House Sitting Winnebago

Find a loving house sitter to watch over your pets and your home.

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Michelle E.
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Michelle E.
from
$65
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
42 years of experience
Rockford, IL, 61107

Michelle was the best house and dog sitter we could have ever asked for. She was incredibly attentive and thorough in every aspect including before her stay with our dogs, during and after! She visited us ahead of time to get to know the boys and make sure we had all the details covered. She kept in contact us while we were away and sent photos and kept very extensive notes that were very helpful to read when we returned from our vacation. She is incredibly knowledgeable about training and different personalities in dogs and I would recommend her to anyone!!!!!! I could tell our boys loved having her and were looking for her for a day or two after she was gone. She’s a great lady and I would recommend her with 10 stars!!!!! She even kept up with the shedding and the house was immaculate! A great lady!!!

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Shannon J.
Sitter Profile Image: Miriam L.
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Miriam L.
from
$25
per night
5.0 out of 5 stars
9 reviews
1 repeat client
18 years of experience
Rockford, IL, 61101

Miriam is always so great with my dogs. Very caring and patient with my seniors.

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Heather P.
Sitter Profile Image: Abigail P.
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Abigail P.
Star Sitter
from
$50
per night
4.8 out of 5 stars
6 reviews
4 repeat clients
2 years of experience
South Beloit, IL, 61080

We have used Abigail several times. Most recently we went on a week long vacation. She is truly amazing. Always sending pictures and updates! Highly recommend her!

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Autumn S.
Sitter Profile Image: Kaitlin U.
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Kaitlin U.
from
$30
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Loves park, IL, 61111

We left our pups in Kaitlin’s care at our house for an entire week and we couldn’t have been happier!! Kaitlin loved our pups and they were super comfortable with her as well! I was actually jealous because she got way more snuggles than I typically do! We will definitely ask her to come back and I highly recommend her!

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Shari T.
Sitter Profile Image: Medea G.
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Medea G.
from
$65
per night
5.0 out of 5 stars
89 reviews
31 repeat clients
27 years of experience
Rockford, IL, 61103

Medea is wonderful. She took such great care of our sweet big girl. Daily check ins and photos eased our minds and we were able to truly enjoy our time away. She left our house clean and even did laundry (even though we told her not to worry about it). We are thrilled we have someone we can trust with our beloved pet and home. Thank you again for everything.

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Cynthia M.
Sitter Profile Image: Shayna S.
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Shayna S.
from
$55
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Byron, IL, 61010

Shayna was wonderful with our w cats and 2 dogs. She stayed with them in our house, gave them lots of love, sent us updates every day. She was thoughtful and communicative and gentle. They were happy and very well cared for an we couldn't have asked for a better experience. We will book her again without hesitation. Thanks, Shayna!

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Brooke B.
Sitter Profile Image: Biff M.
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Biff M.
from
$30
per night
45 years of experience
Rockford, IL, 61103

About: I have taken care of cats, dogs, hamsters, gerbils, rabbits and even reptiles since I was a little kid growing up in Madison, Wisconsin--we had cats, dogs, rodents and reptiles, often all at once. As an adult, I've kept and cared for cats of all kinds, including ones needing medical care / injections. I truly am a cat person but love all animals. I'm currently a consultant-based worker, so my free time is kinda plentiful. I like playing with and caring for animals, and as a home owner myself, I am very capable of watching and caring for a home while someone is away. I use gentleness and love and the owner's instructions to care for animals in their homes. Currently I don't offer pet boarding, but am great at drop ins for feeding / treats and potty breaks / litter box clean 'n refresh.

Sitter Profile Image: Meg J.
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Meg J.
from
$65
per night
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!!!

Sitter Profile Image: Abbey F.
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Abbey F.
from
$25
per night
5.0 out of 5 stars
2 reviews
11 years of experience
Rockford, IL, 61101

