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: Melissa B.
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Melissa B.
from
$15
per visit
5.0 out of 5 stars
6 reviews
10 years of experience
Monticello, WI, 53570

Melissa was an excellent sitter for our 2 cats. They really loved her and how she interacted with them, and we felt confident the entire time we were away that they were being cared for as we would care for them. We 100% recommend, and will definitely book Melissa again next time we need a sitter for our purr monsters.

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Mary W.
Sitter Profile Image: Kielinn G.
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Kielinn G.
from
$13
per visit
5.0 out of 5 stars
1 review
4 years of experience
Gratiot, WI, 53541

About: I have cared for puppies and senior dogs within a doggy daycare setting. I have administered medication/insulin. I always make sure they use their energy. I currently am working part time at a doggy daycare. So I will have plenty of time to make sure your animals are cared for. I always make sure they are well taken care of and always get the utmost amount of love and care they deserve. Along with treats.

Sitter Profile Image: Bethany D.
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Bethany D.
from
$14
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Monroe, WI, 53566

About: Hi, I’m Bethany! I’ve been caring for pets professionally for over 10 years, and I truly treat every animal like they’re part of the family. Whether it’s dogs, cats, or other furry friends, I’m experienced with a wide range of breeds, temperaments, and special needs. From energetic puppies to laid back seniors, I’ve worked with them all and love every minute of it. I’m also a stay-at-home mom to a sweet toddler who comes with me on all visits. He loves all pets and always calm, quiet, and close to me. Your pet will still receive my full attention, love, and care, with a gentle, nurturing presence alongside us. I know how important it is to find someone you trust with your pets, and I take that responsibility seriously. Let’s set up a meet and greet I’d love to learn more about your pet and how I can help! I am a stay at home mom so that I can attend to your babies at any given time or help out in an emergency! I can provide for your babies with drop in visits or dog walking! I will provide everything you may need plus got the extra mile for you! I love on each pet as it my own, and send lots of pictures and updates!!

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

Madison did a great job of dealing with our stressed out Chihuahua Cowboi when he wouldn’t come out from under the futon. Madison followed all my notes and communicated with us with any questions or issues. As well as being available on short notice. Thanks Madison.

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

Sydney does drop-in visits for my cat and I’m very pleased with her care. She feeds her, checks water, empties litter boxes as well as bringing in mail and checking for packages.

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Jackie R.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$17
per visit
3.0 out of 5 stars
2 reviews
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: Quinn M.
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Quinn M.
from
$13
per visit
5.0 out of 5 stars
1 review
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

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

Mackena was the only one to get my dog to eat while I was away for 4 days. My mom (who watches her regularly) and another dog sitter couldn’t get her to eat. I think she was stressed. Mackena went out and bought new dog food which my dog ate! She even told me not to worry about the extra cost. Her response ‘I’m just happy to help’. She is definitely my go to!

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Tyra L.
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: 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: 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: Cameron M.
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Cameron M.
from
$35
per visit
10 years of experience
East Dubuque, IL, 61025

About: I have been taking care of dogs ranging from small rat terriers up to my current German shepherd. I have a strong understanding of the needs required as well as de-escalation and stimulation! I am a full time night shift nurse, making it easy for me to stop by before and after my shift and during the day as needed! My weekly shifts vary but I am quite flexible. I do not offer in home services since I currently have a German Shepard and two cats. They love each other but it would get a little crowded!

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

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  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Meet local sitters who will treat your cats like family

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Popular requests for cat sitting - Winslow

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Sitters in Winslow average 4
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FAQs for Cat Sitting - Winslow

Frequently asked questions about Rover

As of September 2026, there are 61 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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