Cat Sitting Winslow

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Winslow, Find top rated cat sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sydney M.
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Sydney M.
from
$20
per visit
5.0 out of 5 stars
85 reviews
22 repeat clients
15 years of experience
Monroe, WI, 53566

My regular Rover sitter was not available and messaged Sydney to see if she would be willing to care for my cat while we were away. Sydney was great! She not only checked in on my cat, emptied litter boxes, checked feeder and pet water fountain. She also checked for packages and filled the bird feeder! Would definitely recommend Sydney.

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Jackie R.
Sitter Profile Image: Madison S.
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Madison S.
from
$25
per visit
4.9 out of 5 stars
12 reviews
4 repeat clients
18 years of experience
Freeport, IL, 61032

I was gone for a week for a family reunion/vacation out of state. It was super hot, so I was worried about my Halley. Came home to a friendly, energetic, and well-hydrated cat. Apparently, Halley also requested lots of head rubs, so she warmed up to Madison pretty well. So happy I found someone I can trust with my fur baby.

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Lisa E.
Sitter Profile Image: Lileah C.
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Lileah C.
from
$20
per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Freeport, IL, 61032

Great communication and very prompt responses to our questions.

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Peter D.
Sitter Profile Image: Stefanie J.
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Stefanie J.
from
$30
per visit
4.6 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Freeport, IL, 61032

About: Looking for a loving home away from home for your pet? Look no further! I'm a total animal person with a cozy place perfect for furry guests. Your pup will get lots of exercise, playtime, and all the cuddles they want. I'll keep you updated with pictures and stories so you can relax while they're having fun. I offer a safe and fun environment where your pet won't be bored and lonely or kenneled all day and night. Let's chat about your pets personality so I can make their stay paw-fect. I have a flexible schedule, please let me know what your needs are. I have a large spacious house and yard. I live near various parks and can provide a very comfortable stay for your animal while you are away. I have experience with puppies and kittens as well as the special needs of elder animals. I can provide some grooming and have over 10 years experience with animals including working at a formal dog daycare and groomer.

Sitter Profile Image: Brooke F.
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Brooke F.
from
$17
per visit
5.0 out of 5 stars
1 review
8 years of experience
Freeport, IL, 61032

Brooke was excellent to work with -- even with changes on our side. She was patient and left us feeling much better with our travel with her visits and pictures.

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Scott R.
Sitter Profile Image: Whitney W.
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Whitney W.
from
$50
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Monroe, WI, 53566

About: I grew up in a family that always had dogs, ranging from small dogs (like Chihuahuas) to big dogs (like German Wirehairs). As a child, I took on dog training experience through my local 4-H group and pursued that for a large portion of my early education career. Since then, I have always been a lover of dogs and have taken on many responsibilities, not only for my family dogs, but for my roommate’s dogs as well. Any care and love your dog needs, I would be happy to provide it! I’m available for pet care during the week and on weekends. Whether you need drop-in visits or overnight home stays, I’m happy to help, just please be sure to book in advance so I can plan accordingly! I kindly ask for at least one day’s notice for cancellations. Looking forward to meeting you and your furry friend! Please note: I do not offer dog care in my own home as I live in an apartment. However, I’m happy to provide in-home care at your residence for both dogs and cats! For dogs, I’ll make sure they get plenty of attention, including regular walks, outdoor playtime (at a nearby dog park or fenced yard), and bathroom breaks every 30–60 minutes based on their needs. I’m also happy to follow any specific instructions you provide to keep your pup happy and comfortable. For cats, I offer attentive and respectful care, feeding, litter box cleaning, playtime, and affection (if your cat is the cuddly type!). I understand feline behavior and know how to give them the space or snuggles they prefer. Whatever your pet needs, I’m here to help while keeping their routine as stress-free as possible!

Sitter Profile Image: Lisa N.
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Lisa N.
from
$34
per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
20 years of experience
Freeport, IL, 61032

