Cat Sitting Winchester Village

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

End
Search

Over 1
pet parents in Winchester Village have booked cat sitting

Winchester Village, 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: Eileen R.
Verified Enhanced Background Check
Eileen R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
20 years of experience
Rising Sun, MD, 21911

“Eileen was a blessing. She let me know every day how Callie was doing and took time to interact with her!!! I would absolutely book Eileen again and highly recommend her. Thank you, Eileen, so very much!!!”

Profile image
Deborah R.
Sitter Profile Image: Leora P.
Verified Enhanced Background Check
Leora P.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
12 years of experience
Rising Sun, MD, 21911

About: I have been surrounded by dogs my whole life, and I got my first dog at 16. My dog is a mastiff mix, who was unfortunately a covid puppy, leaving her with little socialisation, causing her to be reactive around other animals. We have both been learning from each other everyday and I have been working with and training her since she was a puppy. Throughout the years she has gotten much more confident in herself; even having dog friends now and a younger puppy sister. I have also worked with senior dogs, adminstering medication as needed and helping assist with activities. I have worked with other animals as well, of all different sizes, so I am confident in my ability to read body language and take care of the dogs as needed I am a full-time college student, who is working part-time, and with a chaotic schedule, finding a job for a business is difficult due to my availibilty. I have several animals of my own, making spending time and taking care of them the highlight of my day. I love and treat animals just as the family they are, so when working with others animals, it feels like more of a reward than a job, which I feel is crucial when being a full-time college student and trying to make a living. All of my animals are family and are treated as such, so when taking care of others dogs, I treat them with the same mindset; providing care, love, fun and respect.

Sitter Profile Image: Mason W.
Verified Enhanced Background Check
Mason W.
from
$18
per visit
5.0 out of 5 stars
• 18 reviews
9 repeat clients
12 years of experience
Port Deposit, MD, 21904

“Mason was fantastic. Very detail-oriented when learning about our cats and was so great about cleaning up messes and making sure they got the care they needed. Came home to a clean house and happy cats!”

Profile image
Kelsey E.
Sitter Profile Image: Rebecca L.
Verified Background Check
Rebecca L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 26 reviews
10 repeat clients
25 years of experience
North East, MD, 21901

“Once again, Rebecca was a terrific pet sitter for my three cats. She’s reliable, caring, and wonderful with communication. Highly highly recommend!”

Profile image
Emily W.
Sitter Profile Image: Evelyn G.
Verified Enhanced Background Check
Evelyn G.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
25 years of experience
Port Deposit, MD, 21904

“Evelyn was very nice and patient with my very anxious cat. She kept me updated during the entire stay including pictures and videos. Would definitely book again!”

Profile image
Savanna A.
Sitter Profile Image: Savannah H.
Verified Enhanced Background Check
Savannah H.
from
$14
per visit
2 years of experience
Colora, MD, 21917

About: ⭐️ Meet and Greets with new clients ⭐️ DETAILED updates with photos/videos ⭐️ Extra Cuddles and Playtime ⭐️Seasoned in professional pet care Hi! I’m Savannah 🤍 your pet’s new favorite sitter (and probably their future bestie 🐾) I’m new to Rover, but I’ve always had a deep love for animals and truly enjoy being around them. At home, I have a sweet cat named Athena, and have always been raised around dogs so i definitely understand each one is different. I’m also a stay-at-home mama to my daughter—so I have a very flexible schedule and lots of time to give your pets the love and attention they deserve. I don’t just “check in” on pets—I take the time to learn their personality so they feel safe, comfortable, and truly cared for. Whether they’re playful, shy, or need extra patience, I meet them where they are, giving them love, attention, and playtime so they feel happy and at ease while you’re away 🤍

Sitter Profile Image: Brittany G.
Verified Enhanced Background Check
Brittany G.
from
$17
per visit
5.0 out of 5 stars
• 1 review
7 years of experience
North East, MD, 21901

About: I have taken care of dogs of all ages and sizes, along with some that were medically challenged. I also have experience with training dogs. I currently have a very flexible job so can be available any day of the week. I can do anything from morning visits all the way until end of the day :-) I have a fenced in yard and a very friendly fur baby myself who can keep yours company! I also have the ability to crate whenever needed.

Sitter Profile Image: Colleen Alisa B.
Verified Enhanced Background Check
Colleen Alisa B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 61 reviews
19 repeat clients
20 years of experience
Darlington, MD, 21034

“As always, Colleen was great. Daily visits and photos to show how well my cat was being treated. Additionally, she took the job over the holidays when I really needed to go out of town for a family matter and I didn't know if I would be able to get a cat sitter. She's the best!”

