Dog Walking Winfield
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 9 pet parents in Winfield have booked dog walking
Winfield, 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.

“Ashley has been absolutely amazing to work with! She’s reliable, flexible, and has been terrific with both of our dogs. They get genuinely excited when she arrives and happily head out on their walks with her without any hesitation. It’s clear how comfortable they are with her, which gives us tremendous peace of mind. We couldn’t recommend Ashley more highly!”

“The rover app was very easy to use. Lots of choices for all kinds of services for our dog. We had Sydnee come by our rental property and spend some time with our dog and she was very accommodating with her time. We got updated pictures and record of the walks they went on together. Would definitely recommend the app to everyone”
“April is seriously a gem. She has been so kind and patient with my dogs. I was so nervous to start this process on Rover but I am so glad I found her. Not only has she been so caring, but you can just tell how much she loves what she does and goes above and beyond. Thank you so much April!!”
About: I’ve been a dedicated dog mom for 6 years and have experience caring for dogs through all kinds of situations — from energetic puppy stages to recovery days that require extra patience, comfort, and attention. I understand how important trust is when leaving your pet with someone, and I’ll care for them like family. Pet care is already a big part of my daily life. My days naturally revolve around walks, playtime, feeding schedules, outdoor time, and making sure pets feel safe, comfortable, and loved. I genuinely enjoy spending time with animals, whether that’s going on walks, relaxing together, or giving extra attention when they need comfort and patience. When caring for pets in a client’s home, I do my best to keep their routine as normal and stress-free as possible. I follow feeding schedules, potty breaks, walks, medication instructions if needed, and make sure pets get plenty of attention, playtime, and comfort. I also respect my clients’ homes by keeping things clean, secure, and providing updates so they can feel at ease while they’re away.
About: I have been around dogs since I was born! I have two of my own fur children, whom both required a lot of attention and are very spoiled! They are also extremely well mannered and I have only self-trained them with patience and proper motivation. I have pet sat for friends and family several times informally, and found it to be so fun! I myself am a very detail oriented person, loves loving on animals, and understands how comforting it is to have the right person looking after your baby! I own my own business so my hours are flexible and can be arranged as needed! I already am caring for my own pets throughout each day! My dogs are both leashed when going out to potty in our yard. I also work on patience, obedience commands, and recall with them so that they have little daily disciplines. Both of my dogs are very treat oriented so it makes keeping them up to snuff with their manners easy! They also get regularly walked through our neighborhood, have an abundance of toys, and a very consistent meal time for breakfast and dinner!
About: I have had animals all my life, especially dogs amongst a few small pets. I have two dogs myself and I am training all of them with basic commands. I have 5 years of experience in training American pitbulls mixes to have as pets around children and other small animals. Something that sets me apart from others is that I recognize dogs and cats behavior such as signs of discomfort. I have personal experience with raising and caring for dogs of all sizes. I want animals to be comfortable, safe, and healthy. This may be disconcerting for owners that expect their pet to have free roam. I would expect multiple walks and sleeping in their dog beds considering the pets disposition as well as updates about pet stay. For house sitting, I will be willing to adjust prices if my own dogs are allowed to accompany me (not required). I am currently doing delivery services such as Grubhub and Doordash so I set the times I work. I have a flexible schedule and do not leave my home very often. I have 2 small dogs that are playful and dog friendly. I do not have a fenced yard, but I do use the long tie out leashes and outdoor playpens. I recently made a potty area for my dogs. I clean and disinfect it multiple times a week with natural products.
About: Caring for pets isn't just something I do—it's my full-time career and my passion. Because pet care is my primary focus, I have the flexibility to provide personalized attention, accommodate a variety of schedules, and be available when you and your pets need me most. Every pet is treated like family and receives the same love, patience, and care I would give my own. My goal is to create a safe, calm, and fun environment where every pet feels comfortable, happy, and loved while you're away. I understand how important it is to trust the person caring for your pet, and I take that responsibility seriously. You can have confidence knowing your furry family member is in caring, experienced hands. Whether your pet needs a walk, a drop-in visit, or care while you're away, every service is tailored to their individual needs so they receive the attention, exercise, and companionship they deserve. What You Can Expect Personalized, one-on-one care A dedicated, experienced caregiver Daily photo updates for peace of mind Safe, clean, and reliable care with a strong focus on your pet's well-being Flexible scheduling to fit your needs Spoil your furry family member with the love and attention they deserve. From energetic walks to relaxing drop-in visits, every experience is designed to keep your pet happy, comfortable, and cared for in a familiar, loving environment. Your pets aren't just clients—they're family. Caring for pets isn't just something I do—it's my full-time career and my passion. Because pet care is my primary focus, I have the flexibility to provide personalized attention, accommodate a variety of schedules, and be available when you and your pets need me most. Whether your furry family member is staying for daycare, boarding, drop-in visits, or walks, they'll receive the same love, patience, and care I would give my own pets. My goal is to create a safe, calm, and fun environment where every dog feels comfortable, happy, and loved while you're away. I know how important it is to trust the person caring for your pet, and I take that responsibility seriously. • Personalized, one-on-one attention • Experienced caregiver who treat your pets like their own • Daily photo updates to ease your mind • Strict safety protocols for walks, playtime, and sanitation

