Dog Sitting Pleasant Prairie
Book a Pleasant Prairie dog sitter to watch your dog in your sitter’s home or yours.
Over 101 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: Throughout my childhood I have owned and raised dogs of all sizes. I also have experience with working at a barn where I gained hands-on experience with daily animal care routines and ensuring the well-being of many animals including cats. I genuinely love all animals and enjoy taking care of them. I am a college student returning home for the summer and I’m planning to make pet care my full-time focus. I have a very flexible schedule and can be available most days and times. I’m responsible, reliable and committed to making this my top priority. You can count on me to be consistent and dependable when caring for your dog. At home I have three large dogs and a fenced in backyard for my high-energy dogs. My dogs are fed twice a day and receive daily vitamins and medications with their meals.
“This was the second time that Swagata took care of Jojo. She's truly amazing with Cats!! She came for drop-in visit, she followed all the instructions and also spent some playtime with Jojo... I was so glad that she did... I will 100% recommend her if you're looking for a caring pet sitter...”
About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!
About: I’ve had dogs my whole life, from the puppy years all the way up to saying goodbye. I have many years of experience in handing dogs and caring for them. Throughout the years I have dog sat neighbors and friends dogs. Leaving a family member behind is hard, for both you and your pet, I am here to eliminate that stress by making sure your pet is well taken care of while their human is away. I have a pretty open and flexible schedule and will be able to work out times that best work for you and your pet! I do have a fur baby of my own, but my parents love watching him😊 When it comes to the safety of your pet, I take this very seriously. I only give treats/toys that you approve. If there are special accommodations your pet may need, please let me know before meeting so I can come prepared! I am very open minded to discussing anything that I can do to better care for your pet!
“Hailie has been great taking care of my cat Mr. Grey at home while im away for work. She is very honest and easy to communicate with, very responsive and respectful. Definitely recommend hailie to other pet parents!!!”
“Heidi did a great job taking care of our cat Diego while we were out of town. She went out of her way to learn all about him (and visit) before we left. She made us feel so comfortable and confident that”
“I’ve used Jessika’s services a few times now and she’s always been so amazing with my boys. I genuinely get sad when she’s not available to watch them because they just adore her and are so comfortable with her. She gives them lots of attention and leaves very helpful visit notes so I know exactly what’s going on when I’m gone. I highly highly recommend her for anyone who needs a pet sitter!”
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.
“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 started dog sitting my freshmen year of high school and quickly grew my business as people heard about my service. I am dedicated to making both you and your pet feel comfortable while separated. I am currently a full-time college student, so my hours are strict. I am free most weekends and will be available for drop-ins during the weekdays and can spend the night if needed. I will stick to the routine your pet knows best and ensure they are given plenty of love and attention while you are away. I strive to go above and beyond so that you come home to a happy pet!
About: I absolutely love animals! I have had several dogs throughout my life and I grew up sitting for everything from dogs, to cats to rabbits. Ive had experience caring for dogs & Cats of all ages. I care for them like they are my own by providing love, care, belly rubs, extra cuddles, & exercise while their families are away. I have experience in administering medications when needed and following any dietary requirements as instructed. I have experience in puppy care. Crate training, pad and outdoor potty training and basic commands I work from home so I am available to care for your pet, any time 7 days a week if needed & take multiple walks No pet sitting services will be provided in my own home. I will be happy to provide pet care in the clients home if needed.
About: I have had pets all my life and love pets of all kinds! A dog owner forever, I am a recent cat lover and am happy to help your furry cats as well. I have experience in quick visits and long-term care for dogs and cats! I work on a school schedule, so I am available all evenings and weekends! I can always do morning care as well prior to the start of my work day. I have a friendly dog and cat who get along with all animals. I am able to crate your dog or provide a secluded space if needed! A private dog park is on my property.
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.
About: I grew up with lots of animals and have been helped people with there animals and know how to take care and stay on schedule I mostly work afternoons which are typically 8 hour shifts. I can wake up early, and also stop by late at night. I usually am not busy in the morning or on weekends. I currently have a fenced in yard with a pool, so I know how to guide your dog around areas that maybe aren’t the best for them!
The median cost per visit for dog sitting in Pleasant Prairie is $20
Dog parents share their Rover experiences - Pleasant Prairie
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 ❤️
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.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pleasant Prairie sitters!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 June 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 June 2026, there are 3,174 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:
- 92% 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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