Dog Walking Winchester Center

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Zoe G.
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Zoe G.
from
$25
per walk
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: Jacqueline C.
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Jacqueline C.
from
$25
per walk
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: Tara N.
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Tara N.
from
$25
per walk
5.0 out of 5 stars
30 reviews
13 repeat clients
25 years of experience
Torrington, CT, 06790

Tara is extremely reliability and did so great with our high energy pup! Highly recommend.

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Sebastian & Elayna R.
Sitter Profile Image: Amanda I.
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Amanda I.
from
$25
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
9 years of experience
Norfolk, CT, 06058

Definitely recommend and will be using Amanda again in the future! Our fur baby loves her and she’s very reliable and thorough!! Two thumbs up!

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Sasha N.
Sitter Profile Image: Angela W.
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Angela W.
from
$35
per walk
5.0 out of 5 stars
116 reviews
45 repeat clients
15 years of experience
Torrington, CT, 06790

My German Shepherd puppy Bianca and Angela got along very well. They spent the six days together, one hour per day, walking and playing in the dog park. I felt confident in Angela after our initial meeting at my house. We spent about 20 minutes getting to know each other. Afterwards, my puppy Bianca and Angela spent some time outside, and that's when I knew this was a wonderful match. I trust Angela with my dog, and I'd recommend her to any dog owner who wants outstanding services.

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David C.
Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

We met Katie for a meet and greet and scheduled a dog walk together. I have 2 rescues who are both anxious and get nervous with new people. She has been very patient with them and asked lots of questions to better understand their behaviors. Katie has been great with our dogs and they are warming up to her. I will definitely be booking with Katie again.

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Molly R.
Sitter Profile Image: Tricia C.
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Tricia C.
from
$30
per walk
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: Ismael J.
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Ismael J.
from
$22
per walk
5.0 out of 5 stars
2 reviews
4 years of experience
Winsted, CT, 06098

About: I’ve been pet sitting for over three years. I’ve had various experiences with dogs and cats. As someone who has a dog of their own, I’ve been able to observe behaviors that’s helped when taking care of other dogs, to understand their needs and wants. I currently work remotely however, it doesn’t take time away when it comes to the fur babies! In fact, it allows me to be present and give them the much needed attention. I understand the environment the pets are settled in. I give daily updates to the home owner, making sure that any anxiety of leaving their pets behind is relieved. I bring my own food and care.

Sitter Profile Image: Stacey G.
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Stacey G.
from
$35
per walk
5.0 out of 5 stars
30 reviews
6 repeat clients
15 years of experience
Winsted, CT, 06098

About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and can provide the best love and care for your animals. I have helped out at a dog training center. I enjoy hiking several times a week and would love to have an animal to accompany me. It has always calmed me down to be around animals because they bring such happiness and great company rather than being alone. It has always been a dream to either work with and have several animals throughout my life. I feel like dogs can bring so much joy to a person and or family. I can relate to how special a pet can be, my dog Fluke is my whole world and my goal is to give him the best life possible. With that being said, I will do everything in my power to provide the best experience for you and your fur babies. ♥️ I’m currently working part-time and going to school for my Master’s online, so I have plenty of open time to care and play with your pups! I have the friendliest golden retriever pup who absolutely adores anyone he meets if your pup needs a friend. I follow all safety guidelines to make sure your fur baby and home are protected.

Sitter Profile Image: Mari W.
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Mari W.
from
$18
per walk
15 years of experience
Torrington, CT, 06790

About: My entire life I’ve taken care of dogs from tiny Shih Tzu’s to large and in charge Cane Corso’s and everything in between! (I’ve helped with litters too!) I’ve also taken care of Bearded Dragons, Ferrets, Rats, Fish, Persian cats, etc. so I’m most definitely comfortable with the large variety of animals! I’m also a certified dog groomer! Therefore I have tons of experience reading dogs’ body language to ensure a comfortable and safe environment for the both of us. Please do not hesitate to message me if you have any questions. I have a few professional references if needed :) I’m currently a stay at home mom therefore, I have plenty of time to play with your furry friend! I’m super flexible please message me with any questions! Anytime my dogs need to go outside to use the bathroom they’re always supervised! I live on a pretty quiet road therefore traffic shouldn’t be a concern with your pups safety. I also have a large yard therefore there’s plenty of room to run around & get some energy out!

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

Great personality!!!…Theresa is professional, accommodating and a lover of animals which is so apparent when she’s with them. So glad we found her!

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Jacqueline H.
Sitter Profile Image: Jemeli N.
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Jemeli N.
from
$25
per walk
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: Meaghan G.
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Meaghan G.
from
$30
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
10 years of experience
Harwinton, CT, 06791

About: I’ve cared for many different animals throughout my life, including mammals, birds, reptiles/amphibians, exotics, farm animals, and wildlife. I’ve cared for pets of friends and family. I have experience with overnight sitting in the pet’s home. I also have experience caring for senior and special needs animals. I spent 6 months as a volunteer at a vet clinic assisting with exams and surgical procedures, and I am currently exploring career paths in animal sciences and wildlife rehabilitation. I have lots of availability to care for your fur babies! I work part-time as a waitress while exploring different careers in the field of animal behavior and sciences. I have the flexibility to accommodate to your schedule and needs. I can be available on most weekends and holidays. I also accept same-day bookings. I prefer to care for animals in their own home where they feel most comfortable. As well as walking in areas they are familiar with. I always make sure to maintain pet safety in the home such as keeping doors/windows/gates shut and keeping hazardous items and toxic plants out of reach or locked away.

