House Sitting in Cleveland

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Top rated Cleveland house sitters

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Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter
from
$45
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
13 years of experience
Hilbert, WI, 54129

Jenna did great with all 7 of my animals- including a medically needy dog that needed monitor with food/water intake/and medications. Jenna kept the house clean, helped with extra stuff, as well as dealt with house malfunctions. Will definitely use and recommend Jenna to care for your animal needs.

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Shaina R.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$55
per night
5 out of 5.0 stars
36 reviews
8 repeat clients
8 years of experience
Sheboygan, WI, 53081

Patty watched our dogs Ted and Jax and cats Jinx and Inky for 5 nights and 6 days and she stayed in our home. We got numerous updates, pics and videos. She did an amazing job! Our Teddie is very sensitive to people he does not know and she got him to warm up to her within hours!! We had Patty come for a meet and greet a few months ago and we instantly knew she was a wonderful animal lover, as well as a super awesome human being. She even had music playing for our babies when we got home, very nice touch. My house was spotless also! Patty THANK YOU. We already have her booked for another sitting and will continue to have her sit our fur babies.

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Jennifer K.
Sitter Profile Image: Karlee S.
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Karlee S.
from
$40
per night
5 out of 5.0 stars
72 reviews
15 repeat clients
20 years of experience
Manitowoc, WI, 54220

Karlee was an absolute dream. Zero issues, communication was perfect, and she had no problem with my Mastiff. Will absolutely have her watch him again!

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Rocky M.
Sitter Profile Image: Kimberly S.
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Kimberly S.
from
$45
per night
5 out of 5.0 stars
8 reviews
20 years of experience
Manitowoc, WI, 54220

Kimberly was amazing! Very sweet and respectful of my place. She listened to all my requests and kept in contact during her stay. My pup felt right at home with her!

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Miranda B.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

About: Premium Pet & Flock Care Tailored for Every Life Stage As a trusted and experienced pet care provider, I specialize in personalized sitting services for large-breed pups, cats, and their smaller furry friends — with added expertise in puppy training, compassionate senior pet care, and even backyard flock care for chickens. Your pets are unique, and so is my approach: I take time to understand each animal’s personality, routine, and special needs to ensure they feel secure, loved, and engaged while you’re away. From teaching puppies good manners and basic obedience, to gently caring for older pets who need extra patience and attention, to providing thoughtful care for your feline family members — I deliver professional, reliable care that goes far beyond feeding and walking. And for families with backyard chickens, I bring years of hands-on experience as a seasoned chicken owner. I can provide attentive care for your flock — ensuring they’re fed, their coop is secure, and they stay safe and healthy until you’re home again. 🐾 Puppy Training: I help reinforce basic commands, house-training routines, and leash manners, giving your young pup the best start in life. 🐱 Cat Care: I provide gentle, attentive care for cats of all temperaments, making sure they receive the affection, play, and routine they need to feel safe and content. 🐾 Senior Pet Expertise: I understand the special needs of aging pets — from administering medication and assisting with mobility to creating a calm, stress-free environment for rest and comfort. 🐓 Flock Care: As an experienced chicken owner, I know how to care for backyard hens and ensure they’re well-tended and secure in your absence. 🐾 More Than a Sitter — A True Companion: My services are designed to give you peace of mind and your pets (and chickens!) a trusted friend they can rely on. You’ll return to a happy, healthy, and well-cared-for family every time. Pet care fits naturally into my daily and weekly routine because I work from home, which allows me to provide loving, attentive care around the clock. My flexible schedule means I can easily adapt to each pet’s unique needs — whether it’s regular walks, playtime, feeding schedules, or administering medication. Because I’m home throughout the day and night, pets in my care enjoy consistent companionship, plenty of interaction, and a stable, comforting environment that feels like home. I’m able to maintain their familiar routines and give them the one-on-one attention they deserve, so they’re never lonely or stressed while you’re away. Pet care isn’t just part of my routine — it’s at the heart of my everyday life. I care for pets in my home by providing round-the-clock attention in a safe, comfortable, and pet-friendly environment where they feel like part of the family. Pets enjoy plenty of playtime, outdoor exercise (especially for large-breed dogs), and cozy resting spots. I maintain their regular feeding and potty schedules and offer lots of love, enrichment, and companionship throughout the day and night. When caring for pets in my clients’ homes, I tailor each visit to their pet’s routine and comfort level. This can include daily walks, fresh food and water, playtime, litter box or yard cleanup, medication administration if needed, and overnight stays for pets who do best in their familiar surroundings. I make sure each pet feels safe, happy, and relaxed — and I keep owners updated with messages and photos for peace of mind. Whether in my home or yours, I treat every animal with the same care and devotion I give my own — because they deserve nothing less.

