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.

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Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
169 reviews
75 repeat clients
8 years of experience
Wheaton, IL, 60187

Sarah was absolutely wonderful! I’m such an anxious, helicopter dog mom and she was so communicative, kind, and really put my mind at ease! She was so detailed through the entire thing- letting me know when she was on her way, giving me a recap of her time, and sent lots of pictures! 12/10 recommend hee!

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Hayley A.
Sitter Profile Image: megan t.
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megan t.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
West Chicago, IL, 60185

Megan was great with my cat! She made sure to spend some time with Allspice when she came to feed her and I really appreciated that!! Allspice was obviously lonely while I was gone. I would definitely have Megan do drop-ins next time I need someone!

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Lisa T.
Sitter Profile Image: John S.
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John S.
from
$20
per visit
5.0 out of 5 stars
7 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: Bonnie D.
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Bonnie D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
152 reviews
32 repeat clients
20 years of experience
Naperville, IL, 60563

Bonnie looked after our two furbabies while we had a family emergency—she sent photo and video updates and our dogs loved her! Highly recommend.

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Jenny H.
Sitter Profile Image: Carolina R.
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Carolina R.
from
$17
per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Carol Stream, IL, 60188

About: For me, being around animals isn't just a job, it’s second nature. I’ve spent over 15 years caring for pups of all shapes and sizes, I know how much your dog means to you because I’m a lifelong animal lover myself. Whether it’s a long afternoon trek or a quick backyard play session, I’m dedicated to treating your furry family members with the same love and patience I give my own. I am available for evening walks after 5:00 PM throughout the school week, with full availability on weekends. My schedule also mirrors the school calendar, meaning I offer extended, full-day care during Spring, Summer, Fall, and Winter breaks—giving you a dependable option when you travel for the holidays. My home is fully equipped for a relaxing stay, featuring a secure, fenced-in yard for safe outdoor time and a variety of premium dog beds for lounging. As a proud owner of a geriatric dog myself, I am deeply experienced in providing extra assistance and 'tender loving care' for seniors or dogs with mobility needs. I also have a dedicated playpen area for pups who prefer their own cozy, private space

Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Glen Ellyn, IL, 60137

Katherine did a great job dropping in to take care of our kitty. She made sure to take pictures and share info, which gave us a lot of peace of mind.

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Rita P.
Sitter Profile Image: Michael J.
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Michael J.
from
$20
per visit
4.8 out of 5 stars
5 reviews
10 years of experience
Wheaton, IL, 60187

Awesome sitter!! Michael watched my cat Conan for 10 days with little notice given beforehand and did an amazing job! Conan loved spending time with Michael and looked happy and well cared for when I returned. Michael followed all my instructions to a tea and cleaned up all the cat bowls and dishes. He sent me photos while I was away and made me feel like Conan was well cared for. Thanks Michael and I will book him again!

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Mike R.
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
12 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: Abaigeal & Karen B.
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Abaigeal & Karen B.
from
$25
per visit
5.0 out of 5 stars
18 reviews
2 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: Ashley B.
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Ashley B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
121 reviews
25 repeat clients
4 years of experience
Lombard, IL, 60148

Wow Ashley was just incredible this week caring for my cat and fish. I can tell that she truly cares for animals which makes me feel very comfortable leaving mine under her care. She even went above and beyond and brought in my mail and packages. I am so grateful for her and highly recommend her.

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Elizabeth Anne P.
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: Mckinzie P.
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Mckinzie P.
from
$35
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Wheaton, IL, 60187

About: My name is McKinzie and I have a 4 year old loving Golden Retriever. We love to go on long walks and play fetch! I have been watching dogs and involved in rescues for many years. I am a very big animal lover and I promise to love your pet just like my own! Due to working from home I am very flexible! Feel free to reach out if you are interested in me helping out with your pets! I currently have a flexible schedule as I work from home! I would love to fit your pups play time into my day so I can care for your pooch. I also have a cute golden retriever! I treat any dog just like my own. I am very nurturing with animals and I have created a very safe environment for them in my apartment! I also have a little gated yard area for them to go outside etc!

