Dog Sitting in Pleasant Prairie
Book a Pleasant Prairie dog sitter to watch your dog in your sitter’s home or yours.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Pleasant Prairie dog sitters

“Kiersten is great. I reached out to her as I have been struggling to give my cat a liquid medicine for an upper respiratory infections, as well as eye and ear drops. After spending two hours of fighting him, and not getting a drop into him, I waived the white flag and went online to see if I could hire someone to do this for me twice a day. I found Kiersten, and she accepted. She is great with my cat, and very friendly. Always on time, and pleasant, no matter how much of a fight my cat puts up. Thank you Kiersten for everything!”


About: I've always had an animal in the house from fish to rabbits to dogs and more. Whenever a family member needs a pet sitter, I'm their first call and I'd love to be yours as well! I'm available between 10 am-2 pm Monday, Wednesday & Thursday, between 6:30 pm-9 pm Mon.-Fri. and between 8 am-10 pm, Saturday & Sunday. I'm a school bus driver therefore these hours are firm. ☺️ I am comfortable giving medications and bottles if needed, along with crating. I love going for walks with my furry friends and am always up for some extra training and cuddles!

About: I've worked with dogs of all ages and I've learned caring for them is about more than just meeting their basic needs—it’s about giving them love, attention, and a happy, fulfilling life. From daily walks and playtime to nutritious meals, I make sure they feel safe and well-cared for. Senior dogs need a little extra TLC, like cozy resting spots, joint support, and gentle exercise to keep them comfortable, and I’m always ready to give them the care they deserve. No matter their age, every dog should feel loved, secure, and looked after like family. I am currently a full-time college student but I am home for the summer and have a pretty open schedule and would love to help take care of your pups! Caring for pets in someone else’s home means providing them with comfort, routine, and the same love they’re used to while their owner is away. I make sure they feel safe and cared for by sticking to their regular schedule, giving them plenty of attention, and keeping their space clean and familiar. Whether it’s feeding, walks, playtime, or just some quiet companionship, I treat every pet as if they were my own. My goal is to ensure they’re happy and stress-free so their owners can have peace of mind.

“Emily took such good care of my cats while I was out of town for a few days. My cats really seemed to like her too!! She followed all care instructions left, even the silly ones. I would 100% book with her again if I needed someone to watch my cats. Thanks again, Emily!!”


“She did an amazing job with my dog. I am so grateful that I was able to transition back to the office with absolute confidence that Charlee would be well taken care of. Jessika went above and beyond to ease my mind! Charlee loves her already! 🥰”


“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!”


“Caleigh went ABOVE AND BEYOND! We thought one of the cats got out when the maids came (nothing to do with Caleigh), and she searched high and low in our house, went to the Humane Society to file a report, left a note with my neighbors, and stayed extra HOURS to try and find my cat. The cat ended up showing up, thank goodness!! Caleigh updated me constantly and asked for permission to look around the house and check with neighbors. She also sent pictures every day of the cats, litter, food, and little updates. Her concern, thoughtfulness, and thoroughness during the entire 10 days cannot be overstated. I will continue to hire her and I am SO LUCKY we found her!! Thank you Caleigh!!”


About: I have taken care and self trained dogs from small to large breeds. And I would love to take care of your pup while your away. I am always home on the weekend and home by 12 or sooner on the week day. Your pup is not going to be left alone. My partner works from home and is all in on helping make sure your fur baby has a happy safe time here. I have a fenced is yard. So we can play outside for a little bit plenty of water and a baby pool if they want to cool off.

“Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.”


About: I’ve been around dogs my whole life. I’ve been a dog owner and a pet sitter for years. I’m currently working at a veterinary clinic so I’m with dogs at home and at work! 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!

About: I have a deep love for dogs of all breeds and would be thrilled to care for your furry friend while you’re away. With a lifetime of experience as a dog owner, I currently have three Airedales. Over the years, I’ve completed numerous obedience classes with my dogs, and I’m skilled at applying that knowledge to provide quality care. I’m experienced in raising puppies, including training basic commands, potty training, and leash walking. My one-year-old is even competing in dock diving and barn hunting, which highlights my commitment to providing enriching experiences for dogs. I also have extensive experience caring for senior dogs, as my 11-year-old pup requires regular medical attention. In addition, I’m skilled in bathing and grooming, having always groomed my own dogs. I even have a grooming table, so your dog will receive top-notch care if required. As a stay-at-home mom with older adult kids and a flexible schedule, I have plenty of time to walk, play with, or house-sit for your pups with all the attention they deserve. For your peace of mind, I’ll always walk your dog on a leash. If you have a fenced yard, we can enjoy a fun game of fetch. And if your pup needs to be crated when I leave, rest assured they’ll be content and happily exhausted after all the playtime!