Sitter Profile Image: Jada S.
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Jada S.
from
$65
per night
5 out of 5.0 stars
6 reviews
1 repeat client
3 years of experience
Sheboygan, WI, 53083

Waiting to book again!!!! No issues at all. Great communication!

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Larry T.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53083

About: Hi! We are Kayla and Austin! My partner and I have Been around many animals especially dogs, our entire life. I (Kayla) Have my grooming license and have dog sit, helped with rescues and administration of medications, physical therapy ect. Offer enrichment and lots of space to run and play! **FYI** if anyone is uncomfortable boarding at my home because we have dogs, we are more than happy, and capable of keeping your pet completely separate while still giving them a positive experience with plenty of space and love. Update 08/13/25 Just to be EXTRA cautious, unless you request otherwise, we will be keeping our dogs separate at all times. I currently have an open schedule so will build and work around everyone as I go. Working on building a great efficient and FUN routine! I have a fully fenced in back yard to play in and lots of toys and enrichment stuff to do while here, can also bring enrichment to other homes. Also can do baths, nails, ears, brushing..anything dog, I'm in!

Sitter Profile Image: Judy P.
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Judy P.
Star Sitter
from
$50
per night
5 out of 5.0 stars
300 reviews
118 repeat clients
20 years of experience
Sheboygan, WI, 53081

We needed care for our 10 week old puppy and Judy took wonderful care of him. It was nice to have a meet and greet before leaving our puppy. After this meeting we felt comfortable leaving our puppy in Judy's care. Turns out our puppy had a wonderful visit and was nicely socialized with three other dogs in Judy's care. During the visit many photos and text messages were exchange that we appreciated very much. When I picked our puppy up, I could tell Judy really listened and shared some comments\observations with us. Would highly recommend Judy and will certainly reach out again when our puppy needs care. Thank you to Judy and her sister!!

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Linda M.
Sitter Profile Image: Travis P.
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Travis P.
from
$60
per night
5 out of 5.0 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

Travis was great! He took great care of Arthur and even took him for a walk! I would highly recommend Travis.

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McKenna M.
Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$52
per night
5 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Sheboygan Falls, WI, 53085

Jasmine was great- she provided updates & made sure both our dogs were loved on while we were gone. We look forward to having her back!

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Katie K.
Sitter Profile Image: Anne or (Annie) S.
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Anne or (Annie) S.
from
$135
per night
5 out of 5.0 stars
65 reviews
28 repeat clients
25 years of experience
Manitowoc Wi, WI, 54220

My two puppies were very well cared for by Anne. It was my first time leaving them, so she sent lots of pics and text updates, which eased my mind. She is very good with our fury friends and I would highly recommend her. She is very attentive and did a wonderful job with my pups! She is well worth the cost for great care snd piece of mind. She’s a keeper!

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Karen W.
Sitter Profile Image: Haley C.
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Haley C.
from
$40
per night
5 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Two Rivers, WI, 54241

Excellent work taking care of my two big boys and house sitting. Very happy with her and will definitely be a return client.

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Jesse T.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$100
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
13 years of experience
Plymouth, WI, 53073

We were leaving our cat and home for over 2weeks. After meeting Jessica we felt pretty good about hiring her. Every day she communicated with pictures and updates which put us at ease. What we didn’t expect was her extraordinary care for both our cat and home! We had a late arrival home to a cleaned house , happy cat, fresh bedding and flowers! We will certainly ask for Jessica’s help any time we leave home again.

