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

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Top rated Winnebago Heights house sitters


About: I’ve had and been around dogs all my life, from free roaming farm dogs to the most spoiled Pomeranians. I’m the guy who has treats and a leash in his car just in case I see a loose dog running around or hear there’s one nearby. I’m the guy who will remember your dog’s name, but probably not yours. I’m the guy pet owners warn that their dog is anxious of people, only to watch their dog sense my immediate love for them. I work as a freelancer, so my availability is mostly wide open outside of some specific appointments and projects that will be noted in my profile. In your home, I will follow any patterns and schedules you request to maintain a consistent experience for your dog. I have three dogs in my home consisting of two puppies and one senior, so I will not be hosting any appointments here at this time.

“Ceana was booked at the VERY last minute as our original sitter ended up ill. She was able to come the night before we left to meet the dogs and get familiar with our home. She stayed 3 nights and everything went very well! No complaints and will definitely use her again!”


“Jenna, did a fantastic job. Took a huge weight off my mind. The dogs loved her and she even brought them to the hospital to visit. And when I got home, the place was spotless!!!! Thanks Jenna”


“We had Bryanna stay at our house to watch our puppy for a few days. She did come by to meet us and Luna ahead of time to get to know Luna and her schedule. Bryanna did a great job with our puppy Luna. She communicated back and forth as well so we were able to know how things were going while we were away.”


“Alex was truly a dream! The BEST Rover experience we have had. Dishes done, house immaculate and most importantly Maisy LOVED her. We hope that she will stay with us for a long time!”


“Rowan was a fantastic dog sitter. He was very friendly and accommodating and kept up really great communication. Our dog was very well cared for and we will absolutely be looking to hire him again.”


“Sarah is the exact person you are looking for to care for your pet while you’re away. They are enthusiastic and ask important questions. They also send updates and photos while you’re away. We will use Sarah to watch our dog whenever we are away and they have availability.”


“We were on the road to Florida and our pet care fell through. I have never used this service, but my daughter told me about it as we were driving. Rather than turning around and canceling our trip, i began digging in to find care. But, a complete stranger in my home for 10 days!?!? The search was on!! It was reassuring that Rover completes background checks on all care givers. After searching, and contacting many employees, I reached out to Gabriella, and she responded so timely. She was on board and available to help me with our Boxer. Galadriel (Ellie), who is truly a love but not good with other dogs. This service and Gabriella, saved our trip!! She was very responsible, trustworthy, and went over and beyond what her responsibilities were. She brought in packages without being asked. She also cared for our Bearded Dragon, Ozzy, because she saw the need. She stayed the night, and basically took care of the house in our absence. I will definitely be referring this service and reserving Gabriella in the future!!! Thank you Gabriella, truly you took a weight off my shoulders at the start of our trip, and kept it off by taking such great care of our Ellie!!”


“Hannah did such a great job with our cat and dog. Our dog tends to be very skittish and afraid, and Hannah knew exactly how to handle him. Thank you Hannah and Rover for taking great care of our beloved pets!❤️”


“Kaitlyn was a great communicator and it was apparent that she has a real love for animals! I will definitely be bringing her back again in the future for house sitting and drop in visits with my pets!”


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 a deep love and understanding of pets coming from a lifetime of pet ownership and a "pet family" background. Having rescues has taught me many things and provided me with experiences working with food aggressive, animal aggressive, malnourished, and unhealthy animals. My dog has recently gone through extensive leg surgery allowing me to learn how to rehab and work with disabled pets. As a pet owner, I know that pets are family and treat them as so. I own a large breed dog so am familiar with working with pets over 100 pounds. I am a teacher which demonstrated my patience and compassion, even in difficult situations. Just as a teacher creates a positive learning environment for children, a calm and supportive atmosphere is created for pets. This patience is important when working with pets, particularly those who are shy, anxious, or have behavioral quirks. I can following instructions and adapt to each pet's routine, ensuring a seamless experience for pets and owners. As a teacher, I am done working by 3 pm allowing for lots of playtime and walks after school. I enjoy getting up early as well. Currently, I am on summer break so I have lots of flexibility. When pet owners leave, I understand the importance of routine and consistency for dogs. I am very good at following directions and can easily adapt my schedule to meet the needs of your pet— whatever that may be!

“So wonderful!!! Alexis was able to help me out with a very last minute booking to house sit with my two pups. So grateful to have found her! Excellent communication and gave me complete peace of mind that my boys were happy and in great hands while I was out of the country. Will definitely be booking with her again in the future!”


