Pet Sitting Oostburg

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Oostburg, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
156 reviews
31 repeat clients
30 years of experience
Sheboygan, WI, 53083

Kathryn is an excellent sitter for my cats. She's always early or on time, she has no problem changing dates/times last minute, and is overall a reliable sitter! I will be hiring Kathryn again.

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Ellie B.
Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$15
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

Maria did a drop in visit with my pups and I felt good knowing they were in her care. She sent videos and photos and kept me posted about how they were doing. She even gave them fresh water. Would definitely book her again!

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Brittaney P.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Samantha really helped me out on short notice. First experience using Rover was excellent.

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Jon B.
Sitter Profile Image: Casey V.
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Casey V.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53081

About: I have spent years working with dogs, including teaching puppy classes for two years. This gave me a solid foundation in canine behavior and positive reinforcement. Because of my healthcare background, I am exceptionally detail-oriented, reliable, and observant of subtle behavior changes or medical needs. I specialize in dogs of all temperaments—especially anxious, sensitive, or reactive dogs who require a "slow-is-fast" approach. I am calm and safety-focused, prioritizing your dog’s body language and signals over rushed interactions. Whether your dog is high-energy or needs a quiet, structured environment, I provide the consistent care they need to feel safe while you’re away. My schedule is generally flexible, with availability on weekday and weekends. I plan bookings carefully and limit my schedule to ensure each pet recieves attentive, unrushed care. I communicate clearly about timing and am happy to discuss routines and advanced bookings. I follow each owner's instructions carefully and use my experience to create a calm safe environment. I prioritize clear communication, consistancy, and attentive observation to keep pets comfortable and safe.

Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Sheboygan, WI, 53081

She had an instant connection with our pup 😊 it was so great to know she was in such good hands while we’re gone

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Kaylee W.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
391 reviews
140 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy was on time and very communicative during her visit with Bear! She sent a lot of cute photos of Bear and fed her and spent extra time with her outside. Next time we’re out of town we will definitely work with Judy again!

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Abbey E.
Sitter Profile Image: Madison W.
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Madison W.
from
$12
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
25 years of experience
Sheboygan, WI, 53081

I highly recommend Madison! She was extremely warm and accepted my dogs for their individual personalities. She was super attentive and is a true dog lover!

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Ashley C.
Sitter Profile Image: Mackenzie R.
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Mackenzie R.
from
$13
per visit
5 years of experience
Sheboygan, WI, 53081

About: I have had cats and dogs my entire life, and I love them all dearly. Many family members and friends have relied on me to take care of their pets when out of town, on vacation, etc. My life is centered around making my own pets, and others’ pets, happy and healthy. I have a very flexible schedule since I attend college online, which allows me to accommodate a variety of pet care needs throughout the week. I am available mornings, afternoons, evenings, and weekends and I’ll do my best to work around your schedule whenever possible. I strive to keep your pets routine as consistent and stress-free as possible while you’re away. I’ll provide plenty of care, love attention, exercise, and updates so you can have peace of mind, knowing they are well cared for.

Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
49 reviews
15 repeat clients
8 years of experience
Sheboygan, WI, 53081

Absolutely fabulous sitter! Genuinely loves and cares for our furbabies as if they were her own. Ours are super skittish kitties, and she was so patient with them, gently trying to coax them out. Came home and they were all so happy and healthy!

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Alaina A.
Sitter Profile Image: Cindy L.
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Cindy L.
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Random Lake, WI, 53075

Cindy is an awesome sitter who tolerated bad kitty behavior and found ways to deter it! Kitties were fed, boxes were cleaned, and those who wanted love were given attention. ❤️ Even our terrified little torbie came out of hiding to check her out! Highly recommend!

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Susan T.
Sitter Profile Image: Holly E.
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Holly E.
from
$12
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Sheboygan, WI, 53081

About: I’ve dogsat and catsat for neighbors and family friends for years! I’m an animal lover that’s responsible, organized, and caring for any of your pet’s needs. I have my own kitty at home, and spent most of my younger life caring for a dog. I’m a teacher on summer break so I’m wide-open for pet care except for a few trips I’m taking over the summer (contact me for more details). I will treat your pet like my own- with care, patience, and compassion. I respect the homes of the people I petsit for (no touching any personal belongings) and communicate with the owners to keep them in the know!

Sitter Profile Image: Crystal R.
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Crystal R.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
24 years of experience
Sheboygan, WI, 53081

Crystal was great with Murphy. She was on time, respectful of our training regimen and was a great help with burning off some of Murphy's puppy energy. We will definitely use her again.

