Cat Sitting Winchester Center

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

End
Search

Winchester Center, 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: Katie O.
Verified Enhanced Background Check
Katie O.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

Sitter Profile Image: Marisa M.
Verified Background Check
Marisa M.
from
$25
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
16 years of experience
Torrington, CT, 06790

Marisa is very attentive and reliable. She sent regular updates.

Profile image
Sonja B.
Sitter Profile Image: Zoe G.
Verified Enhanced Background Check
Zoe G.
from
$30
per visit
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Torrington, CT, 06790

About: I absolutely love dogs all shapes and sizes, when you book with me your dog will be in a safe and loving environment with me. it’s important to me that any dog i’m with at the time will have a fun and enriching environment with me and the time we’re spending together. I have experience training puppies and pet sitting puppies. I’ve done extended petting sitting stays and have done petting sitting with multiple animals, i’ve done week long stays with 6+ animals, so I can handle a big crew if you have it. I have experience with farm animals and horses as well if that’s ever needed as well! I’m currently working part time at a doggie daycare and boarding facility, I absolutely love working with the dogs and am just looking to do some more in my free time. I look forward to hearing from you :) If you use me for pet sitting you can expect your dog to be fully safe! I will follow your directions and expectations to the tea because I know what it’s like to have to leave your dog with someone and not wanting to have to worry about your loved one

Sitter Profile Image: Stacey G.
Verified Background Check
Stacey G.
from
$33
per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
15 years of experience
Winsted, CT, 06098

Stacey was great! She communicated very well with me, took lots of great pictures of my pets and did a great job taking care of them! I will definitely book with her again!

Profile image
Krista K.
Sitter Profile Image: Ashley A.
Verified Background Check
Ashley A.
from
$20
per visit
4.9 out of 5 stars
40 reviews
9 repeat clients
10 years of experience
Canaan, CT, 06031

Ashley took great care of my cat while I was out of town. She was so reliable and communicative. I would definitely book with her again and recommend!

Profile image
Ashley M.
Sitter Profile Image: Priscilla E.
Verified Enhanced Background Check
Priscilla E.
from
$20
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
New Hartford, CT, 06057

About: I’ve been around animals my entire life and have hands-on experience caring for a variety of pets, including dogs, bunnies, and birds. Growing up with different types of animals taught me how to adapt to each pet’s unique personality, needs, and routines. I’m comfortable with everything from energetic dogs who need structured walks and play, to smaller animals that require gentle handling and consistency. I pay close attention to behavior, appetite, and mood to make sure every pet is happy, healthy, and comfortable. I currently have open availability, which allows me to be flexible and fully accommodate your pet’s routine. Whether your pet needs early morning visits, midday check-ins, or evening care, I can adjust my schedule to fit their needs. Because I’m not rushing between commitments, I’m able to give each pet focused, unhurried attention during every visit. I care for pets in their own home, where they feel most safe and comfortable. My approach is always needs-based, meaning I follow your pet’s routine closely and adjust to their personality. whether they need lots of interaction or a calm, low-key presence.

Sitter Profile Image: Katherine C.
Verified Background Check
Katherine C.
from
$50
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Torrington, CT, 06790

Katie took such good care of my kitties! She stopped in prior to our scheduled pet sitting to meet my cats, which was much appreciated. She did everything I asked, and made an effort to give my kitties some playtime, even though they were being shy. She provided lots of pics and feedback after each visit, which I love to see, as I worry about my girls when I can’t be home with them. We will definitely be using her services again! ?

Profile image
Natalie C.
Sitter Profile Image: Karina & Jared S.
Verified Enhanced Background Check
Karina & Jared S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
138 reviews
62 repeat clients
23 years of experience
Barkhamsted, CT, 06063

Karina and Jared did a great job looking after my 2 cats while we were away. Jared did the drop in visits to feed, water and scoop. Karina was available for any questions I had and provided help with the Rover scheduling. They kept me up to date on the cat care and were great with communication. Thanks!

Profile image
Bridget S.
Sitter Profile Image: Angela W.
Verified Background Check
Angela W.
from
$30
per visit
5.0 out of 5 stars
117 reviews
45 repeat clients
15 years of experience
Torrington, CT, 06790

Angela was great. She understood our dogs and their needs. Angela arrived on time and took good care of our pups, following our instructions and giving them the mid-day break they needed.

Profile image
Elizabeth A.
Sitter Profile Image: Hunter F.
Verified Enhanced Background Check
Hunter F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
62 reviews
35 repeat clients
15 years of experience
Collinsville, CT, 06019

We will be very sad if ever Hunter can't take care of the kiddos. We've told all our friends who need pet sitters to use Rover and to choose Hunter to care for their pets. Thank you so much!!

Profile image
George P.
Sitter Profile Image: Lynsey M.
Verified Enhanced Background Check
Lynsey M.
from
$30
per visit
5.0 out of 5 stars
27 reviews
11 repeat clients
8 years of experience
Torrington, CT, 06790

Lynsey was absolutely sensational!!!!!!! Her care of Pooh Bear (my cat) was outstanding, as was her care for my home. She followed directions to perfection and was incredibly polite and professional. I highly, highly recommend her!!!!!!!!!

