House Sitting in Winneconne

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

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Top rated Winneconne house sitters

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: Olivia S.
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Olivia S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
8 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.

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Jennifer S.
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: Isaiah B.
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Isaiah B.
from
$35
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
15 years of experience
Winneconne, WI, 54986

Isaiah was reliable and gave our dog everything he needed. Isaiah was also very willing to learn how to give our cancer kitty her subcutaneous fluids which I appreciate because it’s something that others can be very nervous about doing. Thanks, Isaiah!

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Danielle G.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
6 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: Heather S.
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Heather S.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Neenah, WI, 54956

Heather was great with my dog Luna! I would absolutely trust her again. My dog is dog reactive, and she was able to handle taking her on walks and redirecting her no problem. She sent me lots of updates and I came home to a clean house.

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Annika L.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$40
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Oshkosh, WI, 54901

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.
Sitter Profile Image: Brynn E.
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Brynn E.
from
$40
per night
10 years of experience
Oshkosh, WI, 54901

About: I grew up on a dairy farm with 9 huskies, my pets have always meant the world to me and I'm so excited to meet yours. I work a full time office job but I have a border collie that needs so much enrichment so I'm well versed in getting excess energy out. Always respectful of your space, shoes will be taken off at the door and will only touch things related to the fur babies. Walks will be long and safe, away from major roads.

Sitter Profile Image: Emily H.
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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!

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Courtnee B.
Sitter Profile Image: Rebecca D.
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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.

Sitter Profile Image: Pa Chee Y.
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Pa Chee Y.
from
$30
per night
5.0 out of 5 stars
1 review
4 years of experience
Oshkosh, WI, 54902

About: I have 4 years experience with dogs and puppies! I have two of my own that I truly love and play with. When it comes to making sure your pet feels safe and loved, I got you! I’m currently work full time so anytime after 4pm on weekdays is ideal. On weekends I am free whenever! My schedule right now is only open to weekends so I can take care of household chores during the weekdays. I am an early riser so anytime works. Just let me know a day ahead so I can plan accordingly Please let me know where the dog collars are, or even extra doggy bags if needed. I’ll be direct and quick with your doggy needs!

Sitter Profile Image: Cherie S.
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Cherie S.
from
$75
per night
5.0 out of 5 stars
1 review
25 years of experience
Hortonville, WI, 54944

Cherie was wonderful! She sent us daily photos of our pup. Even though she wasn’t asked, she left the house clean, dare I say cleaner than when we left. Highly recommend!

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Kris Z.
Sitter Profile Image: Rowan L.
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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 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.

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Lynn S.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$70
per night
5 years of experience
Winneconne, WI, 54986

About: I am an experienced and reliable pet and house sitter with a deep love and respect for all animals. I understand that leaving your pets and home in the care of someone else can be stressful, which is why I strive to provide the highest level of care and attention to ensure your peace of mind while you are away. I have over 4 years of professional pet sitting experience. In addition, I have had dogs my entire life. I have experience with some dog training, medication administration, puppy care, etc... I am a college student. I have a flexible schedule and I am able to accommodate last minute bookings as needed. I am available on weekends and weekdays. I am happy to follow any specific routines or instructions you have in place for your pets to ensure their comfort and well-being. In addition to caring for your pets, I also offer house sitting services such as bringing in mail, watering plants, and taking care of any other tasks that may need to be done while you are away. I understand that each and every pet is unique, with their own personality, needs, and preferences. From high energy dogs (and puppies), who love endless playtime to low energy dogs (and senior dogs), I've got you covered! Whether its daily walks, feeding routines, administering medications, or providing companionship, I'm committed to tailoring my services to suit your pets individual requirements. I approach each pet sitting opportunity with genuine love and affection for animals.

Sitter Profile Image: Kyndall S.
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Kyndall S.
from
$40
per night
5.0 out of 5 stars
28 reviews
3 repeat clients
13 years of experience
Oshkosh, WI, 54904

Kyndall was great with our dog. She gave us several updates amd pictures of him while we were gone. We'll definitely book her again when we have a trip.

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Jess M.
Sitter Profile Image: Yeslit A.
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Yeslit A.
from
$20
per night
3 years of experience
Oshkosh, WI, 54901

About: I have cared for dogs my entire life, including my current pets: a playful Golden Retriever puppy and a 1+ year old mixed Lab. This experience has taught me how to handle dogs of different ages, sizes, and energy levels. I am great with walks, feeding, playtime, and giving extra attention to puppies or senior dogs. I also communicate regularly with owners, sending updates and photos so they feel confident their pets are in good hands. I study Criminal Justice mostly online, which gives me a flexible schedule to provide consistent pet care. I can offer walks, playtime, feeding, and attention while balancing my studies responsibly. I make sure every pet is safe, happy, and comfortable while I’m caring for them. During walks and visits, I keep pets under supervision, follow all instructions, and give plenty of attention and love. I also provide updates and photos to owners, so they can relax knowing their pets are well cared for.

Sitter Profile Image: Jorden W.
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Jorden W.
from
$27
per night
10 years of experience
Oshkosh, WI, 54901

About: I’ve taken care of my family’s dogs growing up. I’ve just recently got my own puppy, so I know how to best care for dogs of all ages! I’m currently working part time and on winter break so I have plenty of time to hang out with your pets! I’m mostly available during the week or Saturday after 4. Please let me know at least a week ahead of time so I can check my schedule! I’ll make sure your dog feels safe, happy, and loved while you’re away. I provide regular walks, playtime, feeding, and lots of cuddles. I’ll also send many updates and photos so you know your pet is doing well!

Sitter Profile Image: April H.
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April H.
from
$60
per night
4.8 out of 5 stars
21 reviews
8 repeat clients
15 years of experience
Appleton, WI, 54915

April was able to pick up our last minute request and stayed an hour later than expected when our concert started late! Thanks for watching Zag!

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Katie M.
Sitter Profile Image: Lilian S.
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Lilian S.
from
$31
per night
15 years of experience
Oshkosh, WI, 54901

About: I’ve taken care of dogs since I was a child. I have trained, loved, bathed, walked and cared for dogs of all sizes. Rest assured your babies will be in good hands with me <3 Animals are my life and my life revolves around my kitties! I’m with them constantly so I decided why not care for other animals as well! My cats are leash trained and socialized trained so they do well with others! I have multiple rooms if an animal requires a “safe” space to relax. I also have beds in those rooms so they’ll have human interaction the whole time :). My entire apartment is harsh fragrance free and animal proofed.

Sitter Profile Image: Hannah D.
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Hannah D.
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Oshkosh, WI, 54904

Hannah was great with our dog who is not the best with strangers and has a hard time warming up to them. Will definitely book with her again!

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Molly I.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$20
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Menasha, WI, 54851

Hannah was fantastic! She helped us out very last minute, punctual and reliable. She took excellent care of our Louie and Lily and gave us frequent updates. We can’t wait to have her come back!

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Kristen M.
1 / 1
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Over 3
pet parents in Winneconne have booked house sitting

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 Winneconne is $45

Why Choose Rover?

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  • 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 Winneconne average 3
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 Winneconne on Rover as of Feb 2026 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.

If you’re searching for a Winneconne 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 Feb 2026, there are 190 house sitters in Winneconne. 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, 88% of Winneconne house sitters respond in under an hour.

House sitters in Winneconne have an average of 13 years of experience. House sitters with repeat customers have an average of 3 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 Winneconne.

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. Winneconne 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.