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Jody S.
Sitter Profile Image: Crystal R.
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Crystal R.
from
$50
per night
5 out of 5.0 stars
8 reviews
1 repeat client
24 years of experience
Sheboygan, WI, 53081

Crystal was great! She played with my dog, took her for walks, & snuggled with my cat. She cleaned up after herself, scooped the cat box even though she didn't have to & she even ran the vacuum! I would most definitely hire her again.

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Kate C.
Sitter Profile Image: Cloe J.
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Cloe J.
from
$27
per night
5 out of 5.0 stars
3 reviews
10 years of experience
new holstein, WI, 53061

About: i have taken care of animals for 10 years. everybody is always able to count on me to take care of their pets and cats for them. I am currently unemployed but I have worked on a dairy farm for 4 years. i dont have a schedule, tuesday evenings I ride horses. i have a well trained dog who i am able to let out without a leash. I only let him out because i have trained him. When it comes to somebody else’s animals I will do the appropriate measures.

Sitter Profile Image: Madison A.
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Madison A.
from
$30
per night
5 years of experience
Sheboygan, WI, 53083

About: I worked for the humane society for 1 year and there I worked with a range of dogs, including pits, puppies, seniors, special needs, and ‘behavioral’ dogs. I also know training to an extent! No dog is too much for me! This is my full-time job, along with taking care of my own animals at home! I have a very flexible schedule and I am willing to work with any needs and I can do overnights. In my home, my dogs have electric collars to make sure they do not run off. I also keep an eye on them while they’re outside. They are fed on a schedule and also walked one on as well. My cats are also fed on a scheduled, daily litter box changes, and of course play time just like my dogs. In a client’s home I will do what they prefer so that they’re comfortable with me! I am responsible and respectful of others property and items, as one should be!

Sitter Profile Image: Abigail V.
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Abigail V.
from
$65
per night
5 out of 4.5 stars
2 reviews
7 years of experience
Sheboygan Falls, WI, 53085

About: Animals are my life. I’ve grown up surrounded by pets, and my love for them has only deepened into adulthood. I’m passionate about learning, understanding, and caring for all kinds of animals—whether they have fur, feathers, or scales. My pet care experience includes caring for my own pets, helping out family and friends, volunteering, and working in professional settings. I’ve worked at Dogtopia of Maplewood, a dog daycare, boarding, and grooming facility, and I’m currently on staff at the Sheboygan Humane Society, where I work closely with dogs of all breeds and personalities. I also spent last summer caring for a family member’s five French Bulldogs. My partner, who was deployed previously and just came home and I have two dogs of our own—Artlet, a playful and sweet German Shepherd/Lab mix. She’s lived with me in my college dorm the past two years and absolutely loves socializing. I train and exercise with her daily, and she truly pushes me to be my best. We recently added “Packer” a now 7 month old Husky, he’s a spur of energy and smart little guy. He’s still training basic obedience and is very socialized - he has that husky attitude and likes to talk back and make sure his opinion is known. My passion for animals led me to study Animal Science in college, with the goal of becoming a certified dog trainer and eventually working in veterinary clinics. While my current college doesn’t offer that major, I continue to take professional dog training courses online to keep advancing my skills. In addition to dogs, I’m also experienced with small animals and reptiles. I’ve owned bunnies, guinea pigs, chinchillas, ferrets, snakes, bearded dragons, and more. I even worked at a reptile breeding facility, giving me hands-on experience with a wide range of lizard species. I offer a guest bedroom that provides privacy and separation from my dog, ideal for small pets who may need a quiet space. I also have a playpen for supervised time in the living room or outside on the grass, perfect for bunnies and guinea pigs to nibble and enjoy some sunshine. I ask that small animal and reptile guests come with a travel cage or carrier, though I do have a few tanks available: • 40-gallon tank (formerly for my snake) • 20-gallon tank (used for a feeder rat) • 10-gallon tank (used for a hermit crab) I’m also able to provide some substrate, hides, heat bulbs, plants, food bowls, etc. Whether your pet walks, hops, slithers, or scurries—I’ll care for them as if they were my own. I work Part-Time M-F (10:30am-4pm) and when I’m home, I’m able to provide consistent, hands-on care Whether it’s feeding, playtime, administering medication, or just keeping your pet company, I’m home and available to give them the attention they need. My schedule allows me to accommodate special routines, last-minute bookings, and plenty of one-on-one time—your pet will never feel rushed or ignored here! Dogs: I tailor each pet’s care based on their needs, age, and personality—whether in my home or yours. If your dog stays with me, they’ll get lots of love, structure, and playtime. I have two secure outdoor leashes for potty breaks, and my apartment complex has a private, onsite dog park just for residents—a safe and fun space for dogs to run and play. I also enjoy taking dogs on walks around the neighborhood, and if your pup loves fetch, I’m always ready to play! For puppies, I’m happy to help with crate training, potty training, and basic manners as part of their daily routine. If I’m caring for your pet in your home, I’ll follow your exact instructions and keep their routine consistent, making sure they feel safe and loved in their familiar environment. I’ll also send regular updates and photos so you can relax knowing your furry family member is in good hands. Cats: I provide calm, personalized care that keeps your cat happy, healthy, and stress-free—whether they stay with me or I visit your home. In my home, your cat will have access to a private guest room that’s completely separate from my dog, ensuring a peaceful environment. The room is equipped with a brand new cat tree, tunnel, litter box, toys, and freshly washed blankets for each guest. I also have a cat carrier if transport is ever needed. I take time to learn your cat’s personality—whether they’re playful, shy, or senior—and adjust my care to match their comfort level. If I’m caring for your cat in your home, I follow your instructions closely to keep their routine as familiar and stress-free as possible. I handle feeding, litter box maintenance, medication (if needed), and plenty of love and attention. I understand how sensitive cats can be to change, so I move at their pace and provide regular updates to keep you in the loop.

