House Sitting Oshkosh

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

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Over 163
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.

1 / 1
Sitter Profile Image: Taylor M.
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Taylor M.
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: Cassie W.
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Cassie W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
79 reviews
15 repeat clients
10 years of experience
Oshkosh, WI, 54901

Cassie watched our Eddie over the weekend and she was amazing! She immediately connected with Eddie and he had a great time. Cassie was excellent at communication and was always sending photos of them playing and having fun. We will definitely have Cassie back and we would highly recommend her to anyone.

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Steven V.
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: Sarah W.
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Sarah W.
from
$50
per night
5.0 out of 5 stars
54 reviews
14 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: 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: Rowan L.
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Rowan L.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
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: Kathy F.
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Kathy F.
from
$40
per night
5.0 out of 5 stars
11 reviews
15 years of experience
Oshkosh, WI, 54904

Kathy was great! Highly recommend using her! Arrived on time and is very responsible! She did a wonderful job taking care of our three dogs. Felt very comfortable with her in our house and taking care of our animals. Would definitely use her again.

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George C.
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: Megan L.
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Megan L.
from
$50
per night
5.0 out of 5 stars
4 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 more than likely 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
46 reviews
15 repeat clients
15 years of experience
Menasha, WI, 54952

Olivia is experienced, kind, and quick to absorb a lot of information (and responsibilities). She helped us out last minute with our hospice elderly dog when we exhausted and needed a break.

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Kimberly 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: 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: Ella D.
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Ella D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
63 reviews
11 repeat clients
10 years of experience
Rosendale, WI, 54974

She was very attentive and concerned for our dogs She provided daily updates with photos so we knew they were being well cared for She took care of our home probably better than we do! Highly recommended

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Bart L.
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: 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: Briana & Ben B.
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Briana & Ben B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
56 reviews
12 repeat clients
18 years of experience
Neenah, WI, 54956

About: Hey! We are Briana & Ben of Fetching Purrs Pet Care - a husband and wife duo who love all animals! We've had pets for 18+ years and have been professionally pet sitting for 4 years. We are fully insured & bonded. We are the favorite pet care provider of the Fox Cities because we care for your pets as our own! They are always our top priority. We are excited to partner with you to care for your pet family! About Briana: Co-owner and cat whisperer. Experience with kittens to senior cats, dogs, and a variety of animals! Briana is a retired Registered Nurse and currently cat mom to a 19 year old senior kitty who is the love of her life. About Ben: Co-owner and leader of the pack. Has been a dog dad to chihuahuas, staffies, and beagles. He is awesome with big breeds like great danes too! He has a lot of knowledge from helping at animal shelters, fostering dogs and puppies. Dogs: 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! Your pets are our top priority when they are in our care! We provide dog walking, drop-in visits and house sitting! We are a full-service pet care provider and are happy to help take care of your home while we are sitting for you. Let us know if you would like us to take the garbage/recycling out/in, bring mail/packages in, water plants, etc!

Sitter Profile Image: Ella E.
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Ella E.
from
$50
per night
10 years of experience
Neenah, WI, 54956

About: I grew up with larger dog breeds and greatly enjoy them. I’ve dog sat for multiple people in my area and I’ve realized it’s something that people need more of and I am willing to help. I work Monday-Friday cleaning houses. I’m always out of work by five. Feel free to reach out about weekends aswell as any additional/specific requests. When caring for somebody’s pet I make sure I know the specific details to fully grasp their needs. Every animal is different, I like to figure out their unique routines, behaviors and personalities to best care for them.

Sitter Profile Image: Eliana L.
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Eliana L.
from
$50
per night
15 years of experience
Van Dyne, WI, 54979

About: I have 2 large breed rescue dogs- I've learned to be extremely patient and flexible. I grew up with lots of pets, and would love to meet your fur babies. I work full time, usually 10am to 6pm. Perfect for morning feedings and play time, and evening feedings and play time! There can be further flexibility in my career. I will happily follow your instructions to a "T"! I will also go the extra mile if your fur baby makes a mess and cleaning supplies are accessible. We hire pet-sitters occasionally, and I fully understand how vulnerable it can feel to let someone into your home. As a former teacher, I hope you feel reassured that I have strong values of respect and helpfullness.

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 is so great with our two dogs. They love her energy and have so much fun when she’s around. She takes them on walks, takes excellent care of them, and gives regular updates! She is our go-to dog sitter currently!

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Megan W.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$30
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
10 years of experience
Appleton, WI, 54915

She was beyond great with our Mastiff McBarker for a week and stayed in our home. We didn’t have cell service where we were and she was very accommodating by making sure we had updates for when we did find WiFi to check in. Came home to a less stressed pup from having someone with him. Highly recommend her! 🐾

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

Pet parents share their Rover experiences - Oshkosh

1 / 1
5.0 out of 5 stars

This is our 2nd time booking with Debbie. She adores our pup and we knew he was in good hands the whole time we were out of the town!

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Jeanette 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

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
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
5.0 out of 5 stars

Annalise did a great job taking care of our very spoiled kitty Arya! We were able to take a two week vacation and we were never worried about how things were going at home. Annalise is very caring and conscientious about her time with Arya. She will be my first choice in the future for a caregiver for Arya.

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Trasy R.
House Sitting
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  • 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?

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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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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 for House Sitting in Oshkosh on Rover is $47.77 per night (as of September 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 September 2026, there are 238 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 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 Oshkosh. On Rover:

  • 82% 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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