Cat Sitting Windsor

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

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Over 36
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: Chelsea B.
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Chelsea B.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
High Crossing, Madison, WI, 53718

Chelsea has been wonderful at checking in on our cat, Blue! We can always tell Blue was well taken care of when we get home. Chelsea is kind, reliable, and sends thoughtful descriptions of her visits with plenty of photos :) We definitely recommend her!!

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Helen M.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
53 reviews
13 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha had a short visit with my pup but did exactly what I asked of her and kept communication going through out her visit, would definitely hire her again!

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Megan B.
Sitter Profile Image: Allison A.
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Allison A.
from
$10
per visit
5.0 out of 5 stars
129 reviews
31 repeat clients
25 years of experience
DeForest, WI, 53532

Allison was very professional at the meet and greet, and knew exactly how to deal with our big dog that can be fence aggressive or worried about meeting strangers. They became fast friends! She even took a package in from our porch so it wouldn’t be sitting out all night. We definitely want to use her again in the future, and will recommend our friends in the area. She seems great with dogs all around. Thanks again, Allison!

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Erin A.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
314 reviews
70 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

This was my first time working with Jen, and it went perfectly! Jen was communicative, sent tons of photos, learned the tricks to capture my scardey cats' love and trust within just a couple of days, and left me feeling like I had someone reliable and trustworthy entering my home and caring for my fur babies! Thank you so much, Jen!

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Martha O.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
31 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was so great! Took such great care of my cat while I was away, couldn’t ask for better help. Very responsive and flexible with schedule that needed changing a few times. She sent pictures every drop-in and kept me updated! Definitely recommend Hailey to watch after your pets also.

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Trevor S.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
34 reviews
5 repeat clients
25 years of experience
Windsor, WI, 53598

We couldn't have asked for a better sitter for our two cats Mochi & Frankie! Heather truly went above and beyond, giving us total peace of mind while we were away. She didn't just handle the basics, Heather took the time to really bond with our cats, sent the best photo updates, and even got my shy Covid kitty to play and come out. It’s clear Heather genuinely loves animals. We’ll definitely be booking again!" We appreciated all the updates and photos.

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Jullie B.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
40 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachael was incredible, helped us with a last minute booking when other arrangements fell through. She was thorough, friendly, and took great care of our boy. She sent us plenty of pictures of the visit and he looked so happy with her. We would love to have her back anytime, highly recommend!

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Hayley J.
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
28 reviews
13 repeat clients
4 years of experience
Windsor, WI, 53598

Taryn was kind and very patient with my older, unsure little dog. Everyday Taryn took her time to get to know him. She was friendly and gentle allowing him to get used to her visits.

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ZOE M.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
36 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was wonderful with Louise. She came everyday, kept his bowl filled and spent time with him. Was very pleased with her service and she sent a bunch of photos. Thanks Taylor!!

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Gwen G.
Sitter Profile Image: Karen C.
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Karen C.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

Karen was fantastic with our cats! Treated them wonderfully and sent the best update pictures. Will for sure be looking into her again next time!

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Samantha D.
Sitter Profile Image: Eastyn L.
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Eastyn L.
from
$15
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
10 years of experience
DeForest, WI, 53532

Eastyn is awesome! She is super attentive and communicative, as well as on top of pictures. I felt really comfortable leaving my kitties in her very capable hands.

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Emily Z.
Sitter Profile Image: Michel P.
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Michel P.
from
$23
per visit
5.0 out of 5 stars
79 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is the best! She takes such good care of our kitties and sends the best photos. We have booked her multiple times and will continue to do so. 1000 percent recommend!

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Anna H.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
55 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!

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Amy K.
Sitter Profile Image: Katelyn R.
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Katelyn R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
42 reviews
14 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Katelyn was amazing! She was very responsive and made a great effort to bond with my cats even though they were being a little grouchy. She left good reports after every visit as well. My cats were definitely in great hands 😊

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Audrey S.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$30
per visit
5.0 out of 5 stars
44 reviews
5 repeat clients
20 years of experience
Deforest, WI, 53532

About: We’ve both grown up with dogs and around a variety of animals. I also had a cat as a young person and cared for cats of roommates. I’ve house-sat and pet-sat from Europe to Florida and back to Wisconsin. No kids, no other pets, we’d love to love & spoil your boo while you’re away. I work full time, typically Mon-Fri 7ish to 4ish. I’m typically home weekends. There is some flexibility with my schedule if I know in advance. I have the potential for half days or additional work from home if your pet needs more frequent attention. We have a fenced in yard with plenty of room for them to roam (supervised). We’re cuddle friendly so pets are allowed on the furniture & bed, but we’ll work with you to maintain their habits and training. They can be left free, crated, or contained to a particular room as needed. Any other questions just ask!

