House Sitting Oshkosh

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

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Over 165
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: Taylor M.
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Taylor M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
4 years of experience
Oshkosh, WI, 54904

“If i could give more than 5 stars I would! Taylor was incredible with my dog and a great communicator throughout the entire stay. The house looked untouched from when we left and I loved pulling up my camera notification from outside of Taylor greeting Winnie with the sweetest welcome! Winnie also enjoyed all the walks! Taylor will be our #1 choice always!! Thank you!!”

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Kristin D.
Sitter Profile Image: Myra B.
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Myra B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Oshkosh, WI, 54901

“Myra did a great job! Our dog is old and needs meds twice a day so we needed someone who was a good fit. She did a great job with him and kept us updated the entire time with pics and texts. She did great with caring for the kitties as well. We are very happy she was our sitter and will use her again!”

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Amy B.
Sitter Profile Image: Cassie W.
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Cassie W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 80 reviews
16 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
$60
per night
4.9 out of 5 stars
• 12 reviews
3 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!”

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Shouacua X.
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: Megan L.
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Megan L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Oshkosh, WI, 54901

About: I have over 15 years of pet sitting experience with a variety of animals such as dogs, cats, birds, turtles, lizards, fish, rabbits, chickens and ducks. I have experience with temperamental or reactive animals as well. Animals are my passion and both friends and family know they can rely on me to provide exceptional care, love and respect to their fur babies while they are away. No animal is too big or too small! I am currently unemployed and in the job searching process so I have a very open and flexible schedule. Whether you need dog walking services or in-home care I can make it work for your needs! I have a beagle/boxer mix who gets daily walks and has a big fenced in yard to enjoy at our home. I also have two cats, a classic brown tabby and a petite tuxedo girly. We are unique as we bring all of our animals camping so they get to experience the outdoors with us! My animals are treated like my children and part of the family which is exactly how I would treat yours. I honestly prefer animals over humans.

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

“We have a anxious dog Elle, that Oliva made feel so comfortable! She played with all Elles favorite toys, went for walks and just hung out! We would definitely recommend her!”

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Lori B.
Sitter Profile Image: Rowan L.
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Rowan L.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
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: Sarah W.
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Sarah W.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
15 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: Ella D.
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Ella D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 65 reviews
11 repeat clients
10 years of experience
Rosendale, WI, 54974

“Ella was amazing watching our kitties while we were gone! She had great communication and sent us multiple pictures everyday to check in! She is very kind and even got our very shy kitty to open up to her! We will absolutely book with her again and I will recommend her to anyone that needs a sitter!”

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allison h.
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: Halley G.
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Halley G.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Fremont, WI, 54940

“Very friendly and attentive to our fur babies. Plus lots of pictures which is always nice when you miss your pets. I will 100% be asking Halley to watch our babies again.”

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kyra m.
Sitter Profile Image: Emily H.
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Emily H.
from
$50
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: Briana & Ben B.
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Briana & Ben B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 60 reviews
13 repeat clients
18 years of experience
Neenah, WI, 54956

“Briana and Ben were great! It was a last minute booking so we had 1 meet and greet before the house sat for our 2 big dogs. One of our dogs is sometimes afraid of males, but he warmed right up to Ben instantly! They had great communication and sent photo updates during their stay. Our pups can’t wait for them to “babysit” again :)”

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Hannah P.
Sitter Profile Image: Amanda H.
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Amanda H.
from
$50
per night
5.0 out of 5 stars
• 18 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: Fatimah A.
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Fatimah A.
from
$40
per night
7 years of experience
Oshkosh, WI, 54904

About: I grew up around cats my whole life and have had my own dog since I was 18. He unfortunately was put down a few months ago. He was a boarder collie and feet Pyrenees mix and was the bestest friend! I love animals so much and I cant wait to meet so many new friends! I work part time and have classes in the evenings (6-9) on MTTH. I can be flexible and make whatever you need work. Weekends I am open! I had my dog in a home for a few years with a fenced yard and then had to move to an apartment. My dog adjusted well because I lived near work and was able to hang out with him in the afternoon.

Sitter Profile Image: Sasha P.
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Sasha P.
from
$50
per night
5.0 out of 5 stars
• 44 reviews
9 repeat clients
22 years of experience
Appleton, WI, 54911

“Sasha always takes great care of our dog! She goes above and beyond to make sure she has a great stay while we are away! We book with Sasha frequently because of her professionalism and love for our dog!”

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Megan W.
Sitter Profile Image: Christina S.
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Christina S.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
4 years of experience
Oshkosh, WI, 54902

“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.
Sitter Profile Image: Richelle B.
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Richelle B.
from
$50
per night
5.0 out of 5 stars
• 1 review
30 years of experience
Oshkosh, WI, 54901

“What a great experience. She was great with our energic puppy- sent over great pictures and even got him a toy! It was great knowing that our puppy was well taken care of while we were off having fun. Would highly recommend.”

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Sara U.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
from
$55
per night
1 repeat client
25 years of experience
Appleton, WI, 54914

About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!

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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
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
5.0 out of 5 stars

She is absolutely an amazing sitter for our animals and really cares for them! We know that when we aren’t home she is there taking good care of them and our house!

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Caity R.
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 on Rover is $50 per night as of October 2026. Most bookings cost between $31 and $67 per night. 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 October 2026, there are 242 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.

<b>Tip:</b> 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:

  • 81% 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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