About: I’ve been caring for dogs of all breeds and sizes since I was 15. Over the years, we’ve provided both professional pet sitting and helped out friends and family—whether for short getaways or extended vacations. I’m a full-time stay-at-home mom and an animal lover! 🐾 My husband and I offer boarding for most dog sizes, and our home is always filled with love, play, and plenty of tail wags. We live on about 3 acres in beautiful El Dorado Hills, complete with a creek and a securely fenced portion of the yard where dogs can run freely, play fetch, splash in the water, or simply enjoy the fresh air. This setup gives your pup plenty of outdoor time in a safe and natural environment. We have two friendly, medium-sized dogs of our own—Mochi, a 4-year-old Golden Retriever, and Mila, a 2-year-old Goldendoodle. Both are fixed, gentle, and love having other dogs around. They enjoy playdates, cuddles, and are wonderful with our children (ages 17, 8, and 6). Our dogs are indoor dogs and have the run of our hardwood-floored downstairs. We use baby gates to separate carpeted areas, and there’s a designated, cozy sleeping space for your pup. Dogs are always supervised, both inside and out. We’re home full time, so your dog will get constant care, attention, and love. We’re also flexible—we understand that plans can change, and we’re happy to work with you to adjust as needed. We welcome dogs of all sizes, ages, and breeds. Whether your pup loves fetch, water play, or just lounging, we’re here to make sure they have a fun, safe, and loving stay. If your dog has any special needs or preferences, please let us know—we’re always happy to accommodate! Looking forward to meeting your furry family member! 🐶 Sample Daily Dog Schedule Please note: Our schedule is flexible and may vary based on each pup’s individual needs, age, energy level, and weather. We provide a relaxed, at-home environment—very different from a traditional kennel. Morning • Wake-Up: Between 4:30–7:00 AM, depending on the dogs • First Potty & Play: Supervised outdoor time (weather permitting). Dogs are never left outside unattended. • Breakfast: Between 6:30–8:00 AM • Post-Breakfast Potty: About 30 minutes after eating Midday • Nap Time / Free Play: Dogs are encouraged to rest or enjoy calm indoor play. Puppies often nap more frequently. • Potty Breaks: Puppies are let out every 1–2 hours; adult dogs follow a more typical schedule Afternoon • Stimulation & Play Time: Between 3:00–5:00 PM we do light training, enrichment activities, or interactive play Evening • Dinner: Around 6:00–7:30 PM • Post-Dinner Potty: About 30 minutes after meals • Final Potty & Play: Between 8:30–9:30 PM • Tuck-In Time: After the final potty break, dogs settle in for the night ⸻ We focus on keeping dogs happy, active, and well cared for in a loving home environment. Our daily rhythm is built around play, rest, and affection—not rigid routines or cages. We have a fully fenced yard—about a quarter acre or more—where dogs can safely run, play, and explore. Our own pups are friendly, social, and love to wrestle, chase, and relax with other dogs. Because we provide a relaxed, home-based environment, we do not accept aggressive or overly reactive dogs. We carefully assess each dog’s temperament to ensure they’re a good fit for our home, our dogs, and our young children (ages, 8, and 6). Our kids are very comfortable around dogs and have been taught how to behave respectfully and gently with animals of all sizes and temperaments. Our top priority is maintaining a safe, happy, and stress-free space for every pup who stays with us.

Sitter Profile Image: Mackena W.
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Mackena W.
from
$14
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
20 years of experience
Darlington, WI, 53530

Thank you for the amazing care! Our baby really needed comfort while we were gone and we felt so comfortable with him in your care. Highly recommend Mackenna! We’ll be returning clients for sure!!

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Heather B.
Sitter Profile Image: Amber T.
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Amber T.
from
$30
per visit
5.0 out of 5 stars
6 reviews
5 repeat clients
3 years of experience
Monticello, WI, 53570

About: I've always loved animals, I work at a Veterinary Clinic as a Veterinary Assistant. I am pretty flexible with my pet sitting schedule and hard working! I am currently a full time veterinary assistant but can be very flexible around my working hours. For sittings i usually spend my time with the animal if I am not working I have a dogs and two cats at home. I also work at a veterinary clinic and know how to handle dogs and cats. Thank you.

Sitter Profile Image: Chris F.
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Chris F.
from
$20
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
3 years of experience
Sabula, IA, 52070

About: I've been around dogs since I can remember. All but one of my jobs have been involved around dogs. I am a Daycare attendant at the bark bark club Currently right now. I do have a normal 9 to 5 job during the week. But I am off on Wednesdays and Fridays. But I do work on Saturdays and Sundays for like 4 to 6 hours. I am very flexible with taking care of your pet in between shifts to the like. I don't mind going back to your house and I haver never had this be problem I will Crate your dogs if you want or I can leave them outside of their crate it all just depends on what you want

Sitter Profile Image: Lensy A.
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Lensy A.
from
$20
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

