Pet Sitting Winsted

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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Over 23
pet parents in Winsted have booked pet sitting

Winsted, 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: Isabelle R.
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Isabelle R.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Winchester, CT, 06098

About: IMPORTANT— I will be in Connecticut from 12/20-1/3. All other dates I will be in Indiana. Unfortunately there is no way to specify location for specific dates in Rover. If you have any questions please let me know! I have taken care of pets my whole life (my own and others). I have two of my own dogs currently — at 70 lb Shepherd x Dalmatian and a 25 lb Jack Russel x Aussie, both of which can get rowdy so I am no stranger to high energy pets! I am happy to help work on basic commands and will make sure your pet gets plenty of physical and mental exercise! I am a graduate student so my schedule is very flexible when it comes to checking in on pets and I typically like to spend >1 hour with them a day. I can provide medications and/or any specific care that your dog might require. I am a graduate student and my schedule can be flexible! For boarding— my own dogs wake me up at 6 am to eat and then often like to go outside around 8 after some more snoozing. As a student I can be gone from 9-5 occasionally, but more often it is 11-4 or something similar. On average I am gone between 4-8 hours at a time depending on my schedule. During the day we usually play and I give them different enrichment toys. When I am home I let the dogs out frequently to romp in the yard! Dinner is around 5 and then usually a calm evening. My weekends I am usually home for the entire day. For at home visits or walks— I am happy to fit your pets needs into my schedule! I can offer up to 3 visits per day and can spend various amounts of time with your pet based on their needs. For boarding—I have a fenced in yard with plenty of room to run and play. I have two dogs who are friendly (albeit loud) and would love to run around with your dog! I do have a crate in the house for your dog if needed. When I am gone my own dogs are closed in my bedroom and I would likely close your pet(s) in a separate room as well— your pet does not need to be crate trained if they are non destructive! Because I do have pets of my own any boarded dogs need to be dog and cat friendly. For home visits and walks— I am slow to introduce myself with each visit to make sure your pet is comfortable with me in their home as it can be stressful!! I typically sit with pets before immediately going for the leash to make sure they feel safe. I am happy to spend time with your pets beyond walking/feeding! In am able to stay for longer periods of time in the evenings to play or sit and just spend time with them. I am comfortable with reactive dogs and will prioritize your pets comfort.

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: Stacey G.
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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 even managed to get my very shy cat to come out from her hiding spot. I would definitely have Stacey take care of my Cat again”

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James C.
Sitter Profile Image: Jamilat A.
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Jamilat A.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
12 years of experience
Torrington, CT, 06790

About: I’ve loved and cared for dogs of all kinds since middle school, walking and pet sitting for family, friends, and neighbors alike. I believe every dog deserves the same level of affection, patience, and care as my own, while also giving each one the individual attention they need to feel comfortable and happy. I work full-time during the week, typically until 4 p.m. Monday through Wednesday and until 5 p.m. on Thursdays and Fridays. I’m available for evening walks on weekdays, as well as full availability on weekends and holidays. I love spending my free time with animals, so pet care naturally fits into my routine and is something I genuinely look forward to. When caring for pets in their own home, I always ensure they feel safe and comfortable in their familiar environment. I follow their owners instructions closely for feeding, routines, and any special needs. I take time to build trust with pets through gentle communication and positive attention while remaining focused on keeping them happy and active.

Sitter Profile Image: Hunter F.
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Hunter F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 65 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!!”

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George P.
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
• 142 reviews
63 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: Kaitlin & Trey N.
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Kaitlin & Trey N.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Torrington, CT, 06790

About: I have been an animal lover since I was 10 years old. I love dogs. hence the reason why I currently have 3 Siberian huskies! I currently work in the medical field, where caring for others is a huge part of what I do every day. That same caring nature carries over into my love for animals! I’ve always had a huge heart for pets and truly believe they deserve the same patience, attention, and compassion we give the people we love. I would love the opportunity to care for your furry family members and make sure they feel safe, comfortable, loved, and well cared for while you’re away. Whether it’s walks, playtime, feeding, checkins, or just some extra cuddles and companionship, I’ll treat your pets like they’re part of my own family. 🐾❤️ I offer a variety of pet care services to make sure your furry family members are happy, comfortable, and well cared for while you’re away! 🐾 I can provide dog walking, drop-in visits, feeding and fresh water, potty breaks, playtime, lots of love and cuddles, and companionship. I’m also happy to care for cats and other pets and can follow your pet’s normal routine and any special instructions you provide. My goal is to give you peace of mind knowing your pets are receiving dependable, loving, and attentive care while they’re with me.

