Dog Walkers in Winsted, CT
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winsted dog walkers

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.

About: I’ve taken care of multiple dogs since I was 14. I was a free-lance dog walker for my neighborhood so I’ve had plenty of experience with many kinds of dogs! I work part-time so I’ll be able to take care of your pups as long as I’m not working. I enjoy taking dogs on walks as I enjoy being active. I have plenty of toys to keep your pups busy as well as my own dog, Tucker, to keep them company! I will play with them and give them as much attention and love as I can.

“I really appreciate Sara’s professionalism and positive attitude! My puppy adores her and their lunch time spent walking and playing together. Her prices are affordable and leave me feeling at ease.”


“Karina is the best dog sitter that I’ve had. She is very professional and always communicates. I have been though a few dog sitters so far, and she is definitely the best. Don’t be afraid to give her a booking you won’t regret it!”


“Jesse was great with Oscar! They hit it off from the meet and greet and Jesse even recommended a new harness to help keep Oscar from pulling. We came home to a happy dog and Jesse even brought in some packages for us. He sent great pictures and video and kept us updated about how Oscar was doing.”


About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.

About: I’ve taken care of my personal dogs as well as friends and family dogs for years now. I am experienced with dogs of all sizes, as well as all personalities. I am familiar with low energy and high energy breeds, and know how to cater to each of them. I also specialize in dogs that have anxiety as well as reactivity, and know how to monitor their behavior and understand them in a way that most humans and other animals do not. I currently work full time, Monday-Friday so all animals would need to be able to be home alone for around 8-9 hours during the weekdays. My current hours are 6:30am-3pm, so I make a point to be available in the morning before I leave for work, and then after I return from work. This also applies to drop-ins. I make a point to be fully available on weekends since I am away often during the weekdays, but am also home early enough during the week that I can spend the afternoon, evening, and night with your furry little ones. I will care for your pets by following the owners’ and pets’ needs, I never stray from instructions. I will ensure safety precautions are always taken, as your animals safety is my highest priority.

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.

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.

About: Hi, I'm Rusty! I've spent my entire life caring for dogs and truly believe that pets are family, deserving only the best walks and care. With experience handling a wide variety of breeds, sizes, and needs, I’m ready to offer your dog the attention they deserve. As a recent retiree, I now have the time and passion to help your pups live their best life! 🐶 I have recently retired, so I have a very flexible schedule! I am available for dog walks and drop-in visits on weekdays between 8:00 A.M. and 3:00 P.M. I treat dogs with the same love and care as any family member. Each day, I ensure they receive plenty of attention, exercise, and affection. Whether it's a morning walk or playtime in the yard, I make sure they’re always happy and comfortable. I am attentive to their individual needs, providing them with a routine that keeps them healthy and active. I also make sure the dogs have fresh water at every visit. Above all, I believe in building a strong bond based on trust, love, and mutual respect, making sure they feel safe and loved every single day.


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.

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 am currently in school. So, I will have plenty of time with your pets! On weekdays I am available for walks and drop by visits! 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!

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.

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.

About: You can reach out to me about what pricing would work best for you, I am flexible! I have worked with service dogs for 2 years. training them, grooming, giving them proper exercise and love! i have also done lots of dog walking, along with cat and dog sitting. I have lots of experience working with high anxiety or aggressive pups, am known for having lots of patience and time for the fur babies! During the summer when I'm taking a break from college i have much more free time to help give your pets the exercise and care they need! your pets happiness is my priority. I am open during week days along with some weekends! I am CPR certified, and have dietary experience, so if your dog has dietary restrictions i am very thorough and attentive to that. Your pets safety and happiness is my priority.
Loving dog walkers in your neighborhood
Search Results


Tara N.Star Sitter

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


Katie O.
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.


Sofia S.

“Sofia was able to help us out in a pinch! She was flexible with her schedule and attentive to our requests. Would hire again!”


Kiera K.

“Kiera was very friendly and patient with our 2 very shy dogs. I will definitely book with her again!”


Thomas B.
About: I’ve taken care of multiple dogs since I was 14. I was a free-lance dog walker for my neighborhood so I’ve had plenty of experience with many kinds of dogs! I work part-time so I’ll be able to take care of your pups as long as I’m not working. I enjoy taking dogs on walks as I enjoy being active. I have plenty of toys to keep your pups busy as well as my own dog, Tucker, to keep them company! I will play with them and give them as much attention and love as I can.


Sara N.

“I really appreciate Sara’s professionalism and positive attitude! My puppy adores her and their lunch time spent walking and playing together. Her prices are affordable and leave me feeling at ease.”


Karina S.
Star Sitter


“Karina is the best dog sitter that I’ve had. She is very professional and always communicates. I have been though a few dog sitters so far, and she is definitely the best. Don’t be afraid to give her a booking you won’t regret it!”


Jesse R.

“Jesse was great with Oscar! They hit it off from the meet and greet and Jesse even recommended a new harness to help keep Oscar from pulling. We came home to a happy dog and Jesse even brought in some packages for us. He sent great pictures and video and kept us updated about how Oscar was doing.”


Danielle L.
About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.


Paige R.
“Paige has a wealth of experience with reactive dogs and is patient and understanding with all types of animals. She is reliable, consistent and communicates as much or as little as requested. I have no hesitations in recommending Paige to pet and/or house sit.”


charleen m.
“Charleen is an incredibly responsible and loving pet caregiver. She’s attentive, trustworthy, and truly treats every pet like her own. Your furry friend will be in great hands!”


Theresa C.Star Sitter

“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!”


Londiwe M.
“Londi is a great person for the job. Not only does she love animals, she also respects them. She’s a hard working and very considerate person. If there’s anything you need to tell her about, she listens and accepts criticism. She cares about your pets as much as you do. Your furry friends will be in good hands.”


August "Rusty" N.
“I enthusiastically recommend August, AKA Rusty, for any and all pet care needs. Rusty loves and cares for every four-legged friend he meets. Rusty is a kind and compassionate person. He is a dog advocate. One of my puppers is selective when it comes to liking humans, especially men, but he loves Rusty. I feel at ease when Rusty is interacting with my dogs as I know they are in good company. I would not hesitate in trusting Rusty with my four-legged family members. Dogs live their best lives when Rusty is around!!!”


Amanda I.

“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!”




Catherine R.
“Catherine and I have been neighbors now for a year. She is an amazing dog owner as well as a dog sitter. She frequently watches after my dog jack when we run late or go on vacation. She has always bern reliable and treats jack like one of her own. I would highly recommend Catherine as a dog walker for anyones fur baby!”


Jillian A.
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 am currently in school. So, I will have plenty of time with your pets! On weekdays I am available for walks and drop by visits! 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!


Stacey G.
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.


Brendan E.
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.


Trinity K.
“To Whom it may concern, Trinity K is of the highest quality of persons I can think of. Not only is she kind and caring but she is honest and compassionate. For the 3 years that I have known her I have come to think of her as a snow white of sorts. Animals love her energy and are truly better off after meeting her. Wild animals will go out of their way to cross paths with her. But dogs and cats absolutely adore her, she's the type to be found at a party petting the hosts pet the entire night. The type to remember an animals name over a humans. She is exactly who I go to to care for my pets. Regards Devon B”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winsted on Rover as of Aug 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 930 dog walkers in Winsted. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 82% of Winsted dog walkers respond in under an hour.
Dog walkers in Winsted have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winsted.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 930 dog walkers in Winsted on Rover, so you’re sure to find the perfect match for your dog! In Winsted, 99% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker 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 dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