About: Hi! My name is Lensy, and I’m excited about the opportunity to care for your pet. A little about me: I am in grad school (online) and work a hybrid job which gives me flexibility/ allows me to be remote a good amount so your furry friend isn’t alone day! I have plenty of experience looking after neighbors’ pets, from playful puppies to full-grown dogs. I also have experience with birds and cats. I can’t wait to take your furry friend out for walks, keep them entertained, and meet their unique needs. I understand it can be hard to trust someone new with your beloved pet, so please don’t hesitate to share any concerns or specific instructions. I’m here to make both you and your pet feel comfortable! I’m flexible, understanding, and passionate about keeping pets happy and active. I look forward to meeting your little companion! PS you will see a lot of photos on my profile of my family golden doodle Coco, who is my whole world😌 I I often have the flexibility to work remotely and do grad school online which allows me to be quite adaptable. I am available to do in-person visits and check-ins throughout the day, though I’m unable to provide lodging. My weekends are currently free, so I’m happy to arrange care for your pets during that time as well. Please feel free to reach out to discuss how I can best accommodate your needs! When caring for pets in my home or in my client's home, I prioritize creating a safe, comfortable, and stimulating environment tailored to each pet's needs. In my client's home, I want to be sure to know their routines. I focus on providing a stress-free experience, ensuring your pet feels comfortable and cared for in familiar surroundings. At home, I have a pet of my own, a mini golden doodle named Coco, who has taught me a lot about pet care and the importance of personalized attention. I ensure a calm, pet-friendly space where all animals can relax and feel at ease. I also maintain consistency in feeding times, play sessions, and any special care routines. I always ensure their safety and well-being is my top priority, no matter the setting.

Sitter Profile Image: Kimberly S.
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Kimberly S.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
5 years of experience
Morrison, IL, 61270

Kimberly is a great choice if you need someone to watch your critters! The communication is great and we feel good about leaving our dogs and cat in her care.

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Riley R.
Sitter Profile Image: Gemma C.
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Gemma C.
from
$25
per visit
3 years of experience
rockford, IL, 61108

About: I treat every pet like they’re my own. I’m really patient, whether it’s a puppy still learning or an older pet that needs things slower and a little extra care. I’m comfortable sticking to routines, giving meds if needed, and paying attention to small changes so nothing gets missed. I want you to feel at ease while you’re away, knowing your pet is safe, cared for, and getting lots of love. my flexible school schedule allows me to easily prioritize pet care around classes, ensuring your cat receives dedicated attention and reliable visits exactly when needed. my routine focuses on maintaining their specific feeding and litter schedules while providing professional medical monitoring, play and quiet companionship without the stress of travel.

Sitter Profile Image: Amanda R.
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Amanda R.
from
$20
per visit
4.9 out of 5 stars
9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

About: Nice to meet you! My name is Amanda, and I have over 16 years of experience caring for animals. I completed Veterinary Assistant coursework at Madison College and have worked in dog daycare, pet care, and grooming environments. I have experience with dogs of all ages, sizes, and temperaments, including puppies, seniors, anxious pets, and dogs with behavioral needs. I am comfortable administering medications, following detailed care instructions, and providing plenty of exercise, enrichment, and attention. I also enjoy sending photos and updates so owners can feel confident that their pets are happy, safe, and well cared for while they’re away. I work full-time caring for animals and am available for pet care before and after work, on weekends, and on many holidays. Pet sitting has been a part of my life for over 16 years, and I enjoy spending my free time caring for pets and helping owners feel comfortable while they are away. Your pet’s safety and comfort are always my top priorities. I follow each pet’s normal routine as closely as possible, including feeding schedules, medications, exercise, and any special instructions. I provide updates and photos during visits so you can have peace of mind knowing your pet is happy, safe, and well cared for.

Sitter Profile Image: Teresa D.
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Teresa D.
from
$30
per visit
5.0 out of 5 stars
5 reviews
30 years of experience
Janesville, WI, 53545

Teresa took wonderful care of Ziggy. Plenty of exercise and bathroom breaks. Can’t recommend her enough! Thanks for the last minute save

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Daniel B.
Sitter Profile Image: Analj K.
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Analj K.
from
$30
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Allied Community, Madison, WI, 53711

Analj is amazing, she is very attentive and patient with my 6 month old high energy puppy! She does exactly what we ask of her with our boy and then some. I received lots of photos and updates through out her visit with Apollo and a detailed report card. 100/10 will use her again!

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Megan B.
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The median cost per visit for cat sitting in Winslow is $20

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Sitters in Winslow average 4
repeat cat sitting clients

FAQs for Drop-In Visits - Winslow

Frequently asked questions about Rover

As of July 2026, there are 65 sitters on Rover offering Cat Sitting across Winslow. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 cat, 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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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