Dog Walking Winsted

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mary-Kate O.
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Mary-Kate O.
from
$19
per walk
5.0 out of 5 stars
122 reviews
70 repeat clients
12 years of experience
Howard Lake, MN, 55349

MaryKate is awesome! Always prompt and reliable, and my dog loves her! I can tell that Mary Kate loves dogs! She also asks if there are any particular commands or trainings that she needs to follow for my puppy, which is nice for consistency!

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Roberta J.
Sitter Profile Image: Amy E.
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Amy E.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
166 reviews
23 repeat clients
25 years of experience
Mayer, MN, 55360

Amy is always very responsive and quick to accommodate my requests. We’ve been utilizing her very frequently for about a month now. She sends updates and pictures every time she stops by to check on my puppy. I truly don’t know what I’d do without her!

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Amy W.
Sitter Profile Image: Shyan I.
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Shyan I.
from
$20
per walk
31 years of experience
Lester Prairie, MN, 55354

About: I've taken care of all types of pets from a very young age. Whether it be a tiny chihuahua to a sizeable Bullmastiff, a cat, birds including chickens, reptiles, fish, even small furry friends like rabbits or ferrets. I have adored and been fascinated by animals my whole life and am up for any challenge you throw at me. I've personally trained my dog to follow voiceless hand signal commands and he is also special needs, so caring for a senior or special needs animal is a breeze for me! I've even provided end of life care for my grandmother's cat, which included administering fluids via injection, so don't be afraid to ask for help if you need it. Not to mention that I have experience raising young kittens and squirrels at milk drinking ages! I am available from 7am to 5pm Monday through Friday and overnights on Fridays and Saturdays. I could possibly do extended overnight stays in my own home if your pet is dog, cat, and young child friendly. Whether it be for a walk, potty break, comfort while you're away, socializing and training your puppy basic commands (and maybe a few tricks), or even just taking your furry friend out for a pup cup and to a sniff spot, I'm the gal for you. I will even provide litter or doggy doo doo cleanup for an additional price. Your pet will always be safe and loved in my hands. I am currently in between jobs, and my kiddos go to daycare from 7am-5pm M-F, so I am available to help between those times, or overnights at your house on Fridays and Saturdays. I could be purr-suaded to do extended overnight stays at my house if your feline is cat, dog, and young child friendly. If I am caring in my home, I have 3 cats-all fixed- a special needs male dog who is NOT fixed due to medical reasons, and two kids under the age of 5. If you choose to keep your pet at my home, they need to be able to get along with them or be kept in a separate room. If you have a female dog, they would need to be fixed with proof of spay. My special needs dog has no business procreating! I have a large home and a decent sized yard with a tie-out cable so that your pet can explore my whole backyard safely without fear of taking off. I also have a screened in porch that I often let the cats roam in during the nicer months. I have a Honda CR-V, so I can keep decently large dogs in the car as well for transport or in case of emergency. If I am caring for your pet in your home, I will cuddle, play, exercise, and feed & water them to their hearts content. I will ask however for an extra fee to pick up any dog poo or clean litter boxes.

Sitter Profile Image: Alicia S.
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Alicia S.
from
$25
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Montrose, MN, 55363

About: Hi everyone my name is Alicia. I have always been an animal lover since i can remember. I have grown up around dogs. I have personally owned both cats and dogs. My family is also animal lovers. I have 3 daughters 14, 11, and 5. We love going for walks in the summer as a family. Your puppy/dog will have the best visit ever with myself and my family and will love all the attention from the kids!! We are always home on the weekends too so I'm always available even with short notice :) hope to hear from you soon!!!! And thank you for giving the opportunity to watch your four legged kids!! I am a stay at home mom so I have fairly open availability during the week and on the weekends. I do make my own work schedule so I can easily fit clients in. I am located in a neighborhood with little traffic so I can take your fur baby(s) out for walks around the neighborhood. Unfortunately at this time my yard is not fenced but they would never be left unsupervised outside.

Sitter Profile Image: Emma G.
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Emma G.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Silver Lake, MN, 55381

About: I currently have 2 cats of my own that I take care of, and I also have experience with cat-sitting, dog-sitting, dog-walking, and more 🐱🐶❤️ I’m working part-time as a pet sitter right now and I can watch your pets on any day of the week (including weekends) from 3:30pm to midnight, but I am willing to make exceptions if I receive any inquiries for pet-sitting outside of my normal hours :) I mainly care for pets at the homes of my clients, but cats are welcome in my home if they don’t mind the company of my 2 cats :) 1 cat per day, and you have to bring your cat in some type of cage/crate. They will be staying upstairs where my room, litter box, and food/water bowls are located.

