Cat Sitting in Windsor Hills

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

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Top rated Windsor Hills cat sitters

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: Indiana M.
Verified Enhanced Background Check
Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
31 reviews
13 repeat clients
15 years of experience
Chester, VA, 23831

Indiana was fantastic. I needed a sitter last minute and so thankful Indiana was available. I could trust her with my two fur babies and in my home. She took pictures during her visits so I could see they were happy and well cared for when I was away. Your fur babies are in good hands!

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Carey T.
Sitter Profile Image: Darnell M.
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Darnell M.
from
$20
per visit
5.0 out of 5 stars
101 reviews
38 repeat clients
14 years of experience
Colonial Heights, VA, 23834

darnell was amazing! he watched after my 6 month old kitten, 2 month old kitten, bearded dragon and leopard gecko. he was able to feed the kittens their supplements along with my reptiles on their scheduled feeds. he had communicated great and when there were delays on arrival he had updated me promptly. he truly went above and beyond for my little zoo and was great! i will be using darnell again in the future!

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Ariana R.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
39 reviews
19 repeat clients
18 years of experience
Chester, VA, 23831

Jessica has dropped by on my pupsters on two separate occasions, and I would trust her anytime I need some help. She always provides adorable updates and is communicative. The pups have a great time with her. I will book Jessica everytime if she's available!

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Erin B.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
207 reviews
59 repeat clients
10 years of experience
Chester, VA, 23831

Allison was so patient and kind with my senior dog Izzy : ) She went out of her way to do a meet and greet with my pup, and let her warm up at her own pace. I was able to be away for the day with confidence she was in good hands with Allison!

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Jennifer R.
Sitter Profile Image: Crystal C.
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Crystal C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
291 reviews
102 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal was fantastic! We have 5 Pomeranians and were gone a week. She sent us photos of all of the pups each visit. Several have some problem behaviors and she gave us a number of very helpful training tips when she came to meet us and the dogs. It is VERY clear she understands how dogs think, understands their varied behaviors, needs, is patient, positive. They liked her immediately. She is reliable, was happy to bring in the mail and deal with the house alarm system. We were able to relax and completely enjoy our break, knowing they were in excellent hands. We recommend her most highly. Will definitely seek her out again when we next travel.

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Reid & Lori K.
Sitter Profile Image: Cassidy R.
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Cassidy R.
from
$15
per visit
5.0 out of 5 stars
30 reviews
12 repeat clients
25 years of experience
Chester, VA, 23831

Cassidy was wonderful. There were daily updates and the cutest pictures. Even added a last minute walk since my pups were feeling cooped up. She let me know if there were any problems and I came home to happy pups.

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Manami H.
Sitter Profile Image: Hana J.
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Hana J.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

Hana is amazing! She’s so flexible and understanding when it comes to schedules and demands of each animal in the home. She truly cares about our animals (she will leave our tv on for our dog so she isn’t lonely) and does enrichment treats without us even asking her to. I trust her with our babies 100%

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Ashley D.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
4 years of experience
North Chesterfield, VA, 23237

Annabella was able to help with Elvis very last minute and she was so great and patient with him. Would absolutely recommend her, she was fabulous !

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Ruby V.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
282 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby M. Is wonderful! She has taken care of our pets many times. Our family will continue to "hire" Abby. We appreciate the great job she does!

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Barrie B.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
47 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Excellent cat sitter. She came on time or even early to some of the appointments days. My cat Bonnie instantly loved her. My home was just as I left it when i returned. She was a pleasure to work with!

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Amanda B.
Sitter Profile Image: Grace L.
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Grace L.
from
$18
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
17 years of experience
South Chesterfield, VA, 23834

We had peace of mind knowing Grace was taking care of our cats. This was a long trip so the photos and reports we received connected us to our cats and made us smile. Thanks for doing such a great job Grace.!!

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Diana W.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
93 reviews
43 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Phyllis was amazing and jumped in to help with a last minute family situation!! As someone who has been a petsitter on Rover, I couldn’t recommend her more 😊❤️

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Kellye M.
Sitter Profile Image: BRENDA K.
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BRENDA K.
from
$15
per visit
4.6 out of 5 stars
25 reviews
12 repeat clients
12 years of experience
South Chesterfield, VA, 23834

Brenda cared for our cats as if they were her own! She was super friendly, offered meet and greets with our babies, and was responsive to communication! We look forward to booking with her again soon!

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Kara A.
Sitter Profile Image: Mia M.
Verified Enhanced Background Check
Mia M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Chester, VA, 23831

