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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Over 14
pet parents in Winnebago have booked pet sitting

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
142 reviews
56 repeat clients
20 years of experience
Winnebago, IL, 61088

We booked a last minute drop in visit. Our 3 dogs were all happy to meet Theresa the day before. She sent great pics of the dogs and they all looked happy! We will definitely use her services again.

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Alicia H.
Sitter Profile Image: Allison K.
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Allison K.
from
$13
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
7 years of experience
Rockford, IL, 61103

About: On top of about a decade’s worth of experience taking care of family and neighborhood pets, I’ve spent the last 1.5 years as a professional dog trainer! I have a passion for pets and making sure they’re happy and safe. I have taken care of and trained just about every age, sizes, and personality type. As long as you let me know what your babies need, I’m more than happy to help! I am a teacher currently on summer break! I have plenty of time to focus on your pets and give them the care and attention they deserve! I am open to doing whatever your normal routine is! I have experience with all kinds of care instructions including first aid and medications. Just let me know!

Sitter Profile Image: Miriam L.
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Miriam L.
from
$15
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
18 years of experience
Rockford, IL, 61101

Miriam was great with my dogs while I was out of town and the last minute booking wasn't an issue. One of my dogs takes medicine every few hours and Miriam was able to administer it with no problems.

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Heather P.
Sitter Profile Image: Medea G.
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Medea G.
from
$20
per visit
5.0 out of 5 stars
85 reviews
31 repeat clients
27 years of experience
Rockford, IL, 61103

Medea has been a life saver! Moose is a reactive boy and she was patient with him. Took great care of Moose and our 3 kitties while we were on vacation. I recommend her to anyone looking for support with a reactive dog. Your doggos will thank you and so will your mental health! Thank you so much Medea!!

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Jennifer P.
Sitter Profile Image: Zyaria R.
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Zyaria R.
from
$16
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Rockford, IL, 61103

Zyaria is awesome! She is very responsive for questions and communicate very well about giving care of our pet. During her first visit, we had a little problem about getting inside of the house and she can't get hold of me because my phone wasn't on sight. She reached out to my bf and was very patient and helpful resolving the whole situation. My dog is a senior dog and requires some extra steps of care, and she handled it very well. I will definitely come to her for more care service in the future!

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Xiaoli C.
Sitter Profile Image: Emily G.
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Emily G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Machesney Park, IL, 61115

Emily is great. I can tell she really cares for animals and my dog (and fish) would agree. She’s punctual and shared plenty of picture updates while we were away. I definitely recommend Emily for your pet sitting needs! 😃

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

So grateful to Brittany and Branson! The kitties looked like they were having a great time. We have 1 that doesn’t warm up to anyone but she loved Brittany! Thank you so much for taking such good care of our babies!!

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Brandi C.
Sitter Profile Image: brandi r.
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brandi r.
from
$16
per visit
4.9 out of 5 stars
181 reviews
65 repeat clients
25 years of experience
Machesney park, IL, 61115

Brandi seemed to manage our skittish dogs with ease and gave us a lot of confidence that the pups were being well cared for! We appreciated the update she provided and all the outside time they got while she was here!

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Kelsie B.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$20
per visit
5.0 out of 5 stars
54 reviews
16 repeat clients
9 years of experience
Rockford, IL, 61103

Amanda stopped in to care for our furry “kids” yesterday. She did a great job of communicating with us while taking care of them. She even thought to leave the outside lights on for us as it would be dark when we returned home. Happy to say our search for a new pet sitter has had great results. We will not hesitate to book her again. Thanks Amanda?

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Anna C.
Sitter Profile Image: Kaitlin U.
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Kaitlin U.
from
$15
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Loves park, IL, 61111

Kaitlin does a great job with my pets.

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Lori L.
Sitter Profile Image: Shayna S.
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Shayna S.
from
$20
per visit
4 years of experience
Byron, IL, 61010

About: I have been caring for animals my whole life, and have a passion when it comes to working with animals. Growing up, I have always had dogs and cats, and have also worked with horses and goats. I am extremely comfortable with all animals and have some experience looking after reptiles as well. I have worked at a vet clinic for the past 4 years and feel the knowledge and experience I gained there aids me in my ability to care for pets with their best interests in mind. I can administor oral and injection medications, perform animal first aid/cpr, recognize unusual behaviors/acute illness, care for elderly pets, medically dependant/complex pets, and also am able to work with behavioral pets who may struggle to connect with new people and/or are reactive to other animals. I pride myself on my ability to understand the individual personalities of each pet, and their specific wants/needs. I love working with animals and connecting with new pets and their families! I am extremely active and can keep up with your high energy pets! I also pride myself on staying in contact with families and sending lots of updates and pictures during walks/drop ins. I am currently working as an early childhood educator, and would love to build on my flexible schedule with pet sitting and drop ins! I am available afternoons and evenings, as well as the occasional early mornings. I am observant when it comes to caring for pets in a home. I get down and play with them, offer lots of love and pets, and I can follow instructions/guidelines for your pet in your home.

