Pet Sitting Oostburg

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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: Samantha C.
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Samantha C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Samantha is awesome! My cats came out and let her give them treats and cuddles so they obviously liked her :) Looking forward to working with her again soon!

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Samantha B.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
7 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: Kathryn S.
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Kathryn S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
165 reviews
34 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: Allison K.
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Allison K.
from
$15
per visit
5 years of experience
Sheboygan, WI, 53081

About: Ive taken care of family friends dog growing up and got my first dog (a Siberian husky named Honey) in 2024. Three months after getting her I started fostering dogs and have fostered 11 dogs since. I love dogs they’re so smart and I like to do obedience training and games with them. I work remote during the weekday so my schedule is very flexible. I can do lunch drop ins. And be available for walks in the morning and evening. Since my schedule is flexible I can care for dog for bathroom breaks during lunch. I’m also a very active person so if you have a more active pup I can take them on long walks or runs.

Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
15 years of experience
Sheboygan, WI, 53081

About: I grew up on a hobby farm for the first 20 years of my life. On that farm I cared for various dogs, cats, horses, goats, chickens, peacocks, bunnies, fish & more. I have cared for and pet-sat all of these animals & more since I was 10-years-old. I have experience administering shots & giving oral medication as well as grooming dogs, goats, horses, cats & even chickens! I also offer grooming & nail trimming services for an additional price if you so wish. I started showing dogs, horses, goats & chickens in 4-H when I was 10 & started showing dogs through the American Kennel Club (AKC) when I was 12-years-old. I’ve been a member of the Sheboygan Dog Training Club for over 5 years. My dogs & I have trained & shown in Obedience, Rally, Showmanship, Confirmation, FAST Cat, Fetch, scent work & more. No matter how much time I spend with my dogs & others, I can’t get enough. They are one of my greatest passions! <3 Every day, I wake up at 6:30am to let my dogs outside to go potty, & play then feed them. We take about a 30-minute walk before I go to work. I get to work by 8am Monday-Thursday. On my lunch break, I come home to let my dogs out & walk them. My husband and I get done with work at 3:30pm (home by 4pm) each day to let the dogs out again. We then walk & feed the dogs once more in the evening. They go out for the last time in the evening anywhere between 10pm-12am. (My husband is a night owl!) My husband & I have a fenced in yard at our home & 3 dogs of our own to keep your dog(s) company. My dogs are crate trained & can stay in our dog room in our basement if your pet(s) prefer not to be around ours. They can also all be let out & walked separately. I have a fairly flexible job in case of emergency where I may need to leave early. I can send updates & photos daily if that is what you’re interested in or let you have a quiet, uninterrupted vacation.

Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
50 reviews
15 repeat clients
10 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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
407 reviews
144 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy is amazing and always so accommodating! I'm always making last minute changes and really appreciate her flexibility in coming to check up on Waffle.

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Amy L.
Sitter Profile Image: Natalie G.
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Natalie G.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Sheboygan, WI, 53081

Natalie was wonderful with my 2 little boys!! The day before she was to come I had to change the times and she was so accommodating. She also sent pictures, which I loved! I will definitely contact her again to help!! :))

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Christine H.
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: Deborah P.
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Deborah P.
from
$13
per visit
5.0 out of 5 stars
4 reviews
6 years of experience
Sheboygan, WI, 53081

About: I have high availability and recommended all the time by word of mouth. Pets aren’t just pets. I treat my clients’ pets as if I’m caring for a family member. I don’t currently have a full time job so this will give me more flexibility in my schedule. I also don’t have my own pets, which means I have more time to care for other pets. When petsitting in the pet’s home, I make sure to ask lots of questions about the pet’s habits, food schedule, normal potty schedule, and home security questions. I want to make sure the pet is comfortable and the care is seamless for the pet and owner.

Sitter Profile Image: Taylor D.
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Taylor D.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sheboygan Falls, WI, 53085

Taylor was very helpful when our carbon monoxide detector went off during her pet visit. We appreciated the communication to help us resolve the unexpected event. All while she took good care of our cat!

