Pet Sitting in 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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Top rated Winsted pet 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: Jessica T.
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Jessica T.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Winchester, CT, 06098

About: From our family pets to neighbor pet sitting. I walk, play, bathe, and relax with pets at their homes or at the parks. I want them to enjoy the day and be able to explore around town on their walks. I’m currently working full time hybrid office opportunity. I am able to work from home and can spend time with the pets while working. I do have tax seasons where I am in office but can walk dogs during lunch time or on the weekends I am working from home and work is flexible with this. I follow any instructions given to me by the client on how to make their pet comfortable at their own home and be able to enjoy their time at home

Sitter Profile Image: Stacey G.
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Stacey G.
from
$33
per visit
5.0 out of 5 stars
30 reviews
6 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!

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Krista K.
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: Olena G.
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Olena G.
from
$18
per visit
15 years of experience
Winchester, CT, 06098

About: I have over 15 years of personal experience caring for dogs of various breeds and sizes, including a Yorkshire Terrier, a Corgi, a Spaniel, and a Cane Corso. Living with both small companion dogs and strong large breeds has given me a deep understanding of different temperaments, energy levels, and care needs. I am comfortable handling everything from delicate toy breeds to powerful guardian dogs. I understand structure, consistency, and the importance of calm, confident energy — especially with larger breeds. I provide safe, attentive care including walking, feeding, playtime, and following detailed instructions. I treat every dog with patience, respect, and genuine affection, as if they were my own. Pet care fits well into my daily routine. I am available early in the morning through 2:00 PM on weekdays. On Saturdays and Sundays, I am available after 3:00 PM for afternoon and evening visits. I plan my schedule carefully to ensure each pet receives attentive, unrushed care and consistency. Your dog’s safety and comfort are my top priorities. I provide a calm, structured, and clean environment. I carefully follow feeding schedules, exercise routines, and any special instructions you provide. I understand the importance of supervision, especially with larger or more energetic breeds. I am attentive to behavior, body language, and stress signals to ensure every dog feels secure and respected. I treat every pet in my care as if they were my own.

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
124 reviews
55 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: Hunter F.
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Hunter F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
53 reviews
31 repeat clients
15 years of experience
Collinsville, CT, 06019

Hunter was reliable and trustworthy. She took great care of my cats while I was away. It gave me such peace of mind knowing they were in good hands. I would definitely use her again in the future!

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Kimberly
Sitter Profile Image: Alina M.
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Alina M.
from
$25
per visit
1 year of experience
Winsted, CT, 06098

About: I have hands-on experience caring for and walking dogs, including my own Golden Retrievers, who I personally trained and walk regularly. I also care for two other dogs, so I’m very comfortable with different personalities and needs. I’m patient, reliable, and understand how important it is to keep your dog safe, happy, and well-exercised. You can trust that I will treat your pet with the same love and care as my own I’m currently working on part time and go to school, but I have morning availability, so I can make sure your dogs are taken care of early, giving you one less thing to worry about. I provide a safe, loving, and clean environment for all pets in my care. I make sure they are well fed, exercised, and supervised at all times. I follow your pet’s routine closely and ensure they feel comfortable and stress free. I also provide updates and will contact you immediately if there are any concerns or emergencies. Your pet’s safety and happiness are my top priorities.

Sitter Profile Image: Elle R.
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Elle R.
from
$14
per visit
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 sliders, 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: Laina W.
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Laina W.
from
$23
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

Laina is a lovely person, reliable and flexible. We know our pets are in good hands with her. We are already booked for our next trip. Thanks, Laina!

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Stephanie M.
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
6 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 currently am not working and would love to add some furry friends to my day! I am quite flexible with my timing right now and offer free meet and greets for the safety and benefits of all of us. 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: Brendan E.
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Brendan E.
from
$25
per visit
1 repeat client
10 years of experience
Winsted, CT, 06098

About: I've been trusted by many family and friends for the past ten years to care for their dogs of all ages, sizes, and zoomies levels. I'm currently working part-time and have the ability to shift my schedule around as needed. I'm very organized, so I can assure you that I will be on time and available to meet my obligations to you. In your home, I can cater to your desired care approach for your pets, so long as it remains loving and nurturing. This includes but is not limited to: playing with your animal, allowing your animal to sleep in the bed, assisting aged animals up and down stairs, etc.

