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.
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
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: Ability to go at the dog(s) speed when it comes to playing and or walking, from cuddling on the couch with senior dogs to playing with energetic puppies, I can do it all. I have a fairly open schedule and flexibility when it comes to accommodating pet sitting/walking into my schedule, whether it's in the morning, afternoon, night, or overnight I have a fenced yard that I make sure is cleaned up and mowed low. When it comes to caring for the pets within the home, I ensure that the house is as clean as possible, and I feed them at a reasonable time. The same goes for bathroom breaks for them; I let them use the bathroom every hour to two hours. For the senior dog, I know I take her out every 45 minutes
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.
About: I will follow all the instructions given to me, you know your pet best! I love all pets and will treat them like my own! I currently work full time so evenings and weekends are when I more available. I can usually be flexible with advance notice, it really just depends. If asked to care for your pet at in your home I will simply do that without invading your personal space and treating your pet with care and love.
About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.
About: I have over 5 years of experience caring for dogs, cats, and other pets. I provide dog walking, drop-in visits, overnight care, pet transportation, feeding, playtime, and medication administration when needed. I understand that every pet has their own personality and routine, and I always strive to make them feel safe, comfortable, and loved while their family is away. I truly enjoy meeting new pets and caring for them as if they were my own.🐾❤️ Pet care is already a part of my daily routine, and I do my best to accommodate each pet's individual needs. I offer dog walking, drop-in visits, overnight stays, pet taxi services, and care for both dogs and cats. Since my availability can vary, please feel free to send me a message with your requested dates, times, and care needs. I respond promptly and will let you know as quickly as possible if I am available and how I can help. I I provide a safe, calm, and loving environment for every pet in my care. I carefully follow each owner's instructions regarding feeding, medications, exercise, and routines. I pay close attention to behavior changes and make sure pets always have fresh water, a clean space, and plenty of affection. Whether in my home or yours, I treat every pet as if they were my own.
About: Your dog is more than a pet — they’re family. We provide a warm, loving, and secure environment where your furry friend feels safe, happy, and cared for. Whether you’re away for a day or a week, you can rest easy knowing your dog is in trusted hands, getting belly rubs, playtime, and the personal attention they deserve. Because peace of mind isn’t a luxury — it’s a promise. Consider me as your on-call pet sitter. I have currently moved to California all the way from the east coast. Whenever you need me, I’m here ! How I Care for Pets in Your Home – With Safety, Trust, and Comfort at the Heart of It All When I care for your pets, whether I’m house sitting, walking them, or simply dropping in, their safety and comfort are my top priorities. I understand that every pet has a unique routine, personality, and needs — and I take the time to learn and follow your instructions closely to ensure they feel secure and loved in your absence. In your home, I maintain a calm, respectful presence, keeping your pet’s environment clean, stress-free, and familiar. I provide regular walks, playtime, feeding, medication (if needed), and gentle companionship, always with an eye on their behavior and well-being. For drop-ins and walks, I show up reliably and treat your pet like my own — keeping them on safe routes, away from hazards, and paying close attention to their body language and comfort. I always prioritize secure leash handling, water breaks, and positive reinforcement. Your trust means everything to me, and I care for your pets and home with professionalism, love, and integrity.
About: I have 4 dogs of my own. I absolutely love every single kind of animal. I am very passionate about animals. I dog sit my best friends dogs & co workers dogs as well as family pets. I work Sunrise hours Tuesday-Friday. I’m off of work by 11am and have the rest of my morning & afternoon to take care of my babies & play with them as well as take care of anyone else pets. All 3 of my dogs are very friendly. I have 1 dog who is a small cranky old lady with no teeth but she’s usually laying in bed relaxing while the other dogs play. My back yard is semi fenced in. The whole back portion is fenced but you are able to go to the front yard from the sides of the house.
About: I have had both cats and dogs and love giving them attention and the time they need outside. Being able to give them the energy release they need is my job and the extra cuddles and treats are just a bonus! I currently am a college student and have long breaks where I love to spend time walking and sitting dogs whenever I can. I am free on most holidays and during the summer since I live so close to home. I keep a close eye on pets when I dog sit and love to spend all my time with them whether it's on the couch getting extra pets or going outside or the backyard to play.
About: I have always had a pet dog and ever since I was a teenager, I’d dog-sit for family and neighbors. Since college, I’ve been pet-sitting ajd dog walking on a more professional level. I’ve babysat for a few hours, simply for a walk, but have also watched multiple high energy dogs for up to two weeks. I’ve cared for dogs under a year old and up to 13 years old. I’ve always loved dogs and find them very easy to get along with and care for no matter their size, age, or personality. I have also cared for kittens a few weeks old, senior cats, administering medication orally, grooming them if they have long hair etc. Cats have a very different energy than dogs but I enjoy taking care of them just as much as dogs. I am currently in between jobs so I have a lot of free time to care for other dogs, whether it is a short walk or a multi-hour play date, etc. I always follow whatever guidance I am provided by pet parents. This means if you are only comfortable with your dog on a leash or lead while in your yard, I strictly follow that. If there are specific commands to use, certain behavior to watch out for or discourage, particular toys or activities they enjoy, I always follow what information I am given and am always open and communicate well about any issues or concerns that might arise on my end.
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: I’ve always taken care of pets and volunteered at local shelters. Your doggies will have the option of treats, dog walks, dog park trips, bark toys, and the option to socialize with other dogs if that is an option! What’s different with me is every dog that stays here with me and comes home with a brand new BARK BOX toy if the parent allows ! I’m currently a stay at home dad so this works perfectly with my schedule! With my wife working full time, this makes a household that much more at home! All of my dogs are trained and with the huge yard in our back yard it provides the perfect area for exercise and potty time! We also have a dog park right down the street!
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 November 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 November 2026, there are 1,679 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 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 a map of the walking route, 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 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 Winsted. On Rover:
- 90% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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