House Sitting Oshkosh

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

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Over 168
pet parents in Oshkosh have booked house sitting

Oshkosh, 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: Debbie A.
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Debbie A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
21 repeat clients
25 years of experience
Oshkosh, WI, 54902

“Absolutely wonderful service. I don’t really recommend anyone else. Quick to respond. Willing to help. I had an emergency and she swooped right in to assist.”

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Sophia H.
Sitter Profile Image: Rowan L.
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Rowan L.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
11 years of experience
Oshkosh, WI, 54901

“Rowan helped us out in a pinch and was great to work with. I could tell through the communication with him that he really cares about animals. He made every effort to make our anxious pup comfortable. I would definitely use him again in the future.”

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Jennifer R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$75
per night
4.9 out of 5 stars
• 13 reviews
3 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: Abigail B.
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Abigail B.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
11 years of experience
Oshkosh, WI, 54904

“Abby spent a week taking care of our 6 month old puppy in our house. Abby was amazing with him. We will most definitely be contacting Abby again 😊😊”

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Diann R.
Sitter Profile Image: Alexandria S.
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Alexandria S.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Oshkosh, WI, 54901

“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. ?”

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Tiffany N.
Sitter Profile Image: Emily U.
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Emily U.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
3 years of experience
Winneconne, WI, 54986

“It was my first time booking a house sitter through rover, Emily made the experience so nice and easy. Kept me updated with pictures. Would highly recommend Emily!”

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Moises V.
Sitter Profile Image: Cherie S.
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Cherie S.
from
$75
per night
5.0 out of 5 stars
• 1 review
1 repeat client
25 years of experience
Appleton, WI, 54913

“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: 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: Alex V.
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Alex V.
from
$25
per night
15 years of experience
Appleton, WI, 54914

About: I ensure each pet that I tend to gets the best care possible, and strive to give them the love and attention they miss out on while you are away Pet care is a staple of my daily routine, starting with my pup at home. No matter the time of day, I will find time to visit your pet! I cater my visiting services to the requests of each client. Whether you are seeking a quick drop-in, or an extended play date, I am more than happy to spend any amount of time with your pet!

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: Alivia G.
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Alivia G.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Appleton, WI, 54915

“Alivia was amazing taking care of our Bubba during Christmas and New years. She sent me lots of updates and pictures while we were away ❤️ for sure will reach out to her for our next sitting needs. Our place was in great shape as well, so that is really appreciated after a long day traveling. Thank you Alivia!”

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Pam P.
Sitter Profile Image: McKenna K.
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McKenna K.
from
$50
per night
4 years of experience
Clintonville, WI, 54929

About: What sets me apart is the genuine love, patience, and responsibility I bring to caring for dogs. I have experience living with and caring for multiple dogs, so I understand that each dog has their own personality, routine, energy level, and individual needs. I take the time to get to know each dog and make sure they feel safe, comfortable, and loved while their owner is away. I’m comfortable caring for dogs of different ages, including energetic puppies, adult dogs, and senior dogs who may need extra patience and attention. With puppies, I can help reinforce routines, provide appropriate play and stimulation, work on basic manners, and maintain consistency with their schedule. With senior dogs, I’m attentive to their comfort, mobility, feeding routines, bathroom needs, medication instructions, and need for a calmer pace. I’m also comfortable with daily walks, playtime, feeding, fresh water, administering medications when instructed, cleaning up after pets, and maintaining a clean and safe environment. I pay close attention to changes in a dog’s behavior, appetite, energy, or bathroom habits so I can communicate any concerns to their owner. Most importantly, I don’t view pet sitting as simply stopping by to provide food and water. I want each dog to receive companionship, attention, exercise, and affection while their family is away. I treat the pets in my care like my own and make their safety and well-being my priority. Pet care is a big part of my daily life. I have several dogs, so caring for them is part of my everyday routine. I help with feeding, fresh water, walks, playtime, cleaning up after them, and making sure they’re safe and comfortable. I genuinely enjoy spending time with my animals, and they’re a big part of my life. I care for pets by making sure they are fed, have fresh water, get plenty of exercise and attention, and are kept in a safe, clean environment. I follow each pet’s individual routine, including walks, playtime, medication if needed, and any special instructions from the owner. I also make sure to give them plenty of love and companionship while their owners are away.

Sitter Profile Image: John D.
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John D.
from
$80
per night
49 years of experience
Seymour, WI, 54165

About: I have my puppy with Hydrocepilitis. People always ask me to sit with their dogs as they know dogs will be safe and happy with me I do Uber so my time is mine. I want to spend as much time with pets as possible as that's my passion and will make me and the pets happy I just moved to Seymour and would love to spend all my time with fur babies. I would love to lower my Uber and Doordash trips and replace that time with fur babies Being in Seymour, I can do from Appleton to Green Bay and everything in between I have my puppy and cat. I always have my dog and cat on either side of me. I talk to them and pet them constantly. They know they are loved

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The median cost per night for house sitting in Oshkosh is $50

Pet parents share their Rover experiences - Oshkosh

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5.0 out of 5 stars

Hands down best person ever! I missed my babies so much and she sent updates every-time she stopped over plus videos!

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Ashley R.
House Sitting
5.0 out of 5 stars

Cassie was great with our two cats. One of the two is a very particular boy who is not very social and has a few complicated medicine requirements. She was great with him, made sure he had all his meds on time, sent pics and even got to pet him a few times, which is a big feat for him! She was great with communication and made sure they were well taken care of. We would recommend her to anyone!

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Courtney K.
House Sitting
5.0 out of 5 stars

Emalia did a wonderful job. This was the first time we used her. She sent plenty of photos and updates which gave us a piece of mind. We already have her booked again.

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Michaune F.
House Sitting
5.0 out of 5 stars

Christina is a person I can trust to think things through and solve a problem if necessary. I definitely would recommend!

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Sharon G.
House Sitting
5.0 out of 5 stars

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.

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Abe H.
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
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Find pet care near you

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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    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.

Popular requests for house sitting - Oshkosh

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oshkosh average 4
repeat house sitting clients

FAQs for House Sitting - Oshkosh

Frequently asked questions about Rover

The average cost of House Sitting in Oshkosh is $50 per night as of November 2026. Most bookings cost between $31 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 244 sitters on Rover offering House Sitting across Oshkosh. 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 Oshkosh 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 Oshkosh 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 Oshkosh 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Oshkosh. On Rover:

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 98% 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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