Cat Sitting Windsor

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 33
pet parents in Windsor have booked cat sitting

Windsor, 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: Tricia D.
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Tricia D.
from
$14
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
DeForest, WI, 53532

About: Experienced & Loving Dog Care | 14+ Years in Rescue, Training & Medical Care Dogs have always been at the heart of my life—growing up, they were truly cherished members of our family, and that philosophy guides how I care for them today. For over 14 years, I have worked hands-on in rescue shelter environments, giving me deep experience with dogs of every size, age, and background—from tiny toy breeds to gentle giants. My time in rescue has taught me patience, intuition, and deep compassion. I’ve had the privilege of working closely with extremely fearful dogs, including those rescued from puppy mills who had never known human touch or seen the light of day. Helping them learn to trust, feel safe, and discover the joy of just being a dog is one of the most rewarding parts of my work. What I Bring to Your Dog’s Care: Specialized & Behavioral Care: Experienced in basic dog training and working with a wide range of unique personalities (from energetic pups to timid rescues). Medical & Recovery Support: Proficient in administering oral medications (pills and liquids) and supporting dogs through physical therapy and post-op recovery. Family-Level Love: Every dog in my care is treated with the exact same warmth, attention, and affection I give my own. Dependable & Adaptable: I have a flexible schedule, pay close attention to detail, and follow your home and care instructions to the letter. (I also have experience in caring for small mammals and reptiles!) I’d love to meet your pup and provide them with a safe, comforting, and fun environment while you're away! Pet care isn’t just something I squeeze into my schedule; it’s central to my day to day life. With a flexible schedule, I am able to dedicate focused, quality time to the animals in my care without rushing. Whether your pet needs a mid-day walk, precise medication timing, or dedicated cuddle and play sessions, my routine naturally accommodates their specific needs. I prioritize consistency so your pet’s daily rhythms—feeding times, exercise, and rest—remain uninterrupted while you’re away. Safety and trust are the foundation of everything I do. Having spent over 14 years working in animal rescue, I am trained to maintain a secure, low-stress environment and anticipate potential hazards before they happen. In Your Home: I strictly honor your pet’s safe space and established routines. I keep doors and gates secure, ensure all foods and medications are safely stored, and strictly follow your home rules. Building Trust: I let pets approach me at their own comfort level, using positive reinforcement, soft body language, and patience—especially with anxious or rescue pets. Health & Safety: I am highly experienced in monitoring health cues, managing medical recoveries, and administering medications, giving you complete peace of mind that your pet and home are in capable, loving hands.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey was great with my cat, Penny! Hailey gained Penny’s trust and affection immediately. Hailey sent detailed updates and lots of pictures which I greatly appreciated! We would definitely trust her to watch after Penny again!”

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Anne S.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$23
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy did a great job pet sitting at our house for three nights. She sent a lot of pictures that showed that Reggie was having a good time. We came home to a happy cat and our house was just as we had left it. We greatly appreciated her services!”

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Kathleen K.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Madison, WI, 53718

“Shatoria was so great with my cats. She is very responsive and a great listener. I had a lot of changes in care instructions, and she handled everything patiently and without any issues. She kept me updated, followed all the details carefully, and made me feel completely at ease while I was away. I could tell my cats were well cared for and comfortable with her. I would absolutely trust her again and highly recommend her to anyone looking for a reliable and attentive pet sitter.”

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Duong H.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 60 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

“Sarah as always took fantastic care of our cat while we were away for the holidays. Our cat is a chronic vomiter and as a result has a pretty strict food routine, and Sarah followed our instructions perfectly. She is always punctual, very communicative, and sends lots of photos. Our cat is clearly very happy and relaxed around her. I would recommend her to anybody!”

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Julia N.
Sitter Profile Image: Kylie U.
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Kylie U.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

“Kylie was absolutely wonderful with our cats, Georgie and Weezy!! She was punctual, attentive, and kept us updated with photos and messages during her drop-in visits. Georgie really liked her and she tends to be more timid with strangers. We’ll definitely book with Kylie again!”

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Jody & Nick J.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.”

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Gretchen M.
Sitter Profile Image: Emma W.
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Emma W.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Sun Prairie, WI, 53590

“Very responsive and wonderful with the animals ☺️”

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Maddy N.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$17
per visit
4.8 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing. He spend quality time with our pets and even cleaned up an accident without complaint. He was communicative and even sent us photos each day. I would absolutely hire Tucker again.”

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Laura W.
Sitter Profile Image: Lindsey P.
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Lindsey P.
from
$32
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
5 years of experience
Madison, WI, 53704

“Good communication. Treated my cat well. Would book again.”

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Charles J.
Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

“Abigail was communicative, friendly, and went the extra mile to make sure the cats were checked up on!”

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Drew W.
Sitter Profile Image: Gracie F.
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Gracie F.
from
$18
per visit
10 years of experience
Sun Prairie, WI, 53590

About: I have had pets since I was born. I grew up with dogs and a cat. I also have vet/daycare experience. I feel comfortable medicating if needed, and being around multiple dogs/cats at a time. I work full time, but I am free most Wednesday and Thursdays. For my own cat I typically play with him whenever I have free time. I make sure he gets good exercise because I know how important it is! I am patient with all animals. I know it can take time for them to warm up to new people. On walks I let dogs sniff around because that’s how they get the most enrichment out of it. Their walks are about them

Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
12 years of experience
Middleton, WI, 53562

“Rebecca was absolutely amazing! Very sweet and attentive to my cat and her needs, and she sent pictures and detailed updates with how my cat was doing at each visit. So appreciative of her!”

