House Sitting Winnebago

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

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Over 18
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.

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Sitter Profile Image: Emalia R.
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Emalia R.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Oshkosh, WI, 54901

Emalia was so communicative the whole time. She consistently checked in and sent photos so I was never worried about him. She seems to care so much and I’m so grateful she was able to take such great care of my pup!

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Kayla O.
Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
15 years of experience
Menasha, WI, 54952

Olivia was very friendly and communicated with us throughout the stay. She sent pictures and responded quickly when contacted. I could see that our pup was getting lots of walks and play. I would recommend her!

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Jennifer R.
Sitter Profile Image: Travis B.
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Travis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
52 reviews
28 repeat clients
15 years of experience
Kaukauna, WI, 54130

Travis is amazing! He cared for Riley this weekend and did a great job! Came home to a happy dog. He is dependable, on time and truly has a special connection to dogs. Highly recommend!

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Sharon Z.
Sitter Profile Image: Cassie W.
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Cassie W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
73 reviews
15 repeat clients
10 years of experience
Oshkosh, WI, 54901

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.

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Rachel W.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$75
per night
4.9 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Oshkosh, WI, 54901

Elizabeth had another long stay with our boy and everything went fantastic. House great shape when we returned home and a happy dog awaited us.

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Madison M.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
30 years of experience
Oshkosh, WI, 54901

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.

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Adam H.
Sitter Profile Image: Rowan L.
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Rowan L.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Oshkosh, WI, 54901

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.

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Aubrey P.
Sitter Profile Image: Briana & Ben L.
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Briana & Ben L.
Star Sitter
from
$150
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
18 years of experience
Neenah, WI, 54956

About: Hey! We’re Briana and Ben of Fetching Purrs Pet Care - a husband and wife pet sitting duo who’ve had pets our whole lives :) We love all animals and would be delighted to help take care of yours! Briana was introduced to Rover when she needed a pet sitter for her senior cat Nairobi :) She loved the peace of mind it gave her and wants to give that same reassurance to you! She has 18+ years of experience caring for a variety of animals including dogs, cats, hamsters, birds, hermit crabs, and fish :) Ben has had 4 dogs varying in size from Chihuahuas to Staffordshire Terriers and is awesome with the big breeds like Great Danes too! He has a lot of knowledge from helping at animal shelters, fostering dogs and puppies, and has experience administering meds. 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! When we are caring for your pets they are our top priority. We provide drop-in visits in your home or house sitting where we stay at your home for the duration of the booking! We also provide dog walking.

Sitter Profile Image: Kaylee F.
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Kaylee F.
from
$84
per night
5.0 out of 5 stars
3 reviews
18 years of experience
Neenah, WI, 54956

About: I keep my schedule intentionally small so each pet gets consistent, attentive care and a routine that feels as close to normal as possible while you’re away. I understand how important it is to trust someone with your pets and your home, and I care for every pet like they’re my own—making sure they feel safe, comfortable, and well cared for. I’ve cared for pets with a wide range of personalities and energy levels, including my own rescue dogs—Zuko, a heeler/rat terrier mix, and Rex, a coonhound/German shepherd mix. Getting Started After messaging, I like to set up a meet-and-greet so we can go over your pet’s care and make sure it feels like a great fit for everyone. I understand every pet and household is different, so if you have multiple pets, a unique routine, or a special situation, feel free to reach out—I’m always happy to talk through what works best. As an FVTC online student and pet parent, I have a very flexible schedule and usually respond quickly to messages. I look forward to meeting you and your pets! 🙂 ✨What You Can Expect Every pet is unique, so learning their routine and preferences helps keep things as consistent as possible while you’re away. I pay close attention to body language and behavior so I can respond to their needs and help them stay comfortable. I’ll go over everything with you beforehand and provide regular photo updates so you can always check in and see how they’re doing. 🏠 Overnight Stays Overnight stays include evening and morning care, feeding, potty breaks, playtime, and plenty of attention. I stay overnight and follow your pet’s routine closely, with time away kept within a reasonable and predictable range for errands or prior commitments. I’m mindful of how long pets are left alone and plan my schedule accordingly.

Sitter Profile Image: Anna W.
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Anna W.
from
$28
per night
20 years of experience
Neenah, WI, 54956

About: Hi! I just recently moved to the Appleton area after college and no longer have a dog at home. I grew up with dogs my whole life and have loved getting to take care of them. Taking my dogs on walks was one of my favorite things to do in the summer. To help missing my childhood dog, I’d love to hang out with yours! I’m a teacher during the school year, so I have plenty of free time during the summer months. I’m available during the week and most weekends to hang out with your dogs. I can’t wait to play with and care for your dog at your home, the same way you would. Please let me know any specific things I should include for your dog specifically.

Sitter Profile Image: Rebecca C.
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Rebecca C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
10 years of experience
Appleton, WI, 54915

LOVE HER!!!! She did an amazing job! The house was in perfect shape when we got home and all pets were happy and wonderful. She sent photos of the dogs every day and clearly cuddles were no issues. We met before I booked and Becca is just a genuinely sweet and amazing soul. I was nervous to use the app for the first time but she put all concerns to rest. I will request Becca every time we need a house and dog sitter. She is extremely trustworthy and wonderful. THANK YOU BECCA!

