur baby if necessary. I am open to watching exotic pets. I have a huge admiration for spicy cats. I am your person for house sitting and drop in visits. I will be using Rover for part time work but I do have flexible availability! I have stepped away from full time work all together for the foreseeable future. I am a morning person and I would love to spend some time outside with your pup whatever the weather may be. I enjoy walking outside even in zero degree weather! I am happy to accommodate any routine you need for your fur babies. Greeting your pet is important, especially if I am new to them. I will give them food and water and clean dishes as advised by you. I will take them for a walk or outside to play and go potty depending on what they are up for. If you need pills or treatments or any kind to be administered I can absolutely do that. I will treat your pet, your home and belongings with the utmost respect and responsibility.

Sitter Profile Image: Sophia E.
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Sophia E.
from
$16
per visit
2 years of experience
Naperville, IL, 60540

About: I have experience caring for both cats and dogs, including feeding, and playtime. I’ve dogsat multiple times for neighbors and friends and currently have a cat of my own, so I understand how important it is to keep pets safe, happy, and loved. I also have experience babysitting children, so I’m patient, responsible, and great at following routines. I truly enjoy spending time with animals and making sure they’re comfortable while their owners are away. I’m currently a part-time college student, with classes Monday and Wednesday mornings and Tuesday and Wednesday evenings. Outside of those class times, I’m completely free and have plenty of flexibility throughout the week. I’m happy to work around your pet’s routine and will always make sure they get plenty of care and attention! When caring for pets in your home, I prioritize safety, comfort, and routine. I follow all your instructions carefully, including feeding, medication, and special needs. I keep the environment clean and calm, making sure pets have fresh water, safe spaces, and plenty of attention. I respect their habits and personalities to help them feel secure and happy. Communication with you is very important to build trust and give you peace of mind while you’re away.

Sitter Profile Image: Isabel P.
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Isabel P.
from
$22
per visit
15 years of experience
Lombard, IL, 60148

About: Animals have been a central part of my life for as long as I can remember, but English Bulldogs hold a special place in my heart. I trained and raised my own English Bulldog for 9 years, who grew into a special needs senior: blind in his later years and on multiple daily medications. Loving him through every stage taught me what bulldog parents already know: these dogs are one of a kind, and they need a sitter who understands them. Bulldogs aren't just low-maintenance couch potatoes, and I know the details that make the difference. I understand their stubbornness, heat sensitivities, and breathing issues. I stay on top of daily wrinkle cleaning and regular ear checks to prevent irritation and infections, and I'm happy to apply nose butter and follow your dog's grooming routine if needed. I also have the patience to work with a stubborn bulldog mood. Managing multiple daily medications and caring for a blind senior dog taught me to be organized, gentle, and attentive to any changes in routine, appetite, or behavior. My experience goes well beyond loving animals. I've worked at both a pet store and a local animal hospital, where I cared for a variety of animals, cleaned enclosures and kennels, maintained a sanitary environment, tracked food intake and behavior, and administered medications. Working alongside veterinary teams taught me to notice small changes and flag concerns early, so every animal in my care is safe, comfortable, and closely monitored. Don't have a bulldog? Don't worry! I've had years of experience caring for dogs of many breeds, plus cats, small animals, aquatic pets, and more, and I've provided trusted in-home pet care for neighbors and family members. Whether your pup is a personable bulldog like mine, or any other beloved companion, under my care they won't just be looked after. They'll be understood, loved, and treated like family. A recent Elmhurst University graduate, I currently have a flexible, full-time availability to dedicate to pet care, meaning your pets get my full attention and availability any day of the week. When I visit your home, my top priority is making sure your pet feels safe, comfortable, and as stress-free as possible in their own environment. I know that unfamiliar faces can be an adjustment for some animals, so I always take a calm, patient approach and let your pet set the pace when it comes to warming up. During drop-ins, I'll follow your routines closely: feeding schedules, medications, behavioral notes, and any specific preferences you've set for your pet. I treat your home with the same respect and care I'd want shown in my own. Everything will be left exactly as I found it. For dog walks, I keep a close eye on body language and surroundings at all times, keeping walks safe and enjoyable. I'm experienced in handling dogs with different temperaments and energy levels, and I'll always make sure your pup is secure before heading out. I'm also happy to provide updates, photos, and notes after every visit so you always know how your pet is doing, because peace of mind for you is just as important as good care for them!

Sitter Profile Image: Rylee B.
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Rylee B.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Naperville, IL, 60540

“Rylee was so flexible with our plans! She sent such cute pictures of our cat and made us feel really comparable. She’s the best!”

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Haley N.
Sitter Profile Image: Olivia L.
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Olivia L.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
12 years of experience
Naperville, IL, 60563

About: My expertise and background lie in zoo and wildlife biology. For the past 10+ years, I’ve worked with a number of reputable animal and wildlife properties, including shelters, nature centers (e.g., Indiana Dunes State Park and Lyman Woods Interpretive Center), wildlife rehab. facilities (e.g., Willowbrook Wildlife Center), and zoological societies (e.g., Safari Lake Geneva). I have an unparalleled passion for animals of all breeds and species, possessing direct experience with the following: dogs, cats, rodents, herps, birds, malacostracans, arachnids, and various hooved mammals (horses, giraffes, camels, donkeys, zebras, antelope, etc.). Our family has also owned a diverse array of critters, great and small; my husband and I have been proud rat parents (very heartbreaking that they only live a few years) and are current rescue parents of a leopard gecko, bearded dragon, and albino Florida kingsnake! As a part-time sitter, I am well-versed in walking, bathing, feeding, and administering medication. For the time being, I am working through Rover part-time on my days off. What better way to spend my free time than to love on pets? :) I’m happy to walk, bathe, feed, and provide medication if need be to your pet. I especially enjoy playtime (e.g. fetch) whether within my client's home, in a fenced-in yard, or at a local park.

Sitter Profile Image: Bethany K.
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Bethany K.
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Lombard, IL, 60148

“Bethany checked in on my cat for a little over a week while I was out of the country! I really appreciate her care and daily updates. Would recommend to others!”

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Megan P.
Sitter Profile Image: Nina T.
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Nina T.
from
$30
per visit
5.0 out of 5 stars
• 108 reviews
22 repeat clients
15 years of experience
Naperville, IL, 60540

“We have been very happy with Nina’s service. She is great with our older cats, and they with her! She also feeds my fish and monitors the high tech fish tank. She is very conscientious and we have been very comfortable going away with her looking after them all.”

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Rick M.
Sitter Profile Image: Rebecca N.
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Rebecca N.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Downers Grove, IL, 60515

About: As a lifelong animal lover and experienced pet caregiver, I treat every pet as if they were my own. I understand that every dog has a unique personality, so I tailor walks, playtime, and care to meet their individual needs. Whether your pet loves adventures, belly rubs, or a quiet companion, I provide dependable, attentive care that helps them feel safe and happy while you're away. My goal is to give you peace of mind and your pet a fun, loving experience filled with plenty of attention and affection. *** Available after 3:30 pm during the week/open on weekends and holidays *** As a high school teacher, I have a reliable schedule and enjoy spending my free time caring for animals. During the school year, I am available after school, evenings, weekends, holidays, and school breaks. In the summer, I have a very flexible schedule with plenty of availability for walks, drop-in visits, daycare, and overnight care. This flexibility allows me to provide pets with the attention, exercise, and companionship they deserve. Your pet's safety, comfort, and well-being are always my top priorities. I provide a calm, loving, and secure environment where pets can feel relaxed and at home while you're away. With years of experience caring for animals, you can trust that your furry family member will receive attentive care, plenty of affection, and close supervision.

Sitter Profile Image: Ingrida G.
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Ingrida G.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
• 325 reviews
145 repeat clients
15 years of experience
Downers Grove, IL, 60515

“Great experience!”

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Antonella B.
Sitter Profile Image: Michael M.
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Michael M.
from
$20
per visit
20 years of experience
Naperville, IL, 60540

About: I have owned 3 cats and have taken care of them since i was 10. I have given Medical attention such as giving them medication and fluids for older cats. I have also been around dogs especially young dogs and know how energetic and playful they can be. I have open availability and am willing to work with your schedule with some previous notice whether that be starting early or starting late for house vitsits or house sitting. I have owned and taken care of 3 cats in my life. I have also been around dogs and know how energetic and attention seeking they can be.

Sitter Profile Image: Emma S.
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Emma S.
from
$15
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
3 years of experience
Hanover Park, IL, 60133

“Very communicative and took amazing care of our pup!”

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Ashley & Andrew L.
Sitter Profile Image: Hasan U.
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Hasan U.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Lombard, IL, 60148

About: I’ve taken care of dogs of every kind since I was 15. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m originally from Turkey, and currently helping some organizations for stray dogs in Turkey. You check me on instagram(hasanuckun) I would love to take care of your pup 🐶 I’m working from home, so I’m home all day, I have a house with yard. I would be so happy to help you with your pup :) I have a yard and one friendly dog to keep your fur baby company. I can easily crate your your dog if needed. Will be happy to have you :)

Sitter Profile Image: Elizabeth F.
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Elizabeth F.
from
$30
per visit
5.0 out of 5 stars
• 22 reviews
6 repeat clients
18 years of experience
Lisle, IL, 60532

“Elizabeth took great care of our pets again. Thanks so much!”

