Dog Sitting Winfield

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

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Over 89
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.

1 / 1
Sitter Profile Image: Christine C.
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Christine C.
from
$22
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Winfield, IL, 60190

About: TLDR; I treat every pet like the main character. I lost my furbaby to kidney disease in July 2025 and it was absolutely life-shattering. I was so connected to her that she meant the world to me. While I'm not ready for another dog to fulfill my life, I'm ready to open my heart and home to care for your pet. I currently have 2 senior cats in my home. I’ve cared for family members’ dogs and cats over the years, from energetic puppies to calm senior pets. I’m comfortable with feeding routines, administering basic medications, enrichment activities, and giving an abundance of affection. Your furbaby gets my full attention and a warm, peaceful home environment. I’m patient, safety-focused, and great at picking up on a pet’s personality—whether they want playtime, snuggles, or a little space. I’ll keep you updated with photos and notes so you feel confident and connected while you’re away. If you think we'd be a good fit, let's chat! I have an open and flexible schedule, so pet care fits naturally into my daily routine. I’m able to give pets attention, regular outdoor time, and consistent routines throughout the day. In my home, I focus on creating a calm, comfortable, and safe space. I stick closely to your furbaby's usual routines—feeding, walks, playtime, and rest—so they feel at ease during their stay. I keep a tidy environment with a securely fenced yard for safe outdoor time, and I make sure they always have fresh water, cozy spots to relax, and plenty of attention.

Sitter Profile Image: Mia M.
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Mia M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Naperville, IL, 60563

Mia was great with drop-ins for our dog! She provided lots of updates that made us smile while we were gone!

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Elyse S.
Sitter Profile Image: Michael J.
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Michael J.
from
$15
per visit
10 years of experience
Wheaton, IL, 60187

About: I've taken care of cats and dogs for over 10 years for friends and family. I love animals, and bring a strong sense of care and joy to my work. I am a college student who is off for the summer, seeking gig work to pay the bills. I have a lot of free time. I treat clients with privacy and treat their homes as I would treat my own. The safety and well being of their pets is my first priority.

Sitter Profile Image: Alyssa G.
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Alyssa G.
from
$16
per visit
25 years of experience
Warrenville, IL, 60555

About: I’ve had dogs for 25 years, ranging from small to large breeds. I currently have a 65 lb mixed breed rescue. I previously volunteered at a local humane society up until Covid. I also have experience in giving oral medication (with food). I would love to take care of your baby(ies)! I currently work full time from home and have pretty flexible hours for drop in visits, and almost any weekend available. I can do 30 min visits on weekdays and hour long on weekends if requested. I am open and willing to learn how you care best for your baby to ensure peace of mind for you as I help take care of them!

Sitter Profile Image: Katherine B.
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Katherine B.
from
$17
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Glen Ellyn, IL, 60137

Pleasant to work with. Friendly and the dogs loved her

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James W.
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
22 reviews
11 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
3 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: 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: Donna B.
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Donna B.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Winfield, IL, 60190

Excellent and good natured! One of my pups wasn’t very nice, and I gave my apologies. This engagement was sort of an emergency and I truly appreciate Donna agreeing to take on this assignment on just a one day notice!

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Pamela R.
Sitter Profile Image: Bonnie D.
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Bonnie D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
142 reviews
30 repeat clients
20 years of experience
Naperville, IL, 60563

Bonnie was very nice and willing to do a meet and greet to make sure my animals were comfortable with her. She sent tons of pictures and updates and although she ran into a small problem at one point she handled it well!

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Sunny W.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$15
per visit
5.0 out of 5 stars
2 reviews
11 years of experience
Warrenville, IL, 60555

Jessica watched our dog for over a week. She asked clarifying questions anytime she needed to and was excellent in her communication with us while we were away. She also takes the best pictures 😊 We would absolutely book her again!!

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Alyssa G.
Sitter Profile Image: Alejandra R.
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Alejandra R.
from
$15
per visit
1 year of experience
West Chicago, IL, 60185

About: I've had dogs growing up, currently have 2 dogs back home and my roommate has a cat here in my dorm. I love both and have walked my older dog since I was a little kid. I am a full time student but am always looking for things to do between, before or after classes. I'd be sure to be avaliable weekends and any days I don't have class. I can always go visit to take care of your animal(s), while I cannot offer assistance in my residence, I will always help out by walking or making frequent visits.

Sitter Profile Image: Marco M.
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Marco M.
from
$17
per visit
20 years of experience
Carol Stream, IL, 60188

About: I’ve had dogs in my life since I was 6 years old, and I’ve cared for 6 dogs over the years. My first dog was a Golden Retriever named Rambo ❤️ I currently have 2 dogs Buddy and Duke that stay with my mom. I’ve also had experience with senior dogs, including helping dogs with hip problems and adjusting their care as they got older. I truly enjoy spending time with dogs and understanding their personalities, whether they want to play, go for walks, or just relax and have some company. My main job is part-time, which gives me flexible availability throughout the week. I’m generally available on weekdays, especially during mornings and afternoons, and can often accommodate a variety of scheduling needs. I always follow the owner’s instructions and respect each pet’s routine to help them feel comfortable and safe. I make sure pets have plenty of attention, fresh water, exercise, and a clean environment. Their safety and well-being are my top priorities, and I’ll treat them with the same care and respect I would give my own pets.

Sitter Profile Image: Zhiyang S.
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Zhiyang S.
from
$28
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Naperville, IL, 60563

Zhiyang is so kind and caring and takes great care of our senior dog. She sends videos and give great feedback on her videos.

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tim k.
Sitter Profile Image: Zoe G.
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Zoe G.
from
$20
per visit
5.0 out of 5 stars
1 review
3 repeat clients
6 years of experience
Wheaton, IL, 60187

Zoe was great with my pups, they were happy and well taken care of based on all the pictures I received while we were gone. She is are new go to when out of town!

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Ashley B.
Sitter Profile Image: Harley P.
Verified Enhanced Background Check
Harley P.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Lombard, IL, 60148

Harley followed our instructions and provided prompt updates. The photos she provided proved that her care was no less than what I would provide for my own dogs. I know my pups look forward to the next visit.

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JennaMarie D.
Sitter Profile Image: Sel R.
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Sel R.
from
$18
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
2 years of experience
Winfield, IL, 60190

Sel always takes excelling care of my cat and fish. She is always my go to for pet sitting. She even watered my plants. I highly recommend Sel!

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Elizabeth Anne P.
Sitter Profile Image: Maria C.
Verified Enhanced Background Check
Maria C.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
7 years of experience
Glendale Heights, IL, 60139

Maria was so great with my shy anxious girl ! Provided great updates and photos. So glad we found her!

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Cindy V.
Sitter Profile Image: Kate B.
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Kate B.
from
$20
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Hanover Park, IL, 60133

Kate has been amazing with taking care of Pandora! She’s patient, caring, and very dependable. Kate gives very detailed notes and we always feel like Pandora is getting top tier care! Thank you Kate!

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Samantha P.
Sitter Profile Image: Kathryn S.
Verified Enhanced Background Check
Kathryn S.
from
$17
per visit
5.0 out of 5 stars
1 review
10 years of experience
Wheaton, IL, 60189

My cats absolutely loved their week with Kathryn. Both warmed up to her very quickly and one is very shy. She was very professional and arrived on time. We will definitely use her again.

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Jennifer P.
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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

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

Absolutely above and beyond! Great communication. She brought a treat puzzle for him! And gave intentional playtime with mental and physical stimulation. Absolutely need to rebook Paula soon! 😍

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Michaela V.
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

Had a last minute business trip and Vivian was so nice to come over quickly for a meet and greet then stop by again later in the day for a visits with the dogs.

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Karlie H.
Drop-In Visits
5.0 out of 5 stars

Barbara was truly exceptional with our beagle, Paige. After recently losing our other beagle, Penny, it was especially emotional to leave her, but Barbara gave us complete peace of mind. She cared for Paige with so much love, kindness, and attention—it was clear Paige was in wonderful hands. Barbara was reliable, communicative, and thoughtful, and her updates meant so much to us while we were away. She went above and beyond, and we are incredibly grateful to have found her. We highly recommend Barbara to anyone looking for trustworthy, compassionate pet care. Paige adores her, and we will absolutely be booking with her again. 🐾💛

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Cassandra 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
5.0 out of 5 stars

Grace was AMAZING and is so knowledgeable about dogs and their unique needs. She was so patient and knew exactly how to get our dog with bad anxiety more comfortable. We really appreciate her help and the updates during the drop- in visit.

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Amanda W.
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?

  • Cashless payments

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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

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Sitters in Winfield average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Winfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Winfield on Rover is $28.19 per visit (as of July 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 July 2026, there are 12,945 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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