Cat Sitting in Windsor Hills

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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: Allison B.
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Allison B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
206 reviews
57 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
287 reviews
102 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal took amazing care of our kitties while we were away! The daily updates and pictures gave us peace of mind that they were adjusting to our absence! We will definitely be using Crystal in the future!

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Dakota H.
Sitter Profile Image: Indiana M.
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Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

This my first time using the app and I love it. My dog has separation anxiety from and my husband. She was super patient with my dog creed. Have him space to warm up to her. Best experience! Responded quickly to my check in messages gave great updates! Definitely recommend 10/10

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Nicole Z.
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
96 repeat clients
14 years of experience
Chester, VA, 23831

Abby was great! She responded to my last minute request. She was very respectful and polite. Sir loved her and she sent plenty of pictures during her visit. I will definitely be using her again!

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Delrita B.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
83 reviews
40 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Phyllis has such a huge heart for animals and is such a genuine person. I have a 7 month Shiba Inu puppy named “Momo” who was driving me crazy and not allowing me to sleep at night. He walks with Phyllis once a day now and they love each other. Grateful for her guidance and genuine support and optimism. I would definitely use her again, and recommend her to ANYONE who needs a little help with their pet.

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Angelica P.
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

Grace took great care of my kitties. This is my second time booking her, and just as last time she followed all my instructions and it seems like my cats like her.

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

Sabrina was amazing! She took good care of my cats awhile I was away, always sending me videos e pictures. I was able to enjoy my trip knowing that my babies were being taken care of. I’ll definitely book her again when I need. Thank you Sabrina

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Rose S.
Sitter Profile Image: Mia M.
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Mia M.
from
$14
per visit
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: Cassidy R.
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Cassidy R.
from
$15
per visit
5.0 out of 5 stars
26 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: Annabella C.
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Annabella C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
20 reviews
6 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: Meredith K.
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Meredith K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Prince George, VA, 23875

Meredith was great! Very responsive, professional and super knowledgeable. Bodhi loved her a she gave him lots of cuddles and took great care of him. 10/10

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

I was very anxious about leaving my Velcro dog but he loved Brenda! She sent photos daily and I could tell he was happy. Next trip, I’m requesting Brenda!

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

Emily was so sweet and attentive to my two cats! They loved her. She was great at communicating and placated all my fears. I will definitely be booking with her again in the future!

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Hira A.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
38 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: Darnell M.
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Darnell M.
from
$20
per visit
5.0 out of 5 stars
100 reviews
37 repeat clients
14 years of experience
Colonial Heights, VA, 23834

Darnell took such great care of Monroe. He was very communicative and kind to my girl. She has separation anxiety so I was stressed leaving her at first l, but Darnell eased that very quickly. Will definitely book with him again in the future. Thank you Darnell!

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Alexandra P.
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: Rikki G.
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Rikki G.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
18 reviews
13 repeat clients
39 years of experience
Colonial Heights, VA, 23834

About: Hi- I'm Rikki & Pearl is my adorable, furry shadow. Since delivering her eight puppies, I knew I had found my calling of caring for animals. I pamper animals with holistic care that leaves them feeling squeaky clean and Zen. I’m also dog CPR certified so if tails stop wagging, I’m the lifesaver ready to jump in with treats, belly rubs, and superpowers. I also have extensive experience in senior dog care, ensuring that older pups receive the extra love, attention, and specialized care they deserve. Our home, Pearl's Palace, is like an animal "spa" surrounded by a welcoming community of pet-loving neighbors. With round the clock attention and care, we hope you and your pets find our home as comfortable as we do. Please feel free to ask any questions you may have, Pearl makes a great secretary! From the moment your pup arrives, they’re welcomed like family. Mornings often start with a friendly sniff-and-greet, followed by some outdoor play or a stroll around the neighborhood to stretch those legs. If the weather’s nice, supervised pool time keeps things exciting (and doubles as a workout). Midday brings rest in a shaded spot or inside the home, with fresh water always available. Throughout the day, dogs enjoy a mix of play, cuddle breaks, and light grooming—nail checks, brushing, or a spritz of my handmade lavender-infused conditioner for relaxation and bug protection. Afternoon activities may include fetch, enrichment games, or lounging by the pool while soaking up the sun. Evening winds down with a final potty break, gentle pets, and plenty of praise before pick-up or bedtime, so your dog heads home happy, relaxed, and maybe just a little spoiled. I have a tall privacy fence and a Great Dane to keep your pets company. Walks are regular and so is meeting new dog friends. Instructions for in-home care are followed as specified below. *Now Available* LIVE feed to owners so you can talk to them and check in!

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: Rachel W.
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Rachel W.
from
$20
per visit
15 years of experience
Chester, VA, 23831

About: Hi! I’m a Rachel and i am a caring animal lover who enjoys spending time with pets, making sure they feel safe and loved while you’re away. As a mom and someone who values a calm, peaceful home, I understand how important it is to trust the person caring for your pet. I treat every animal like they’re part of my own famiy! Whether your pet needs a walk, playtime, feeding, or just some company, I’m happy to meet their individual needs. I’d love to meet you and your pet! 🤗 I am currently working 8-430 fulltime during the week. I have flexabile availability for after work walking, drop in care as well as open and flexabile weekend availability! Open to working together for whatever works. I have once small dog maybelle who loves other dogs and would love to leep upurs company wjole jpur on a weekend het away. Hopefully soon we are moving to a fenced in yard! For now I am available for wlakimg upur doh drippimg in for care and or taking them to the dog park for playtime

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.
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Windsor Hills cat parents share their Rover experiences

1 / 1
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

Indiana was phenomenal to work with. Took excellent care of our cats, was super respectful of our home and helped take care of a few things here and there in our house. Was also very communicative and let us know what was happening with our pets. 10/10 she’ll be our go to pet sitter whenever we are in need and she should be your go to as well!

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Azmi K.
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
5.0 out of 5 stars

Veronica is great! Response on time and helped to take good care of my 4 cats! My cats love her too.

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Na T.
Drop-In Visits
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How Rover works

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  3. 3. Book & Pay

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The median cost per night for cat sitting in Windsor Hills is $20

Why Choose Rover?

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  • 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.

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

Sitters in Windsor Hills average 8
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 $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.

If you’re searching for a Windsor Hills cat sitter for the first time, visit the cat sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a cat sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 697 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, 89% of Windsor Hills cat sitters respond in under an hour.

Cat sitters in Windsor Hills have an average of 15 years of experience. Cat sitters with repeat customers have an average of 8 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 697 cat sitters in Windsor Hills on Rover, so you’re sure to find the perfect match for your cat! In Windsor Hills, 98% of cat sitters offer daily exercise, 98% offer medication administration, and 95% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care 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.

Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.