Pet Sitting in 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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Top rated Oostburg pet sitters

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: 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
$13
per visit
5.0 out of 5 stars
24 reviews
5 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: Kathryn S.
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Kathryn S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
155 reviews
31 repeat clients
30 years of experience
Sheboygan, WI, 53083

Kathryn is a dependable, capable and thorough dog sitter! She provided detailed information about my dogs while I was away, which made it a worry free get away for me. My dogs are pups and needed to be taken care of at specific times and Kathryn was punctual. She also cleaned the dog yard before I came home, yea! Best yet, the dogs seemed to like Kathryn.

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Susan M.
Sitter Profile Image: Laura R.
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Laura R.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 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: Casey V.
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Casey V.
from
$15
per visit
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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

My dog is not always the most enthusiastic with her dog sitters. But she was clearly pleased with her drop in appointment. I came home from a long day to a happy and satisfied pup. And really, she is the one who decides.

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Sarah K.
Sitter Profile Image: Cindy L.
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Cindy L.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
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: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
48 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: 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: 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.

Sitter Profile Image: Mya R.
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Mya R.
from
$10
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: 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

Kitty is very shy and always comes out to see Madison. I love that she actually spends time with him. I feel bad leaving him and am at ease knowing she will be there.

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Dena T.
Sitter Profile Image: Jadeyn S.
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Jadeyn S.
from
$13
per visit
10 years of experience
Sheboygan, WI, 53083

About: I’ve loved and cared for dogs my whole life. I had my own dog for 16 years, from childhood through her senior years, so I understand the responsibility, patience, and consistency dogs need at every stage of life. I regularly walked her and taught her commands like sit, shake, and roll over. As she got older and developed health conditions, I continued caring for her with patience and attention to her changing needs. I’ve also volunteered as a dog walker at the humane society and used to go with my mom when I was younger, which helped me become comfortable around dogs with different personalities and energy levels. I’m dependable, caring, and genuinely enjoy spending time with dogs. I always aim to make pets feel safe, comfortable, and well cared for while giving owners peace of mind. I’m home from college for the summer and looking for a fun, active way to spend my weekdays doing something I genuinely enjoy. I only work a few nights a week, so I have a pretty flexible daytime schedule for walks, drop-ins, and pet care. I’ve always loved being around dogs, so this feels like the perfect side job for me while I’m home. I enjoy getting outside, staying active, and spending time with animals, and I’d love to help give your pets some extra attention, exercise, and care during the day. When caring for pets, I always try to make sure they feel safe, comfortable, and cared for. During walks I keep dogs closely leashed, pay attention to our surroundings, bring water and waste bags, and make sure not to walk too far especially in hot weather or with older dogs. For drop in visits I make sure pets have fresh food and water, get attention and play time, and that everything is clean and secure before I leave. I also know how important pets are to people, so I’d always keep owners updated and send pictures when I can.

Sitter Profile Image: Danielle R.
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Danielle R.
from
$18
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
16 years of experience
Sheboygan Falls, WI, 53085

About: I grew up with pets in my household and have an a great love for dogs of all types! Although I do not own a cat of my own, I do love to play with cats, watching their curious eyes. I enjoy walking/running around with the dog to keep them and myself healthy! I am fairly flexible and am willing to come in and help out at even the oddest times of the day, I am very good at following directions, and pride myself in being thorough with my appointments. Your pet is very special to you, and deserves quality care when you can’t be around. Reach out to me if you need a new pal for your loving, furry member of your great family! Work full time but get up early to get a good dog walk in and the fetch or puppy pool time in the afternoon after work. I have 67-acres where your pet could run! A pond to splash in and a huge ball field for catch! One dog boarding at a time.

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: 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: 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: Nicole T.
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Nicole T.
from
$13
per visit
7 years of experience
Sheboygan Falls, WI, 53085

About: My name is Nicole, I have been a vet tech since 2016 and I worked in a doggie daycare for a year. I have 2 dogs and 3 cats of my own. I love animals and hiking! The perfect combo! Thank you for trusting my with your fur babies, I know how special they are to you, as they are to me too! I work a full time job, but aside from my fur kiddos I have no dedications that need to come above ur fur kiddos too! I will care for your fur babies just as if they were my own. I will treat the with the love and respect they deserve.

Sitter Profile Image: Makayla H.
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Makayla H.
from
$15
per visit
2.0 out of 5 stars
2 reviews
8 years of experience
Cedar Grove, WI, 53013

About: About me: I grew up with dogs my entire life in my families household, & had a cat for a short time. I showed dairy cattle for the local 4H in High School & loved cows so much I now have a degree in Agricultural Business. Nowadays, my boyfriend & I have 4 cats & I recently purchased my own horse that I had previously ridden for years. I have worked at a handful of doggy daycares, horse & dairy farms, & even a vet. Dogs: I love all breeds & sizes, & have dealt with pretty much anything you can think up- feeding, administering medications, walking, playing, dog fights, high energy pups, nervous dogs. I’ve trained my own pups basic tricks, & can help with keeping up on this while your fur baby is in my care. Cats: My boyfriend & I have 4 cats of our own- ages 17, 16, & 7 months. The best thing about cats is they all have their own unique personalities, & that goes to show in our household! With our senior cats I have had to give pastes, oral medications, & topical ointments. I am no stranger to feeding wet food, or doing daily litter box cleans! Horses: I have been riding/working with horses for about 7 years, & now work for my horses boarding facility part time. My duties at the barn include feeding grain, giving hay, blanketing, cleaning stalls, filling waters & basic tidying. I have worked with hot heads, to super sweet, & some that may just need a little more help with trust. Cows: I have worked on a handful of dairy farms, & worked closely with cows that became show animals for 4H Dairy showing. If you need someone to drop by to lend a helping hand on your hobby farm feeding, filling water, & basic check ins & love - you've come to the right place. I look forward to speaking with you about your animals needs! I work a full time job M-F 7am-330pm. My schedule stays busy with my two other part time jobs either after work or on weekends. I care for my cats daily & have at minimum three shifts at a horse farm a week. I am always open to speaking with animals owners to see how I can best fit in to help you & your pet! I provide care in your own home. I can stay at the home, or stop in & spend time with your animals as needed! I try to be flexible to meet needs, as every animal is different.

Sitter Profile Image: Leah A.
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Leah A.
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Fredonia, WI, 53021

About: I grew up on a farm in Wisconsin, so I’ve had a lot of experience with many different animals; cats, dogs, pigs, goats; you name it! Having just returned from an extended stay in Spain, I’m looking forward to helping families out with their fur babies. I currently live on an 11 acre, unfenced, property and am able to take in a dog or two for a few days. I’m currently working about 30 hours a week 2 minutes from my home. I may look for additional hours as a server, but for now I work 7-2:30 M-F I am able to do drop-ins or stay the night; however, I prefer to not spend the night. I can also keep a dog or two overnight at my house.

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Oostburg pet parents share their Rover experiences

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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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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
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  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 pet sitting in Oostburg is $20

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  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Oostburg average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oostburg on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Oostburg pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 474 pet sitters in Oostburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Oostburg pet sitters respond in under an hour.

Pet sitters in Oostburg have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oostburg.

Rover makes it easy to find Oostburg pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 474 pet sitters in Oostburg on Rover, so you’re sure to find the perfect match for your pet! In Oostburg, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.