Profile image
Colleen M.
Sitter Profile Image: Marian C.
Verified Enhanced Background Check
Marian C.
from
$20
per visit
5.0 out of 5 stars
• 109 reviews
27 repeat clients
6 years of experience
Oxford, PA, 19363

“As soon as we met Marian we knew our two cats would be in good hands when we went away on vacation-and from the wonderful photos and updates she sent us, it’s clear that we were right! Marian even made friends with our super shy cat who hardly ever comes out for anyone except us. She was easy to get in touch with and very communicative as well.”

Profile image
Lauren C.
Sitter Profile Image: Erica M.
Verified Enhanced Background Check
Erica M.
from
$30
per visit
5.0 out of 5 stars
• 42 reviews
8 repeat clients
20 years of experience
Havre de Grace, MD, 21078

“Erica is amazing!! So thoughtful, thorough, and great with pets. I couldn’t have asked for a better sitter for my cat.”

Profile image
Caitlyn B.
Sitter Profile Image: Christine S.
Verified Enhanced Background Check
Christine S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

“Christine took wonderful care of my 3 cats and she kept me informed about their daily activities. These were drop-in visits to my home for 16 days while I was on vacation. Would definitely use her again.”

Profile image
Cindy A.
Sitter Profile Image: Aria F.
Verified Enhanced Background Check
Aria F.
from
$25
per visit
5.0 out of 5 stars
• 35 reviews
14 repeat clients
10 years of experience
Darlington, MD, 21034

“Aria is absolutely wonderful! I could see she was connecting with my cats every visit. Everything was is great order when I got home including food well taken care of and the litter box tidy! I will most certainly ask to use Aria again!!”

Profile image
Karla J.
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
Star Sitter
from
$36
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
6 years of experience
Port Deposit, MD, 21904

“Friendly with good communication”

Profile image
Michael D.
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Erin K.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
32 years of experience
North east, MD, 21901

“Erin was amazing! She did a great job with my cat and he really loved her, and she left my apartment totally spotless. Would definitely recommend her and plan on having her watch my cat again :)”

Profile image
Hannah M.
Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Emily H.
from
$13
per visit
4.9 out of 5 stars
• 16 reviews
4 repeat clients
24 years of experience
Havre De Grace, MD, 21078

“Emily was fantastic! Her daily write-ups were amazing, she went above and beyond when it came to the service she provided, and ultimately, she ensured our cats were happy and healthy while we were away! We could be more pleased with her. Thanks for everything, Emily!”

Profile image
Aaron N.
Sitter Profile Image: Dylan B.
Verified Enhanced Background Check
Dylan B.
from
$16
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Rising Sun, MD, 21911

“Dylan is so awesome. He’s so good with our doggo learning what he likes and catering to his needs. Great communication and goes out of his way to make your pet happy and well cared for.”

Profile image
Janet K.
Sitter Profile Image: Jessa L.
Verified Enhanced Background Check
Jessa L.
from
$23
per visit
4.7 out of 5 stars
• 12 reviews
3 repeat clients
4 years of experience
Nottingham, PA, 19362

“Jessa was so patient with my dogs - as they required a lot of attention!! She was very responsive and I didn't have to worry about my pups while she was there! Highly recommend!”

Profile image
Kelly F.
Sitter Profile Image: Lacey S.
Verified Enhanced Background Check
Lacey S.
from
$27
per visit
4.9 out of 5 stars
• 12 reviews
7 repeat clients
10 years of experience
North East, MD, 21901

“Lacey did a wonderful job caring for our 2 cats!! We will definitely use her in the future! Thank you Lacey!!”

Profile image
Kim R.
Sitter Profile Image: Faith G.
Verified Enhanced Background Check
Faith G.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Oxford, PA, 19363

“Everything went smoothly during the two weeks we were away! I would definitely rebook with Faith if we need her services in the future.”

Profile image
Marcy C.
Sitter Profile Image: Kee L.
Verified Enhanced Background Check
Kee L.
from
$32
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
North East, MD, 21921

About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.

1 / 1
View more

The median cost per visit for cat sitting in Winchester Village is $22

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 - Winchester Village

Select a filter and find qualifying sitters offering cat sitting.

Sitters in Winchester Village average 6
repeat cat sitting clients

FAQs for Cat Sitting - Winchester Village

Frequently asked questions about Rover

The average cost of Cat Sitting in Winchester Village on Rover is $28 per visit as of October 2026. Most bookings cost between $26 and $30 per visit. 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 October 2026, there are 987 sitters on Rover offering Cat Sitting across Winchester Village. 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 Winchester Village. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge