Pet Sitting Winchester Center

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Winchester Center, Find top rated pet sitting

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: Marisa M.
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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.”

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Sonja B.
Sitter Profile Image: Theresa C.
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Theresa C.
from
$45
per visit
5.0 out of 5 stars
• 81 reviews
29 repeat clients
52 years of experience
Torrington, CT, 06790

“Went away for our end of the year camping trip and this was my first time using Rover. I knew from the start Theresa would be a great candidate when I saw her profile and all her reviews. Mako didn't go camping, but was a happy camper when I got home. Thank you for providing love and of course food while we were gone. Hope to rebook with you again next year! 🐾”

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Danica C.
Sitter Profile Image: Cristin B.
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Cristin B.
from
$35
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
30 years of experience
Torrington, CT, 06790

About: I enjoy the outdoors and taking a walk. Your dog will have lots of play time, as well as fun, treats, food and water. I just like having a dog around to keep each other company so they are not home alone for long time period, you know getting into mischief we can do that together and have more fun haha. I currently do not have any dogs but will get one when the time is right. I have enjoyed and attended dog shows showing for obedience and agility(Dalmatians). I also attended and passed the canine good citizenship test with my first dog. My second dog was adopted and we did agility and was a lot of fun. A dog is a companion in which you meet other dog friendly people. I'm currently working full time but would have time to care for your fur kid/s before and after work, get mail, water plants, check house. I do not have a fenced yard so would take your fur kids out on a leash at your home or if fenced and you chose for them to be loose at your home.

Sitter Profile Image: Alexandrine W.
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Alexandrine W.
from
$25
per visit
5.0 out of 5 stars
• 3 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: Zoe G.
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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: Karina & Jared S.
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Karina & Jared S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 143 reviews
64 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!”

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Bridget S.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$20
per visit
4.9 out of 5 stars
• 46 reviews
9 repeat clients
10 years of experience
Canaan, CT, 06031

“Ashley did such a fabulous job watching our kitties when we were out of town. She even extended an extra couple of days when we were delayed. 10/10 recommend!”

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Anna C.
Sitter Profile Image: Michelle R.
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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

Sitter Profile Image: Jonathan H.
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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: Amanda O.
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Amanda O.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
10 years of experience
Barkhamsted, CT, 06063

“Amanda was great! She was consistent and made sure my cats had everything they needed. Including taking care of cleaning the cat bowls and picking up after one of them got sick. She gave good updates. Would use again and recommend to others.”

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Jessica P.
Sitter Profile Image: Laura L.
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Laura L.
from
$60
per visit
4.9 out of 5 stars
• 80 reviews
49 repeat clients
30 years of experience
Thomaston, CT, 06787

“Wonderful experience every time!!!”

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John and Deb F.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
30 years of experience
Thomaston, CT, 06787

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

Sitter Profile Image: Kelly H.
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Kelly H.
from
$50
per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“As always, our dogs were SUPER excited to see Kelly!”

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Eric L.
Sitter Profile Image: Kadriya B.
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Kadriya B.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Oakville, CT, 06779

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

Sitter Profile Image: Erica T.
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Erica T.
from
$38
per visit
5.0 out of 5 stars
• 19 reviews
7 repeat clients
8 years of experience
Bloomfield, CT, 06002

About: Will feed, walk, and love your animal companion. Will bathe and groom upon request. I treat all animals as my children. I believe that they deserve respect and love. I have a passion for caring for all living things. I have worked in an animal rescue and animal kennel in the past. I also have experience with special needs and abused animals. If your little one needs extra or specific attention I am more than able to accommodate you. If you have any questions or concerns don't be afraid to text me anytime. It's important to me that both pet and owner feel comfortable. If the animal has specific medical needs or handicaps that won't be a problem either. My home is stress free and calm. This is my full time job so I will be able to be and play at home the whole time with your pet. I usually never leave for more than an hour or two. I only have 1 cat that will be separated from all dogs coming into the home. She will stay I. Her room and the dog will have full run of the home while he/she stay here.

Sitter Profile Image: Kaylee B.
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Kaylee B.
from
$35
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Watertown, CT, 06795

“We couldn’t have asked for a better sitter than Kaylee for our dog Nikko while we were away for two weeks. From the very beginning, she went above and beyond to make sure he was not only cared for, but truly loved and engaged. Kaylee spent extra time with Nikko, took him on car rides (which he loves!), and made sure he had both fun and comfort while we were gone. It was clear from the photos and updates—and even more so when we returned—that he really enjoyed his time with her. She treated Nikko like her own, and that kind of care is priceless. We felt completely at ease knowing he was in such good hands. We highly recommend Kaylee and would absolutely book with her again!”

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Dave J.
Sitter Profile Image: Chelsea W.
Verified Enhanced Background Check
Chelsea W.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
4 years of experience
Bloomfield, CT, 06002

About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)

Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$25
per visit
7 years of experience
Hartford, CT, 06106

About: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!

Sitter Profile Image: Annie D.
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Annie D.
from
$38
per visit
5.0 out of 5 stars
• 95 reviews
27 repeat clients
10 years of experience
South Windsor, CT, 06074

“Annie is so sweet and helpful! You can tell my dog is used to her, knows her and is comfortable with her. Look forward to many more visits with Annie!”

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Jessica S.
Sitter Profile Image: Katrin L.
Verified Enhanced Background Check
Katrin L.
from
$25
per visit
5.0 out of 5 stars
• 28 reviews
12 repeat clients
5 years of experience
Glastonbury, CT, 06033

“Katrin was awesome and so attentive!”

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Radiyah B.
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  • 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?

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    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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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FAQs for Pet Sitting - Winchester Center

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

sitters on Rover set their own , 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.

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