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: Anna M.
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Anna M.
from
$17
per visit
10 years of experience
Warrenville, IL, 60555

About: Hello! I have been a dog lover my whole life having lived with and owned dogs. Currently, I have an English Bulldog & a well trained German Shepherd. I love outdoor walks and play time - no walk is too long for me with your dog! Also, love to keep them company if they do not want to be alone for long periods of time. Experienced in administering medicines to both cats and dogs. Along with my 2 dogs I live on a hobby farm with chickens, horses & barn cats. In college I worked at Danada Vet in the kennel and assisted on the vet floor with the techs and Drs! Reach out with any questions! Thank you! I’m currently working at my family business in the Wheaton area and most of the work is online or around the suburbs - never gone for more than a couple hours. I can be readily available for walks, care and house sitting. I am experienced in caring for pets in the owners home - happy to keep their routine and habits so their life is easy while you are away!

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

Glen did an excellent job taking care of Coco. He gave her a walk, made lunch and all the required water and bathroom breaks. We will leave coco again under the excellent care of Glen.

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Pv R.
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: Amie S.
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Amie S.
from
$17
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
WARRENVILLE, IL, 60555

About: Every animal I meet becomes family and will always be treated and loved that way. Volunteered at many shelters to help train and socialize dogs. I am even more familiar with cats and how to care for them! I am a stay at home mom and have open availability if your pet and you are comfortable with your pet around a child. I understand completely the importance of security with animals so if you are unsure or prefer not, I will be fully available fridays- mondays all day, then can workout a schedule on Tuesday - Thursday! I have 4 cats and 2 dogs at home that I have personally and trained and care for daily. Also a 75 gallon fish tank with fish and snails! I have a fenced in yard and all my rooms have baby gates so pets can’t get out of sight! I am reliable and will show up for your pet and their schedule. I have knowledge and daily experience with animals that need medicine or special care.

Sitter Profile Image: Emily O.
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Emily O.
from
$25
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
16 years of experience
Wheaton, IL, 60187

Emily did a great job watching our dog while we were away for a few days. Our pup needed to be given medicine and to be walked and Emily did that as well as give her a lot of extra TLC! She communicated with us after each visit and sent us picture updates as well. We appreciate how much love Emily showed our dog and we highly recommend her!

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Mary Kay G.
Sitter Profile Image: David & Susan A.
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David & Susan A.
from
$18
per visit
5.0 out of 5 stars
12 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: Fred M.
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Fred M.
from
$19
per visit
15 years of experience
Wheaton, IL, 60187