Sitter Profile Image: Lily S.
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Lily S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Pecatonica, IL, 61063

Lily was great and came by to check on my cat every day. She gave him lots of love and I got pictures from every visit.

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Kristina B.
Sitter Profile Image: Drew P.
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Drew P.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Rockford, IL, 61107

Drew was very attentive with my fur babies!! She followed all instructions and was able to adjust when my dog ran to other dogs. She was able to remain calm and wrangle them back in the house. Her communication was superb and I never had to worry about getting ahold of her. 10/10 would recommend!

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Briana M.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$20
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Rockford, IL, 61109

Jennifer was great! We felt very comfortable having her take care of our 2 doggos. We will definitely use her again!

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Crystal G.
Sitter Profile Image: Estefanny O.
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Estefanny O.
from
$20
per visit
4.9 out of 5 stars
37 reviews
12 repeat clients
9 years of experience
Rockford, IL, 61104

This was my first time entrusting my pets and access to my home to someone in this app. I’m so glad that I met Estefanny. She took care of my pets, was punctual, and communicated well. Thank you Estefanny!

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Damon R.
Sitter Profile Image: Amanda V.
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Amanda V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
73 reviews
14 repeat clients
30 years of experience
Machesney Park, IL, 61115

I cannot say enough about Amanda’s exceptional care for my four cats. Over the years, I’ve hired many pet sitters, and she is by far the best I’ve ever had. Her attentiveness and compassion made it so much easier for me to be away, giving me true peace of mind. Not only did she provide outstanding care for my cats, but she also went above and beyond by feeding the stray animals who rely on me for daily meals, as well as keeping my backyard squirrels and birds well-fed. She even collected my mail and kept in regular contact with updates, reassuring words, and adorable photos. Amanda is simply the BEST—reliable, thoughtful, and truly devoted. I couldn’t recommend her more highly!

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Sara O.
Sitter Profile Image: Michelle E.
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Michelle E.
from
$35
per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
42 years of experience
Rockford, IL, 61107

Took great care of our dogs! Very kind and attentive to them. Came over to meet them and get to know them prior to sitting for us.

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Sharon O.
Sitter Profile Image: Randi M.
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Randi M.
from
$13
per visit
20 years of experience
Machesney Park, IL, 61115

About: I grew up around dogs my whole life, thats how I learned responsibility. Helping my family take care of dogs feeding, walking, and training as far back as I can remember. Various breeds including dobermans, terriers (jack, pits, etc) Rottweilers, boxers, etc. I've also been the trusted person around town that family friends would pay to watch their dogs, including too many breeds to name! That started in my teens as soon as I could drive to the houses. Im now 32 with a year old pittie and an almost year old German shepard. I have trained both myself (not certified nor looking to train) but I take pride in building relationships with dogs. Any age, any breed, ill treat your pet with as much love and care as you can wish for! I've administered meds, dealt with social/separation anxiety and nothing scares me away to give the patience and time your pet deserves. I work full-time with a very set and reliable schedule. M-F 845am to 515pm. I can stop by both before and after work, for breakfast and stay longer after to ensure more playtime and care. If distance permits, can also stop by at lunch. Weekends are completely open for whatever you wish for your pet. I do have a fully fenced in back yard and both my dogs are friendly, although I don't offer overnight boards in my own home I will welcome weekend day care in my home. Otherwise, I have no issue with crate trained pups. You supply the rules and I will abide with your wishes when it comes to your own in home care.

Sitter Profile Image: Laurel M.
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Laurel M.
from
$20
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
25 years of experience
Oregon, IL, 61061

Laurel did a great job taking care of our pets! She was super flexible and communicative. It was a relief to know we could trust her to care for our critters while we were away. ☺️🐾

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Riley R.
Sitter Profile Image: Meg J.
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Meg J.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Stillman Valley, IL, 61084

About: I’ve been taking care of neighbors pets for 10 years! Neighbors have relied on me to feed their pets, bathe them, walk them and play with them!!! I have a baby and my schedule is completely open! Any days of the week! Whatever works best for you, i will work with to make sure you are happy and comfortable!!! I have a back door that leads to a field that i can take your pets out on! And maybe throw a toy and ball around!!!

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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 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 Winnebago average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Winnebago

Frequently asked questions about Rover

The average cost for Pet Sitting in Winnebago 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 327 sitters on Rover offering Pet Sitting across Winnebago. 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 Winnebago 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 Winnebago. On Rover:

  • 100% of sitters can help with special care needs
  • 92% 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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