Pet Sitting Winfield

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 130
pet parents in Winfield have booked pet sitting

Winfield, Find top rated pet 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: Vivian R.
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Vivian R.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
100 reviews
36 repeat clients
22 years of experience
Winfield, IL, 60190

We’ve booked Vivian several times to take care of our husky! Everytime we come home, he’s such a happy boy. We get so many photos and updates, which is so comforting that he’s being cared for. She’s the best ❤️❤️❤️

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Taylor S.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
74 reviews
30 repeat clients
25 years of experience
Winfield, IL, 60190

Barbara is the best! We ask her to watch our girls anytime we go out of town. Our girls just love her, and we always feel comfortable leaving them knowing they are in great hands. We actually had some unexpected delays and did not return when we had planned, and reached out to Barbara to update and she was so accommodating and understanding. We are so appreciative especially when the unexpected happens we knew we didn’t have to worry about our little ladies back at home.

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Cassandra B.
Sitter Profile Image: Ash B.
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Ash B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
197 reviews
63 repeat clients
7 years of experience
Wheaton, IL, 60189

Ash was amazing!! They took excellent care of our two cats and provided consistent communication throughout the visits. I would highly recommend Ash to anyone looking for a pet sitter, they will go above and beyond for you and your pets!

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Winter Ann G.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Winfield, IL, 60190

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.
Sitter Profile Image: Victoria J.
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Victoria J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
76 reviews
37 repeat clients
15 years of experience
Wheaton, IL, 60189

Victoria is exactly what you're looking for out of a dog walker. She's been extremely flexible, always on time, and provides a ton of love to our dogs. We're very thankful we found her and appreciate everything she does during her Daphne midday hangouts!

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matt s.
Sitter Profile Image: Joseph H.
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Joseph H.
from
$17
per visit
15 years of experience
West Chicago, IL, 60185

About: Animals have always been a big part of my life, and I’ve spent years caring for family and friends’ dogs while also attending dog training classes to better understand their needs and behavior. As the proud owner of two very spoiled cats, I know how important it is to find someone you can trust, and I will care for your pets with the same love, attention, and reliability I give my own. I currently work full-time (9-5) which gives me flexibility to perform pet care before and after work, as well as the weekends! I have my own car so transportation is never a problem I am very comfortable caring for pets in the home and love to take dogs on walks. I have experience with most domesticated animals and am willing to learn how yours wants to be cared for.

Sitter Profile Image: Isabella S.
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Isabella S.
from
$16
per visit
5.0 out of 5 stars
4 reviews
8 years of experience
West Chicago, IL, 60185

About: Se habla español / すこしにほんごをしっています I’ve cared for dogs at every stage of life, from wild puppies to gentle seniors. With experience handling both small and large dogs, I know how to balance fun, structure, and patience to help every pup feel safe and happy. I own a high-energy Portuguese Water Dog and grew up with calm, funny pugs, so I’m comfortable adapting to all personalities, energy levels, and sizes. My schedule is flexible and I can work around most pup’s schedules and needs. I am unavailable on Tuesdays, but available the rest of the week! My motto is to always love and care for others as if it was my own, no matter the personality or need. They are like people: they need intentionality, care, attention, and love, and some of the ways I try to incorporate that into my regular care is by wiping their paws and mouth with dog safe wipes after a walk/outdoor time. My dog is like my son to me, and I want to offer the same kind of love and care to those that might need extra help with walks throughout the week.

Sitter Profile Image: Cristina C.
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Cristina C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
30 reviews
10 repeat clients
20 years of experience
West Chicago, IL, 60185

Cristina was excellent- conscientious about any special needs or behavior quirks for both my cat and small dog. She was on time for all visits and gave my animals lots of care and affection. Her notes and photos made me feel assured that my buddies were in great hands while I was away.

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Beth H.
Sitter Profile Image: Maegan C.
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Maegan C.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Wheaton, IL, 60187

About: I trained my German Shepherd, Dakota, and taught him all 25 of the tricks that he knows! I have trained and lived with that 80lb pup with behavioral issues, so I am confident even with the biggest, craziest dogs! I have a soft spot for big dogs because of Dakota, but I also grew up with 3 Chihuahua mixes and a Border Collie which cemented my love for dogs of all sizes and temperaments! During the school year, I have college classes Monday through Thursday every week, but they are spread out if I needed to let any dogs out or take them for brisk walks in between! On the weekends, I don’t ever have a strict schedule. In the summer, my availability varies moreso by week! I let the animals warm up to me first before petting, picking up, or feeding, as to keep them as comfortable as possible. I love playing with cats and dogs indoors or outdoors. I have lived in Wheaton for my entire life, so I know the Wheaton area and all of its surrounding towns very well so I can take pets on longer or shorter walks as need be!

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: Sydney F.
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Sydney F.
from
$20
per visit
5.0 out of 5 stars
4 reviews
7 years of experience
Warrenville, IL, 60555

About: I’ve helped take care of dogs my entire life! I took care of my childhood black labs, and still help my parents take care of their 11 year old ACD when they’re out of town. I have a one year old Shepherd mix that I’ve had since she was 3 months old. She recently received her AKC Star Puppy certification! I have experience working with young dogs and old and I’d love to help you out! I’m currently on my summer break so I have flexible availability during the summer months! During the fall and winter I can help you out on the weekends! I take my dog on daily walks and adventures around us. Since we don’t have a yard to play in we like to go to Sniffspots to play around by ourselves or with some friends. I always make sure to keep my dog on a leash if we are not in an enclosed area.