About: I have years of experience caring for dogs of all ages, from energetic puppies to seniors needing extra support. What sets me apart is my comfort and training with medical needs. I can confidently give oral medications and administer insulin injections. I treat every pet like my own, ensuring they feel safe, loved, and cared for in the comfort of their home I have the luxury of working from anywhere, which gives me a very flexible schedule for pet care. This allows me to adjust to your pet’s routine—whether they need early morning walks, midday check-ins, or evening care. I can even stay overnight without disrupting my own work, making it easy to keep pets comfortable in their home while giving them consistent love, attention, and any special care they need. Your pet’s safety and comfort are always my top priorities. When caring for pets in their own home, I follow their usual routines closely so they feel secure and stress-free. I keep a close eye on their environment—making sure doors and gates are secure, food and water are refreshed, and any medications are given correctly and on time. I also provide updates and photos, so you can feel confident and at ease knowing your pet is happy and well cared for.

“Rachel was amazing. Great communication throughout the whole process. We hesitate leaving our sweet, old boy alone but had no qualms after meeting Rachel. Would recommend her to anyone!”


About: I have always loved animals. I grew up taking care of dogs and now that I have moved away from home, I found that I love watching other's pets. I have experience watching my friends and families pets, which gave me a lot of experience caring for different breeds of dogs, ranging from smaller to bigger dogs. I have the patience and experience to make your dog feel safe and cared for. I am currently enrolled in college and I have time in between classes for pet care and most of my nights after 3:00pm are mostly open. During the summer months, I am very flexible because I work part time and get to pick my hours for work. I do not have a problem with the pet being free roaming throughout the apartment while I am there, but I can use a crate if thats what the owner is more comfortable with. While taking the pet outside, I will always put them on a leash because I do not have a fenced in yard. I am pretty flexible with how the owner wants the pet to be cared for, as long as that is communicated in advance.

About: I have taken care of animals since I was 8 years old. It has always been a passion of mine. I would always walk the neighbors dog’s and my family always relied on me to take care of their animals . I absolutely love animals. I am a volunteer at the local Rescue Group. I occasionally foster dogs that come from New Mexico that were going to be euthanized for space. I am a dog owner that will love your pets like my own. I have been a owner and dog sitter for years. I am flexible and available to customize to your dogs needs. I offer long walks, feedings, and lots of love and company. My dogs Hudson and Sadie are my pride and joy. I spend a lot of time outside with them and inside enrichment toys and puzzles. Sadie is a Blue Heeler and she needs lots of mental stimulation. I also have a kitten named Oreo who thinks he is a dog. I work from home so I am home 90% of the time. Please feel free to message me and we can talk about your dogs needs. I can send you pictures throughout the stay if you would like as well. I am home 80% of the time. It is something I am passionate about and love. I also run a small business from home so never worry about your fur babies being alone. I have three dogs of my own so adding a few more to my daily routine makes it just a little more fun. I have a fully fenced in backyard. I have two of my own dogs to keep your animals active and playing. I do prefer the dog to be crated at night for their safety. I have an alarm system as well as outside video surveillance.

About: I have cared for cats and dogs. Have fostered kittens, do medications. play. Clean litter, groom, sit quietly with fearful pets. Rub bellies , talk to them. I am semiretired and have a very flexible schedule . My preference is for a short commute. I don’t do in home at mine. I’ll work with your schedule. I have had rabbits, ferrets, iguanas, guinea pigs, hamsters, tortoises and chickens. . I am very professional and will treat your pet with special grandmother care and patience Always dependable. Your pets are your family and I will give them lots of love and attention. I usually sit on the floor with new cats, and small dogs so they can get to know me. ( sniff me🙂. I am meticulous in following your instructions. I am neat and clean and will leave your house as you left it. I’m a former flight attendant and teacher and have had background checks from these employers as well as from volunteer work at Taycheedah Women’s Prison and Fond du Lac Juvenile Detention Center.
Loving house sitters in your neighborhood
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Travis B.
“I want to take a moment to share just how incredibly kind and compassionate my friend Travis is. I wholeheartedly trust him to take care of my dog, Kona, just as he takes excellent care of his own dogs. His dedication and love for animals are beautiful, and I know that Kona would be in the best hands with him. Whether it’s giving them love, attention, or ensuring their needs are met, you can count on Travis to deliver without a doubt! I can’t recommend him enough!”


Ceana F.Star Sitter

“Ceana was booked at the VERY last minute as our original sitter ended up ill. She was able to come the night before we left to meet the dogs and get familiar with our home. She stayed 3 nights and everything went very well! No complaints and will definitely use her again!”


Jenna A.Star Sitter

“Jenna, did a fantastic job. Took a huge weight off my mind. The dogs loved her and she even brought them to the hospital to visit. And when I got home, the place was spotless!!!! Thanks Jenna”


Bryanna M.