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Loni L.
Sitter Profile Image: Mya R.
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Mya R.
from
$15
per visit
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

Mya was absolutely wonderful! This was my first time using Rover and she went above and beyond any expectations! She cared for my animals so well and kept me updated which I greatly appreciated. I would highly recommend.

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Kayla K.
Sitter Profile Image: Yana C.
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Yana C.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

Thanks so much! It's gives us peace of mind to know someone who cares is watching our house and dogs when we are gone

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Robert R.
Sitter Profile Image: Jesus K.
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Jesus K.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$25
per visit
10 years of experience
Oostburg, WI, 53070

About: Due to family allergies I grew up having only taken care of cats, but I take great joy in getting to know all pets and their personalities. I have experience tending to cats and dogs from a year old all the way up to senior years. I am a reliable dog walker and will gladly assist in making sure your furry friend is fed, watered, and provided with enrichment and play while you are away from home. Your furry friends are my furry friends! I currently work full time in Sheboygan County, but my schedule allows me to be available on weekdays after 3pm and all hours on weekends. Understanding that many pets are wary of a new person coming into their lives, I believe in a friendly and gentle approach and consulting with pet parents on how they manage their pets' routines. Knowing what an animal is used to allows me to better serve them so that they can remain calm and collected while you are away, or how best to approach play, walking, bathing, etc. So that they are happy and properly enriched each service.

Sitter Profile Image: Katelyn R.
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Katelyn R.
from
$20
per visit
25 years of experience
Plymouth, WI, 53073

About: I have always had animals around in my life. Overall, I have had the pleasure of having 8 dogs, 2 rabbits, 2 guinea pigs, 1 hamster, and lots of fish (both freshwater and saltwater). Additionally, I have had the opportunity to care for the cats of family members. I have experience with: -Positive Reinforcement Training -Leash Handling -Muzzle Usage -Reactivity Training Guided by Licensed Animal Behaviorists -Veterinary Medication Administration Currently, I have one dog, Josie, who is an Australian Shepherd/Blue Heeler Mix. Josie is dog reactive, and I have spent an extensive amount of time working on her training and care. I am currently available to provide pet care Monday-Thursday from 4:30 pm - 9:30 pm. Oftentimes, I am also available to provide pet care at any time on Saturdays or Sundays. I have availability at any time during the day during these days in July 2026: 7/10, 7/11, 7/18, and 7/31. Since I have a dog at home who is anxious and reactive, I am not able to care for your pet in my own home; however, I would love to care for your fur baby where they are most comfortable -- in your home or in your neighborhood. I typically arrive with small treats in a pouch to share, ensuring my greeting is always positive. While at your home, I will ensure your pet receives exercise/play, multiple potty breaks, and refill water/food as needed. I believe in positive reinforcement, ensuring my interactions with your pet are always kind and respectful.

Sitter Profile Image: Madison H.
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Madison H.
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
3 years of experience
Random Lake, WI, 53075

Madison was thorough, professional, thoughtful, and went above and beyond! She was great with our pups and made sure to communicate throughout her visit. Madison is definitely at the top of out list for future needs!

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Katie P.
Sitter Profile Image: Aiden B.
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Aiden B.
from
$25
per visit
15 years of experience
Sheboygan, WI, 53081

About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Kohler, WI, 53081

About: I have walked dogs for neighbors and friends for decades and also owned dogs including 2 senior rescues. My experience is with all types of breeds and ages. A happy dog starts with an exercised dog and I love to get outside too! I am a bartender so I have a very flexible schedule and can do mornings, afternoons or evenings. I am also available for last minute bookings. As your dogs caretaker their happiness is my biggest concern. Fresh water, soft warm bed, food and plenty of exercise are in always provided and cuddles if wanted.

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The median cost per visit for pet sitting in Oostburg is $20

Pet parents share their Rover experiences - Oostburg

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5.0 out of 5 stars

Melissa hadn't met the dogs prior to coming. She was able to take both dogs out with little issue. One of our dogs is skittish and she was able to get her out. She communicated well.

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Jessica K.
Drop-In Visits
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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

Sitters in Oostburg average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Oostburg

Frequently asked questions about Rover

As of July 2026, there are 487 sitters on Rover offering Pet Sitting across Oostburg. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oostburg stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 95% of sitters can help with special care needs
  • 98% 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.

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.

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