Sitter Profile Image: Haley S.
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Haley S.
from
$38
per night
5 out of 5.0 stars
43 reviews
15 repeat clients
8 years of experience
Kiel, WI, 53042

Haley always does a great job caring for our 2 cats and springer spaniel. We know that when we are away that we can depend on her to for quick communication and follow through!

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Leslie V.
Sitter Profile Image: Troy B.
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Troy B.
from
$30
per night
10 years of experience
Sheboygan falls, WI, 53085

About: Hi Guys! My name is Troy, i have been an animal lover my entire life, i currently have a black lab at home named Dixie and have owned a border collie named Wilder and a husky named Eva. Personally in the past i have trained dogs on the side from ages 10 weeks to 6 years old. I love playing with goofy dogs and providing the ultimate best time!!! In high school as well i have also worked in a doggy daycare facilities and provided the best of care for all the furry friends that came each day for doggy daycare!! I am looking forward to having a fun fantastic time with your amazing pets!!! Please let me know if you have any questions! :)

Sitter Profile Image: Aileen Z.
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Aileen Z.
from
$60
per night
1 year of experience
Cleveland, WI, 53015

About: I’ve lived in a home with multiple dogs throughout my entire life and love meeting new pups! I have dog/cat sat for neighbors before, but otherwise most of my knowledge comes from taking care of my own dogs. I’m a college student looking to make a bit of extra money for school :) I’m currently working other part time jobs in the evening, so I’d be available in the morning and afternoon for pet care. I’m willing to stay overnight if needed and would love to spend some quality play time with your pets! Let me know how you would like me to best take care of your pet! I will follow directions, such as if they sleep in a crate, bed, or somewhere else!

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Sitter Profile Image: Jenna A.
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Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter

Safe and cozy care for your furball
Hilbert, WI, 54129
25.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Jenna did great with all 7 of my animals- including a medically needy dog that needed monitor with food/water intake/and medications. Jenna kept the house clean, helped with extra stuff, as well as dealt with house malfunctions. Will definitely use and recommend Jenna to care for your animal needs.