Sitter Profile Image: Londiwe M.
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Londiwe M.
from
$16
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Torrington, CT, 06790

About: Hello friends! My name is Londiwe I'm 19f I recently graduated high school and am excited to embark on a career in pet care. I love both dogs and cats! I'm experienced with taking care of cats, I had a cat for 4 years so i'm familiar with cleaning the litter box, feeding, washing, and playing with cats. As for dogs i'm familiar with them in the sense of being around them through friends/family and I adore dogs. When I was really young i would go to a pet store where you could see or play with puppies and I loved it. I'm aware also with dogs that if I were to pet sit I would have to make sure they're taken care of like: fed, played with, and in their cage whenever the client says they're suppose to be. I also provide unlimited cuddles/pets/love for both dogs and cats. :) I'm currently free to dog walk or petsit any day of the week and if not then I would most certainly let the client know beforehand and try to be flexible with my schedule. The services I offer are dog walking and pet sitting in the clients home. I currently don't have any pets but if I were to, I would feed and play with the dog or cat in question and clean up after any mess they may make and basically treat them as family.

Sitter Profile Image: Kaylee S.
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Kaylee S.
from
$35
per walk
5 years of experience
torrington, CT, 06790

About: Hi there! I’m Kaylee, a passionate and experienced pet care professional. With 5 years of hands-on experience in animal care, I have worked across a variety of environments, including doggy daycares, boarding facilities, and grooming salons. My background has given me a deep understanding of animal behavior and the specialized care different pets require. I truly love what I do—caring for your pets brings me so much joy, and I am committed to providing them with the same love, patience, and attention they receive from their family! I am very flexible and happy to work around your schedule. To make sure I am the perfect match for you and your pet, I offer a complimentary meet-and-greet before our first booking. This gives us a chance to get to know each other and ensures your pet feels comfortable and excited to see me! Have any questions? Please feel free to reach out. I would love to chat about your pet care needs and how I can help! My Approach to Care I understand that every pet is unique, with their own personality, routine, and set of needs. I pride myself on providing personalized, attentive care tailored specifically to your pet's requirements. Whether your dog needs extra exercise, a specific routine, or just some extra companionship, I am here to help.

Sitter Profile Image: charleen m.
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charleen m.
from
$18
per walk
2 years of experience
torrington, CT, 06790

About: What sets me apart is my hands-on experience and genuine love for dogs of all ages. I worked at a dog kennel for two years, where I cared for dogs with all kinds of temperaments, ages, and needs. I’m experienced with senior dog care and I’m comfortable with puppies too—whether it’s crate training, potty breaks, or just keeping up with their energy! Your pet’s comfort and safety are always my top priority. Pet care fits easily into my weekly routine since I have a pretty open and flexible schedule. I’m most available Tuesday through Friday between 11:30 AM and 4:30 PM, which works great for midday walks or drop ins. That said, I’m always happy to discuss and make arrangements that work best for you and your pet! Whether I’m caring for pets in my home or yours, their safety and comfort always come first. I take the time to understand each pet’s routine, needs, and personality to make sure they feel secure and loved. I keep a clean, pet-friendly environment and follow any instructions you provide whether that’s feeding schedules or favorite toys. I also provide regular updates so you can feel confident and at ease while you're away.

Sitter Profile Image: Catherine R.
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Catherine R.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
27 years of experience
Winsted, CT, 06098

About: I have always owned a dog! I currently live with 2 dogs and a cat. I think dogs are the best to have around. I have always loved taking care of dogs, and have experience taking care of family members and friends dogs. I am very attentive when it comes to my pups, making sure they are happy! I’m also available for cats! I would love to do drop ins for your kitties! At my home, I have 2 dogs and we live in a condo complex. We bring both of our dogs out every 2-4 hours and take them for a nice walk around the complex and make sure they do their business. We like to get them out as much as possible to keep them active, even in the winter. I’m currently working part time so I have lots of availability during the week and on weekends! You can message me for a specific schedule! I live in a condo complex with my 2 dogs so every 3-4 hours I let them out on a leash and take them for a nice walk to do their business and get fresh air.

Sitter Profile Image: Amanda B.
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Amanda B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
7 years of experience
Winsted, CT, 06098

About: Hi everyone, I’m Amanda! Currently a stay at home mom raising my 5 and 6 year old human children, and my 7year old mix and crazy kitten! We’re all avid hikers and nature lovers, being outside is our absolute favorite! I grew up having dogs, mostly mixes and rescues, so I know how to gently approach pets that may have trust issues or who may be shy. With our mix having husky in her, I know all about high energy and how to get them relaxed and sleepy! Walking, running, and hiking are what we use to personally exercise our dogs so I can make sure whatever works best for your pup is what we’ll do! If needed I can be open to at home boarding, but I would first need to be sure they’d get along with my dogs :) Thank you for reading! I'm currently home full time with my kids in school, so I'm available from 9A - 2P (depending on distance) and after 5 during the week, as needed on the weekends. We have a large yard, and lead available for dogs who may need it. Currently our dog does well to stay on our property, she loves walking down to the brook for a dip!

Sitter Profile Image: Olena G.
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Olena G.
from
$20
per walk
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: Alina M.
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Alina M.
from
$20
per walk
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.

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The median cost per walk for dog walking in Winchester Center is $22

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Sitters in Winchester Center average 3
repeat dog walking clients

FAQs for Dog Walking - Winchester Center

Frequently asked questions about Rover

As of July 2026, there are 1,617 sitters on Rover offering Dog Walking across Winchester Center. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winchester Center. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winchester Center.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Winchester Center. On Rover:

  • 97% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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