“This was my first time using rover and the first time leaving my cat alone and I was really stressed about it, especially since my cat gets really nervous around any change. Rebecca was so great with my cat and my cat warmed up to her much quicker than I expected. It was a huge relief having someone dependable and responsible watching my my cat, I would recommend Rebecca!”


About: I've taken care of dogs of every kind since I was 10. Neighbors, friends, and family have always trusted me to walk, feed, bathe, and care for their pets. As a friendly veteran and lifelong animal lover, I bring patience, reliability, and lots of love to every visit. I'm comfortable with dogs of all sizes and temperaments, and I can provide basic training, senior care, and lots of playtime! I’m available seven days a week and can easily accommodate daily walks, check-ins, or extended stays. Pet care is a full-time passion for me, so your pet will get my full attention and care every day. Your pet’s safety and comfort are my top priorities. I provide a calm, clean environment and treat every animal like family. You can count on me to follow routines, give plenty of affection, and ensure your pet feels safe and loved.


“There is nothing better than taking vacation in January, knowing your pets and animals (chickens) are being well taken care of while you’re away. Heidi is trustworthy, dependable and nice. We will use her again in a minute!”



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 home for the summer before returning to Washington DC in August. My DoorDash job gives me a flexible schedule, so I can 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!
Loving dog sitters in your neighborhood
Search Results


Sarah R.

“Sarah was awesome with our pups!”


Kierstin C.

“Kiersten is great. I reached out to her as I have been struggling to give my cat a liquid medicine for an upper respiratory infections, as well as eye and ear drops. After spending two hours of fighting him, and not getting a drop into him, I waived the white flag and went online to see if I could hire someone to do this for me twice a day. I found Kiersten, and she accepted. She is great with my cat, and very friendly. Always on time, and pleasant, no matter how much of a fight my cat puts up. Thank you Kiersten for everything!”


Sierra B.
“Sierra has watched my pets for me on multiple occasions and I will forever trust her to do so! She treats my cats and dogs as her own. Not only that but my dog is big on on people/other animals respecting his space. She did so and showed him that she is trust worthy so she is one of my dogs favorite people. She has always been more than willing to do whatever the animal needs to gain their trust no matter how long it takes. My pets and I both love her!”


Leah J.
About: I've worked with dogs of all ages and I've learned caring for them is about more than just meeting their basic needs—it’s about giving them love, attention, and a happy, fulfilling life. From daily walks and playtime to nutritious meals, I make sure they feel safe and well-cared for. Senior dogs need a little extra TLC, like cozy resting spots, joint support, and gentle exercise to keep them comfortable, and I’m always ready to give them the care they deserve. No matter their age, every dog should feel loved, secure, and looked after like family. I am currently a full-time college student but I am home for the summer and have a pretty open schedule and would love to help take care of your pups! Caring for pets in someone else’s home means providing them with comfort, routine, and the same love they’re used to while their owner is away. I make sure they feel safe and cared for by sticking to their regular schedule, giving them plenty of attention, and keeping their space clean and familiar. Whether it’s feeding, walks, playtime, or just some quiet companionship, I treat every pet as if they were my own. My goal is to ensure they’re happy and stress-free so their owners can have peace of mind.


Emily J.

“Emily took such good care of my cats while I was out of town for a few days. My cats really seemed to like her too!! She followed all care instructions left, even the silly ones. I would 100% book with her again if I needed someone to watch my cats. Thanks again, Emily!!”


Jessika H.

“She did an amazing job with my dog. I am so grateful that I was able to transition back to the office with absolute confidence that Charlee would be well taken care of. Jessika went above and beyond to ease my mind! Charlee loves her already! 🥰”


Chasity A.

“We highly recommend this sitter. She is reliable and goes above and beyond her job duties to treat the family and animal with the utmost kindness.”


Kyleigh R.

“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!”


Tanya E.

“Tanya was amazing to my kitty cats! Very attentive and detailed! Always updating me and loving my cats as I do! Will gladly use her anytime to watch my animals!”


