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

Over 1 pet parents in Winnebago have booked house sitting
Winnebago, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Best dog sitter ever! She sent photos, and videos, the doggies loved her. She gave them 2 walks a day, and even cleaned our house. How nice it was to come home and have happy fur kids, and a clean house!”

“Ezra stayed with our puppy for 2 nights and made it so easy for us to travel. They were very communicative the entire time, in planning and during the stay. Our puppy was well cared for - they did a great job! We’ll definitely book again.”

“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!”

“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!”


“This was our first time ever having someone who isn’t a family member or close friend watch our dog and I felt so comfortable with Reggi staying in our home and taking care of our dog! She was warm and professional all at the same time. Highly recommended Reggi!”

“My wife and I really adore Angela. She is extremely professional and caring towards our boys. We don’t look at them as pets, they are family members and this is exactly how Angela treated them. We were able to go away with the peace of mind that our boys and home were looked after and in good hands. Thank you Angela and we look forward to seeing you again. Kate & Derek”

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: Grew up taking care of three dogs at home. I am dependable,patient, and committed to providing attention, trustworthy care that helps pets feel comfortable and secure Pet care fits naturally into my daily routine because I have a flexible schedule . I can provide walks,playtime, feeding, and regular check ins while making sure each pet gets attention and care they need I follow each pets routine closely, including feeding, walks,playtime, and any special instructions. I keep a clean,safe, and calm environment, provide plenty of attention, and make sure pets feel comfortable while owners are away
“Shelly was extremely attentive to my two girls while house sitting during my holiday trip. I was grateful for the many photos I received and she was accommodating about their routine. I recommend Shelly to anyone who wants peace of mind that their animals will be well taken care of.”

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.
About: I dog sit occasionally so I’m comfortable with new dogs! I love being outside so that means more outside time for your furry friends :) I am currently working two part time jobs so I could schedule anytime between those two. Mon-Tuesday after noon, Wed-Sunday mornings, afternoons, nights only Wednesdays. This is my current schedule and it can change but I am flexible! :) I currently have one dog of my own and we have a fenced yard. He’s crate trained and potty trained. I can also crate your dog if needed and if they’re trained. My dog is friendly and calm with other dogs. We go on daily walks and he gets his playtime with us!
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.
“Beth and her daughter were wonderful house sitters!! They followed my detailed instructions carefully and there were no issues. Beth sent pictures of my pets and even videos of my puppies playing in the yard. She responded to all my texts quickly with updates as I wanted them. The house was left in perfect order, just the way I left it, and she even washed the sheets and towels they used. I highly recommend Beth and her daughter!”
The median cost per night for house sitting in Winnebago is $45
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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 September 2026, there are 191 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.







