Cat Sitting Windsor Hills

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Over 38
pet parents in Windsor Hills have booked cat sitting

Windsor Hills, 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.

1 / 1
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
39 reviews
20 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: Indiana M.
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Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 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.
Star Sitter
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 great with our fur babies! He was super thorough and made sure everything was taken care of each visit. We felt so comforted knowing that, while we were away from home, Darnell was checking in on them, spending some time with them, and taking care of everything they needed. He was also quick to communicate if anything came up and we really appreciated that as well! It’s hard to find a pet sitter with whom you feel totally safe leaving your pets, but Darnell is definitely a sitter that I would request again after seeing how well he treated ours :)

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

Allison has been very patient with our nervous girl, Norma. Norma relaxed quickly during our meet in greet, thanks to Allison’s calm demeanor, and they already seem to be bonding, which makes my dog mom heart happy! She writes thorough Rover cards and sends multiple pictures each visit!

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Emily K.
Sitter Profile Image: Crystal C.
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Crystal C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
292 reviews
105 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal has always been extremely reliable, leaves great roger cards and you can tell she really loves what she does. She treats my animals as her own, with live care and lots of play time! I would recommend her to every single animal owner. She is patient with their energy, is ALWAYS on time, and if schedules overlap she gives you a heads up and an alternate time . I never have to worry When I know she’s there. 100/100 ! Thank you for everything you do !!!!

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Alexis B.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
50 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: 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 was very cool and understanding. I had a bit of a speedbump right before I left and she was cool with it. The dogs (Tuco and Bruschi) liked her immediately :) I was a bit nervous because I have not trained Tuco yet and he can be a lot to handle. Abby handled everything great!!! We would like to tip her, but I don't see a command button for this function on this page?? We all thank her... John, Fran, Tuco, Bruschi and Max the Cat

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John C.
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: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
102 reviews
43 repeat clients
50 years of experience
North Chesterfield, VA, 23237

First time being away and letting someone new come to the house and take care of our babies, Phyllis, did not disappoint! I felt I could be updated and go out of town for a day and now next time longer! Phyllis did outstanding with both of our dogs. Thank you!

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

Grace sent us lovely updates and pictures of our cats each day which made being away much easier. The cats were well played with and barely seemed to notice when we returned 🤣.

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Shelley. R.
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

Thank you so much. She did very good with the cats, and they are not the easiest. Always showed up and made sure they were happy and took lots of pics 🙂

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erin u.
Sitter Profile Image: Leslie I.
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Leslie I.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
35 reviews
13 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: Rebecca R.
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Rebecca R.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Chester, VA, 23831

Rebecca cared for our three cats for about a week and a half, doing drop ins every other day. She was kind and communicative from start to finish, and went above and beyond to keep us and our kitties happy including lots of playtime, topping off food and water, and even watering a plant for us and bringing packages inside. Would book her again for future travel!

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Allison H.
Sitter Profile Image: Sarah K.
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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: Emily W.
Verified Enhanced Background Check
Emily W.
from
$20
per visit
5.0 out of 5 stars
90 reviews
25 repeat clients
1 year of experience
Colonial Heights, VA, 23834

Emily was FANTASTIC with our pets and did whatever necessary to keep them happy and comfortable. Emily is seriously the best, I DEFINITELY recommend her for your petsitting needs! Thank you, Emily!

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Leigh D.
Sitter Profile Image: Brooklynn B.
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Brooklynn B.
from
$21
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
South Chesterfield, VA, 23803

Brooklynn was amazing with my babies! Lots of play time and pictures. She was very communicative with me and gave them lots of loving. Highly recommend!

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McKenzie B.
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: Abreya K.
Verified Background Check
Abreya K.
from
$30
per visit
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

Abreya did well with my cat.

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Kiana D.
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The median cost per visit for cat sitting in Windsor Hills is $20

Cat parents share their Rover experiences - Windsor Hills

1 / 1
5.0 out of 5 stars

My cats are very shy and it looks like they didn’t end up interacting with Indiana, but she sent me pictures of them hiding every day :)

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

We are repeat customers and Allison never disappoints! I know that my fur babies are in safe hands when Allison watches over them!

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Victoria A.
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

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
1 / 1
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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

Sitters in Windsor Hills average 7
repeat cat sitting clients

FAQs for Drop-In Visits - Windsor Hills

Frequently asked questions about Rover

The average cost for Cat Sitting in Windsor Hills on Rover is $22.2 per visit (as of July 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 July 2026, there are 1,239 sitters on Rover offering Cat Sitting across Windsor Hills. 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 Hills. On Rover:

  • 93% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 99% 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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