Profile image
Ellyn T.
Sitter Profile Image: Alexandrine W.
Verified Enhanced Background Check
Alexandrine W.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
18 years of experience
Winchester, CT, 06098

About: I have grown up with pets in my house all my life! Whether it be cats, dogs, chickens, goats, you name it! We rescued all of our fur babies so I have seen and experienced a lot in the animal world. I am currently a full time college student and I work part time. I can drop in before school, before I go to work, and when I am out of work! I can also do other times as long as we stay in communication. As I will be doing drop in and walks I will keep your animals leashed at all times unless specified differently so there are no escapees. I love giving my fur babies treats so if you provide me with the certain kind your babies can have I will gladly give them a treat for being adorable!

Sitter Profile Image: Ashley E.
Verified Background Check
Ashley E.
from
$30
per visit
5.0 out of 5 stars
50 reviews
10 repeat clients
28 years of experience
Torrington, CT, 06790

Super easy to communicate with and she sent pictures of our happy puppers with each visit. Will definitely book again and very happy with her services!!

Profile image
Kelsey B.
Sitter Profile Image: Laina W.
Verified Enhanced Background Check
Laina W.
from
$25
per visit
4.7 out of 5 stars
11 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

Laina is awesome, reliable, trustworthy and kind. This is the first time I left the country and left my pets with someone, and she nailed it.

Profile image
Stephanie M.
Sitter Profile Image: Elle R.
Verified Enhanced Background Check
Elle R.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Torrington, CT, 06790

About: I love being with animals and have experience caring for a wide range of pets, including dogs, cats, jumping spiders, and lizards. I enjoy learning each animal’s personality and making sure they’re comfortable and well cared for. I am a student who goes to college out of state but is home for the month of January and is also working part time. Since losing a dog of my own I figured this would be a great opportunity to help others with their pets and still have a great time with animals. I do have a fenced in yard if I take dogs into my home but in other peoples homes, listening to the guardian is most important to me on how they coexist with their pet and respecting that. At the end of the day I want to help people care for their pets.

Sitter Profile Image: Kevin D.
Verified Enhanced Background Check
Kevin D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Burlington, CT, 06013

About: When I was 10 I joined a dog training program through my school, that’s where my training experience began. I provide a premium, low-volume dog care experience for owners who want their dog to have more one-on-one attention in a calm home environment. Your dog won’t be just one of many in a crowded space. I keep my care more personal so each dog gets plenty of attention, supervision, and outdoor time. I have a big yard for dogs to enjoy, but my indoor space is smaller, so I am very intentional about keeping the number of dogs low. That means I can focus on your dog’s comfort, safety, and overall experience much more closely. This is a great fit for dogs who do better with a quieter setting and for owners who value quality of care over high-volume boarding or daycare. I generally only take one to a few dogs at a time unless they are from the same household. I have a lot of experience with senior dogs. I took care of my childhood dog for 17 years of her long, beautiful life. I have experience working with small senior dogs specifically and I know all the little things that they appreciate. I also have experience with large dogs and can handle very big strong dogs. I also love hiking with dogs so if you have an energetic dog you need to burn off energy I am your guy. I have an acre yard with a fenced in front yard in a nice area. Any dog that boards with me would be treated like my own dog and let out very frequently to go to the bathroom and play outside. I would always remain home with your dog. Thank you for considering me and I hope to meet your pet soon! I’m currently a fully remote student so I am fully available. If I board a pet I will be with them full time to make sure they receive the care they deserve. I have a fenced in front yard, and a good amount of unfenced land in the back. My dog is very friendly and would keep your pet great company. He loves dogs and cats. I can easily crate your dog if needed, but would love to give your dog the pet experience and treat them like my own. I live in a nice are and have great access to the woods nearby as well.

Sitter Profile Image: Thomas B.
Verified Enhanced Background Check
Thomas B.
from
$16
per visit
4.7 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Avon, CT, 06001

Thomas was very responsive and helpful. Was able to provide quick updates and great care for Bella. I recommend his services!

Profile image
Don B.
Sitter Profile Image: Zachary N.
Verified Enhanced Background Check
Zachary N.
from
$20
per visit
3 years of experience
Torrington, CT, 06790

About: I have had dogs my whole life but 2 of my dogs gave birth to 11 puppies in October of 2022 and I helped take care of them all until they were ready to go to their new homes. I kept one of the puppies and have taken care of her since she was a newborn so I am very familiar around all types of dogs. I’m currently available most weekdays and weekends. I keep my calendar up to date and do my best to accommodate last-minute requests whenever possible. Feel free to reach out with your dates, and I’ll respond as quickly as I can. I will make sure your pets are getting enough attention and exercise when you are away and will treat them like they are my own.

Sitter Profile Image: Jonathan H.
Verified Enhanced Background Check
Jonathan H.
from
$16
per visit
30 years of experience
Thomaston, CT, 06787

About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.

Sitter Profile Image: Michelle R.
Verified Enhanced Background Check
Michelle R.
from
$45
per visit
5.0 out of 5 stars
1 review
1 repeat client
28 years of experience
Winstead, CT, 06098

About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine

1 / 1
View more

The median cost per visit for cat sitting in Winchester Center is $25

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 Center

Select a filter and find qualifying sitters offering cat sitting.

Sitters in Winchester Center average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Winchester Center

Frequently asked questions about Rover

As of August 2026, there are 795 sitters on Rover offering Cat Sitting across Winchester Center. 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 Winchester Center. On Rover:

  • 97% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge