Dog Sitting Winfield

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

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Over 93
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: Mei Li K.
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Mei Li K.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Naperville, IL, 60563

Mei Li is a great pet sitter! She loves taking care of our dogs & is on time, responsible & trustworthy. We will continue to use her services whenever possible. Highly recommended!

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Vasant R.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
127 reviews
28 repeat clients
4 years of experience
Lombard, IL, 60148

Ashley was great! Our two cats needed multiple visits a day and Ashley knocked it out of the park. Our one cat is a bit skiddish, yet Ashley was patient and did everything she could to ensure the cats were well looked after. She communicated with us during her visits and went above and beyond.

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Anna C.
Sitter Profile Image: Alexandria D.
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Alexandria D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
4 years of experience
Lisle, IL, 60532

About: Your pet won't just be watched, they'll be genuinely cared for. I’ve spent over 20 years caring for animals of all kinds, and that experience has taught me how to support pets with every temperament and need. Whether your pet is energetic, shy, playful, senior, or requires specialized care, I take the time to understand their routines, triggers, and comfort cues so they feel safe and secure from the moment they arrive. I’ve worked with puppies to seniors, small to large breeds, multi‑pet households, and pets needing medications or structured routines, giving me a strong foundation in reading behavior, building trust, and adjusting care to match each animal’s personality.

 My favorite part of pet care is building trust. Nothing makes me happier than seeing a shy, anxious, or reserved pet relax and let their personality shine. Some of the most rewarding feedback I receive is when owners tell me their pet seemed more comfortable, playful, or affectionate than usual. I pay close attention to body language, routines, and emotional cues so pets feel safe, understood, and comfortable being themselves.
 And when those moments happen, you'll get to see them too. I love sharing photos, videos, and updates so you can enjoy your pet's adventures while you're away!
 🛡️Safety First, Always 
I understand that trusting someone with your pet is a big decision, and I take that responsibility seriously. My goal is to give you peace of mind by providing attentive, thoughtful care and keeping you informed every step of the way.
 
 I actively supervise pets both indoors and outdoors rather than simply being nearby. I pay close attention to body language, energy levels, routines, and any signs of stress, anxiety, excitement, or changing needs. During walks and outdoor time, I'm mindful of surroundings, unfamiliar dogs, wildlife, weather conditions, and anything that could impact your pet's safety or comfort. I also have experience introducing dogs to one another thoughtfully and at a pace that keeps everyone comfortable. By recognizing signs of curiosity, playfulness, uncertainty, stress, or overstimulation, I can adjust interactions appropriately and help create positive, safe experiences for all pets involved.
 I believe great pet care comes from being engaged, observant, and proactive. From the moment your pet arrives until they're safely back with you, their well-being is my top priority.
 🌟Personalized Care for Every Pet & Every Owner No two pets are alike, and neither are their owners.
 Some families provide detailed instructions, schedules, and preferences. Others simply want peace of mind knowing their pet is in experienced hands. I genuinely enjoy both approaches.
  I'm naturally detail-oriented, attentive, and precautionary, so I carefully follow every instruction provided. At the same time, my years of experience allow me to confidently care for pets whose owners prefer a more relaxed approach. Whether you prefer frequent updates or occasional check-ins, detailed summaries or quick messages, I'll adapt to your communication style while providing the same level of attentive care. Your pet's care stays consistent regardless of how much or how little direction you provide. Pet care fits naturally into my schedule, allowing me to provide reliable, consistent attention throughout the week.
 Monday-Thursday: I work 8 AM-4 PM just minutes from home, so I can stop by during lunch for potty breaks, walks, check-ins, and extra attention when needed.
 Fridays: I work remotely, which gives me even more flexibility for walks, playtime, enrichment, and companionship throughout the day. Weekends: My schedule is open, making it easy to accommodate overnight stays, extended visits, and last-minute bookings.
 Because my routine is consistent, pets settle in quickly and receive steady, dependable care. Whether your pet enjoys activity, companionship, or simply a predictable routine, I make sure they feel comfortable, safe, and cared for during their stay. 🤍A Calm, Low-Stress Environment
 One of the things pets benefit from most in my care is that I don’t have any animals of my own. This means visiting pets receive my full attention in a calm environment without competing for space, affection, or supervision. For many dogs, especially anxious, young, senior, shy, or independent dogs, this can make a huge difference. They often settle in more quickly because the environment is quiet, predictable, and focused entirely on them.
 Your pet's routine becomes my routine. Whether they enjoy long walks, playtime, cuddling on the couch, frequent potty breaks, or simply relaxing nearby, I take the time to learn what helps them feel most comfortable.
 My building includes: • Private pet park- a safe, enclosed spot for pets to stretch out, play, and enjoy fresh air during their stay • Quiet park nearby for peaceful walks- ideal for pets who prefer gentle environments over the hustle of community dog areas • Pet wash room- perfect for muddy paws, quick rinses, and keeping pets fresh and comfortable during their stay • Elevator and stair access- every pet gets an option based on their comfort and mobility needs All designed to help pets feel comfortable, safe, and cared for.
 
For boarding/daycare, pets who prefer space from other pets can enjoy a one‑household stay.
 
 💛Extra Support & Attention
 My partner is also a lifelong experienced animal lover and often spends her days off with me. Pets naturally gravitate toward her kind, playful energy with them. She provides an extra set of eyes, hands, and attention, which can be especially helpful for puppies, active dogs, and multi-pet households. Like me, she respects your pet, routines, and home, and takes their care seriously. 🏡 House Sitting: Respectful Pet Care & Home Care
 When caring for your pet in your home, my goal is for you to return to a happy pet and a home that looks exactly as you left it. I come fully prepared with my own laptop, hotspot, meals, and daily essentials. I don't require Wi-Fi, snacks, streaming services, or household supplies. Most of my time is spent playing with, walking, cuddling, grooming, or simply spending quality time with your pet. I closely follow feeding schedules, household rules, training routines, and walking expectations. I also: • Bring in mail (just lmk)/take out trash • Vacuum pet hair (just lmk) • Keep food and water areas clean • Tidy up after myself • Wipe down surfaces I use • Handle pet-related cleanups • Respect all security measures and gates
 You'll never have surprise visitors, smoking, parties, or drinking in your home. I treat your home with the same care and respect I would expect someone to show mine.
 One of my strongest qualities is being a respectful house guest. Your home, routines, and pet's comfort matter to me.

Sitter Profile Image: Kylee G.
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Kylee G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Carol Stream, IL, 60188

Kylee is so kind and responsive! I love receiving pictures of my dog, Charlee, and seeing how well she's being taken care of!

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Carter H.
Sitter Profile Image: Abaigeal & Karen B.
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Abaigeal & Karen B.
from
$25
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
18 years of experience
Wheaton, IL, 60189

Thank you so much for all your patience and love with the boys

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Nicole P.
Sitter Profile Image: Lissa S.
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Lissa S.
from
$15
per visit
7 years of experience
Wheaton, IL, 60189

About: Hello, my name is Lissa. I’ve been an animal lover for as long as I can remember and I regularly take care of friends and family’s pets while they are away. I’ve volunteered with the animal shelter for a little over a year and am happy to take care of some new furry friends! I do work full-time but have a hybrid schedule. Currently, I am available all day on Wednesdays, Saturdays, and Sundays. I have flexibility on most other weekday evenings too! I am also happy to spend lots of time playing with your pet and will send picture and video updates of how they are doing!

Sitter Profile Image: R A.
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R A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Batavia, IL, 60510

About: I started dog sittng in college for my professors and quickly grew to love it. I've gained experience walking, feeding, and caring for dogs, and I bring these skills to my own pets as well. I'm excited to provide the same care and attention to your dog while you're away. I work from home, so my schedule is flexible and I can accomodate your need. I also offer pickup and drop-off services for a small fee. I have a fenced yard providing a secured space for your dog to play and relax. I also have a senior male Australian Shedperd who loves to play with other dogs, so your pet will have a friendly companion during the stay.

Sitter Profile Image: Amie S.
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Amie S.
from
$17
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
WARRENVILLE, IL, 60555

This is our first time using Amie. She was AWESOME! She watched our cats, stopping by twice a day for a week. She was diligent about food and water, cleaning litter boxes, and sending photos. More importantly, she took the time to visit and play with Artie (Bert hides). She got on the floor and talked to Artie. She's got my vote. HIGHLY RECOMMENDED.

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David K.
Sitter Profile Image: Annika & Grant S.
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Annika & Grant S.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
23 reviews
13 repeat clients
20 years of experience
Carol Stream, IL, 60188

Annika is so wonderful! I could not have asked for better care for my girl. I’m so thankful for her help and I know Wink was happy to see her everyday!

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Katherine C.
Sitter Profile Image: John S.
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John S.
from
$20
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Wheaton, IL, 60187

About: I had experience taking care of dogs as a kid. I have been entrusted with checking in on, feeding, loving and caring for dogs of friends, neighbors, and family. I am confident in my ability to handle reactive or anxious dogs. I can read a dogs language (stress, aggression, excitement). I can maintain safety such as making sure the dog is leashed in a busy environment. I keep aware of hazards such as heat, and other dogs. I am on time, and understand what it means to be consistent for routines of dogs, provide clear communication and updates and respect client homes and instructions. I pay attention to detail such as changes in dog behavior, appetite or energy, signs of illness or injury, and owner preferences for routes and pace. I am patient and adaptable. Pet care fits naturally into my daily and weekly routine because I plan my schedule around the pets in my care. I make time for feeding, walks, playtime, bathroom breaks, and regular check-ins throughout the day to ensure pets stay comfortable and on their normal routine. I’m also mindful of providing attention, exercise, and a calm environment so they feel safe and cared for. On a weekly basis, I keep my schedule organized to accommodate bookings, communicate with pet owners, and maintain a clean, pet-friendly space. I also make sure I have flexibility for longer walks, or extra visits when needed. Reliability and consistency are important to me, so I prioritize being available and attentive to each pet’s individual needs. 1) My Home- Daily care: Feed according to the owner’s schedule and instructions Provide constant access to fresh water Maintain routines (walks, playtime, rest) Comfort & safety: Pet-proof your home (no toxic plants, cords, or open exits) Give them a dedicated space (crate, bed, or quiet room) Separate pets if needed to avoid stress or aggression Exercise & enrichment: Walk dogs regularly Provide toys, puzzles, and interaction Adjust activity based on age, breed, and energy level Hygiene: Clean up accidents immediately Scoop litter boxes daily Keep bedding and feeding areas clean 2) Clients Home- Follow instructions exactly: Stick to feeding times, portions, and diet Administer medications if required Respect house rules (furniture, access areas) Routine care: Walk dogs and allow bathroom breaks Clean litter boxes and cages Provide companionship and attention Home respect & security: Keep the home clean and tidy Lock doors/windows and follow security instructions Handle keys responsibly Communication: Send updates, photos, or videos Report any concerns immediately (health or behavior changes)

Sitter Profile Image: Haley H.
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Haley H.
from
$17
per visit
5 years of experience
Naperville, IL, 60563

About: I have grown up with dogs and animals my entire life, and they have always been an important part of my family. I have experience with both small and large dogs and have always loved caring for and spending time with them. I especially enjoy being active and going on walks with dogs. I also have seven years of experience training dogs through my local 4-H program, where I developed hands-on experience with training, handling, and building a strong bond with dogs. My lifelong experience with animals and my love for being active make spending time with dogs something I truly enjoy! I’m currently working as a part-time employee for Rover. My available hours are M - F between 5:00 pm - 8:30 pm, and weekends may vary but typically Saturday - Sunday from 10:00 am - 5:00 pm I can be available. I am comfortable with most pet needs such as feeding, checking for fresh water, cleaning litter boxes, and crating (if your pet is kenneled). I also make sure your pet has some quality play time during my visits!

Sitter Profile Image: Joan M.
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Joan M.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
691 reviews
191 repeat clients
26 years of experience
Glen Ellyn, IL, 60137

I was very nervous about highering a sitter for my little girls for the first time, infact I was down right scared. Joan came over to meet my girls before we left and she put me at ease. My girls feel in love at first sight! She maintained constant communication and I received a ton of photos. She treated my girls like family and not just dogs. I will be using Joan anytime I need a sitter. She was amazing and I am forever grateful. Thank you from the Johnson household.

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Serendipity M.
Sitter Profile Image: Leah E.
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Leah E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Bloomingdale, IL, 60108

Thank you Leah!

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Robert D.
Sitter Profile Image: Glen S.
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Glen S.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
139 reviews
58 repeat clients
14 years of experience
Naperville, IL, 60540

Would definitely use Glen again! He was kind, consistent and trustworthy. Took care of our 2 seniors dogs while we were out of town. He was always on time and patient with them. Kept in touch and sent pictures daily, made us feel very comfortable while away.

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Nicole R.
Sitter Profile Image: Corrine B.
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Corrine B.
from
$24
per visit
5.0 out of 5 stars
30 reviews
10 repeat clients
11 years of experience
Wheaton, IL, 60187

Corrine did a great job watching over my kitty while I was gone! She usually doesn’t come out for many people but she fine the whole time! Would definitely have her again for other trips!

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Lauren
Sitter Profile Image: Christina T.
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Christina T.
from
$20
per visit
10 years of experience
Winfield, IL, 60190

About: I grew up with a dog and now have a dog of my own who is my best friend! He is the best boy. My friends rely on me to take their fur babies out on walks, or even give them advice! Currently looking to do this part time. I am available on weekends. During the weekdays I am available to hang with your pet late afternoon. 😊 Currently not offering your pet to be inside my home. But when if I did, they would have plenty of comfy blankets and toys to play with. At my house I have sniff mats and plenty of balls to keep your pet occupied!

Sitter Profile Image: Kaitlin P.
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Kaitlin P.
from
$18
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
6 years of experience
Glendale Heights, IL, 60139

Kaitlin was great! The dogs loved her and she took great care of them! She’s very responsive and gives great feedback. Would definitely hire again! Thanks Kaitlin!

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Alexis G.
Sitter Profile Image: Agnieszka G.
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Agnieszka G.
from
$22
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
9 years of experience
Glen Ellyn, IL, 60137

Aga was really wonderful with my cat. He is shy and doesn't like to come out when strangers are there. Aga sent pictures and every time he was "out and about." Everything was perfectly in order when I came home. Aga is great and I highly recommend.

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Debbie S.
Sitter Profile Image: David & Susan A.
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David & Susan A.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
50 years of experience
Glen Ellyn, IL, 60137

David and Susan were so so wonderful and kind! They took care of our cat and spent time with him. They were very helpful!

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rukmini m.
Sitter Profile Image: Brian S.
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Brian S.
from
$17
per visit
55 years of experience
Glen Ellyn, IL, 60137

About: I have had dogs my whole life. I have had multiple rescue dogs from puppies to older dogs. I have taken care of family member dogs. I am recently retired from a career in medical imaging. I have a PhD in Physics and have worked in hospitals including patient care. I have always loved dogs and seem to have a special bond with them. Being retired, I have plenty of time to spend with your pet. I will treat your pet as if it was my own. I do not currently have any pets of my own. I recently moved to this area and live in a townhome.

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

Dog parents share their Rover experiences - Winfield

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5.0 out of 5 stars

Anna takes such great care of our pup! She’s timely, communicative & intentional!! Our puppy is lucky to have her 🩷

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Molly H.
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

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

Megan is fantastic! She was able to help us out on short notice & our dogs loved her. I really appreciate her help and recommend her if you need someone!

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Jake M.
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

Jack is amazing! He took great care of our Skye and is very helpful and communicative! Will definitely try to book him again if available

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Kevin T.
Drop-In Visits
5.0 out of 5 stars

Kylee is so kind and responsive! I love receiving pictures of my dog, Charlee, and seeing how well she's being taken care of!

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Carter H.
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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  • 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?

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  • 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 dogs like family

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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 for Dog Sitting in Winfield on Rover is $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 12,591 sitters on Rover offering Dog Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winfield stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

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 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.

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