House Sitting in Winnebago
Find a loving house sitter to watch over your pets and your home.

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Top rated Winnebago house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Great experience. My pups loved Brandi right from the start. Loved all the communication and being on time was a huge plus. Will definitely be having Brandi watch them again soon!”

“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!”

“Brittany & Branson took great care of our dog while we were on vacation! We got frequent updates and we can tell our puppy soaked up every second of snuggles while we were away! ❤️”


“Michelle kept us updated on our pups with regular notes and pictures. She made special arrangements to accommodate our dates. We always feel confident our dogs are in great hands.”

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.
“Amanda is THE BEST ANIMAL SITTER EVER!!! I do not just make blanket statements like this either, I only say this because I truly mean it. I have a household full of animals including my two pit mixes who can be nervous around new people. Amanda is like the dog whisperer with my one pup, Penny. In one meeting she calmed Penny down and made her trust her so much that my dog actually sat next to Amanda and leaned against her for affection. My dog had only done that with the people she is closest to until meeting Amanda, whom she clearly trusted. I hate leaving my animals for any length of time, but I felt safe doing so knowing my dogs were automaticly super comfortable with her. She sent us updates and pictures daily which helped ease my worried mind. She took incredible care of ALL of my babies and we were gone for a week. She stayed at our house which meani my animals weren't alone for huge chunk of the day, but that they got solid attention the whole time we were gone. I would and have recommended Amanda to everyone I know in need of a loving, gentle, compassionate and calm animal sitter who can work with ANY animal (including nervous dog mom's who worry about their pets easily). I now feel comfortable considering taking trips because we have someone I truly trust to take care of my babies for me while I'm away. She was great with our dogs, ourcats, our birds and our tortoise! We came back to a healthy and happy household. Amanda is the real deal - definitely book her as your sitter if you can!!!!!”

About: Hi my name is Kaitlyn 😃👋 Here are places where I got my experiences with animals below 👇 * South cross stables horse ranch * Noah's ark animal sanctuary *pamper pet grooming/bather and groomer assistant I am a responsible pet owner, I'll treat your pet like they were my own. I can dog walk,petsit and housesit when available I can take in small, medium dogs,puppies and kitties too. So if anyone needs a pet sitter or dog walker call me 📲🤳 or message me through Rover and I'll respond within an hour. We can do a meet and greet at a dog park. I am at your service. I'll give your dog/cat constant love and attention I'll give your dog/cat pets on the head and belly rubs and scratches so if your dog/cat can't reach where he/she is scratching I'll help scratch for them. 🐾😸🐕🐕🦺 Im currently working part time on the weekends at love's travel stop im available Monday - Friday so i have plenty of time to care for your pets through out the week. I can't take care of dogs at my house because my place is small and I have 3 cats. but I will take care of your dogs as if they were my own long walks, play fetch outside make sure they have food and water and daily exercise and have fun and play.
About: I’ve cared for 10 species of animals in 42 years. I’ve cared for 9 of my own dogs. I seem to bond with most dogs I prefer to be available on weekdays. However, could be available on some weekends. Pretty flexible schedule as I’m an artist. I do art shows I will treat your dogs with kindness and respect. I do have a tendency to spoil them. Very reliable, punctual and have a reliable reputation
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!!!
About: I have many years of cat and dog sitting including my own pets and friends and family as well some neighbors as well I love it I have open availability and love to spend time with pets at all times and would like to experience new adventures with some new pets I have a fenced yard and a spare room to keep them separated if necessary from my own pets we have small children that are good with animals
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.
About: I've cared for dogs and cats of every kind since I was 15 years old. I started working part-time at Meyer’s Tails Up Farm as a Kennel Technician. I continued to worked part-time at Meyer’s Kennel until I graduated High School and was able to join their team full time. As a Kennel Technicain, I was responsible for the daily care of animals in a kennel setting, including: Animal care: Feeding animals according to their dietary needs, providing fresh water, administering medications as directed by a veterinarian. Cleaning and sanitation: Maintaining cleanliness of kennels, cages, and common areas by cleaning, disinfecting, and replacing bedding regularly. Exercise and socialization: Walking dogs, providing playtime, and engaging animals in appropriate enrichment activities to maintain their physical and mental health. Health monitoring: Observing animals for signs of illness or distress, reporting any abnormalities to the veterinarian. Animal handling: Safely restraining animals for procedures like medication administration, grooming, or transport. Record keeping: Maintaining accurate records of animal health, behavior, feeding schedules, and any medical treatments. I worked many years as a Technician and I was later promoted to Show Assistant. As a Show Assistant, I would travel with The Meyer’s the owners to Dog Shows to take care of the animals while we were on the road. The job responsibilities are pretty much the same as being a Kennel Technician, just doing it on the road instead of at the kennel. I also as a Show Assistant was responsible for getting the show dogs prepped and assisted the Meyer’s while they groomed the Show Dogs. We got them looking their best for when they entered the show ring. I pretty much have been around animals my whole life. Not just working with them but, growing up around them. Which is where my love for animal first begun. Both my parents also worked at Meyer’s . One of my parents was the Supervisor at the kennel and worked for them for over 20 years before passing away. My mom still is grooming for them at their other location for the past 17 years. My parents had 3 Soft Coat Weaton Terriers named Squash, Lucy, Apollo and 3 cat named Fisher,Ethel and Scooter. I participated in multiple different training classes with Lucy, Squash and Apollo with including agility classes. When I moved out of my parents house in 2011, I got my very 1st dog. A puppy named Wallie, he is a Shih Tzu poodle mix. Wallie and I completed training classes together and he got a certificate “Caine Good Citizen”. Wallie is still with us today. He is 14 years old and still going strong. My husband and I couple of years ago got our 2nd dog a Husky Puppy Named Daisy Mae. “She definitely kept us on our toes when she was a puppy. “She was a big ball of energy that was all over the place”. Now being older and with training she has calmed down alot . She is the sweetest, smartest and most loving 2 year old girl. We also have our 1 tuxedo cat Sokka, he is 7 years old. 2 Maine coon cats named Sunflower, she is 5 years old and Petals , he is 3 years old. I can’t forget about our two gold fish that my son won at the Byron Carnival 3 years ago Fishy and Rocky. I’m currently working part-time and I create my own schedule. I will have plenty of time for your furry friends. I am currently available on weekends as a sitter. You can schedule your furry friends walks. I will work my schedule around your furry friends needs. I will respect the clinic instructions and follow them in detail to ensure their home and the safety of their furry pets. If their furry pet needs to be crated for their safety I will. I make sure their pet will be watched and that they
“I was so please and confident with leaving my Maggie with Debbie. I came home to find that Maggie had new toys to play with while I was gone. I received picture of my puppy while I was away. Maggie seem very content in the photo. Will definitely be using Debbie again if she is available.”