About: Hi, I’m Fred, your local pack leader 🐕   My journey into canine care and training started during a difficult periods of my life. After suffering an injury in the summer of 2025, I spent several months in physical therapy with one goal in mind: being able to walk my dog, Ada, again.    Throughout my recovery, Ada never left my side. She watched me struggle through daily exercises, accompanied me on potty breaks while I was still on crutches, and gave me a reason to keep pushing forward. As I slowly regained my mobility, we started taking short walks around the block. That's when I realized that even a small pull on the leash could put my recovery at risk. My focus quickly shifted from simply getting back on my feet to becoming a better dog trainer.   What started as a few training sessions during our walks turned into a daily commitment. I taught Ada to walk calmly in a heel position, respond to a "slow" command for days when I needed to take things at an easier pace, and regularly check in with me throughout our walks.   The biggest lesson I learned wasn't about commands or techniques; it was about communication. Dogs pay attention to far more than we realize. If I became frustrated, Ada noticed. If I stayed calm and consistent, she responded. I learned to focus on rewarding the behaviors I wanted rather than dwelling on mistakes. The more I worked on myself as a leader, the more successful our training became.   Today, Ada and I are still learning together. The bond we've built through patience, trust, and consistency is unlike anything I've experienced with any other dog. She isn't just my best friend; she's the reason I discovered how rewarding it can be to help dogs and their owners build stronger relationships.   At Freddy Set Go Canine Care, every dog I work with receives the same patience, attention, and commitment that I give to Ada. Whether you need reliable canine care, help with basic obedience, or support working through behavioral challenges, my goal is simple: to help you build a stronger relationship with your dog and enjoy life together.   If my story resonates with you, I'd love the opportunity to learn more about you and your dog. Please reach out to schedule your free Meet & Greet.    ⸻    NEW CLIENT SPECIAL Schedule three premium (60min) services in the same week, Get your fourth premium (60min) service for 50% off. All services must be scheduled within the same booking request. Meet & Greet Required. Available to all first-time clients. Valid through August 1, 2026.   ⸻   PREMIUM SERVICES | Starting at $40/Visit   ⭐ Premium Drop-In (60 Minutes) A more personalized extended visit focused on exercise, enrichment, companionship, and routine consistency.   Includes: • Fresh Water & Feeding • Potty Breaks • Indoor/outdoor Playtime or Walk • Pets, attention, and enrichment • Non-injection medication administration • Tailored care based on your dog’s lifestyle and routine   ⸻   🐕 Premium Walk (60 Minutes) Ideal for energetic dogs who benefit from longer walks with extra mental stimulation.   Includes: • Greeting & prep (5 mins) • Potty Break & Doggy Adventure (45 mins) • Wrap-up & water refresh (10 mins)   ⸻   🎉 Premium Holiday Visit (60 Minutes) Holiday coverage with extra time, care, and attention. • Walk or drop-in visit • $60 per visit   ⸻   🎁 Complimentary Premium Perks • Mail & package collection • Indoor/outdoor plant care • Dog brushing • Yard poop scooping • 15-Minute Positive Reinforcement Training Session   ⸻   ESSENTIAL SERVICES | Starting at $19/Visit   🐶 Essentials Drop-In (30 Minutes) Perfect for potty breaks, meals, playtime, and companionship while you’re away.   Includes: • Fresh Water & Feeding • Potty Break • Indoor/Outdoor Playtime • Pets, Belly Rubs, and Attention   ⸻   🚶 Essentials Walk (30 Minutes) A neighborhood walk tailored to your dog’s pace and comfort level.   Includes: • Greeting & prep (5 mins) • Walk & potty break (20 mins) • Wrap-up & water refresh (5 mins)   ⸻   🎉 Essential Holiday Visit (30 Minutes) Available during holiday periods for dogs needing care. • Walk or drop-in visit • $40 per visit   ⸻   Additional Service Fees   ⏰ Last-Minute Booking +$15 For existing clients booking after 6:00 PM the day before service.   🌙 Extended Hours Fee +$8 per visit Applies outside standard business hours: 10:00 AM – 9:00 PM (Mon–Fri) Fully dedicated to providing top-notch care between 10am-9pm, and extended hours services available 6am-11pm. --- All first-time clients are required to schedule a free Meet & Greet. Once we’ve determined we’re a good fit, you’ll be able to book with me any day of the week whenever availability allows. I look forward to building trust with you and your pets by providing consistent, reliable, and attentive care. I maintain clear communication with owners through updates, photos, and transparency so you can feel comfortable knowing your pet is in good hands.

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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

Vivian did such a great job taking care of our very elderly dog and 2 cats. Our elderly dog can be very high maintenance but Vivian made sure she did everything she could to keep our pup comfortable and us comfortable throughout each visit. Thank you so much Vivian!

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Abby M.
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

Paula was excellent. Very detailed and super flexible with Layla and our needs! You can tell she really cares about Layla’s comfort!

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Sonya B.
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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Sitters in Winfield average 6
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FAQs for Drop-In Visits - Winfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Winfield on Rover is $27.75 per visit (as of August 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 August 2026, there are 12,665 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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