Dog Sitting Pleasant Prairie
Book a Pleasant Prairie dog sitter to watch your dog in your sitter’s home or yours.
Over 89 pet parents in Pleasant Prairie have booked dog sitting
Pleasant Prairie, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.
“Veronique was wonderful with my two huskies- I am always super concerned when I leave them alone & stress over their care. She was great at keeping me updated, sent me consistent updates, photos and videos. It’s important for me that my dogs connect with their sitter and it seems my two connected very well with Veronique. I’d absolutely recommend her and would totally book future sitting appointments with her. Thank you much for caring for my big boys 🐶 🐶”
About: Hi! My name is Savanah :) I have been a dog owner for about 15 years. My current fur babies I have had for 6 years. I have a Keeshond dog (Nykee) and a Maine Coon cat (Thunder). I've stayed with various friends and family dogs for weeks at a time. Just recently, my sweet dog Nykee had to have a 6-inch tumor removed from under his armpit. It was very traumatic for him. They had to shave part of him and he was in so much pain anytime he moved at all. I found a natural way to help heal him and slept on the floor, petting him the entire night. It broke my heart to see him in so much pain. I would do anything to help him feel better. Thankfully he has healed and now living his best life. I promise to love your dogs that are so much more than pets. My promise to you is to love them like family. I am currently working part-time as a photographer. My schedule is very flexible. I am available to stay over at your home to always be around for your pets. I understand also that things can come up quickly and I am available to stay short hours or long night(s). You can contact me as soon as you know you need a sitter ♥️ I am very flexible. I care for my sweet pets by feeding them and making sure he has a full water bowl. I take him for walks early in the morning because he has a lot of fur and I don't want him to get overheated. I also let him sleep in my room, but I always have his fan running to keep him cool as well. He loves to lay by his fan, and I will play him the ukelele too. I take him for car rides too because he loves being in the car + I do give him puppy-chinos from Starbucks :)
About: I am a responsible college graduate in the northern suburbs of Chicago that loves spending time with all animals. I have been taking care of pets since I was 10 years old. I have been around various types of pets, ranging from hamsters & guinea pigs to chihuahuas & Great Danes. I grew up with dogs of my own and I have watched family & friends dogs to make some extra side money. I have experience being around dogs of all sizes. I am kind & loving, but firm when required. Dogs generally take to me quite well. I am a responsible adult who takes the obligation to care for your pet very seriously. I will provide your cat(s), dog(s), and other pets you may have the care they will require while you're away right in their own home! I enjoy spending time outside for exercise so your dog will get plenty of walking time with me. I will give your pet plenty of attention & take meticulous care of its needs. I will treat him or her as if it were my own. ❤️ With my service, you will be stress free with being assured of a reliable and responsible service. As a pet owner you are often faced with that dilemma of what to do with your pet(s) when you need to travel away from home or even just the daily things that come with owning a pet. My main goal is to provide that loving & personal care for your pet(s). My service is here to see that your pets are happy campers meaning, they are happy in their own home where they feel safe & secure! I understand that it can be inconvenient to take your pet(s) to a daycare, kennel and or having to leave them with family or friends. This is why I am in this field of business and will provide you with that reliable, responsible and secure pet sitting service; which in turn will not only have your pet(s) feeling safe and secure but also you as well while you are away. All you have to do is let me know what will need to be done in order to make your pet(s) happy and don't worry as I will take care of the rest! To learn more about my services, just contact me. Currently I am looking for a part-time job working with animals. Therefore, I have plenty of time to love on, & play with your pups! Snuggling up together on the couch & watching some classic throwbacks on a rainy day are my favorite go-to. When the sun is shining bright, time outdoors is a must!!! 😊
“Teri is calm, caring, and patient. She was willing to put in the time needed to win over my young and nervous shepherd. I have no problem leaving her with my three dogs in my home for a week. I know they will be well taken care of.”