About: Animals have been a massive part of my life for as long as I can remember, and growing up in a household with both dogs and cats taught me how to read their unique body language and personalities. Today, I am a proud pet parent to two wonderful cats of my own, so I know firsthand just how much your pets mean to you and the level of care they deserve. I have hands-on experience handling pets of all shapes, sizes, and ages, which includes raising a family dog from a puppy and training him to sit, as well as managing and pet-sitting two energetic 80-pound dogs simultaneously. I am also entirely comfortable with the less glamorous sides of pet care, as I am highly experienced in administering oral pills and various medications to both cats and dogs, maintaining strict routines, and handling unexpected bathroom accidents or cleanups calmly and thoroughly. I work full-time Monday through Friday, making my daytime availability perfect for early morning or evening walks, check-ins, and feeding routines. I am also available for overnight housesitting during the week, though this is typically best suited for independent adult animals who are comfortable being alone during standard work hours. My weekends are completely open and flexible for overnight care, extended daytime sitting, and drop-ins. Because young puppies require constant, round-the-clock supervision and undivided attention, I only accept puppy-sitting bookings strictly on Saturdays and Sundays to ensure your little one gets the dedicated care they need. Building a foundation of trust is my top priority when entering your home to care for your pets. For dogs, this means maintaining strict leash safety during walks, keeping a watchful eye for hazards, and following their established feeding and bathroom routines to minimize any anxiety. For cats, I prioritize a calm, respectful environment, giving them the space they need to feel secure while ensuring litter boxes are pristine and food is fresh. I treat your home with the utmost respect—keeping it clean, locking up securely, and handling unexpected messes or accidents quickly and thoroughly. Whether keeping a energetic dog safe on a walk or administering medication to a sensitive cat, I am committed to providing a secure, stress-free environment so you can have total peace of mind while you are away.

Sitter Profile Image: Emily W.
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Emily W.
from
$20
per visit
5.0 out of 5 stars
89 reviews
25 repeat clients
1 year of experience
Colonial Heights, VA, 23834

Emily was fantastic! We met prior to the assignment, so she could meet our cats, learn their habits, and where everything was stored. She was prompt in arriving to check on our cats, socialized with them, and followed our instructions on our cat that had dietary restrictions. She also took pictures at each visit! Well worth the extra money!

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Wendi M.
Sitter Profile Image: Sara T.
Verified Enhanced Background Check
Sara T.
from
$15
per visit
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

Sitter Profile Image: Leslie I.
Verified Enhanced Background Check
Leslie I.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
20 years of experience
Prince George, VA, 23875

Leslie did a wonderful job with our Boxer "Duke". We are grateful we found her. We enjoyed the pictures she shared with us while we were gone.

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Craig M.
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sarah K.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

Sarah was wonderful. She provided reliable top notch service. I highly recommend her and would use her services for my next request.

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Dwayne H.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$25
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
23 years of experience
Chester, VA, 23831

We absolutely love how Tiffany takes great care of our little ones! She always updates us with fun & loving pictures. She is also very quick to respond with any questions or concerns & always on time!

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Calandria B.
Sitter Profile Image: Joanette C.
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Joanette C.
from
$40
per visit
4.9 out of 5 stars
42 reviews
18 repeat clients
9 years of experience
A chesterfield, VA, 23834

Jo is amazing!! My dogs are highly anxious and do not take well to strangers in my home but they absolutely love her! When I used to leave for work they would be depressed but now they aren’t, they actually start playing when I leave which is comforting as I am an anxious dog mom. I trust my dogs with a total of four people and Jo is one of them. She is always so polite and respectful. I would recommend her to anyone looking for a trustworthy pet sitter!

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Amanda M.
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Over 29
pet parents in Windsor Hills have booked cat sitting

Windsor Hills cat parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Took care of a senior cat and an 8 week kitten. No problems. Good communication and a very pet friendly and caring personality

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Mark B.
Drop-In Visits
5.0 out of 5 stars

Emily was fantastic! Her updates were thorough, thoughtful, and gave me so much peace of mind while I was away from our babies. She was attentive, punctual, and clearly cared about making sure they were happy and well cared for. It made such a difference knowing they were in such good hands. I would absolutely book with Emily again and highly recommend her to anyone looking for a reliable and caring pet sitter.

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Kayla C.
Drop-In Visits
5.0 out of 5 stars

Darnell did great with my fur babies. They were well taken care of, and allowed me a peaceful getaway.

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

Cassidy goes above and beyond for our cat and our house! We feel SO comfortable knowing that she's taking care of everything.

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

Allison was wonderful with Pepper and just agreed to a last minute request to watch both of our pets!

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Scott B.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Jessica and will definitely use her anytime we need a cat sitter. We were away for 5 days and she took excellent care of our 8 cats (including two 4 month old kittens). Jessica was very communicative and kept us informed if anything happened. After every visit, she sent photos of each cat and gave a summary of how the visit went. It was obvious that she genuinely cared about our babies and was attentive to their individual needs.

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Jaryn C.
Drop-In Visits
5.0 out of 5 stars

Brandie did a wonderful job taking care of my disabled senior pup and my two kitties. She sent great updates and pictures. I would absolutely trust Brandie to watch my pets again. Thank you Brandie!

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Kelsey G.
Drop-In Visits
5.0 out of 5 stars

When we go out of town, we want to make sure our two cats are checked on by someone who genuinely cares for animals. Caitlin was a wonderful communicator and I didn't have to worry about our boys one bit while we weren't home. I'd be happy to ask for her help with them again, with either our cats or our dogs.

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Elisabeth & Chris B.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat 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 cat sitting in Windsor Hills is CA$20

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 cat sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Windsor Hills average 7
repeat cat sitting clients

Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Windsor Hills on Rover as of Jun 2026 was about CA$20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

As of Jun 2026, there are 42 cat sitters in Windsor Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 82% of Windsor Hills cat sitters respond in under an hour.

Cat sitters with repeat customers have an average of 7 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Windsor Hills.

Do you simply need someone to stop by and play, feed, and scoop? Windsor Hills cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 42 cat sitters in Windsor Hills on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.