Availability updated 8 days ago
Sitter Profile Image: Patty W.
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Sitter Profile Image: Patty W.
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Patty W.
Star Sitter

Animals are perfection and pure Joy
Sheboygan, WI, 53081
12.0 mi. away
House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
36 reviews
8 repeat clients
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Patty watched our dogs Ted and Jax and cats Jinx and Inky for 5 nights and 6 days and she stayed in our home. We got numerous updates, pics and videos. She did an amazing job! Our Teddie is very sensitive to people he does not know and she got him to warm up to her within hours!! We had Patty come for a meet and greet a few months ago and we instantly knew she was a wonderful animal lover, as well as a super awesome human being. She even had music playing for our babies when we got home, very nice touch. My house was spotless also! Patty THANK YOU. We already have her booked for another sitting and will continue to have her sit our fur babies.

Availability updated today
Sitter Profile Image: Karlee S.
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Sitter Profile Image: Karlee S.
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Karlee S.

I love all pets and have 19 myself!
Manitowoc, WI, 54220
12.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
72 reviews
15 repeat clients
Profile image

Karlee was an absolute dream. Zero issues, communication was perfect, and she had no problem with my Mastiff. Will absolutely have her watch him again!

Availability updated 75 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kimberly S.
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Sitter Profile Image: Kimberly S.
Verified Enhanced Background Check

Kimberly S.

Your Fur Baby's Favorite Sitter
Manitowoc, WI, 54220
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
Profile image

Kimberly was amazing! Very sweet and respectful of my place. She listened to all my requests and kept in contact during her stay. My pup felt right at home with her!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lisa S.
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Sitter Profile Image: Lisa S.
Verified Enhanced Background Check

Lisa S.

🐾Trusted & Personalized Pet Care🐾
Elkhart Lake, WI, 53020
14.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client

About: Premium Pet & Flock Care Tailored for Every Life Stage As a trusted and experienced pet care provider, I specialize in personalized sitting services for large-breed pups, cats, and their smaller furry friends — with added expertise in puppy training, compassionate senior pet care, and even backyard flock care for chickens. Your pets are unique, and so is my approach: I take time to understand each animal’s personality, routine, and special needs to ensure they feel secure, loved, and engaged while you’re away. From teaching puppies good manners and basic obedience, to gently caring for older pets who need extra patience and attention, to providing thoughtful care for your feline family members — I deliver professional, reliable care that goes far beyond feeding and walking. And for families with backyard chickens, I bring years of hands-on experience as a seasoned chicken owner. I can provide attentive care for your flock — ensuring they’re fed, their coop is secure, and they stay safe and healthy until you’re home again. 🐾 Puppy Training: I help reinforce basic commands, house-training routines, and leash manners, giving your young pup the best start in life. 🐱 Cat Care: I provide gentle, attentive care for cats of all temperaments, making sure they receive the affection, play, and routine they need to feel safe and content. 🐾 Senior Pet Expertise: I understand the special needs of aging pets — from administering medication and assisting with mobility to creating a calm, stress-free environment for rest and comfort. 🐓 Flock Care: As an experienced chicken owner, I know how to care for backyard hens and ensure they’re well-tended and secure in your absence. 🐾 More Than a Sitter — A True Companion: My services are designed to give you peace of mind and your pets (and chickens!) a trusted friend they can rely on. You’ll return to a happy, healthy, and well-cared-for family every time. Pet care fits naturally into my daily and weekly routine because I work from home, which allows me to provide loving, attentive care around the clock. My flexible schedule means I can easily adapt to each pet’s unique needs — whether it’s regular walks, playtime, feeding schedules, or administering medication. Because I’m home throughout the day and night, pets in my care enjoy consistent companionship, plenty of interaction, and a stable, comforting environment that feels like home. I’m able to maintain their familiar routines and give them the one-on-one attention they deserve, so they’re never lonely or stressed while you’re away. Pet care isn’t just part of my routine — it’s at the heart of my everyday life. I care for pets in my home by providing round-the-clock attention in a safe, comfortable, and pet-friendly environment where they feel like part of the family. Pets enjoy plenty of playtime, outdoor exercise (especially for large-breed dogs), and cozy resting spots. I maintain their regular feeding and potty schedules and offer lots of love, enrichment, and companionship throughout the day and night. When caring for pets in my clients’ homes, I tailor each visit to their pet’s routine and comfort level. This can include daily walks, fresh food and water, playtime, litter box or yard cleanup, medication administration if needed, and overnight stays for pets who do best in their familiar surroundings. I make sure each pet feels safe, happy, and relaxed — and I keep owners updated with messages and photos for peace of mind. Whether in my home or yours, I treat every animal with the same care and devotion I give my own — because they deserve nothing less.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jada S.
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Sitter Profile Image: Jada S.
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Jada S.

