Dog Sitting Pleasant Prairie
Book a Pleasant Prairie dog sitter to watch your dog in your sitter’s home or yours.
Over 91 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’ve worked hands-on with animals for over 12 years through shelters, rescue organizations, fostering, and TNR work. I’ve cared for everything from neonatal kittens to senior and special-needs animals, including medication administration and post-op recovery care. I’m calm, reliable, and experienced with animals that may be nervous, shy, energetic, or need extra patience. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away. With my current work schedule, I’m available early mornings (5–6 AM) before work, again around noon, and throughout the evening. I make pets a top priority and can also provide late-evening check-ins to help pets settle in comfortably for the night. Based on your pet’s normal routine and comfort level, I can accommodate leash walks, supervised backyard time, or longer walks and exercise as needed.
About: Worked at a few veterinary hospitals when I was younger. Pet sitting fits my busy mom life and I adore it. Super comfortable with any kind of animal and able to administer medication (even i.v) properly. Also able to recognize any signs of illness or injury in pets while you are out. This is all I do. Giving these pets all of my attention and professionalism is part of my everyday routine. Knowing they are with someone like me will make your day easy. I’ll care for your pets in your own home. This way they are very comfortable in their own environment. Safety and affection are my priorities while they are in my care. Whether it’s a potty break or a walk or even just a check in, they’ll know they are cared for.
“DeeDee did very good with Sandy, which says a lot about Sandy. She allowed Sandy to pet her, and she sniffed Sandy, which is huge for DeeDee. Deedee is very skeptical of anyone, and extremely timid, so her to open up so quickly makes me so happy. Next trip, will be planned around Sandy’s availability.”
About: My family used to own 7 dogs when I was a preteen! 6 were chihuahuas and one was a pit bull, so I feel comfortable with any dog size. I would feed, walk, wash, and play with them. Now, I help my friends with their dogs whenever it’s needed. I know when they need space and when they want to be playful. I have a lots of energy, so I can ply with your pup for a long time! I’m a full-time student and work part-time for two days a week, but it only takes up in the morning. On any day of the week, I am available at any time after 4pm, and before 11am except on Tuesdays, Fridays, and Sundays. I’m always observing, partially because of admiration, but also watching out for any signs of discomfort. I can recognize when they need space, are uncomfortable, anxious, or threatened. I’m cautious when it comes to interactions while walking and will walk across the other side of the street from another dog for precaution.
“Hannah was professional and responsive throughout the visits for our plethora of cats. She successfully navigated a power outage at our home and took the initiative to fill water bowls after their bubbler lost power. She communicated throughout the visit and did a great job, our cats were in good hands!”
“My baby had such a good day with Kyleigh! It was my first time leaving him home alone to go to work and her care for him calmed my nerves. She visited him three times and my puppy had no issues, absolutely loved her! She sent me pictures that made my heart melt! Highly recommend Kyleigh!”
About: I have cared for dogs and cats of all sizes and temperaments throughout my whole life. I have some experience assisting pets recovering from surgery, that require specific/scheduled care, and those who are physically healthy, but perhaps are just very slow to trust. I am more than happy to meet your pet where they are, and to assist with their needs as much as you are comfortable. Due to seasonal lay-offs at my workplace, I am currently available all throughout the day. I am happy to make trips throughout the day if needed, and/or multiple days throughout the week. I take my dog for regular walks, and am happy to do the same for yours. I also do my best to present a calm and controlled energy with animals, in an attempt to let them grow more comfortable with me at their own pace. I am prepared to be patient if your pets are more shy, and playful if they are more energetic and friendly. Every dog and cat is different, and I do my best to match their energy and respect their boundaries, while ensuring I am also meeting their needs.
“Michelle has been excellent ! We are so fortunate our Mabel had such awesome care and attention . We felt very comfortable having Michelle in our home and spending time with our best girl ! I highly recommend Michelle to anyone who loves their pet(s) and wants the security of knowing they are loved and cared for 1,000% of the time . I was nervous to use Rover as I am first time user . Michelle made it so easy and comfortable .”
About: I've taken care of dogs my whole life. I know every dog is unique and needs unique care. I want to make sure your dog is treated with care and understanding while you're away! I have experience giving oral medications (both pills and liquids). I currently have an open schedule for summer! Whether you need a dog walk or multiple visits for feedings while you're away, I've got you covered! I want to build a trusting relationship with you and you're pets. For home visits, I will take time to ensure your pet is eating and drinking well, make sure litter boxes and crates are clean, and each pet knows I'm there to make them feel safe and loved. Is you're pet a little shy? No worries! I'll give their privacy after making sure everything is taken care of.
About: I’ve been around dogs my whole life. I’ve been a dog owner of large, medium, and small breeds for years. I used to work at a veterinary clinic so I spent my days and nights with dogs! I currently work part-time so I’ll have plenty of time to spend with your pup. Just message me and I’ll see if I have availability! I’m able to adapt to any situation. If your dog is on a schedule or has any requirements then I’m more than willing to follow it/them!
“Declan clearly dedicates his time making sure our dog is mentally and physically engaged during his visits, which is not an easy feat with an energized 6mo lab! We are very grateful to have an enthusiastic and experienced handler like Declan around.”