About: Hello! My name is abbey. I'm using rover to help me fund my cancer treatment! I figured, I LOVE animals, so why not do something that makes me happy to try to help come up with what I need? 😁 Please note, my response time is only low because I went away and forgot to set my profile to unavailable - I respond immediately to all messages! The longest it takes me is 2-3 hours! Ive always been passionate about caring for animals, ever since I was a kid. I used to take care of my families, friends and neighbors pets as a hobby growing up. Since then I have been on and off taking care of people's animals as well as my own. I have a lot of experience with both large and small dogs, timid, friendly and sassy dogs. I also have experience with taking care of cats and animals who have needed medication or special attention from disabilities or age, as well as nursing dogs and their babies too! I have a lot of free time, so your pets will receive my full attention and time! I can work days, nights, mornings or evenings. For dog walking-I have knowledge of good and safe leash use, and am always extra careful walking with pets to insure their safety. I have a good eye and great sense of security with animals so they tend to trust me, too. Drop in vists/house sitting- I always make sure the house is clean, and I clean up any accidents that may have happened when no one was there. I will insure your animal is their happy and healthy self, with no behavior changes or worrying symptoms. If anything we're to occure, I would immediately let you know. I make sure they are fed and have clean fresh water. If needed, I will do mild grooming for free, i.e; brushing their coat, cleaning ears, a gentle face wash, just the basics. If you have cats, I will also make sure their litter box is clean every day I come in!

Sitter Profile Image: Estefanny O.
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Estefanny O.
from
$55
per night
4.9 out of 5 stars
38 reviews
12 repeat clients
9 years of experience
Rockford, IL, 61104

This is my 2nd time booking Estefanny. She's great with my dogs and I don't have to worry about anything while we're away. I come home to happy dogs!

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Sharon O.
Sitter Profile Image: Connie M.
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Connie M.
from
$55
per night
5.0 out of 5 stars
4 reviews
40 years of experience
Rockford, IL, 61104

Connie did a fabulous job with our three dogs and one cat. Two of our dogs are on meds and she handled that with no problems. We have no hesitation in having Connie housesit for us again.

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Connie F.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$39
per night
5.0 out of 5 stars
54 reviews
16 repeat clients
9 years of experience
Rockford, IL, 61103

I couldn’t be happier to have Amanda take care of our sweet pups while we were away! She showers them with all the love and snuggles and gives us such peace of mind that they can be at home and feel all the love.

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Sierra T.
Sitter Profile Image: Randi M.
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Randi M.
from
$60
per night
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
$40
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
25 years of experience
Oregon, IL, 61061

Phenomenal sitter! My babies are tough and they love her to pieces! Laurel is so fantastic with animals. Truly. The house has never been in better hands! Thank you so much!

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Romina H.
Sitter Profile Image: Lety G.
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Lety G.
from
$63
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Rockford, IL, 61108

About: Animals have been a big part of my life for as long as I can remember. 🐾 My heart belongs to my 8-year-old miniature schnauzer, my little old lady bestie who came from a tough past. Caring for her through trauma and anxiety has made me a more patient, attentive, and compassionate pet parent which are skills I bring to every pet I care for. Most recently, I welcomed three rescue cats into my life, and let me tell you, they have completely stolen my heart! Every day is a new adventure learning their quirks and showering them with love. Dogs, cats, big personalities, shy babies, I adore them all. Your pet won't just be looked after, they'll be loved, doted on, and treated like my very own. 🐶🐱 I can't wait to meet them! Working from home means I have a wonderfully flexible schedule. I already walk my dog multiple times a day and spend a big chunk of my time enriching and engaging my pets. Adding your fur baby to my routine would be a joy, not a chore. There's almost always someone home, which means maximum love and minimal alone time for your pet! 🐾 Your home, your rules. I'll follow every routine, boundary, and expectation you set to make sure your pet feels safe, comfortable, and completely at ease while you're away. My goal is for your pet to barely notice you're gone (okay, they'll miss you but they'll be well-loved in the meantime)!

Sitter Profile Image: Zach R.
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Zach R.
from
$35
per night
5.0 out of 5 stars
1 review
10 years of experience
Rockford, IL, 61104

About: Hello! I'm Zach. As a lifelong animal lover and experienced dog owner, I understand the importance of providing quality care and companionship for our four-legged friends. I currently have a lot of free time with school being done. Very flexible on hours any day of the week. Thank you! Best, Zach I take great pride in building strong bonds with the animals in my care and strive to create a safe, comfortable, and enriching environment for them to thrive. When you entrust your pets to me, you can rest assured that they will be treated as if they were my own, receiving the love, exercise, and attention they need to lead happy and healthy lives.

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

Lily was great with the animals and they looked very happy in the photos she sent.