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Kyla D.
Sitter Profile Image: Jesus K.
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Jesus K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
6 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: Travis P.
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Travis P.
from
$30
per visit
5.0 out of 5 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

About: 🐾 Welcome!🐾 Are you searching for a loving and caring home away from home for your furry friend? Look no further! With over 14 years of experience, I've been proudly welcoming dogs into my home, treating them as if they were my own. 🐶 Meet the Pack: We're a household of two adorable yellow labs who are always eager to make new friends. Our dogs are not just pets, they're family, and they can't wait to share their playtime and cozy naps with your pup. 🏡 Home Sweet Home: Your dog will feel right at home in our comfortable and dog-friendly environment. Whether it's exploring the backyard, lounging on the couch, or enjoying belly rubs, every pup gets personalized care and attention. ❤️ Passionate Pet Lover: As a lifelong dog enthusiast, I've cared for dogs of all shapes and sizes. From energetic pups to gentle seniors, I love them all! Rest assured, your dog will be treated with the utmost love, respect, and affection. 📸 Stay Connected: I understand the importance of peace of mind while you're away. That's why I'll keep you updated with photos and messages, so you can see just how much fun your dog is having during their stay. 🐾 Book Now: Ready to give your dog the ultimate vacation experience? Let's schedule a meet and greet to ensure it's a perfect fit. Your dog will thank you for the adventure! 📩 Contact Me: Feel free to reach out with any questions or to book your dog's stay. We can't wait to welcome your furry friend into our pack! Looking forward to wagging tails and happy memories together! Travis 🐾 I have had the pleasure of growing up on a farm surrounded by around animals my entire life. My family has owned many gorgeous retrievers that I fell in love with and took care of. I’d be in charge of walking, letting them out or dog sat for the weekend once I was older. Growing up this way has been a positive learning experience that lead me to be a great dog owner. 10 years ago I adopted Sadie, my first baby. She’s a beautiful lab mix. I have learned so much in the last decade about training dogs. I’ve taken puppy training class and still use a lot of that knowledge till this day. Sadie is extremely well trained and if I could I would 100% be a dog trainer. I’m not a dog whisperer but I definitely have a good understanding of how to handle pups and adult dogs. Dogs are easily my main love, but all animals have a special place in my heart. I value the connection and constant love they show towards their owners. I treat my dog like my daughter and would love to have have more one day. It would be a pleasure to care after your family member. I work full time M-F, with the ability to stop at home during the day. Also my wife is home most Mondays, Thursdays, and Fridays. So we work together to let the dogs out at appropriate time and keep them on their feeding schedule. Weekends are fun times with plenty walking, hikes, swimming, and dog parks if the owner is comfortable with us doing so. We go for two to 3 walks a day with our playful lab pups. We always have dogs on leash, and we have multiple kennels for our dogs if needed.

Sitter Profile Image: Casey V.
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Casey V.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
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: 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: Shannon G.
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Shannon G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
18 years of experience
Sheboygan, WI, 53081

About: I have owned and operated PawSau Pet Sitters in Wausau Wisconsin since 2017. We recently moved to Sheboygan and I've decided to team up with Rover, operating under Leash by the Lake. I'm an insured and bonded Pet Sitter, certified through Pet Sitters International (2020) and The National Association of Pet Sitters (2026.) I'm a very active walker and can take up to three dogs at a time (one household per walk.) I have extensive exoerience with all household pets from puppy/kitten to seniors. I also have a special interest in exotic pets. I have references from my former business to share and always offer a complimentary meeting when requested. Thank you for your consideration! Please see my availability for a rotating schedule for availability for dyop in care and walks. If not previously booked, house sits will have open availability. I only house sit for one home at a time. I am comfortable caring for pets with all temperaments as long as there is a safe way to do so. I am comfortable using a gentle lead, harness, pinch collar and muzzle .

Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per visit
4.9 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Plymouth, WI, 53073

Kayla was great! She was super reliable and friendly. I appreciated getting her daily updates about my kitties. It really put me at ease knowing they were in good hands!

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Lindsey M.
Sitter Profile Image: Katelyn R.
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Katelyn R.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
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: 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.

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

Dog 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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Sitters in Oostburg average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Oostburg

Frequently asked questions about Rover

As of September 2026, there are 452 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
  • 97% can help with giving oral medications or injections
  • 97% 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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