“We had an outstanding experience with our Rover sitter: Sarah and couldn’t be happier with the care she provided. She was punctual, professional, attentive, and genuinely caring with our dog from start to finish. Her communication was excellent, and it gave us great peace of mind knowing our pet was in such capable hands. She went above and beyond to ensure everything was taken care of, and it was clear she truly enjoys what she does. We would absolutely book with her again and highly recommend her to anyone looking for a reliable, trustworthy, and compassionate pet sitter. A well-deserved five-star experience!”
About: I can’t remember a time in my life I haven’t been around animals. I’m comfortable with any animal big or small. I’ve owned hamsters, mice, guinea pigs, rats, dogs, cats, and many other pets. I volunteered at a cat shelter for multiple hours a week for over 5 years. I have fostered 13 kittens, some as young as a few days old. I now live with a dog, four cats, and too many small pets to count. I have pet-sat for friends and family, I ride at a barn, and I do little bits of training with our dog and cats. I am comfortable clipping cat nails and grooming. It makes no difference to me if the pet is young or old, big or small; I love them each. Save for Tuesday mornings and afternoons, I am available weekdays and weekends. My Friday and Saturday nights are not always free, but there can be exceptions. I’m a nature-loving girl, so I can take your pet on walks around your neighborhood or a park you know and love. I’m willing to play fetch or help keep your pet up-to-date on practicing its tricks and training. If your pet is the cuddling type, I can do so as well, and if it likes adventure, I have traveled all the way to Montana with my cat in the car.
About: I’ve cared for a variety of pets of all ages, from energetic puppies to independent cats. I am comfortable caring for senior pets, ensuring they get the proper attention and care they need- as long as instructions can be provided to maintain routines and medical needs. I treat every pet as if they were my own, providing gentle care, companionship, and a safe environment. Wether it’s keeping up with a puppy, a shy cat, or providing extra comfort for an aging pet, I would be honored to be trusted with your furry family members. I currently am a full time Software Engineering student at Loyola University! Currently, most of my coursework is online other than Tuesdays and Thursdays. This limits my availability on those days for additional pet care. My flexible online schedule allows me to dedicate plenty of time to care for pets throughout the week, ensuring they receive attention and care they deserve. I can easily accommodate feeding schedules, playtimes, and check-ins, making pet care a natural and enjoyable part of my routine. I provide a safe, comfortable, and pet-friendly environment for all animals in my care. My home has a large yard with fencing where I can comfortably walk one’s pet outdoors while remaining safe. I have two cats and one dog in the home, so I do carefully manage introductions and limit interactions if needed to ensure all pets are comfortable. For dogs, I can crate or pen if needed, providing them with personal space, or allow them to roam safely on a leash outside while ensuring they are well cared for inside. For cats, I prioritize an stress-free environment, providing personal space and ensuring quiet areas to retreat to. I understand feline body languages and can understand shy, playful, or independent cats to ensure their comfort.
About: I grew up with pets, I have 3 dogs my oldest one is 11. I watch over a friend's dogs as of right now. I'll be able to walk your dog however long you would need me to and make sure they have water and are fed if needed. If there's any messes I see around I'll clean them up. My friend has a cat and I love going over to his house to pet her. she's grown a liking to me and I have to her as well, I give her treats time to time and pet her a lot. I don't know how to clean a litter box. but I can definitely give your cat some quality time and play, feed the cat and make sure they have water. I always make sure my pets have water, especially after a walk or if it's a hot day out. Love to play with my dogs and lay with them in the couch.
About: Hi! I’ve cared for pets for years through feeding, walking, playtime, and providing companionship. I understand that every pet has unique needs, and I strive to make them feel safe, loved, and comfortable while their owners are away. I currently work part-time, which allows me to maintain a flexible schedule and dedicate quality time to the pets in my care. I strive to provide reliable, attentive care through walks, playtime, feeding, and plenty of companionship. Your pet’s safety and comfort are my top priorities. I have a secure, fenced yard where dogs can play and exercise safely. I also have young children in the home who have been taught to be gentle and respectful around animals, helping create a loving, family-friendly environment for pets in my care.
“Faith was a fantastic pet sitter! She communicated really well & kept our pets very well cared for while we were away. Faith went above & beyond by cleaning out food dishes & guinea pig crates. She even got our piggies a new water bottle! We will definitely be booking with Faith again in the future. Thanks Faith!”
About: I’ve been caring for my 17 year old puggle since the 3rd grade. I also have experience with big dogs, as I had a mastiff too! I’m skilled in walks, baths, feeding, and cleanups, and I treat every dog with love, care, and patience. I have experience with many different dog personalities, as my household has fostered dogs for a couple years now too! No matter the size, your pup will feel at home with me! I’m a college student at American University. My class schedule this spring allows me to be available everyday around 3! So I have a flexible schedule allowing me to easily work around your dog’s needs. Whether it’s walks, playtime, or feeding, I’ll make sure your pup gets the love, time, dedication, and care they deserve! I can provide pet care in your home, and depending on your preference, or your pups! If I care for your pet in your home, I’ll stick to your routine and ensure your dog feels comfortable and loved while you're away. I focus on giving lots of attention, play, and care, just like I would for my own dog!
The median cost per visit for dog sitting in Pleasant Prairie is $20
Dog parents share their Rover experiences - Pleasant Prairie
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 ❤️
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?
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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 dogs like family
1. Search
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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 Drop-In Visits - Pleasant Prairie
Frequently asked questions about Rover
The average cost for Dog Sitting in Pleasant Prairie on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 3,028 sitters on Rover offering Dog Sitting across Pleasant Prairie. 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 Pleasant Prairie 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.
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 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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
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:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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 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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