About: I am currently a kennel assistant at an animal clinic, there I feed, walk, and look after the dogs/cats that are boarding there. I am accustomed to specific feeding instructions that the owners give. I am fine with sitting any breed of dog or any animal for that matter! I am going into animal care after high school and hope be a small animal veterinarian in the future. I have a golden retriever, a shih-zhu pomeranian mix, two guinea pigs, and a Syrian hamster! I am currently completely free everyday from noon to three, so middle of the day walks would work perfect for me! Some days I will be available for evening walks to so message me anytime! I take my dogs outside everyday so they can go to the bathroom. I replenish their water and give them dinner later if no one else has been home yet. I give my guinea pigs their veggies, hay, and pellets everyday and replace the dirty mats and spot clean their cage. My hamsters daily care consists of spot cleaning, cleaning her wheel, replenishing food, and replenishing water!
About: With 30 years of experience caring for pets, I specialize in providing personal care that honors your pet's exact routines. As an overnight stay veteran, I keep animals calm and secure in their own environment while minimizing separation anxiety. Whether your dog thrives on long, energetic walks or prefers quiet companionship, I customize every experience to keep them safe, active, and happy while you are away. I have a very flexible schedule this summer! Whether you need a drop in, dog walk, or require an overnight stay, I'm here to help! To give you complete peace of mind, I provide daily photo and text updates so you can see exactly how your pet is thriving. While staying in your home, I'm also happy to bring in the mail, take out the trash, and water your plants. This ensures your home stays secure and well-maintained while your pets enjoy their familiar daily routines.
About: I’m the person people rely on to baby sit. I have the love and passion to care and attend to dogs as my own. I have experience as a medical assistant which allows me to make rational decisions to maintain a safe environment for your beloved pet. Self taught cpr and other emergency procedures. I’m currently a home stay dog mom and would love to give my love and attention to other dogs and cats. I’m available and flexible to work with the parent. I have a friendly dog that loves company and would help your dog settle in for a fun baby sitting date. Safe uncluttered clean environment pet friendly. Walking paths available for the dog to enjoy for a potty break. Back yard available, spacious two floor.

About: Dog owner and animal lover with over 2 years of hands-on experience caring for and training my Labrador Retriever. I genuinely enjoy spending time with dogs and understand how important it is to find someone trustworthy to care for your pet. I’ll treat your dog like my own and make sure they feel safe, comfortable, and cared for while you’re away! I run my own pressure washing business, so I have a flexible schedule and plenty of availability for pet sitting. Being self-employed allows me to manage my time well and make sure pets receive consistent care, attention, walks, and companionship throughout the day! I care for pets by following their normal routine as closely as possible, including feeding, walks, playtime, and any special instructions from the owner. I make sure pets feel safe, comfortable, and well cared for while providing plenty of attention, supervision, and companionship in both my home and my client’s home!
About: I have been an animal lover my entire life, and caring for pets has always been a true passion of mine. Over the past 20 years, I’ve had the joy of caring for a wide variety of animals, including dogs, cats, chinchillas, ferrets, fish, hamsters, and even axolotls! I recently lost my two senior Chihuahuas ,so I understand the extra patience, attention, and specialized care that senior pets may need throughout the day. I believe every pet deserves to feel safe, loved, comfortable, and cared for like family. Whether your pet needs walks, playtime, companionship, medication reminders, or simply some extra cuddles while you’re away, I’m committed to providing dependable, compassionate care tailored to their individual needs. I recently became a stay-at-home mom for the first time, which has given me the flexibility to dedicate more time to caring for animals. I’m currently available 7 days a week and would love the opportunity to provide your pets with the same love, attention, and care that I give my own. I believe pets are happiest when they can stay in the comfort and familiarity of their own home. I’m happy to follow each owner’s instructions and maintain their pet’s normal routine as closely as possible. Whether it’s feeding, walks, playtime, medication, cuddles, or simply providing companionship, I’m willing to do whatever is needed to make your pet feel safe, comfortable, and loved while you’re away. I’ll treat your home and your pets with the same care and respect I would want for my own.
About: Hello everyone! My name is Samantha, I am 26. I have helped at humane societies since I was 15. I have fostered, volunteered and transported every type of animal you can think of. These animals have had numerous different reasons they needed my help whether it being they were sick, injured or in an emergency situation. I would help with getting them healthy and get them ready to be adopted. I have had many dogs throughout my life therefore, I understand the time and care required for them. I will care for your beloved pet in your home or mine following all your wants and needs! I look forward to hearing from you all! I currently work from home therefore I can bring my work with me and cater to the pets schedule they are used to. I will follow the schedule the owner gives me and feed/ walk when they typically do. When I had a dog I would typically take my dog for 3-4 walks a day and I like to make sure at least one is around two miles so she gets a good workout in! I have a fenced in yard and my dog liked to lay out and I let her out back whenever she looks like she wants to go out as well. This is just the routine I've found makes my dog the happiest but l'm open to any schedules the dog I'm taking care of has!
About: I have run my own business Holliewood Doo Doo Adventures for 10 years (here in Facebook..check me out). Started out as waste pick up and branched out from there as I got older and it provided flexibility with schedules Also myself and my family have worked with ABRA, Inc Rescue to help foster 3 Dogs to help give them love and Discipline and skills to be able to be adopted out. I enjoy providing the Love, Patience, Time needed for each animal as every personality and needs are different. Also, knowing that they are a part of our families and to help soothe them in the transition as well as fur parents when they need to leave Currently I am a College student and this fits into my schedule well and I have flexibility and that's why I love it. I am now off for the Summer and even though I go back in the fall I work around my online classes. I have 2 dogs of our own and a cat. Realizing they have individual needs and they love the safe space of their own home it is important to me to provide that care that you specifically may need for them. You know this and I have so many that suffer from Anxiety or Seniors that do better in their own homes. That is what I am here for...whether they require so many walks per day or snuggles or play time