Sitter Profile Image: Dayna C.
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Dayna C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
529 reviews
104 repeat clients
20 years of experience
Glen Ellyn, IL, 60137

Dayna was great with our two kitties! She was very responsive, timely, and most of all took great care of Meeko and Smudge. Thanks again, Dayna!

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Sydney H.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
West Chicago, IL, 60185

Samantha did a terrific job watching my dog. Gave good updates and lots of pictures for the whole house visit. Would recommend and will book with her again in the future.

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Kyle P.
Sitter Profile Image: Valerie D.
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Valerie D.
from
$20
per visit
4.9 out of 5 stars
17 reviews
2 repeat clients
12 years of experience
Warrenville, IL, 60555

About: Hello! My name is Valerie and I am an avid animal lover. I currently work for the ASPCA and have several years' experience caring for many dogs of various breeds and ages! Currently, I have two adorable and sweet bunnies named Wally and Sadie. I live 2 minutes away from Blackwell Forest Preserve where I can take your dog for a walk, or I am happy to walk them around your neighborhood. I also offer home visits where I can play with them, feed them, or provide any kind of care they need! I have a full time job and work from home, so I am available to take your dog on walks or do home visits on weekdays after 3pm. I can provide 30 minute walks around your neighborhood or at a park. Also, I can provide 30 minute home visits which include feeding, medication administration as needed, and play time.

Sitter Profile Image: Maria D.
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Maria D.
from
$15
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
35 years of experience
West Chicago, IL, 60185

About: Wouldn't you rather have your dog in a dog-loving home every day instead of a commercial doggie daycare? With dog beds or couches instead of crates? I have lived with dogs most of my life and with cats for 35 years. I have fostered or rescued many animals. I can give personal attention to puppy "potty" training too! - found cat at side of road who had been shot with BBs. Took him to vet to have 33 BBs removed. Unfortunately he lost both eyes but was quickly adopted and is enjoying his life and even catching flies! - rescued little dog that was chasing a bike down a busy street. I was able to find her family and return her safely. - I found an injured bat and took him to Willowbrook for care. I love animals and I will take good care of yours! I am very comfortable with all types of animals. We spend a lot of time outdoors in our huge backyard, weather permitting. Play time is all day as I don't leave them alone but am always there to supervise. Because we also have cats, visiting dogs must be able to safely interact or ignore cats. Tiny dogs, very large dogs and everyone in between are welcome! I am available for weekly doggie daycare and boarding for my daycare clients. My schedule is very open and I am always with the dogs, supervising. To ensure their safety, they will never be left at home alone Your dogs will have the whole house to roam, just as my dogs do. They will have a fully fenced yard in which to run and beds or sofas or dog beds from which to choose for sleeping

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: Mollie V.
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Mollie V.
from
$19
per visit
5.0 out of 5 stars
74 reviews
26 repeat clients
13 years of experience
Naperville, IL, 60563

We absolutely love Mollie and the top notch care she gives to our cat, Mavis, while we are traveling. She's gone above and beyond, always. To find someone so kind and professional is a gift, and Mollie is just that. We look forward to hiring her each time.

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Natalie V.
Sitter Profile Image: Kristy H.
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Kristy H.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Wheaton, IL, 60187

Kristy did an outstanding job taking care of my two cats. One requires administering a pill and she managed it well including cleaning up their occasional mess. Thanks Kristy!

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Karen D.
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: Lindsey M.
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Lindsey M.
from
$25
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Winfield, IL, 60190

About: I am excited to help you by caring for your pets while you are away. I will love and care for them as my own. I absolutely love my mini bernedoodle Hobbs. He is my partner in crime and goes almost everywhere with me. He is a year and half old. We have been in dog training since he was 4 months old. He is very smart and has excellent awareness of other dogs boundaries and comfort level. He has the ability to get along with dogs of all ages and breeds. He is hypoallergenic and doesn’t shed. The best way to describe him is well trained, friendly and playful. We are looking forward to meeting you and your pets. I am available everyday M-F in the evenings 4-9pm and flexible Saturday and Sunday. I am a teacher so I am also available during my breaks. I would care for your pet in your home according to your routine. I would bring my fur baby to provide playtime and keep your fur baby company.

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

Pet parents share their Rover experiences - Winfield

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5.0 out of 5 stars

We have a cat who can be a little difficult, to say the least. Heather did a great job taking care of him while we were gone. I loved seeing the daily updates and pictures. Everything was in order when we got home. We will definitely be using Heather again.

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Brad V.
Drop-In Visits
5.0 out of 5 stars

Cristina was always prompt and carried out the requested responsibilities for care of our cat. She shared notes about him and sent pictures. Our cat is not the easiest to interact with and she approached him with the same enthusiasm and care as a cat she would own. I highly recommend Cristina as we will undoubtedly use her again.

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Nora F.
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

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

Vivian did a great job caring for my special needs cat by ensuring he got his medicines and giving him plenty of attention.

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

We have booked with Sarah several times and she’s always amazing with my two cats. Litter boxes were clean, plenty of water and food. And lots of play time and cuddle time!

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Christine 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

Sam is the best! Every time we leave we have her watch our cat, Harry. She is attentive, a great communicator and so great with pets!

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Kat F.
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

Jeni G was great with my two cats Ash and Button. I was out of town for 8 days and she sent me photos 2x a day of my kitties which always made me smile. I have nothing but good things to say about the cat sitting services she provided. It's comforting to know my cats are in good care while I'm gone. I'll definitely request Jeni in the future. Thanks Jeni!

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Christopher M.
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

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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winfield average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Winfield

Frequently asked questions about Rover

The average cost for Pet Sitting in Winfield on Rover is $27.75 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 13,529 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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