“We had Bryanna stay at our house to watch our puppy for a few days. She did come by to meet us and Luna ahead of time to get to know Luna and her schedule. Bryanna did a great job with our puppy Luna. She communicated back and forth as well so we were able to know how things were going while we were away.”


Alexandra W.

“Alex was truly a dream! The BEST Rover experience we have had. Dishes done, house immaculate and most importantly Maisy LOVED her. We hope that she will stay with us for a long time!”


Rowan L.

“Rowan was a fantastic dog sitter. He was very friendly and accommodating and kept up really great communication. Our dog was very well cared for and we will absolutely be looking to hire him again.”


Sarah W.

“Sarah is the exact person you are looking for to care for your pet while you’re away. They are enthusiastic and ask important questions. They also send updates and photos while you’re away. We will use Sarah to watch our dog whenever we are away and they have availability.”


Gabriella T.

“We were on the road to Florida and our pet care fell through. I have never used this service, but my daughter told me about it as we were driving. Rather than turning around and canceling our trip, i began digging in to find care. But, a complete stranger in my home for 10 days!?!? The search was on!! It was reassuring that Rover completes background checks on all care givers. After searching, and contacting many employees, I reached out to Gabriella, and she responded so timely. She was on board and available to help me with our Boxer. Galadriel (Ellie), who is truly a love but not good with other dogs. This service and Gabriella, saved our trip!! She was very responsible, trustworthy, and went over and beyond what her responsibilities were. She brought in packages without being asked. She also cared for our Bearded Dragon, Ozzy, because she saw the need. She stayed the night, and basically took care of the house in our absence. I will definitely be referring this service and reserving Gabriella in the future!!! Thank you Gabriella, truly you took a weight off my shoulders at the start of our trip, and kept it off by taking such great care of our Ellie!!”


Hannah S.

“Hannah did such a great job with our cat and dog. Our dog tends to be very skittish and afraid, and Hannah knew exactly how to handle him. Thank you Hannah and Rover for taking great care of our beloved pets!❤️”


Kaitlyn M.

“Kaitlyn was a great communicator and it was apparent that she has a real love for animals! I will definitely be bringing her back again in the future for house sitting and drop in visits with my pets!”


Rebecca D.
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.


Kali H.
“Kali has taken care of my Pyrenees, Snow, since I adopted her. Kali is very patient with Snow's hyperactivity, digging, and barking. Kali is very responsible, dependable, and punctual. She has been willing to take Snow for long walks (2 miles plus). I would highly recommend Kali to take care of your pup's needs.”


Alexis J.

“So wonderful!!! Alexis was able to help me out with a very last minute booking to house sit with my two pups. So grateful to have found her! Excellent communication and gave me complete peace of mind that my boys were happy and in great hands while I was out of the country. Will definitely be booking with her again in the future!”


Brianna B.
“Brianna was amazing with our bailey pup! We were able to enjoy our family trip without having to worry about bailey. Bailey bonded with her right away , which she doesn't warm up to people right away. She was caring and attentive, took her for walks, stayed with her overnight. One of the few people we would trust with our dog. We recommend Brianna for watching your pet.”


Autumn M.

“Autumn did a wonderful job, she was very attentive to our dogs needs, we would definitely recommend Autumn.”


Shayla S.

“Shayla was great. She sent pictures while we were gone and cleaned up the house before we got back. Will be hiring her again.”


Rachel R.

“Rachel was amazing. Great communication throughout the whole process. We hesitate leaving our sweet, old boy alone but had no qualms after meeting Rachel. Would recommend her to anyone!”


Brianna G.
“Brianna is someone I would trust with any pet. She is an animal loving person. Her caring and loving personality is one that you will not always find in others. She is the first one to ask to pet anyone's dog you come across. She is very dependent and will always make it an appoint to get the job done in a timely matter. I think she would be a great fit for this and would take care and love on any animal she crosses paths with!”


Syl J.
“My dog has bad horrible anxiety and I found Sylwia on Rover to walk my dog. She is excited every time she comes to get her for her walk. She doesn't like strangers but Sylwia is great with her. Couldn't recommend a better sitter.”


Linda R.
“I highly recommend Linda as a pet caregiver. Linda has helped me many times with my dogs and cat. Linda is caring and competent. Not only does she feed and clean up after the pets, but she spends time giving them attention which they love so much when I am not home. Linda is trustworthy and kind and she is the first person I call when I need help.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Heights 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 Heights 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 Heights on Rover as of Aug 2025 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 Aug 2025, there are 216 house sitters in Winnebago Heights. 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 Heights house sitters respond in under an hour.
House sitters in Winnebago Heights 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 Heights.
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 Heights 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.