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Megan P.
Sitter Profile Image: Karyanna M.
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Karyanna M.
from
$12
per visit
10 years of experience
Madison, WI, 53704

About: multi-dog household my whole life! schooling and certified experienced grooming 4+ years, as well as 3 years of dog lodging and day care worker. Reliable and safe pet sitting for friends, family and clients for 10+ years. Years of professional experience administering medications and special service requests to animals. Just a deep passion for animals and want to continue working with them outside of work! currently working part time so availability for me looks like Tues-Wed-Thurs availability 8am-6pm. I am flexible with starting and ending times! Overnight stays if requested! willing to be flexible and accommodating for owners! following proper safety measures, perfecting personal care routines, protocols and tasks. having transparent, accurate and effective communication with owners to ensure dependency and proper safety of their loved ones is being carried out. Following directions requested by owners. They know their pets needs better!

Sitter Profile Image: Hailey V.
Verified Enhanced Background Check
Hailey V.
from
$12
per visit
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I’ve taken care of all kinds of dogs! Small or Big not a worry! I love being outside on a long walk but also don’t mind snuggling on the couch if needed!:) I do work a full time job but it’s quite flexible with being able to leave for them to be let out quick if needed! I’m free most days after 4pm and don’t start until 9am most days! I’m the kind of person to act like your dog is my dog! Only the best for your pets because I get it you want the best for them!:) I love to play and give scratches but I’m also willing to cuddle like I said !

Sitter Profile Image: christopher W.
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christopher W.
from
$36
per visit
5.0 out of 5 stars
• 10 reviews
45 years of experience
Madison, WI, 53705

About: I’ve taken care of animals since I was five years old. I’ve walked dogs since I was a child. I have had birds, gerbils, lizards, fish, cats, and dogs. My last animal companion was a rescued special needs Jindo dog from LA. I truly love all animals. I prefer to focus one on one interactions with animals to ensure the best possible care and connection. I work for myself so my schedule is relatively flexible. I am available anytime with enough headway. Have car and can travel to clients. I can spend as much or as little time as your animal companions require. I currently have no pets or housemates and a fenced in backyard for dogs. My house is safe and secure and situated in a quiet neighborhood. All furniture is pet friendly and accessible. Plenty of windows for cats to look out from.

Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$23
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Madison, WI, 53715

About: I’ve been taking care of dogs for 10+ years, and have two of my very own! I am extremely passionate about my love for dogs, and would love to be able to meet more and help you out! I currently work from home doing social media and marketing, so my schedule can be pretty flexible. Once June starts, my Tuesday and Thursday nights are full from about 3-8 but can always let your dog out before and/or after! Once end of August hits I head back to school in Madison, WI! I care for pets very deeply. I believe that all pets deserve the best life they can possibly live. My two dogs are taken on at least 1-2 walks a day, while getting play time in our back yard. Exercise is extremely important to dogs, as well as chill time:)

Sitter Profile Image: Merit L.
Verified Enhanced Background Check
Merit L.
from
$32
per visit
6 years of experience
Madison, WI, 53717

About: A Vet tech providing calm, loving, reliable, attentive pet care. Comfortable with medications, special needs, and nervous pets. I treat every animal like my own. I am currently working at a veterinary clinic, which gives me experience and flexibility. I am available on weekends and some weekdays to help out! I have two cats. I care for them by providing regular meals, fresh water, playtime, and lots of attention. I make sure they feel loved.

Sitter Profile Image: Azaria O.
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Azaria O.
from
$20
per visit
5.0 out of 5 stars
• 110 reviews
36 repeat clients
15 years of experience
Brooklyn, WI, 53521

“Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!”

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Karen B.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$26
per visit
4.9 out of 5 stars
• 71 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Allison is such a great pet sitter and helps ease my anxiety about leaving our babies. I appreciate all their hard work. Our cats love Allison!”

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Lindsey S.
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The median cost per visit for cat sitting in Windsor is $20

Cat parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Heather is wonderful and our cats love her. She has great communication and does a great job. I highly recommend her.

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Missy M.
Drop-In Visits
5.0 out of 5 stars

Taryn provided great care for our young cat! Multiple visits over a couple of days went great, and we would love to book with Taryn again.

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Christina P.
Drop-In Visits
5.0 out of 5 stars

I feel sorry for those of you who did not find Brandy for your pet sitter, but lucky us!! She can never as far as I am concerned leave our family. Nemo is taken care of and watched over just as we would. Brandy lets you know if she has any concerns. For us we feel like our baby is sad we are gone but now when we come home he is right back to himself because he had great care while we were gone. This was an emergency booking and this time we did not leave her with any information and it was fine! THANK YOU BRANDY SO MUCH!

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Julie M.
Drop-In Visits
5.0 out of 5 stars

Karen did a excellent job caring for my cats! She followed all requests in a timely fashion. We arrived home to happy cats.

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Mary Jo W.
Drop-In Visits
5.0 out of 5 stars

Kelsey did a fantastic job caring for our cat while we were out of town. We will definitely rebook in the future!

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Kelsey S.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book cat sitting

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for cat sitting - Windsor

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Sitters in Windsor average 6
repeat cat sitting clients

FAQs for Cat Sitting - Windsor

Frequently asked questions about Rover

The average cost of Cat Sitting in Windsor is $20 per visit as of November 2026. Most bookings cost between $16 and $21 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 313 sitters on Rover offering Cat Sitting across Windsor. 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 91% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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