About: 10 years experience I’ve taken care of dogs of all sizes since I was a teenager. I also take care of my own pup. I have trained multiples of dogs and my own is extremely well behaved. Neighbors, Friends, Families, Strangers all have relied on me to walk, train, feed, give shots, play with them. I am a videographer with free time. I am a dog dad myself. Long walks in the park are already a part of my schedule. I’m a hiker/ runner so if your dog needs exercise I can provide that Does your dog have a favorite routine walk I can help maintain that while you work/vacation. Etc. I can play tug of war as long as your dog needs. Does your cat love chasing a feather? I’m quite capable of getting them active.
About: Hola Soy Yuliet cuidador de mascotas apasionado y responsable. He crecido rodeado de animales y tengo una conexión especial con ellos. Mi hogar siempre está abierto para los peludos que necesiten un lugar seguro y divertido donde quedarse.mi compromiso es seguir las instrucciones que me des para mantener la rutina de tu mascota asegurándome que los peluditos reciban mucho amor y atención. Si prefieres que tu mascota se quede en su propio hogar, puedo hacer visitas diarias para alimentarlo y jugar con él. No dudes en contactarme para tener la satisfacción de compartir un rato con tu mascota. Actualmente trabajo pero también tengo disponibilidad en semana y fines de semana para cuidar de tu mascota, puedo ir hasta tu casa pasearlos y compartir un rato agradable con ellos. En mi casa hay un peludito y un Michi que son una ternurita, y también un espacio agradable y zona de jardín para brindarle estadía a tu mascota.
About: I've taken care of pets from as earliest as birth and into their elderly years, since I was 8. My family would occasionally breed our American Akitas. I've trained them, bathed them, cleaned up after them, and administered medications. They are a ton of work, but always worth the effort when we saw them finally meet their forever homes. I am available for whatever service you need, except for boarding, most days of the week except Thursdays after 2 pm, Fridays, and Saturdays before 2 pm. I am unable to care for your pet at my residence. We have 5 dogs here currently and I wouldn't want to overwhelm your pet with so many new faces. I am more than willing to be as accommodating as needed to care for them in your home, walking them, or simply letting out for a potty break.
About: I am a dog lover, I’ve had many pets throughout my life. I had a dog named Bella for 12 years so I have a lot of experience with dogs. I’ve also had other family members ask me to watch their dogs. I potty trained her and thought her tricks and I can do the same for your dog. I love dogs and I will make sure your dog is well fed, walked and given enough affection while you are away. The neighborhood I live in has great places for walks and dog parks as well. I look forward to meeting you and your dogs in the future have a great day.
About: I have been caring for dogs almost as long as I have been alive! I am available in the afternoons during the week, and anytime on the weekends. I can care for your dog as little as a short home visit, or a nice outing at the park. Your dog’s safety is a MUST in my book and always my first priority. Anything that could possibly put your dog in harms-way will not be tolerated. When it comes to long stays away from your dog, I highly encourage communication in any shape or form. My phone will always be in arms reach when it comes to taking care of one’s dog. Overall, I can guarantee your dog will always feel safe and loved while in my care.
About: Hi my name is Dorota. I have been a dog mom for almost my entire life until recently when my dog, Patches, passed away. Although my husband and I decided not to get another dog, caring for dogs is still a passion of mine. My husband and I are very active and go on long walks almost every day, which means exercise will be a regular part of your dogs day! I am a very flexible person so your dog will be able to keep the same exact schedule that they have at home, so that they can be as comfortable as possible while living with me. I also have a lot of experience taking care of older dogs, giving them medicine, and whatever else they may need. Dogs are part of the family and when they stay at my home they'll feel like family! Please contact me if you think I would be the right fit for you!
About: Growing up I had a dog and cat so already have experience plus I have dog sat for numerous of my parents friends and have always gotten good feedback from them. I am currently taking a semester off from college to work and save money I work at a daycare part time and am looking for extra ways to make money! I cannot do it at my home due to staying with family but being at your home the pets already know the environment and won’t need to learn anything and will be comfortable in a place they know.
About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.
About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.
