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.
“Jaymee was so compassionate and kind with both my dogs. She kept me up to date with photos and communicated well throughout her stay. Both pups were happy and relaxed when we got back home from our trip. Thank you Jaymee for your kindness and thorough care for our dogs. We appreciate you!”


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
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.
“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!”


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!
“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!”

“Abigail is amazing. We have used her twice and already have her booked for our week long family vacation. She is professional and very genuine. She sends lots of pictures. Highly recommend booking with her!”

“Lashay is amazing! She has sat for me a couple time now and takes such great care of my pup! She does a great job reinforcing the house rules and keeping my fur baby on schedule. She is an amazing communicator and I always know what’s up with my pup. Highly recommend.”
“I had Medea house sit while I way away on vacation. This was the first time Luna and Herm were without a family sitter for an extended time. Everyone got along great. I received regular updates and pictures throughout my time away. I will have Medea back!”

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)!
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
“This was the first time we had Debbie watch our pets and everything was perfect. She kept in constant communication with us, sent us pictures on a regular basis and took great care of our house. I’m looking forward to having her back!”

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 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.
“Estefanny took care of our two dogs (one a senior requiring medications, the other a 10 month old puppy) and our bearded dragon this past weekend. She was able to stay at our place and be with them the for the period of time we needed. This was our first time using Rover so we were a bit nervous about it all. But Estefanny alleviated all those nerves! We are so thankful for her! Estefanny took care of our babies with thorough love and attention. She snuggled them, engaged with them, everything you’d want for your animal babies and more! We also received continuous updates via messages, pictures, and videos. This being our first time with a Rover sitter, those updates meant the world to us! We strongly recommend Estefanny as your potential pet sitter! She went above and beyond. She was a true professional and we were so lucky to have the chance to work with her. We already have her scheduled for an upcoming trip. If you need a pet sitter, Estefanny is your person!”

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 $50
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 Jun 2026 was about $50 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 Jun 2026, there are 153 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, 88% of Winnebago house sitters respond in under an hour.
House sitters in Winnebago have an average of 14 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.