Weekend Availability!
Sheboygan, WI, 53083
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
6 reviews
1 repeat client
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Waiting to book again!!!! No issues at all. Great communication!

Availability updated 6 days ago
Sitter Profile Image: Kayla B.
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Sitter Profile Image: Kayla B.
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Kayla B.

Loving and knowledgeable pet care ❤
Sheboygan, WI, 53083
10.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client

I cannot recommend Kayla enough when it comes to caring for dogs (animals in generally honestly) she is truly something special. I’ve had the privilege of knowing her both personally and as someone I’ve trusted completely with my own dogs, and I can confidently say she has a gift. Kayla doesn’t just watch dogs, she connects with them. There’s a calm, grounding energy about her that animals naturally respond to. Even my most anxious pup seemed to settle in around her like they've known each other forever. What makes Kayla stand out is the deep sense of intuition she brings to pet care. She doesn’t treat every dog the same, she tunes in to their unique personality, their body language, their needs, and meets them exactly where they are. Whether it’s a playful puppy or a slow moving senior, she knows just how to engage and support them with patience, love, and attentiveness. Kayla is the kind of person who will get down on the floor to comfort a nervous dog, go the extra mile to make sure they feel safe, and remember the little things that make each pup happy. She truly sees dogs as family and that’s exactly how she treats them. I’ve personally gone to her for dog advice more times than I can count, she just gets them. From behavior quirks to nutrition tips, she’s the one I turn to. And when my dogs are in her care, I feel total peace of mind, which is rare and invaluable. If you’re lucky enough to book with Kayla, you’re not just getting a dog sitter, you’re getting someone who will love and care for your dog as if they were her own. There is no one I would trust more.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Judy P.
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Sitter Profile Image: Judy P.
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Judy P.
Star Sitter

Go Getter, Animal Lover, farmer
Sheboygan, WI, 53081
12.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
300 reviews
118 repeat clients
Profile image

We needed care for our 10 week old puppy and Judy took wonderful care of him. It was nice to have a meet and greet before leaving our puppy. After this meeting we felt comfortable leaving our puppy in Judy's care. Turns out our puppy had a wonderful visit and was nicely socialized with three other dogs in Judy's care. During the visit many photos and text messages were exchange that we appreciated very much. When I picked our puppy up, I could tell Judy really listened and shared some comments\observations with us. Would highly recommend Judy and will certainly reach out again when our puppy needs care. Thank you to Judy and her sister!!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Travis P.
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Sitter Profile Image: Travis P.
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Travis P.

Animal lover all breeds/sizes
Sheboygan, WI, 53081
11.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
7 reviews
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Travis was great! He took great care of Arthur and even took him for a walk! I would highly recommend Travis.

Availability updated 7 days ago
Sitter Profile Image: Jasmine N.
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Sitter Profile Image: Jasmine N.
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Jasmine N.

Chill vibes for "🐶🐱🐰🐦🐢"sitting
Sheboygan Falls, WI, 53085
15.5 mi. away
House Sitting, Dog Walking
from
$52
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Jasmine was great- she provided updates & made sure both our dogs were loved on while we were gone. We look forward to having her back!

