Dog Walking Winsted
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 5 pet parents in Winsted have booked dog walking
Winsted, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Stacey is so incredible!!! She is communicative, flexible, and so kind. She took amazing care of my girl and went above and beyond to be helpful. A bear knocked over our recycling bin and she picked it all up, she brought a package in, and most importantly she made our dog so so happy!! We will call Stacey any time we need a little help with Blue going forward!”
“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!”
About: When I was 10 I joined a dog training program through my school, that’s where my training experience began. I provide a premium, low-volume dog care experience for owners who want their dog to have more one-on-one attention in a calm home environment. Your dog won’t be just one of many in a crowded space. I keep my care more personal so each dog gets plenty of attention, supervision, and outdoor time. I have a big yard for dogs to enjoy, but my indoor space is smaller, so I am very intentional about keeping the number of dogs low. That means I can focus on your dog’s comfort, safety, and overall experience much more closely. This is a great fit for dogs who do better with a quieter setting and for owners who value quality of care over high-volume boarding or daycare. I generally only take one to a few dogs at a time unless they are from the same household. I have a lot of experience with senior dogs. I took care of my childhood dog for 17 years of her long, beautiful life. I have experience working with small senior dogs specifically and I know all the little things that they appreciate. I also have experience with large dogs and can handle very big strong dogs. I also love hiking with dogs so if you have an energetic dog you need to burn off energy I am your guy. I have an acre yard with a fenced in front yard in a nice area. Any dog that boards with me would be treated like my own dog and let out very frequently to go to the bathroom and play outside. I would always remain home with your dog. Thank you for considering me and I hope to meet your pet soon! I’m currently a fully remote student so I am fully available. If I board a pet I will be with them full time to make sure they receive the care they deserve. I have a fenced in front yard, and a good amount of unfenced land in the back. My dog is very friendly and would keep your pet great company. He loves dogs and cats. I can easily crate your dog if needed, but would love to give your dog the pet experience and treat them like my own. I live in a nice are and have great access to the woods nearby as well.
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 go to school part-time so I’ll be able to take care of your pups as long as I’m not in school. 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.
“Tara is wonderful. I recently needed someone to help walk my anxious and excitable rescue dog ( a 6-year-old Labrador-Golden Retriever mix). She bonded with my pet right away and was masterful and patient in keeping her calm and controlled. It was my first time using Rover and my first time leaving my dog with a stranger. Tara made me feel comfortable leaving my dog and she sent me multiple photos and updates of her visit. I look forward to working with her in the future.”
About: I have worked with animals for a while. This includes all breeds and all ages. I am working on getting my vet degree and currently work in a vet office. I am able to medicate, walk and help with basic training. I am currently working part time. My schedule does change week by week, but I do always get it in advance. I am available to do walks in the afternoon and night. I can also do sit in services if you would like. I live in an apartment with a couple dog parks around. We go on daily walks and when we can we play ball in the parks.
“Shianne is awesome. She is very responsive and thorough. Love the real time updates and communication. Our pup Oliver LOVES her too! We are happy to trust her with such a special part of our family💗”
About: I have had pets since I was a baby. I had two rabbits who I took care of during my childhood, such as feeding and brushing. When I was around 10 years old we adopted my current dog, who I walk and play with frequently. My family often petsits other animals as well, mostly dogs. I have helped with catering to these dogs needs since I was 9 and have always loved getting the opportunity to take care of them! These experiences have taught me the responsibility necessary to actually take care of animals. I am available to pet sit the entire week except on Mondays. I am a very flexible person and do not mind cancellations or late notices. I have a large yard my dog loves to play in, along with The Canal Trail as a 2 minute walk away from my house. I often take toys from our large toy box to go out into the yard and play with him.
