Pet Sitting Winnebago

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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Winnebago, 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: Theresa M.
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Theresa M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 170 reviews
68 repeat clients
20 years of experience
Winnebago, IL, 61088

“Theresa was great! She came by for a meet and greet with my dogs before the actual day, and she followed my instructions for walking them and feeding them. I’d 100% use Theresa’s services again. 💕”

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Heather C.
Sitter Profile Image: Cassie D.
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Cassie D.
from
$20
per visit
15 years of experience
Rockford, IL, 61101

About: I love every pet I meet, I am comfortable around big dogs and angry cats, we always figure it out! I have experience taking care of kittens and puppies, as well as senior cats. Most animals like my vibe, but I understand that some pets simply aren't fans of visitors, especially when their humans aren't home. I always give them a chance to warm up to me, but I know when my presence is causing more stress than comfort. Working from home, my schedule is completely flexible! I am generally always available to take all the time and care your pets deserve during our play-date! I will spend as much time as I can with the pets. I usually throw in an earbud, check the home for any accidents, and then pet or play with them as much as they like!

Sitter Profile Image: Brittany & Branson S.
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Brittany & Branson S.
from
$20
per visit
4.9 out of 5 stars
• 197 reviews
78 repeat clients
10 years of experience
Loves Park, IL, 61111

“Brittany did a great job taking care of my cat. She responded to messages quickly and would always give me updates about what was going on. I would definitely book her again!”

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Matthew S.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
45 years of experience
Rockford, IL, 61103

“Jacqueline was our first cat sitter and we couldn't be more impressed! She was so wonderful with our two cats and spent real time playing with them and giving them love while we were away. She was timely, respectful, and communicative. We look forward to having her cat sit for us in the future!”

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Ashley D.
Sitter Profile Image: Meg J.
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Meg J.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Stillman Valley, IL, 61084

“Meg is amazing. She does so well with my anxious dogs and makes them feel loved and comfortable.”

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Molly S.
Sitter Profile Image: Frida M.
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Frida M.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Rockford, IL, 61101

About: I currently have two small dogs who I take care of full time. I’ve had them for 5 years now. I love playing with dogs, rubbing their tummy, or just hanging out with them. If your dog has separation anxiety that will not be a problem. One of my dogs is the same way and I wouldn’t mind being there full time for your dog. Pet care fits into my schedule perfectly because most of my days consist of being home taking care of my two small dogs. I’m also a nursing student so it helps that I have a lot of time after studying to play with the dogs/puppies. I have a fenced yard. It is pretty big. In order to keep my dogs safe I always make sure doors are closed before letting them out and as a special precaution I like to add an AirTag to their collars in case anything happens (has not happened yet but it’s better to be safe than sorry).

Sitter Profile Image: Amanda V.
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Amanda V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 102 reviews
23 repeat clients
30 years of experience
Belvidere, IL, 61008

“Amanda is great! She took amazing care of our dog and cat while we were gone for a weekend. She always arrived on time and sent great photos and updates. She clearly loves all animals and showed both of ours the same love. I would highly recommend and will be booking her again:)”

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Savanna D.
Sitter Profile Image: Oksana N.
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Oksana N.
from
$25
per visit
5 years of experience
Rockford, IL, 61107

About: Welcome! If you want an enthusiastic, reliable sitter who treats your furry family members like absolute royalty, I am here to help. I bring a warm, friendly energy to every visit, making sure your pets feel completely safe, happy, and pampered.Whether your pet needs a high-energy play partner, a deep cuddle session, or a gentle companion for comfort, I adapt entirely to whatever their unique needs are. I also use my photography background to send you stunning, high-quality photos of your pet looking relaxed and content. You will get beautiful visual updates that give you total peace of mind. I strictly follow your exact feeding schedules, keep your home spotless, and look forward to meeting your pets. Pet care fits perfectly into my routine because my flexible daily schedule gives me total freedom. I have plenty of open time to easily complete day check-ins, adhere to strict feeding routines, and provide plenty of dedicated attention. Safety is my top priority. I always follow your exact care instructions carefully, double-check that all doors and entryways are entirely secure, and closely monitor pet behaviors. I keep environments completely clean, stress-free, and respectful.

Sitter Profile Image: Diana K.
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Diana K.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Machesney park, IL, 61115

“Diane is the best doggie caretaker ever. So caring and supportive. She was always on time. And provided pictures and feedback each day. I highly recommend Diane for your door sitting needs.”

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Monique J.
Sitter Profile Image: Natasha F.
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Natasha F.
from
$13
per visit
2 years of experience
Belvidere, IL, 61008

About: I’m a stay at home mom and will have plenty of time to watch your babies! I frequently have my daughter’s toy poodle, Milo, so I have all the supplies needed to watch your pups! I’m currently home full time so your pet will rarely be left alone in my care. I have experience and watching dogs and I enjoy the company and a reason to get outside more! I have all the essentials needed to take care of your dog, all you need to do is drop off your pup with food and maybe their favorite toy/ blanket. Your pup will be in good hand ! ❤️

Sitter Profile Image: Stefanie J.
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Stefanie J.
from
$30
per visit
4.6 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Freeport, IL, 61032

About: Looking for a loving home away from home for your pet? Look no further! I'm a total animal person with a cozy place perfect for furry guests. Your pup will get lots of exercise, playtime, and all the cuddles they want. I'll keep you updated with pictures and stories so you can relax while they're having fun. I offer a safe and fun environment where your pet won't be bored and lonely or kenneled all day and night. Let's chat about your pets personality so I can make their stay paw-fect. I have a flexible schedule, please let me know what your needs are. I have a large spacious house and yard. I live near various parks and can provide a very comfortable stay for your animal while you are away. I have experience with puppies and kittens as well as the special needs of elder animals. I can provide some grooming and have over 10 years experience with animals including working at a formal dog daycare and groomer.

Sitter Profile Image: Brynna M.
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Brynna M.
from
$40
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
7 years of experience
Poplar Grove, IL, 61065

“Brynna did a great job with our dogs during our weekend trip. She followed all of our instructions and we could tell our dogs were left in good hands !”

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Sarah K.
Sitter Profile Image: Alexandria F.
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Alexandria F.
from
$28
per visit
8 years of experience
Woodstock, IL, 60098

About: It all started out with my love for animals when I was younger. I started out my career in grooming than transferred over to a veterinarian assistant and became a veterinarian technician. I have over 8+ years experience with dogs and cats in the professional setting. I also have two dogs and one cat of my own that I love dearly. I currently got laid off my day job so I’ll have plenty of time to hang out,play,walk, give treats etc. Thank you for reading my profile. I won’t be offering in my home services due to my animals. When it comes to your pets I will play, walk, feed, kennel ect. Per your instructions

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

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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    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.

Popular requests for pet sitting - Winnebago

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Winnebago average 5
repeat pet sitting clients

FAQs for Pet Sitting - Winnebago

Frequently asked questions about Rover

As of November 2026, there are 319 sitters on Rover offering Pet Sitting across Winnebago. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Winnebago. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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