About: 🐾 Professional Dog Walker & Trainer | 14+ Years Animal Experience Hi! I’m Antonia, and animals have been my passion for as long as I can remember. I’ve been working with animals since I was 10 years old, and that passion has grown into 14+ years of hands-on experience in veterinary medicine and animal care. I’m a compassionate, responsible, outgoing, and dependable person who truly believes every dog deserves patience, understanding, exercise, structure, and lots of love. I don’t just see your dog as a client — I treat every dog I work with like family. ❤️ 🐶 Dog Training Experience I have 3+ years of hands-on dog training experience and have worked with dogs with a variety of personalities, energy levels, and behavioral challenges. I have experience working on: * Basic obedience and manners * Leash training and loose-leash walking * Puppy training * Socialization * Jumping, pulling, and unwanted behaviors * Reactivity * Fear and confidence building * Behavior challenges and aggression I’m also continuing my education to become a professional dog trainer, because I truly love learning about canine behavior and finding ways to help dogs and their owners build a better relationship. My approach is centered around patience, consistency, communication, and positive reinforcement. Every dog is different, so I take the time to understand what works best for each individual dog. 🦮 Dog Walking I have 11+ years of experience walking and caring for dogs, along with my extensive veterinary background. I understand that a walk is about more than simply getting your dog from point A to point B. I want your dog to come home feeling happy, exercised, mentally stimulated, and confident. Whether your pup needs a structured walk, extra exercise, help with leash manners, or simply some one-on-one attention during the day, I’m here to help! I currently work from home, which gives me a very flexible schedule and allows me to dedicate plenty of time to dog walking and training throughout the day. ❤️ Why Choose Me? With my background in veterinary medicine, animal behavior, dog training, and years of hands-on experience, I’m comfortable working with dogs of many different ages, breeds, energy levels, and personalities. Most importantly, I genuinely LOVE what I do. Your dog’s safety and happiness are my top priorities, and I want you to feel completely comfortable knowing your dog is in experienced and caring hands. I can’t wait to meet you and your pup! 🐾 Please feel free to reach out with any questions. I’d love to learn about your dog, their personality, their routine, and what you’re hoping to accomplish through walking or training! I work from home so i have tons of time during the day to go for dog walks or drop in visits and give cuddles and love. I constantly giving my dogs & cats love and talking to them if they are a real person. I get on the floor and play with toys, ball, any kind of stimulation.
About: I’ve been caring for and hosting animals for several years. I love animals and would enjoy caring for your furry loved one. I have dogs and cats of my own and we love having new guests over. I enjoy seeing animals happy in my care and provide them with lots of attention, play time, and cuddles if they like it. I ensure to send plenty of photos and videos for you to enjoy of your fur baby. I’m flexible and have experience in walking, caring for, bathing, and hosting various animals. I have experience with senior dogs and cats and dogs and cats with disabilities as well. I also have experience taking care of birds. Feel free to inquire about anything! I’m here to ensure you and your loved one(s) are comfortable during this experience I’m always one message away (: I’m located in Hebron, IN centrally located less than 10 minutes from Crown Point, 15 minutes from Merrillville, 20-25 minutes from Hobart/Gary, 25-30 minutes from Portage, and 15-25 minutes from Valparaiso. I provide pick up and drop off if transportation cannot be accommodated or provided for your pets stay 😊 I am available on weekdays and weekends full time. I am very flexible for boarding and drop in visits. I always make sure to follow your loved ones typical daily routine. I have a yard and friendly dogs to keep your fur baby company. I can easily crate your fur baby if needed. While in your home I will follow all routines and send photos once I arrive, while inside, and after lock up.
About: I’ve grown up with dogs all my life and now have 2 of my own. I’ve always had a love for animals and enjoy nothing more than spending my time in the company of dogs. My whole world revolves around my Chihuahua. We start our day with a jog and healthy breakfast of veggies, egg and kibble. Then after a treat treat and well needed nap, I like to take him to the park. He is a little sassy but I wouldn’t trade him for anything. I take this little man everywhere and do about everything with him. I absolutely adore him and will show your fur baby the same love and attention I would give my own. Weekly scheduling is available. Dogs will always be on leash unless authorized otherwise. Safety is my main priority. It’s your pet, so I will follow your rules. Doggy-Daycare Service is Currently Not Available.
About: I’ve had pets my whole life and love animals of every kind. I love playing and snuggling with animals and have always loved to care for friends’ pets. At parties, you can usually find me talking to the dogs or cats! After May 31, I will be free all day and will be able to provide continuous care if needed. My husband and two teenagers will also be around to make sure your pets have the best stay ever. I have a fenced in yard and currently, we don’t have any pets after our rescue dog crossed the rainbow bridge this year. At my house, your pets are welcome on beds and couches, though we will also respect boundaries you have at your house. I have two teenage boys who love to play and snuggle with animals. I am also happy to come to your house, as I know many pets are comfortable in their own space.
The median cost per walk for dog walking in Winfield is $20
Dog parents share their Rover experiences - Winfield
Ashley has been absolutely amazing to work with! She’s reliable, flexible, and has been terrific with both of our dogs. They get genuinely excited when she arrives and happily head out on their walks with her without any hesitation. It’s clear how comfortable they are with her, which gives us tremendous peace of mind. We couldn’t recommend Ashley more highly!

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.
Meet local walkers who will treat your dogs like family

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
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Popular requests for dog walking - Winfield
Select a filter and find qualifying sitters offering dog walking.Sitters in Winfield average 3 repeat dog walking clients
FAQs for Dog Walking - Winfield
Frequently asked questions about Rover
The average cost for Dog Walking in Winfield on Rover is $15.54 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 788 sitters on Rover offering Dog Walking across Winfield. 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 Winfield. 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 Winfield.
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 Winfield. On Rover:
- 92% of walkers can help with special care needs
- 94% 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 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.