Sitter Profile Image: Theresa C.
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Theresa C.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
81 reviews
29 repeat clients
52 years of experience
Torrington, CT, 06790

Theresa was fantastic. She sent lots of pictures and asked questions if she was concerned about something. The dogs clearly loved having her there and we didn't worry about them at all. We'll definitely use her again!

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Jessica S.
Sitter Profile Image: Jillian A.
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Jillian A.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
New Hartford, CT, 06057

About: I’ve been taking care of animals all my life. I currently live with three cats and one bunny. I have also had dogs throughout my life. So I welcome everyone! I’m currently working part time at a doggy daycare. So, I will be available weekends and some weekdays! And of course I always try to keep my schedule updated! I understand how frightening it could be for your pet to see a new person coming to your home. I can assure you, I will give them time to adjust and sniff. Then of course I can give them love!

Sitter Profile Image: Lynsey M.
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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 is absolutely phenomenal! She took fabulous care of our wonderful cat, Inga, who is often shy with new people. Lynsey made Inga feel comfortable immediately and this continued for the entire time we were away. Lynsey was reliable, communicative, and it was a true privilege to work with her. We'd give her ten stars if we could, and cannot.say enough good things about her.

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Christina B.
Sitter Profile Image: Tricia C.
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Tricia C.
from
$25
per visit
11 years of experience
Torrington, CT, 06790

About: I grew up with dogs and have always loved caring for them. I currently have a mix breed, Marley who is my little sunshine. I enjoy hiking, running and watching cartoons with him haha. I know what its like finding someone who is trustworthy to care for my dog when I need to travel for work or personal vacation. It can be a bit stressful looking for a good sitter but I can assure you that your dog will be in good hands.

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

My husband and I knew upon meeting Tara for the first time that she was the perfect fit with our cat, Charlie. Charlie is very shy and usually hides when people come to visit. However, this was not the case when Tara entered our home. Tara did a top-notch job taking care of Charlie during her drop in visits over a period of one month. We were so happy when she sent up pictures and updates. Tara is reliable, kind, professional, and a true animal lover. Cats can be messy with the litter, etc. But with Tara on the job, we came home to a very neat home and well-fed, content cat. We will definitely seek Tara services again. Furthermore, we highly recommend her. Thanks a million, Tara.

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Claudia W.
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: Jacqueline C.
Verified Enhanced Background Check
Jacqueline C.
from
$14
per visit
2 years of experience
Torrington, CT, 06790

About: I’ve been dog sitting for people my whole life. From shitzu’s, to lab mixes. I also have two rescues of my own who I’ve worked very hard with to make comfortable and feel loved after there trauma. I am currently a full time teacher so I’m available mostly weekends. Come summer time, other than a part time job I’ll be available often. I have two high energy dogs who love to play. We do not have a fenced in yard, but it is large with woods all around. We also have a lead set up for dogs who are a flight risk.

Sitter Profile Image: Jemeli N.
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Jemeli N.
from
$20
per visit
5.0 out of 5 stars
1 review
20 years of experience
Torrington, CT, 06790

About: I’ve taken care of dogs on and off for years and I’ve had a couple of my own. Would be happy to host your pet for a day or a few days, whatever your need is. I am fully retired at this time and will have plenty of time to play with and care for your pet. I am available weekdays and nights as well as some weekends. I am also available to watch them at your house as well if you’d prefer. I am happy to follow your feeding schedule and to take your pet for a daily walk. There are no young children or anyone else living in the house except me.

Sitter Profile Image: Courtney D.
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Courtney D.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Courtney was great! She sent me pictures every visit, checked in and out when she dropped in, took care of my plants, and when she dropped off my key, my cats ran to greet her, obviously having enjoyed the play time with her. I will definitely book Courtney again.

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Jackie B.
1 / 1
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Over 14
pet parents in Winsted have booked pet sitting

Winsted pet parents share their Rover experiences

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.
Drop-In Visits
5.0 out of 5 stars

Perfect! Cats warmed up right away which was a surprise because Bernie doesn’t always like new people. Thanks Samantha!

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Kate G.
Drop-In Visits
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Winsted is $25

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 pet 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.

Sitters in Winsted average 4
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winsted on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Jun 2026, there are 230 pet sitters in Winsted. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Winsted pet sitters respond in under an hour.

Pet sitters in Winsted have an average of 14 years of experience. Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winsted.

Rover makes it easy to find Winsted pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 230 pet sitters in Winsted on Rover, so you’re sure to find the perfect match for your pet! In Winsted, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.