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

Over 21 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.
“If i could give more than 5 stars I would! Taylor was incredible with my dog and a great communicator throughout the entire stay. The house looked untouched from when we left and I loved pulling up my camera notification from outside of Taylor greeting Winnie with the sweetest welcome! Winnie also enjoyed all the walks! Taylor will be our #1 choice always!! Thank you!!”

“Cassie was great! We felt so comfortable having her watch our home and fur babies. Our pets were happy and our home was just as we left it. She was even able to take our high energy dog to the dog park to work off some of that energy. Highly recommend her and would love to have her watch our animals again.”

“Sarah was simply fantastic. Our two dogs absolutely enjoyed their stay with her and we felt total peace of mind knowing that Sarah was taking such good care of them. We wouldn’t hesitate to book with Sarah again.”

About: I have over 15 years of pet sitting experience with a variety of animals such as dogs, cats, birds, turtles, lizards, fish, rabbits, chickens and ducks. I have experience with temperamental or reactive animals as well. Animals are my passion and both friends and family know they can rely on me to provide exceptional care, love and respect to their fur babies while they are away. No animal is too big or too small! I am currently unemployed and in the job searching process so I have a very open and flexible schedule. Whether you need dog walking services or in-home care I can more than likely make it work for your needs! I have a beagle/boxer mix who gets daily walks and has a big fenced in yard to enjoy at our home. I also have two cats, a classic brown tabby and a petite tuxedo girly. We are unique as we bring all of our animals camping so they get to experience the outdoors with us! My animals are treated like my children and part of the family which is exactly how I would treat yours. I honestly prefer animals over humans.
“Allie dog sat for us and we couldn’t have been happier. She stayed at our home and sent us pics throughout the visit. Although I want to keep her all to ourselves, we would highly recommend Allie. She was great and we will definitely reach out to her the next time we need an overnight. ?”


“Rowan stayed with our blue heeler in our home for 6 days and was great with her. He was very patient and tolerant of her quirky habits. He took her for walks, car rides, played with her a lot and sent me many pictures. Rowan is very dependable and responds quickly to texts and asks questions if necessary. Thanks Rowan! Loved that you gave Terra your full attention while you were here.”


“We have used Travis a few times now. Both times he has been such a great, informative dog sitter. Both of my dogs adore him:). This most recent visit, Travis shoveled our walkways and our driveway, just wow. This was totally above and beyond what was expected. Travis also left us a yummy treat he had made while staying at our home. If there were more than 5 stars, Travis would get them. We look forward to seeing him again in Feb while we take off for a cruise. It’s a great feeling to be able to leave home, leave to another state, and feeling confident our fur loves are in great hands. Thank you so much Travis. :)”

“Myra did a great job! Our dog is old and needs meds twice a day so we needed someone who was a good fit. She did a great job with him and kept us updated the entire time with pics and texts. She did great with caring for the kitties as well. We are very happy she was our sitter and will use her again!”

About: What sets me apart is my hands-on experience with dogs of different ages and needs. I've trained my own dog since she was a puppy, and she's learned commands such as sit, stay, wait, lay down, shake, roll over, and heel, including walking calmly off leash. Through that experience, I've learned the importance of consistency, patience, and positive reinforcement. I've also cared for dogs with special needs, including my sister's French Bulldog with a cleft palate, which required extra attention during feeding and daily care. In addition, I've dog sat for a dog that needed heartworm medication, so I'm comfortable following care instructions and administering medications as directed. I understand that every dog has a unique personality and routine, and I take the time to make them feel safe, comfortable, and cared for while their owners are away. My goal is to provide reliable, attentive care and treat every dog like they're part of my own family. Pet care fits well into my daily and weekly routine because I have a flexible schedule as a full-time dental hygiene student. While school keeps me busy, I’m organized and able to dedicate time throughout the week to providing reliable care, attention, and companionship for pets. I currently work one day a week at Bath & Body Works, which allows me to balance my responsibilities while making time for pet care. I enjoy incorporating walks, playtime, feeding routines, litter box cleaning, and quality time with animals into my schedule. I’m responsible, dependable, and understand how important it is for pets to have consistency and care while their owners are away. I provide pet care in my client's home so pets can stay comfortable in their own familiar environment and maintain their normal routines. I follow each owner's instructions closely, including feeding schedules, fresh water, litter box cleaning, walks, playtime, medication needs, and any special care requirements. I understand that every pet has different needs and personalities, so I take the time to build trust and make sure they feel safe and cared for while their owners are away. I will keep their space clean, provide plenty of attention and companionship, and send updates so owners can feel confident their pets are in good hands.
“Sasha is so great with our two dogs. They love her energy and have so much fun when she’s around. She takes them on walks, takes excellent care of them, and gives regular updates! She is our go-to dog sitter currently!”