Availability updated 81 days ago
Sitter Profile Image: Anne or (Annie) S.
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Sitter Profile Image: Anne or (Annie) S.
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Anne or (Annie) S.
Rover 101

Work, Play or Vacay I'm here!
Manitowoc Wi, WI, 54220
14.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$135
per night
5 out of 5.0 stars
65 reviews
28 repeat clients
Profile image

My two puppies were very well cared for by Anne. It was my first time leaving them, so she sent lots of pics and text updates, which eased my mind. She is very good with our fury friends and I would highly recommend her. She is very attentive and did a wonderful job with my pups! She is well worth the cost for great care snd piece of mind. She’s a keeper!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Haley C.
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Sitter Profile Image: Haley C.
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Haley C.

I'm so excited to meet your pet! :)
Two Rivers, WI, 54241
18.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
6 reviews
1 repeat client
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Excellent work taking care of my two big boys and house sitting. Very happy with her and will definitely be a return client.

Availability updated 22 days ago
Sitter Profile Image: Jessica L.
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Sitter Profile Image: Jessica L.
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Jessica L.

Lots of love and care!
Plymouth, WI, 53073
16.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
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We were leaving our cat and home for over 2weeks. After meeting Jessica we felt pretty good about hiring her. Every day she communicated with pictures and updates which put us at ease. What we didn’t expect was her extraordinary care for both our cat and home! We had a late arrival home to a cleaned house , happy cat, fresh bedding and flowers! We will certainly ask for Jessica’s help any time we leave home again.

Availability updated 22 days ago
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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Crystal R.

Responsible, caring, and patient
Sheboygan, WI, 53081
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
1 repeat client
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Crystal was great! She played with my dog, took her for walks, & snuggled with my cat. She cleaned up after herself, scooped the cat box even though she didn't have to & she even ran the vacuum! I would most definitely hire her again.

Availability updated 24 days ago
Sitter Profile Image: Cloe J.
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Sitter Profile Image: Cloe J.
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Cloe J.

Cats are purrfect
new holstein, WI, 53061
17.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
3 reviews

I have had Cloe J watch animals for me in the past and I can always count on her. She is so good with all animals.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Madison A.
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Sitter Profile Image: Madison A.
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Madison A.

Fetch Some Care
Sheboygan, WI, 53083
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
2 reviews

Madison is a wonderful young lady who loves animals! She is responsible and reliable. She will take great care of your pets and your homes

Availability updated 34 days ago
Sitter Profile Image: Abigail V.
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Sitter Profile Image: Abigail V.
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Abigail V.

Travel, Sit & Play
Sheboygan Falls, WI, 53085
12.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.5 stars
2 reviews