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Michelle M.
Sitter Profile Image: Cristal T.
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Cristal T.
from
$17
per visit
5.0 out of 5 stars
• 43 reviews
18 repeat clients
20 years of experience
North Aurora, IL, 60542

“Cristal went above and beyond to care for our 6 cats and help us feel at ease while we were away on a trip. She was immediately in contact with any issues that arose and took care of everything needed and then some. If we could give more than 5 stars we would.”

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Dana M.
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The median cost per visit for dog sitting in Winfield is $20

Dog parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Grace is great. Nova loves her, she sends great pictures and updates and house always picked up after overnight visits! Extremely trustworthy!

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Jill B.
Drop-In Visits
5.0 out of 5 stars

Anna walked and dropped in to check on my pup Walter. She was lovely, communicative, reliable, followed his exact routine, and embraced my puppy’s little quirks. Walter can be a bit high-energy when meeting new people, and Anna handled it with patience. I will definitely book her again!

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Christine C.
Drop-In Visits
5.0 out of 5 stars

She was wonderful with Marlowe and made me feel completely comfortable leaving her for the first time. She was reliable, kind, and clearly great with dogs. She also drove to my home and spent two full hours with Marlowe, which I really appreciated. I would absolutely book her again.

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Renee D.
Drop-In Visits
5.0 out of 5 stars

Vivian took perfect care of our little girl. We will be excited to book with Vivian again next time we travel or need to get Bella an extra walk.

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Jonathan S.
Drop-In Visits
5.0 out of 5 stars

Always so flexible and responsive to our elderly dogs needs! Would highly recommend Claira to anyone!

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Sonya B.
Drop-In Visits
5.0 out of 5 stars

Paula is SO sweet with our elderly dog, and leaves very detailed reports that give us so much peace of mind when we are away! Thank you Paula!

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Sonya B.
Drop-In Visits
5.0 out of 5 stars

Kathryn was such a wonderful sitter for my dog. She was punctual and very thoughtful of my dog needs. My dog had such a great time with her. She sent me so many cute pics and videos of their time together. I was so happy she was able to take care of him and that she made him feel loved as I was away. Thank you so much! I’ll definitely will contact again!

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Leslie R.
Drop-In Visits
5.0 out of 5 stars

Barbara did a great job! She was very prompt and responsive. She was very detailed in her updates and provided pictures and videos! She was great with our dog and took good care of him! I so appreciate her love and care for our dog. I would book her again!

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Caroline P.
Drop-In Visits
5.0 out of 5 stars

Bella helped us with two drop in visits when we were gone for the day, and she took great care of our three dogs! She was punctual and communicated well. We’ll be booking with Bella again.

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Jennifer L.
Drop-In Visits
5.0 out of 5 stars

Victoria has been very flexible with our schedules, and has worked with us to handle changes almost every week. Thank you so much!

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matt s.
Drop-In Visits
5.0 out of 5 stars

Cristina took excellent care of our dog and two cats over a weekend. She communicated after every visit and gave our pets lots of love. I highly recommend Christina as a pet sitter!

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Suzanne P.
Drop-In Visits
5.0 out of 5 stars

Thanks, Donna!! I know this was short notice! Thanks for being a great help with the dogs and a kind neighbor! Blessings to you!

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Pamela R.
Drop-In Visits
5.0 out of 5 stars

Thank you so much, Andrea. Rosie was well cared for and loved her daily walks. You really helped us out. ❤️

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Ellen B.
Drop-In Visits
5.0 out of 5 stars

Melissa is great with caring for my dog, and she has a lot of knowledge of dogs. My dog instantly liked her!

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Celeste Y.
Drop-In Visits
5.0 out of 5 stars

Sel did a great job watching peanut kept us up to date and setup everything in a short notice. Thanks

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David S.
Drop-In Visits
5.0 out of 5 stars

They were great with our pups while we were away. We really appreciate the notes of each check in and helped take so much of the stress off when we’re away from our fur babies. We could not recommend them enough!!

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Isabella L.
Drop-In Visits
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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Winfield

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Sitters in Winfield average 7
repeat dog sitting clients

FAQs for Dog Sitting - Winfield

Frequently asked questions about Rover

The average cost of Dog Sitting in Winfield on Rover is $28 per visit as of October 2026. Most bookings cost between $16 and $48 per visit. 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 12,571 sitters on Rover offering Dog Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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!

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 .

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Winfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 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.

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.

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