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Kate C.
Sitter Profile Image: Alexandra A.
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Alexandra A.
from
$85
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Neenah, WI, 54956

About: I have a lifetime of experience in loving animals, I’ve had dogs my entire life. I am loving, gentle and kind and will care for your family members as you would! I have had some medical issues so am currently not working and am available whenever your pets need a sitter! I have open an availability currently. I have a big back yard, no fence but enough of an area to safely play outside on long leash if that’s an option for your animals.

Sitter Profile Image: Fox H.
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Fox H.
from
$80
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Menasha, WI, 54952

5 stars, Fox was great with Ronin. Followed all guidelines, and Ronin was happy and tired when I got home! Thanks again!

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Brandon K.
Sitter Profile Image: Riley M.
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Riley M.
from
$75
per night
4.9 out of 5 stars
33 reviews
8 repeat clients
4 years of experience
Appleton, WI, 54915

Riley is phenomenal! She spent 3 days with our 2 dogs while we went out of town on short notice. At the meet and greet we got to see her bond with the dogs immediately. She was patient with my nerves over leaving them with anyone besides a friend for the first time, took excellent care of the house, was communicative between our booking and departure, and kept us updated with pictures throughout her stay. We came home to very happy, calm, well regulated dogs who had clearly gotten lots of love and attention while we were away. We will definitely rebook next time we need any pet care. Thank you Riley!

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Sophia C.
Sitter Profile Image: Hailey M.
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Hailey M.
from
$40
per night
4 years of experience
Appleton, WI, 54911

About: I’ve spent several years providing reliable, compassionate care for pets of all ages, sizes, and personalities. From energetic puppies to senior pets who need a gentler touch, I tailor my approach to each animal’s unique needs. My experience includes daily walks, feeding routines, medication administration, enrichment activities, and plenty of affection to keep pets happy and relaxed while their families are away. I focus on creating a safe, calm environment so every pet feels comfortable, understood, and genuinely cared for. Pet care is a natural part of my weekly rhythm, especially since I work from home three days a week. On those WFH days, I’m able to offer flexible, consistent attention—perfect for pets who enjoy companionship, regular check‑ins, or a steady routine. I build feeding times, walks or play sessions, potty breaks, and general wellness checks around my work blocks, making sure pets get the care and interaction they need throughout the day. On the days I’m in the office, I plan visits intentionally to keep each pet’s routine stable. Whether it’s morning care, midday enrichment, or evening check‑ins, I make sure every pet gets predictable, comforting attention. Because I’m used to balancing a hybrid schedule with pet responsibilities, I’m very organized and reliable about maintaining consistent care all week long. When caring for pets in their home, I focus on keeping their routine, environment, and comfort exactly the way they’re used to. I follow the owner’s instructions closely—feeding schedules, walk times, play preferences, medication needs, and any household rules—so pets feel secure and stress‑free. I take time to learn each pet’s personality, whether they need extra play, quiet companionship, or a slow, gentle approach. I keep the home tidy and respectful, making sure food and water areas stay clean, litter boxes or potty routines are maintained, and any messes are handled right away. I also pay attention to small details like closing gates, locking doors, turning lights on or off as requested, and keeping the home feeling lived‑in and safe. Throughout the stay, I send updates and photos so owners always know how their pets are doing.

Sitter Profile Image: Amanda H.
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Amanda H.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
15 years of experience
Menasha, WI, 54952

Amanda is great with our dog, Ellie! She keeps us updated with how everything is going and sends us cute pictures! She was very kind and genuine when we met her for a meet and greet, so we 100% knew we were going to use her long term!

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Megan W.
Sitter Profile Image: Jessica H.
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Jessica H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Neenah, WI, 54956

Jessica is wonderful. A week before she sat for our senior dog, our other senior dog passed so she was.amazingly understandung and kind to our boy, Louie who was lost without his lifelong pal. Jessica will be our.go to from this point on. Thanks soooo much, Jessica!!!

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Sandra M.
Sitter Profile Image: Cheri M.
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Cheri M.
from
$55
per night
5.0 out of 5 stars
2 reviews
73 years of experience
Omro, WI, 54963

Great experience! My very timid pup seemed very at ease and comfortable upon return. Will definitely hire Cheri again for pet sitting! Thanks Cheri!

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Lorraine J.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$65
per night
5 years of experience
Oshkosh, WI, 54901

About: Hi I’m Lauren! I am excited to help some families out and give them peace of mind with caring for their fur-babies!! I can’t wait! I am currently working as a nanny! This would be great for me as my schedule gives me free time in the mornings and evenings! I have plenty of time to play, feed, and spend some time with your fur-babies!! I am able to care for your pets as needed! If that’s walks, play time, or just a potty break during the day, I’m your girl!

Sitter Profile Image: Alexus A.
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Alexus A.
from
$54
per night
4.8 out of 5 stars
51 reviews
19 repeat clients
15 years of experience
Oshkosh, WI, 54902

We appreciated the fact that Alexus kept us up to date on what was going on with our pups. She even made sure to keep everything very clean. Thank you!

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Alyssa F.
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The median cost per night for house sitting in Winnebago is $50

Pet parents share their Rover experiences - Winnebago

1 / 1
5.0 out of 5 stars

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!

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Amanda P.
House Sitting
5.0 out of 5 stars

Elizabeth is amazing! This was our first time using Rover and we could not have had a better experience. Responds quickly, very understanding, and knowledgeable with puppies! My pups will miss her, excited to see Elizabeth again!

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Shouacua X.
House Sitting
5.0 out of 5 stars

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!

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Christene T.
House Sitting
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 July 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 July 2026, there are 250 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:

  • 88% 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.

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