Sitter Profile Image: Autumn H.
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Autumn H.
from
$18
per visit
5.0 out of 5 stars
20 reviews
10 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Autumn was great with Lambeau. Hope to schedule again soon with her!

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Tracie B.
Sitter Profile Image: Tiana B.
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Tiana B.
from
$20
per visit
5.0 out of 5 stars
32 reviews
12 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana was great! She was timely, communicated well, and was great to work with. She came and let out my dog while I was working and took great care of him!

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Daria D.
Sitter Profile Image: Susan & Molly S.
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Susan & Molly S.
from
$25
per visit
5.0 out of 5 stars
67 reviews
19 repeat clients
30 years of experience
DeForest, WI, 53532

Susan and Molly are always fantastic! This most recent time, they cared for my 3 cats for almost a full week. I work from home, so I was nervous about being away for so long. However, each day Susan and Molly sent me pictures and updates, which allowed me to fully enjoy vacation rather than worry that the cats weren't getting enough attention or care. My kitties really love them!

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Heather S.
Sitter Profile Image: Phillip C.
Verified Enhanced Background Check
Phillip C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: I’m experienced with both cats and dogs, house sitting and plant sitting if needed. I have a senior cat myself and two other younger cats but I also grew up around dogs and love to dog sit and take dogs on walks when the weather permits. My schedule is usually very flexible. I’m a full time student and I’m working part time from home in the Miami area. As long as I have a solid Wi-Fi or data connection for a hotspot I’m good to go. If there isn’t already explicit instructions my usual schedule would be to walk the dogs every 2-4 hours (puppies more than that till their potty trained) and feed the animals as instructed. Cats and dogs both need their daily playtime as well. I’m willing to spend the night if you’d prefer or just come and spend the workday with them 12+ hours a day.

Sitter Profile Image: Christopher G.
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Christopher G.
from
$15
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Deforest, WI, 53532

Chris was awesome with my boy Monty! He was quick to respond, attentive, and I felt so comfortable knowing he was going to be with my pup. Monty was in great hands. 10/10 recommend, thanks Chris!

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Marc Z.
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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

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

We had a great experience booking Heather through Rover! Our two cats can be shy with new people but were happy to see Heather for feeding and playtime. They also take medication via pill and they had no issues accepting that from her. We received detailed updates and lots of pics. We came home to two content kitties!

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Kristine S.
Drop-In Visits
5.0 out of 5 stars

Brandy is reliable and thorough when she reports back about how our cats are doing. She takes excellent care of them, and I rest easy knowing they get the same love and attention from her that they normally get from me. I will definitely hire her again!

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Heather S.
Drop-In Visits
5.0 out of 5 stars

Della did great with my cat all week and was willing to jump right in with short notice. I enjoyed the daily updates and her helpful nature.

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Bryant V.
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
5.0 out of 5 stars

Awnna took great care of our cats! She administered meds to one of our cats that required 2 visits per day. She fed and played with them and made sure water bowls were filled and litter boxes scooped. Awnna did a wonderful job and we would definitely have her take care of our kitties again!

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Deborah E.
Drop-In Visits
5.0 out of 5 stars

Taryn does a great job of caring for George while we’re away. As long as she’s available, we’ll welcome her back anytime!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Kirstyn is fantastic; our boys love her and she takes great care of them. Communication with her is easy. She sends pictures and details of each check-in.

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Missy M.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • 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 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.

Meet local sitters who will treat your cats like family

  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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for cat sitting - Windsor

Select a filter and find qualifying sitters offering cat sitting.

Sitters in Windsor average 7
repeat cat sitting clients

FAQs for Drop-In Visits - Windsor

Frequently asked questions about Rover

The average cost for Cat Sitting in Windsor on Rover is $10.7 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .

As of August 2026, there are 720 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 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 with handling special pet needs in Windsor. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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 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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