Caileigh M.

“Caleigh went ABOVE AND BEYOND! We thought one of the cats got out when the maids came (nothing to do with Caleigh), and she searched high and low in our house, went to the Humane Society to file a report, left a note with my neighbors, and stayed extra HOURS to try and find my cat. The cat ended up showing up, thank goodness!! Caleigh updated me constantly and asked for permission to look around the house and check with neighbors. She also sent pictures every day of the cats, litter, food, and little updates. Her concern, thoughtfulness, and thoroughness during the entire 10 days cannot be overstated. I will continue to hire her and I am SO LUCKY we found her!! Thank you Caleigh!!”


Ariana Y.
About: I have taken care and self trained dogs from small to large breeds. And I would love to take care of your pup while your away. I am always home on the weekend and home by 12 or sooner on the week day. Your pup is not going to be left alone. My partner works from home and is all in on helping make sure your fur baby has a happy safe time here. I have a fenced is yard. So we can play outside for a little bit plenty of water and a baby pool if they want to cool off.


Sara J.

“Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.”


Katelyn R.

“Katelyn goes above and beyond and truly cares so much! Anyone who gets the pleasure of working with her is lucky! Can’t ask for anyone better to take care of my senior dog.”


Caydence C.
“I’ve known Caydence to do above and beyond as a caregiver for my dog, Margaux. Caydence is not only very responsible when taking care of my sweet Margaux, but she will make sure your needs are catered for as well; she’s very kind and considerate and will do as you say when hiring her. I find her to be respectful, observant, and knowledgeable when taking care of a pet. I can confidently say that I remain at peace when I leave home, knowing that my dog is under her supervision and care.”


Karie M.
“I can’t say enough great things about Karie! She recently watched our 50lb mix breed hunting rescue dog, Ceca, while we were on vacation, and we were absolutely thrilled with the care she provided. From the moment we met Karie, it was clear that she has a genuine love for animals and a ton of experience. She was so thoughtful and attentive with Ceca, making sure she felt right at home. Karie kept us updated with daily texts and pictures, which really put our minds at ease. Ceca can be a bit anxious around new people, but Karie quickly earned her trust and they formed such a sweet bond. It was such a relief to know that Ceca was in good hands, especially since she’s a rescue with specific needs. Karie made sure to follow all of our instructions to the letter, from feeding times to walks, and she even went above and beyond, making sure Ceca got plenty of playtime and love. The house was also just as we left it—clean and tidy, with little touches that showed how much she cared. We came home to a happy, well-cared-for dog, and we couldn’t be more grateful. Karie is hands down the best pet sitter we’ve ever had, and we’ll definitely be booking her again next time we travel! If you’re looking for someone who will treat your pet like their own, Karie is the one.”


Lauren N.

“Lauren was great! We did a quick meet and greet session but Paisley loved her and we definitely feel comfortable leaving Paisley with her as needed!”


Rebecca L.

“This was my first time using rover and the first time leaving my cat alone and I was really stressed about it, especially since my cat gets really nervous around any change. Rebecca was so great with my cat and my cat warmed up to her much quicker than I expected. It was a huge relief having someone dependable and responsible watching my my cat, I would recommend Rebecca!”


Jonathan G.
About: I've taken care of dogs of every kind since I was 10. Neighbors, friends, and family have always trusted me to walk, feed, bathe, and care for their pets. As a friendly veteran and lifelong animal lover, I bring patience, reliability, and lots of love to every visit. I'm comfortable with dogs of all sizes and temperaments, and I can provide basic training, senior care, and lots of playtime! I’m available seven days a week and can easily accommodate daily walks, check-ins, or extended stays. Pet care is a full-time passion for me, so your pet will get my full attention and care every day. Your pet’s safety and comfort are my top priorities. I provide a calm, clean environment and treat every animal like family. You can count on me to follow routines, give plenty of affection, and ensure your pet feels safe and loved.




Heidi K.


“There is nothing better than taking vacation in January, knowing your pets and animals (chickens) are being well taken care of while you’re away. Heidi is trustworthy, dependable and nice. We will use her again in a minute!”




Shelby W.
“Shelby is an animal lover. This is right up her alley. She has always had a dog in her life. There have also been a few cats in the family. I don't think you'll be disappointed with her.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Pleasant Prairie.
Rover makes it easy to find Pleasant Prairie dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