About: Animals are my life. I’ve grown up surrounded by pets, and my love for them has only deepened into adulthood. I’m passionate about learning, understanding, and caring for all kinds of animals—whether they have fur, feathers, or scales. My pet care experience includes caring for my own pets, helping out family and friends, volunteering, and working in professional settings. I’ve worked at Dogtopia of Maplewood, a dog daycare, boarding, and grooming facility, and I’m currently on staff at the Sheboygan Humane Society, where I work closely with dogs of all breeds and personalities. I also spent last summer caring for a family member’s five French Bulldogs. My partner, who was deployed previously and just came home and I have two dogs of our own—Artlet, a playful and sweet German Shepherd/Lab mix. She’s lived with me in my college dorm the past two years and absolutely loves socializing. I train and exercise with her daily, and she truly pushes me to be my best. We recently added “Packer” a now 7 month old Husky, he’s a spur of energy and smart little guy. He’s still training basic obedience and is very socialized - he has that husky attitude and likes to talk back and make sure his opinion is known. My passion for animals led me to study Animal Science in college, with the goal of becoming a certified dog trainer and eventually working in veterinary clinics. While my current college doesn’t offer that major, I continue to take professional dog training courses online to keep advancing my skills. In addition to dogs, I’m also experienced with small animals and reptiles. I’ve owned bunnies, guinea pigs, chinchillas, ferrets, snakes, bearded dragons, and more. I even worked at a reptile breeding facility, giving me hands-on experience with a wide range of lizard species. I offer a guest bedroom that provides privacy and separation from my dog, ideal for small pets who may need a quiet space. I also have a playpen for supervised time in the living room or outside on the grass, perfect for bunnies and guinea pigs to nibble and enjoy some sunshine. I ask that small animal and reptile guests come with a travel cage or carrier, though I do have a few tanks available: • 40-gallon tank (formerly for my snake) • 20-gallon tank (used for a feeder rat) • 10-gallon tank (used for a hermit crab) I’m also able to provide some substrate, hides, heat bulbs, plants, food bowls, etc. Whether your pet walks, hops, slithers, or scurries—I’ll care for them as if they were my own. I work Part-Time M-F (10:30am-4pm) and when I’m home, I’m able to provide consistent, hands-on care Whether it’s feeding, playtime, administering medication, or just keeping your pet company, I’m home and available to give them the attention they need. My schedule allows me to accommodate special routines, last-minute bookings, and plenty of one-on-one time—your pet will never feel rushed or ignored here! Dogs: I tailor each pet’s care based on their needs, age, and personality—whether in my home or yours. If your dog stays with me, they’ll get lots of love, structure, and playtime. I have two secure outdoor leashes for potty breaks, and my apartment complex has a private, onsite dog park just for residents—a safe and fun space for dogs to run and play. I also enjoy taking dogs on walks around the neighborhood, and if your pup loves fetch, I’m always ready to play! For puppies, I’m happy to help with crate training, potty training, and basic manners as part of their daily routine. If I’m caring for your pet in your home, I’ll follow your exact instructions and keep their routine consistent, making sure they feel safe and loved in their familiar environment. I’ll also send regular updates and photos so you can relax knowing your furry family member is in good hands. Cats: I provide calm, personalized care that keeps your cat happy, healthy, and stress-free—whether they stay with me or I visit your home. In my home, your cat will have access to a private guest room that’s completely separate from my dog, ensuring a peaceful environment. The room is equipped with a brand new cat tree, tunnel, litter box, toys, and freshly washed blankets for each guest. I also have a cat carrier if transport is ever needed. I take time to learn your cat’s personality—whether they’re playful, shy, or senior—and adjust my care to match their comfort level. If I’m caring for your cat in your home, I follow your instructions closely to keep their routine as familiar and stress-free as possible. I handle feeding, litter box maintenance, medication (if needed), and plenty of love and attention. I understand how sensitive cats can be to change, so I move at their pace and provide regular updates to keep you in the loop.

Availability updated 24 days ago
Sitter Profile Image: Haley S.
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Sitter Profile Image: Haley S.
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Haley S.

Looking for furry friends to attend
Kiel, WI, 53042
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
43 reviews
15 repeat clients
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Haley always does a great job caring for our 2 cats and springer spaniel. We know that when we are away that we can depend on her to for quick communication and follow through!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Troy B.
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Sitter Profile Image: Troy B.
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Troy B.

Your new favorite dog sitter! 🙃
Sheboygan falls, WI, 53085
13.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Troy has been around dogs his whole life. He is very patient and caring with his own dogs, let alone with mine when he watches him for me. He would be a good fit for Rover. A very energetic person who cares about dogs and will go the extra mile

Availability updated 36 days ago
Sitter Profile Image: Aileen Z.
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Sitter Profile Image: Aileen Z.
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Aileen Z.

Passionate to Take Care of Your Pet
Cleveland, WI, 53015
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
1 year of experience

About: I’ve lived in a home with multiple dogs throughout my entire life and love meeting new pups! I have dog/cat sat for neighbors before, but otherwise most of my knowledge comes from taking care of my own dogs. I’m a college student looking to make a bit of extra money for school :) I’m currently working other part time jobs in the evening, so I’d be available in the morning and afternoon for pet care. I’m willing to stay overnight if needed and would love to spend some quality play time with your pets! Let me know how you would like me to best take care of your pet! I will follow directions, such as if they sleep in a crate, bed, or somewhere else!

Availability updated 52 days ago

Over 1 pet parents in Cleveland have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Cleveland is $40

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 house 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.

Sitters in Cleveland average 3 repeat house sitting clients

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