Sitter Profile Image: Lynsey M.
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Lynsey M.
from
$30
per visit
5.0 out of 5 stars
• 28 reviews
11 repeat clients
8 years of experience
Torrington, CT, 06790

“Lynsey is an excellent choice for any pet owner who wants their pet to be well loved while they're away. She takes the time to make your pet comfortable, gives all the pets and even took care of our crested gecko! Lynsey is a true lifesaver and we were able to rest easy knowing our cat Lynx was in her responsible and knowledgeable care. Thank you Lynsey!”

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Lauren C.
Sitter Profile Image: Tara N.
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Tara N.
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
25 years of experience
Torrington, CT, 06790

“Tara is so professional and reliable. Her warm personality comes shining through. This is the second time Tara looked after our very shy cat, Charlie. We came home to happy cat. Charlie's space was tidy and clean. My husband and I have every confidence in Tara. We cannot say enough positive comments about her. We will ask for Tara every time we go away.”

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Claudia W.
Sitter Profile Image: Morgan D.
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Morgan D.
from
$16
per visit
5 years of experience
torrington, CT, 06790

About: What started as a personal challenge—overcoming my childhood fear of dogs—became a journey of love. By volunteering with service dogs, I discovered my passion for all kinds of dogs, big and small. Now, I bring that same warmth and dedication to caring for your pet. My Schedule is Flexible, Reliable, and Full of Love for Your Fur Babies! I work part-time, so I have plenty of time to dedicate to your pets. Most weekdays are wide open for visits, playtime, or overnight stays. Whatever your furry family member needs to feel happy, safe, and loved-i'm your sitter! Anxious or rambunctious, I'm patient and caring. Let’s make sure your pet gets the attention and care they deserve!

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: 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: Sara C.
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Sara C.
from
$15
per visit
10 years of experience
Harwinton, CT, 06791

About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.

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: Priscilla E.
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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: Ashley E.
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Ashley E.
from
$30
per visit
5.0 out of 5 stars
• 50 reviews
10 repeat clients
28 years of experience
Torrington, CT, 06790

“Ashley was great- communicative, extremely helpful, and managed all the cat care throughout blizzard conditions! My cat was totally relaxed and happy when we came home. Thank you Ashley!”

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Corey L.
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: Laina W.
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Laina W.
from
$28
per visit
4.7 out of 5 stars
• 11 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

“Laina was amazing. She came in the heat of a very hot day and took our dog out while we were gone for the evening. She was timely with responses and very friendly. Communication was a breeze. Will definitely use her again!”

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Kyle F.
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: Tara W.
Verified Enhanced Background Check
Tara W.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
1 year of experience
Weatogue, CT, 06089

“Tara is so sweet and kind to our kitties! She hung out with them and gave them lots of good pets and attention I can tell that she’s spent time there because they seemed calm when I got home. I highly recommend Tara!”

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Joy S.
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The median cost per visit for pet sitting in Winsted is $24

Cat parents share their Rover experiences - Winsted

1 / 1
5.0 out of 5 stars

Stacey is such a trouper! She made it up to our place despite the treacherous road due to the snow storm. She took great care of our guys and even took pretty great photos of them every day. Leaving pets while we travel is stressful and Stacey was such a great sitter and took all of that worry away from us. We really appreciate her!

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Susan H.
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Popular requests for pet sitting - Winsted

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Sitters in Winsted average 5
repeat pet sitting clients

FAQs for Pet Sitting - Winsted

Frequently asked questions about Rover

The average cost for Pet Sitting in Winsted on Rover is $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 1,806 sitters on Rover offering Pet Sitting across Winsted. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winsted stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 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.

Yes, you can find sitters who have experience with handling special pet needs in Winsted. On Rover:

  • 97% of sitters can help with special care needs
  • 96% 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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