“This was our first time using Rover for our 2 frenchies and Melanie was so awesome!! She asked clarifying questions when she wasn’t sure about something, sent the cutest pictures and provided detailed updates after every visit. Normally I feel guilty leaving the dogs home when we travel but they looked very happy and with her updates I knew they were being well taken care of. We will definitely be using rover and Melanie’s help again in the future!❤️”
About: I've had a love/passion for dogs since I was born into this life. Growing up, I've always had a dog in the house, so it easily became the norm for me. I have experience with a wide variety of breeds, including doberman, pitbulls, great dane, labs, boxers, beagles, and mutts. I truly love them all. I'm open to taking care of all breeds. I don't discriminate! One thing I will note is that I specialize in high energy/working dogs and am very familiar with larger breeds. Just to give you a quick example, I raised a Doberman from a puppy which led to me learning A LOT throughout the process. Doberman are a working breed and require plenty of mental and physical stimulation & I think I cracked the code! I’ve developed a deep understanding of what high-energy dogs need to thrive. I'm good at stimulating their minds, keeping them active and most importantly, happy. I'm not a certified dog trainer, but I do understand the importance of balancing their physical and mental well-being, and I'm dedicated to ensuring each dog has a great time with me! I'm very engaging and mindful, so whatever your dog may need, whether it's staying active outside or relaxing at home, I will do my best to provide. That's a promise. When it comes to availability, I am free at the moment. You can contact me any time and I will get back to you asap. I will make sure you feel comfortable with leaving your pets with me. To ensure you of this, I will send you daily photos & videos to show you how good of a time they're having! Also, you can give me a call ANYTIME. I know what it's like to drop my dogs off at a pet sitter's house, so my job is to give you the relief of knowing that your pets are in great hands. I can guarantee you this🙂
“Tania was great with my cats. She was communicative and she played with them. It's never easy to leave your pets behind, but Tania was caring and made me feel better about leaving. My cats really liked her and we will book her again!”
About: It all started out with my love for animals when I was younger. I started out my career in grooming than transferred over to a veterinarian assistant and became a veterinarian technician. I have over 8+ years experience with dogs and cats in the professional setting. I also have two dogs and one cat of my own that I love dearly. I currently got laid off my day job so I’ll have plenty of time to hang out,play,walk, give treats etc. Thank you for reading my profile. I won’t be offering in my home services due to my animals. When it comes to your pets I will play, walk, feed, kennel ect. Per your instructions
The median cost per visit for dog sitting in Pleasant Prairie is $20
Dog parents share their Rover experiences - Pleasant Prairie
Stephanie has been great! This is the second time she's watched my greyhound Chuck in 3 weeks now. She's very communicative and even once was able to change his food on the fly (he's having some belly issues) while I was out of town. She has the utmost concern for the animal's well being. 10/10 would recommend and will definitely be booking again.
Stephanie has been a great drop I sitter for our dogs. She is responsive and patient with our younger girl who is less social. We crate while at work but I am traveling a lot for work so its too long with me not there. So Stephanie comes in 1x some times 2x on the days we need to let them out, play with them and give them some attention. We will continue to use her services!
Rosanna is so kind & professional and her love for pets genuinely shows. This is my third time using Rosanna to look after my dog & will certainly be using her again when needed. It’s always tough to have to leave your pet, but knowing they are in such great hands brings so much relief. THANK YOU ❤️
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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.
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How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for dog sitting - Pleasant Prairie
Select a filter and find qualifying sitters offering dog sitting.Sitters in Pleasant Prairie average 6 repeat dog sitting clients
FAQs for Dog Sitting - Pleasant Prairie
Frequently asked questions about Rover
The average cost of Dog Sitting in Pleasant Prairie is $28 per visit as of October 2026. Most bookings cost between $17 and $33 per visit. On Rover, 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 2,925 sitters on Rover offering Dog Sitting across Pleasant Prairie. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 Pleasant Prairie 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!
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 .
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Pleasant Prairie with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Pleasant Prairie. On Rover:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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.
sitters on Rover set their own , 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.
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