Dog Walking Winterset
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Winterset, 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've had dogs and cats for most of my life that are treated as family. Buster, my 16 year old Border Collie mix, recently passed. My family consists of several grand puppies who come for visits. I am retired and have a very flexible schedule. I am home most days all day long, with occasional appointments. I would love to go for walks with a dog. I have a pet friendly home with a large fenced yard. I have several grand puppies who visit. I love dogs and would welcome them into my home as part of my family.
About: I grew up with dogs and now have 2 cats and 1 dog of my own. Our cats are both American Shorthair and our dog is a golden retriever! I’m currently a stay at home mom and we love watching some furry friends during our days! We can let them out multiple times, go on walks, and play. Our big fenced in backyard makes for a fun time! I have two very friendly cats who warm up quickly to other animals or hide until they feel comfortable! We also have a golden retriever who loves other animals and loves to play! I live in house with a fenced in backyard!
“Rachael is a gem!! Bobbie Sue adores her, and it is great to be able to trust someone with my pet. She spends extra time with Bobbie Sue and really appreciates her job🌞❤️. Always love the photos she takes 🌞❤️”
“Jen did a great job with Dove. We left Dove with her for a few days of walking, and she sent us updates and took care of her as if she were her own. Dove was sad to see her leave at her meet-and-greet and is wondering when she’ll get lovely, long walks with Jen again. She may be new to the Rover platform, but you can tell she’s been around dogs for years and knows how to take care of them. We’d recommend her.”
About: I have a life of experience caring for my own animals including dogs, cats, newborn pups and kittens, a chinchilla, chickens, and geese! I regularly pet sit for my neighbor and have been asked to do the same by many friends. I have the summer off from teaching, so I am pretty flexible until late August! Then my schedule is limited to afternoons and evenings and may depend on location. I'm available to feed and play with your furry loved ones! I'm comfortable administering any medicine they may need as well. I've got it, no sweat!
“Allison was terrific! She helped out on short notice and went above and beyond to make everything work. The dogs love her. She is a great communicator. Very professional and responsive. Highly recommend!!”
About: I have had dogs and cats since I was a little girl. I am a certified dog trainer and I train PTSD service dogs. 😎 I am currently available anytime throughout the day. 8AM to 8PM. Boarding overnight hour varies. Dog training times vary. Please call to discuss times and days I have a large yard. A fenced in yard. Two friendly dogs that can keep your fur baby company. I am able to crate if needed.
About: I have always had a dog in the house growing up. I have two dogs myself and love them like they are my own kids. I’ve had experience with special needs dogs that can’t be around other dogs as well. I’m a stay at home mom so I’m home all day and almost always available. I can take your dog potty as much as necessary and provide special care if instructed. Furthermore, I can stay with them all day and provide love, attention, and lots of treats! I can also help reinforce good behaviors if you’d like! I have two friendly dogs that are great with kids and other dogs. They are well behaved and can safely socialize with your fur baby. Your fur baby would be loved like they’re family!
About: I’ve pet sat since middle school with varying animals including dogs, cats, and even rabbits. I’m a big animal person hoping to ensure that your furry companions are in the hands of someone efficient and careing. I also work part time at a cat cafe in valley junction so I work with cats on a regular basis. With general pet care I am always trying to be as available as I can. Im only unavailable once a week (typically Thursday and Fridays, but it differs). I am always very flexible. I have a fenced in yard and a dog at home that is fairly well behaved around other dogs. I do not have a crate at my home and would prefer to care for your pet in your home.
About: I’ve taken care of many dogs since i was a kid. My neighbors relied on be to watch their dogs when i was 13 and did so till i was 17, along with always having family dog. I have experience in potty training and teaching fun tricks. Along with mess clean up and all sorts. I believe and furry friends deserve love and respect just as much as we do! Im available every day and night, so if you need a a full week of care don’t worry i have your back or just a quick stop by i’m here! I prefer to keep are furry friends owner informed of what is happening which includes hourly or daily check-ins along with fun photos to show our day, along with owner approved treats!
About: I've taken care of dogs since I was 15 years old when I adopted my first dog Fez while working at the local animal shelter. I've also worked at the Louisiana SPCA for a year where I spent a lot of time getting to know all the different times of breeds and temperaments of both dogs and cats. I'd be happy to take care of your furry family member. My schedule is flexible. I can work with you to find the best time to take care of your fur baby. I'm even available for same day appointments. I would take great care of your fur baby with my undivided attention. I'd make sure they'd have all the time they need outdoors plus extra enrichments indoors during my visit or stay.
About: Hi! I’m Tatum and I absolutely love all animals! Please help me out by sharing the love your pet has to offer. I love all breeds but my absolute favorite are bulldogs! I’ve had 18 years of dog experience because every year of my life I’ve had a pet dog. I have dog sat many times so I have plenty of experience working with dogs. I love the company of a dog and I am very good at keeping them entertained. I have spent a lot of my life loving my own dogs and would love to add a couple more into the mix. Please consider me as your trusted neighbor. I currently work in a hybrid position allowing me to be at home throughout the day to take care of your pet. I keep my weekends pretty open for time to care for your pet. I am pretty flexible to meet the needs of your pet. My home is pet free so your pet can feel safe coming over to visit.
About: Prices are negotiable. I understand when having multiple dogs it racks up to a lot. I am willing to work with you on prices. I’ve had a dog since I was 8 years old. My love for dogs is never ending. I have been taking care of other peoples dogs since I was 19. I’m available to stay with your dog. I am not available to bring your dog to my house. I believe dogs do best in their own environment with all their toys and their own area. I currently work full time for a daycare in Polk City. I work 10hr days Monday, Tuesday, Wednesday, and Thursday. On the weekends I like to take my sister’s dog for a walk unless I am watching someone else dog I will take that dog on a walk if able to. Majority of the dogs I watch stay at home because they know that area better. Anxiety is very common in dogs that get boarded or are away from home.
About: Spending time and interacting with animals has always been a passion of mine. Over the years I helped my grandma run her dog sitting service, taking the dogs for walks and cleaning up the kennels. I also enjoy being outside and taking my own dog for long walks and fun trips to the dog park. My dog is a family member and I intend on treating yours the same way. Your dog will have a great time exploring the city and playing with others at the dog park. I hope to someday have my own place where I can board dogs just like grandma did!!! I spend 90% of my time with dogs and we enjoy playing with other pups at the dog parks, we are traveling nomads and look forward to meeting you My dogs live in my van with me Both are crate trained. I feed my dogs twice a day. They enjoy laying around the house being lazy. Going to the dog park to play with others is always fun too!!! We also enjoy walking
The median cost per walk for dog walking in Winterset is $18
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog walking - Winterset
Select a filter and find qualifying sitters offering dog walking.Sitters in Winterset average 3 repeat dog walking clients
FAQs for Dog Walking - Winterset
Frequently asked questions about Rover
As of October 2026, there are 656 sitters on Rover offering Dog Walking across Winterset. 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 Winterset. 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 Winterset 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 Winterset. On Rover:
- 90% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 91% 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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