About: I've had pets since I was a child so I'm very close to them, I'm responsible for taking them for a walk, giving them food and bathing them Lately family and friends have been leaving me in charge of taking care of their pets as a bathroom and taking them for a walk I am available to take care of your pets the hours and days you want, I will be happy to be able to take care of them I have a closed parking lot and an area for your pet to do your needs and get some fresh air in addition to having the right space to be able to play with the
“Elizabeth was amazing! She helped us out incredibly last minute and took amazing care of our pup while we were out for the day longer than expected. Thank you so much, Elizabeth!”
About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.
About: As someone who knows that your pet is a part of your family, you can trust that I will do my absolute best to take care of them. I have been a pet sitter for 4 years, providing exceptional care to the pets of neighbors, family, friends and clients. I have experience caring for pets with special needs, dietary restrictions, and medication. I’m currently working full time, but I’m available for overnights with any pet! I’m okay with traveling the distance to your house to watch your pet as well as house sit if needed! I understand that animals feel most comfortable around familiar surroundings, and wouldn’t want to displace them. I’m very flexible, just let me know when I’d be needed. The environment will be your own home. Your pet will not feel displaced, and will remain comfortable in his or her own bed. I understand that familiarity is key when owners are away.
About: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!
About: I adore pets. I've cared for dogs/cats my entire adult life. I'm an expert in senior animal care as well as puppy/kitten care. Dignity's a must. I can't wait to meet and care for your pet! I'm currently a part-time fitness trainer/nutritionist, sculptor & writer, so I have lots of time to care for your pets. My schedule is flexible. Avail. weekdays, weekends, and holidays. While I'm caring for your pet in your home, I am attentive to their needs. I'm especially compassionate with fearful animals. Always loving & gentle.
About: The prices for house sitting are overnight prices. If you require 24 hour care without a break, the price would double. Overnight / Live-In Stays: This typically includes staying at the home from roughly evening through morning (often around 6:00 PM to 10:00 AM. I love dogs. I have been taking care of dogs and cats for over 15 years and it brings me great joy to be able to pursue a career with animals. I will treat your fur baby as if he was my own. While your fur baby is in my care I will treat them as family! I am available every day to care for your pet! I can do drop ins, feed your pet and walk him. I also can do overnight boarding in my home or yours! I can send reports and pictures throughout the visits to ease your mind. Please don’t hesitate to ask any questions! I respond quickly to emails and texts! I hope to see you soon! Thank you! I’m currently at home full time. Your pet will never be left unattended outside and will receive the proper care at all times. Water is provided all day along with snacks and meals. I love to house sit and the pets are more comfortable in their environment. After Covid I find that the pets have higher than normal anxiety in other person’s homes which makes it uncomfortable and unfair to the household and the pet itself.
About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.
About: Current Veterinary Technician Providing services for dogs, cats, and exotics Specialized care for senior pets and young puppies Oral or injectable medication or fluid administration, nail trims, bathing, or anal gland expressions available upon request Currently working a few days a week as a Veterinary Technician. Fairly open availability for overnights, drop ins, and dog walking. No boarding or daycare at this time. I always keep rover dogs on leash, introduce them to my animals slowly with permission from the owner, and follow their routine as written providing them with safe and thorough care.
The median cost per walk for dog walking in Winsted is $22
Dog parents share their Rover experiences - Winsted
Stacey is so incredible!!! She is communicative, flexible, and so kind. She took amazing care of my girl and went above and beyond to be helpful. A bear knocked over our recycling bin and she picked it all up, she brought a package in, and most importantly she made our dog so so happy!! We will call Stacey any time we need a little help with Blue going forward!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Winsted
Select a filter and find qualifying sitters offering dog walking.Sitters in Winsted average 3 repeat dog walking clients
FAQs for Dog Walking - Winsted
Frequently asked questions about Rover
The average cost of Dog Walking in Winsted is $28 per walk as of October 2026. Most bookings cost between $28 and $39 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,691 sitters on Rover offering Dog Walking across Winsted. 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 Winsted. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Winsted after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Winsted. On Rover:
- 90% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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