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Alicia H.
Sitter Profile Image: Lashay E.
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Lashay E.
from
$75
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
25 years of experience
Rockford, IL, 61104

There are no words strong enough to describe how grateful I am for Lashay. She didn’t just watch my dog Juno — she loved him like her own. From the moment they met, I could see the patience, warmth, and genuine care Lashay brings to everything she does. Juno isn’t the easiest dog. He’s big, emotional, and full of personality. But Lashay showed incredible calm and understanding, meeting him with kindness every step of the way. She gave me thoughtful updates, photos, and messages that made me feel completely at ease — and honestly, a little jealous because he looked so happy. But it didn’t stop there. Lashay took care of my cat too — with just as much love and attention. I’m not sure how she balances so much with such grace, but I do know this: my animals were in the best hands possible. If you’re lucky enough to have Lashay care for your pets, take it. She is one of a kind. Loving. Professional. Communicative. And above all, trustworthy. Juno and I are forever thankful.

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Joshua H.
Sitter Profile Image: Gabriella R.
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Gabriella R.
from
$90
per night
5 years of experience
Roscoe, IL, 61073

About: I graduated in May of 2025 from the Madison Area Technical College Veterinary Technician Program, then passed the VTNE to become a Certified Veterinary Technician. In school we worked with dogs, cats, horses, cows, and lambs. I have had dogs since I was a child, and I currently have 2 dogs and 1 cat. I worked on a farm taking care of horses for about two and a half years from 2020-2022. I've taken care of pets for friends/family for many years as well! I currently work at a vet hospital, though I am out on FMLA. Unfortunately, that means I can only take on pets less than 30 lbs at the moment. If you're looking for someone to take extra care of your pets, please reach out to see if we're a good fit! I'm currently working full time as a certified veterinary technician at a veterinary hospital. I work 40 hours a week with a varying schedule. Generally I work 8 am - 6 pm four days a week (my day off during the week changes each week). I work on Saturday about once per month. My rover clients will be scheduled around that availability. I currently live in an apartment with a cat and will not be able to watch clients' pets in my home. If I am watching pets in the client's home, I will take care of them the way I would take care of mine. I am respectful and conscientious of your personal space and privacy.

Sitter Profile Image: Brooke B.
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Brooke B.
from
$55
per night
30 years of experience
Brodhead, WI, 53520

About: Growing up, my family always had dogs and cats. Today animals continue to be an important part of my life. I'm a board member of a local humane society and volunteer weekly at the shelter. I also help with low-cost spay/neuter clinics, where I've worked with cats and dogs of many ages, sizes, personalities, and comfort levels. I know every dog is different. Some want long walks and lots of playtime. Others prefer a slower pace and plenty of affection. I take the time to learn your dog's routine, personality, and needs so they can feel comfortable and secure while you're away. Friends and colleagues describe me as dependable and patient. I pay close attention to details, communicate clearly, and genuinely enjoy spending time with animals. Whether your dog needs exercise, companionship or simply a familiar routine, I'll care for them as if they were my own. My goal is simple: for your dog to feel safe, happy, and loved, and for you to have complete peace of mind while you're away. Pet care fits naturally into my weekly routine. I work as an entrepreneur and consultant, which gives me flexibility to schedule visits, walks, feedings, and check-ins throughout the day. Because I manage my own schedule, I'm often able to accommodate pets who need consistent care, medication reminders, multiple daily visits, or extra attention while their families are away. I intentionally limit my commitments so I can provide dependable, personalized care rather than rushing between appointments. When I accept a booking, I make your pet's wellbeing a priority. I'm happy to provide overnight house sitting in your home. Many pets are most comfortable staying in their familiar surroundings, keeping their normal routines, and receiving one-on-one attention in a place they know and trust. When caring for your pets, I'll follow your instructions closely, including feeding schedules, walks, medications, litter box cleaning, playtime, and any other routines that are important to your household. I'll also send regular updates and photos so you can stay connected and know how your pets are doing while you're away. I understand that hiring a house sitter means trusting someone with both your pets and your home. I take that responsibility seriously. I'll treat your home with care and respect, keep things tidy, and leave everything as I found it so you can return home to happy pets and peace of mind.

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The median cost per night for house sitting in Winnebago is $50

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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Popular requests for house sitting - Winnebago

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winnebago average 4
repeat house sitting clients

FAQs for House Sitting - Winnebago

Frequently asked questions about Rover

As of July 2026, there are 193 sitters on Rover offering House Sitting across Winnebago. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winnebago walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winnebago maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winnebago choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

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
  • 93% can help with giving oral medications or injections
  • 100% 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.

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