About: Hey! We are Briana & Ben of Fetching Purrs Pet Care - a husband and wife duo who love all animals! We've had pets for 18+ years and have been professionally pet sitting for 4 years. We are fully insured & bonded. We are the favorite pet care provider of the Fox Cities because we care for your pets as our own! They are always our top priority. We are excited to partner with you to care for your pet family! About Briana: Co-owner and cat whisperer. Experience with kittens to senior cats, dogs, and a variety of animals! Briana is a retired Registered Nurse and currently cat mom to a 19 year old senior kitty who is the love of her life. About Ben: Co-owner and leader of the pack. Has been a dog dad to chihuahuas, staffies, and beagles. He is awesome with big breeds like great danes too! He has a lot of knowledge from helping at animal shelters, fostering dogs and puppies. Dogs: Every dog client gets a FREE trial drop-in visit to ensure a good fit before the stay. This is to give you peace of mind before getting on the plane or in the car for your trip! We are available weekdays, weekends, and holidays! Our jobs our flexible so we are able to provide care at a variety of times! Your pets are our top priority when they are in our care! We provide dog walking, drop-in visits and house sitting! We are a full-service pet care provider and are happy to help take care of your home while we are sitting for you. Let us know if you would like us to take the garbage/recycling out/in, bring mail/packages in, water plants, etc!
About: I have worked at two dog boarding/daycare facility one in Omro, WI and one in La Crosse, WI. I have also walked dogs through Wag! as well as sat dogs for others through Rover! In total I have more than 5 years of professional experience with dogs, but a lifetime of loving all animals. I also have experience taking care of horses from a stables I used to work at! I just graduated college with a degree in biomedicine drom UWL. I currently live in Omro. As for your pets, I can’t wait to love on them and care for them to my best abilities! I would love to work with you and your dogs on behavior and training as well as walking and pet sitting. I have two dogs of my own currently! Paisley is a shy yet energetic lab mix and Jade is a spunky, sassy border collie. I have always had dogs of my own to care for and love. If you have any questions feel free to ask. Thank you and I can't wait to meet you and you dog(s). I am very open with my availability currently and can adjust my current schedule as needed to help you and your pets the best I can! At my home, we currently have 3 dog-friendly dogs with a long runner leash in the backyard to keep the dogs in the yard. Very active lifestyle, but love to cuddle up with the girls as well.

“She was beyond great with our Mastiff McBarker for a week and stayed in our home. We didn’t have cell service where we were and she was very accommodating by making sure we had updates for when we did find WiFi to check in. Came home to a less stressed pup from having someone with him. Highly recommend her! 🐾”

“Amanda was so great! She handled my very particular GSD with grace. She gave my baby lots of exercise and love and updated me often with pictures. She even went above and beyond and watched over our reptiles as well. We came home to a happy and tired pup.”

“I had a great experience with this sitter. 🙂 She stopped over to meet my senior dog who can be timid around strangers before I left town and my dog took to her right away. She is reliable and communicates often with updates, photos, and videos. 🙂”

About: I have taken care of many of my friends pets since I was 12 which includes staying overnight at their homes when they are gone for weeks. I do long and short care sitting for pets. I love to spend time with pets and making sure they get the care they deserve. I am currently not working right now but will have a part time job soon. I will talk with the owners and work out a good schedule that will work best for all. Growing up we have used an invisible fence and radio collars to keep our dogs in our yard. We made sure to check in on them periodically while they were outside. While I'm taking care of my friends pets, I would play inside and outside with them, go on walks with them, and make sure they get the best care.
About: I have 2 large breed rescue dogs- I've learned to be extremely patient and flexible. I grew up with lots of pets, and would love to meet your fur babies. I work full time, usually 10am to 6pm. Perfect for morning feedings and play time, and evening feedings and play time! There can be further flexibility in my career. I will happily follow your instructions to a "T"! I will also go the extra mile if your fur baby makes a mess and cleaning supplies are accessible. We hire pet-sitters occasionally, and I fully understand how vulnerable it can feel to let someone into your home. As a former teacher, I hope you feel reassured that I have strong values of respect and helpfullness.
About: I have helped my daughter take care of her dog when she was on vacation multiple times. I really enjoy going on walks, so your dog will be pretty active. I currently work part-time on Saturday and Sunday, totaling 10 hours. I am free to help with any pet care needs, and will not be out of the house for too long. Pets aren’t just pets, they’re family. I will care for your pet the way you would and make sure they’re getting the love and attention they need!
The median cost per night for house sitting in Winnebago is $50
Pet parents share their Rover experiences - Winnebago
Cassie was amazing with Dexter! She communicated very well and went above and beyond for Dexter! Tidied up the house and cleaned the yard of all poop, which was not needed but very much appreciated it! Made being away a little less stressful knowing Dexter was well taken care of! Highly recommend!

Rebecca was amazing and stepped in to help with my dogs on very short notice. She communicated with me the entire time and sent a lot of pictures. Rebecca even hand fed my dogs to make sure they felt comfortable and cared for. I will absolutely be using her again in the future!

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
The average cost for House Sitting in Winnebago on Rover is $33.3 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 241 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:
- 82% of sitters can help with special care needs
- 94% 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.




