House Sitting in Winnebago

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Emalia R.
Verified Enhanced Background Check
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!

Profile image
Kayla O.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
30 years of experience
Oshkosh, WI, 54901

Sarah was phenomenal! All 3 dogs warmed right up to her immediately, and she did a perfect job with all the detailed instructions we left her; including giving time-sensitive anti-seizure medications.

Profile image
Miki S.
Sitter Profile Image: Olivia S.
Verified Enhanced Background Check
Olivia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Menasha, WI, 54952

This was the first time that Olivia stayed with my 2 dogs. I can tell that they were very well cared for and that she was patient with them. I loved the pictures and frequent updates. I will definitely have Olivia care for my dogs again.

Profile image
Jennifer S.
Sitter Profile Image: Travis B.
Verified Enhanced Background Check
Travis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
27 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!

Profile image
Sharon Z.
Sitter Profile Image: Isaiah B.
Verified Enhanced Background Check
Isaiah B.
from
$35
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
15 years of experience
Winneconne, WI, 54986

Our pups were calm and happy when we returned home - and Isaiah sent some fantastic photos!! He left our home super tidy and kept in touch the whole time we were gone. Great job!!

Profile image
Eliz G.
Sitter Profile Image: Cassie W.
Verified Enhanced Background Check
Cassie W.
from
$50
per night
4.9 out of 5 stars
73 reviews
15 repeat clients
10 years of experience
Oshkosh, WI, 54901

Cassie was an AMAZING house sitter for our recent trip! She went above and beyond caring for all of our dogs and home. She was able to manage medication, feeding and potty schedules for them all. She cared for our dogs and home as if they were her own. Our dogs loved having her with them at the house. She made them feel at ease with their peeps away. I am so happy that we found such an amazing and trustworthy person to care for our 4 legged girls while we are gone!! 5 stars PLUS

Profile image
Cecelia C.
Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
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 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!

Profile image
Shouacua X.
Sitter Profile Image: Jessica H.
Verified Enhanced Background Check
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!!!

Profile image
Sandra M.
Sitter Profile Image: Rebecca C.
Verified Enhanced Background Check
Rebecca C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 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!

Profile image
Kate C.
Sitter Profile Image: Kaylee F.
Verified Enhanced Background Check
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: Alexandra A.
Verified Enhanced Background Check
Alexandra A.
from
$120
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.
Verified Enhanced Background Check
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!

Profile image
Brandon K.
Sitter Profile Image: Katie R.
Verified Enhanced Background Check
Katie R.
from
$45
per night
5.0 out of 5 stars
3 reviews
17 years of experience
Winneconne, WI, 54986

Katie took great care of both of my dogs! My elderly Akita is kind of on his last legs and is high maintenance and she got him all sorted out. They were very happy when we got home 😁

Profile image
Emma T.
Sitter Profile Image: Alexus A.
Verified Background Check
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!

Profile image
Alyssa F.
Sitter Profile Image: Lauren C.
Verified Enhanced Background Check
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: Amanda H.
Verified Enhanced Background Check
Amanda H.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Menasha, WI, 54952

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.

Profile image
Autumn H.
Sitter Profile Image: Cheri M.
Verified Enhanced Background Check
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!

Profile image
Lorraine J.
Sitter Profile Image: Rowan L.
Verified Enhanced Background Check
Rowan L.
from
$35
per night
5.0 out of 5 stars
7 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.

Profile image
Aubrey P.
Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Emily H.
from
$75
per night
4.5 out of 5 stars
10 reviews
4 repeat clients
36 years of experience
Oshkosh, WI, 54904

Emily did a fantastic job of caring for all 3 of my animals, watering the indoor and outdoor plants as well as leaving my home just as clean as she found it. I will definitely use her again in the future!

Profile image
Courtnee B.
Sitter Profile Image: Rebecca D.
Verified Enhanced Background Check
Rebecca D.
from
$50
per night
1.0 out of 5 stars
1 review
6 years of experience
Oshkosh, WI, 54904

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.

1 / 1
View more sitters

Winnebago pet parents share their Rover experiences

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!

Profile image
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!

Profile image
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!

Profile image
Christene T.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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.

If you’re searching for a Winnebago house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 219 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, 87% 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.