About: With 15+ years of experience caring for animals of all kinds—from scales to tails—I’m an avid animal lover who truly connects with pets on a deeper level (sometimes more than with people!). I treat every fur baby as my own and make their comfort, safety, and happiness my top priority. Whether your pet is shy, energetic, scaly, fluffy, or anything in between, I’m here to give them personalized, reliable, and compassionate care. I’m happy to provide updates as often as you’d like, so you’ll always feel confident and connected while you’re away. I am a mom of four (human children) as well as three fur babies- a cat, dog, and bearded dragon. I work from home full-time Monday through Friday, and can be very flexible with whatever busy schedule you may have! I will be upfront and honest- I decided to create a rover account partly due to animals being something I am passionate about and have the experience to make you as fellow fur parents feel comfortable. I also am doing this so I can work a "part time" job to (slowly but surely) be able to afford to get a house with a yard- both for my human and animal children. I would love to have your pet's come to me, but due to me living in an apartment with just a small fenced patio, I will be coming to your homes and can make what works for your busy schedule work for me! Whatever questions or concerns you may have, I will do my best to ease any anxiety and make you feel safe and comfortable leaving your pet(s) in my care!

About: I have owned multiple dogs (Barnum, Tiara, Miles, and Peanut were my furry friends) from the time that I was two years old until I started college. I have also pet sat for friends many times throughout highschool. Those experiences gave me a deep understanding of the love and attention that dogs require. I love dogs and would be more than happy to help you care for your four legged furend when I am not in classes since I am a full time college student. I am patient, attentive, and exceedingly open to play time with your dog. It's my goal to make both you and your pet happy by walking, checking in on them, or staying with them. I'll follow any instructions I'm given. I also currently have 2 doggos of my own so I adore pets. I'm looking for ways to make extra money when not at work so any time I'm not working I'm available to help care for your furry family member Pets aren't just pets. They're family. I understand just how adored and important someone's pet is to them so I'll follow any care instructions and otherwise just make sure your fur baby is happy and feels comfortable and loved
“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.”

About: I have worked with animals since I had the ability to work! I have worked at a zoo, multiple different barns, and kennels. I especially love working with senior pets, and can provide a safe and nurturing environment. I have experience with medication administration. I am currently working a part time job which covers afternoons, so I can take care of pets in the mornings, and nights after work if necessary. I understand that your pets comfort and safety is a priority! I have experience in behavior analysis of animals, and can recognize signs of distress or discomfort, to which I can adapt the environment or situation around their needs. I do my best to make sure I am a friendly, comforting, neutral, and reliable presence around fur babies! I understand their trust of me starts with comfort first.
Over 5 pet parents in Winnebago have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winnebago is $45
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 house 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.
Sitters in Winnebago average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winnebago on Rover as of Mar 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Mar 2026, there are 162 house sitters in Winnebago. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 92% of Winnebago house sitters respond in under an hour.
House sitters in Winnebago have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winnebago.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winnebago house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.



