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 136
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: Emma W.
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Emma W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Wheaton, IL, 60187

About: I have been an animal lover my whole life and will give your fur baby the same love, care and affection they would get if you were caring for them. I have had experience watching cats and dogs of all sizes for the past 5 years. I absolutely love walking and getting outside and will ensure your dog gets the fun and exercise they need to stay happy and healthy. Or, if your dog or cat isn’t the aerobic type, I will be happy to supply them with all the love and cuddles they could possibly desire. Spending time with animals is one of my favorite things, and I am so excited for the opportunity to get to care for your fur baby. I am currently a full time college student which gives me flexible hours and availability during the work day to give your furry friend the full attention they deserve on walks or drop in visits. I’m a very organized person and will ensure your home stays just as clean and cared for as your fur baby. However you like your pet to be cared for, I am happy to fill their needs! Whether that be fetch in the backyard, walks outside, playing in the house, hanging out on the couch with me (if allowed) or putting them into their crate at the end of the day, I’m happy to care for your pet however they need while keeping your home just as you like it.

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
128 reviews
30 repeat clients
25 years of experience
Wheaton, IL, 60189

First time using rover for drop in visits and was a bit anxious to have someone in my apartment, but everything went perfectly. I got photos of my kitty playing every day and came home to her having full food and water + key where discussed.

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Lauren S.
Sitter Profile Image: Julia M.
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Julia M.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
West Chicago, IL, 60185

About: I love dogs! I enjoy walking dogs and meeting new dogs. They are such sweet animals and I love to be able to help them see and explore the world on walks. I take care of a 14 year old beagle and go on frequent walks with him. I can walk dogs during my lunch break on weekdays. I can also come in the late afternoon as well to walk your dog. Let me know what you need and I can help accommodate your schedule! I have a beagle that I adore and take him on 3 walks a day. I love walking dogs and meeting new dogs at the dog parks that I visit. I also love taking care of friends dogs and would love to take care of your dog as well!

Sitter Profile Image: Anna M.
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Anna M.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
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: Ash B.
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Ash B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
202 reviews
63 repeat clients
7 years of experience
Wheaton, IL, 60189

Loved working with Ashley. She watched my dogs at my home while I was away. She sent us daily updates and made us feel at ease. We would hire Ashley again. She was great. Totally recommend Ashley ! :)

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aye c.
Sitter Profile Image: Vivian R.
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Vivian R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
107 reviews
40 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: Victoria J.
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Victoria J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
77 reviews
38 repeat clients
15 years of experience
Wheaton, IL, 60189

Victoria is wonderful! She did a great job feeding and letting our dogs out. She also spent some time with them while we were away. Highly recommend her!!

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M F.
Sitter Profile Image: Gavin S.
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Gavin S.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
16 reviews
2 repeat clients
7 years of experience
West Chicago, IL, 60185

About: I have always had animals and I have a genuine love for animals of all kinds. Spending time with pets doesn’t feel like a job to me — it’s something I truly enjoy. I’m naturally attentive, gentle, and patient, and I take the responsibility of caring for someone’s pet very seriously. My job is flexible so I have the time and availability to assist with whatever your needs are. I understand that every pet has their own personality, routines, and needs. Whether your pet is energetic and playful or shy and needing a calm presence, I adapt to make sure they feel safe, comfortable, and cared for. I’m reliable, organized, and committed to following your instructions closely so your pet’s routine stays consistent while you’re away. You can count on me to provide regular updates and photos, so you always feel connected and reassured. My goal is simple: to treat your pet with the same kindness, attention, and respect that I would want for my own. I would love the opportunity to earn your trust and care for your furry family member. I'm currently working part time so I have plenty of time to devote to your babies! My schedule allows me to fully devote myself to whatever instructions you leave, even if it's time consuming. I will love and enjoy every minute of interacting with and loving on your pet(s). When caring for pets in your home, I am respectful, responsible, and detail-oriented. I follow your pet’s routine exactly as instructed to keep them comfortable and stress-free. I make sure your home remains clean and secure, double-checking doors and gates each visit. I pay close attention to your pet’s behavior and well-being, and I communicate regularly with updates and photos so you always feel confident and informed. My goal is to provide safe, reliable care you can truly trust.

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

Sarah is an absolute lifesaver! My wife and I needed someone to take care of our dogs when my wife went into labor and we didn’t have any friends or family in the area that could help. One of our dogs is a rescue puppy-mill dog who doesn’t have 100% use of her back legs, so it’s hard for us to find people (even family) we trust to watch our dogs. We’re so glad we found Sarah. She came to meet our dogs before the visits and we felt very comfortable leaving the care of our dogs to her. My wife’s labor was almost 24 hours and very stressful, but we both felt incredibly relieved to know Sarah was visiting our dogs. She is a genuinely kind person who is excellent with dogs. We’re thrilled to have met Sarah and we’re looking forward to being repeat customers with her again!

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Joey C.
Sitter Profile Image: Jedidiah A.
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Jedidiah A.
from
$20
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Wheaton, IL, 60187

Jedidiah took good care of my cats while I was away, handling a few curveballs. I felt better knowing someone was watching out for them while I was away. Thanks, Jedidiah!

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Carla C.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
72 reviews
17 repeat clients
10 years of experience
West Chicago, IL, 60185

Paula is amazing! She knew exactly how to approach our picky German shepherd and adjusted to his needs. She was very calm and comfortable with him. She became his best friend when she walked in with a pup cup in hand. So happy to have found someone reliable we can count on to take care of our fur baby when we go out of town. Thank you!!

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Kalah H.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
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: 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: Cristina C.
Verified Enhanced Background Check
Cristina C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
20 years of experience
West Chicago, IL, 60185

Chrissy took care of our 2 kitties over Thanksgiving and was absolutely wonderful. Great communication and took great care to ensure our kitties had plenty of stimulation and attention! Will hope to hire her again!

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Elizabeth H.
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: 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: 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: 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.
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The median cost per visit for pet sitting in Winfield is $20

Pet parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

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.
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

Barbara was phenomenal! She took great care of our 2 kitties. She left fun and thorough messages that created a wonderful experience. She followed our directions and gave us terrific peace of mind. Our kitties were very happy to have a such a wonderful new friend. I hope we can book Barbara again!

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Elizabeth H.
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

Heather was amazing! She was quick to respond and sent me lots of photos and detailed messages with each drop in visit. I highly recommend having her watch after your babies!

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Gracie 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

Sarah was absolutely wonderful with my cats! Very easy to communicate with, reliable, trustworthy, and so thoughtful! It was a relief to leave my babies in such good hands. During my trip each day I looked forward to the daily reports and pictures, and this put my mind at ease! I will absolutely book again with Sarah!

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Caitlin 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

Thank you, Victoria! I really appreciate your caring Rover Cards, prompt check-ins, and communication. So glad you could take care of Buddy.

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Dan P.
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

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

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

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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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 pets like family

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Popular requests for pet sitting - Winfield

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Sitters in Winfield average 7
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 September 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 September 2026, there are 13,137 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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