Sitter Profile Image: Heidi L.
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Heidi L.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
141 reviews
38 repeat clients
30 years of experience
Howard Lake, MN, 55349

Always great with last minute bookings dogs love her.

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samantha s.
Sitter Profile Image: Katie S.
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Katie S.
from
$25
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Montrose, MN, 55363

About: I love dogs, and more importantly, I understand them. A lifetime of caring for, interacting with and learning about animals has given me the skills to keep dogs safe, healthy, engaged, and of course, happy! I enjoy all types of dogs and all personalities. I have a degree in Veterinary Technology and took additional classes in dog behavior and am comfortable with dogs that are difficult for others, such as dominant or very timid. I feel a special connection with dogs that are unsure and love using my knowledge of them to help them come out of their shell. I have worked with hundreds of dogs in veterinary, rescue, boarding and grooming settings. I have attained a CGC with two dogs and done some agility. But mostly I love just being with dogs, mine and any I come across, walking, playing, snuggling, swimming, and anything that brings that smile to their face and that sparkle to their eye. I am honest, flexible, and will respect your property 100%. I am honored to be trusted by those I work for and am happiest when I hear "I didn't have to worry at all because I knew you were there".

Sitter Profile Image: Aphra F.
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Aphra F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
46 reviews
11 repeat clients
30 years of experience
Glencoe, MN, 55336

About: I work with all different kinds of dogs anything from puppies to senior dogs. I have token puppy training classes and know the basics and I have cared for meny senior dogs. Helping with stairs and special diet. I have worked with animals that have diabetes and skin conditions. I offer a team of people me and my Boyfriend work together to offer the best dog care. My daughter even helps out where she can. Our goal is to make sure your dogs are getting the best care we can officer so you don't have to worry why you are away I fall the somethings you do if you kennel them to baby gates you have up around the house. Its important to me to fall the same safety measures that you do when your not home.

Sitter Profile Image: Brittany O.
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Brittany O.
from
$20
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Waverly, MN, 55363

About: I have been around pets my entire life! Dogs, cats and birds! I unfortunately just had to put my dog down and I miss him everyday! I live in Waverly. I work in the Waconia area and am flexible for scheduled walks and check-ins! Excited and hopeful for Rover experiences. Looking forward to helping others in need! Not usually busy in the fall/winter, so available more during this time! My family enjoys being outside playing and throwing balls for dogs. If this is something you are interested, we can make it possible. If not, please inform me! Feel free to contact me if I can help you and your fur babies out! I am home 2-3 days a week. I am flexible and open to drop ins whenever, if you are. I am excited for spring, I cannot wait to add more walks! I have not had any negative reviews! I wouldn’t trust anyone with my pet, and wouldn’t expect you to do so either. I am a trustworthy person and a former pet owner myself!

Sitter Profile Image: Holly J.
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Holly J.
from
$20
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Mayer, MN, 55360

About: I am a certified veterinary technician as well as certified in Companion Animal Rehabilitation Therapy. I have been working in the veterinary field for over 10 years now. I love any & all things outdoors! Especially hiking with my dog! I would love to meet and help your animal get outside for some fresh air! I can guarantee that your animal will be safe and comfortable with me walking by their side! I promise to not only exercise your pet but also give them attention & affection with our time together! I can also drop in for happy visits as well as medication administrations. Feel free to contact with any other specific questions you may have for me! I currently work part time as a Certified Veterinary Technician/Companion Animal Rehabilitation Therapist. I typically work Tuesday-Thursdays. More often than not I can walk your pet after work (6pm) However, Friday-Mondays I'm fairly opening. I plan to only be walking your pets. That being said I can always drop in for happy visits or to administer medications if needed.

Sitter Profile Image: Lisa D.
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Lisa D.
from
$18
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Watertown, MN, 55388

About: Animals have such a special place in my heart. I will treat your fur baby like they’re my own family to ensure they’re well taken care of. I have two teens who adore animals as well, and they love to help with walks, cuddles and play time. I currently work from home so my schedule allows a lot of flexibility. I can care for your fur baby in my home or yours. I have a large yard and lots of places to go for walks. For cats, I have a cat tree, water fountain and multiple litter boxes. I treat my clients pets like they’re my own. Your fur baby will receive lots of love and affection, timely potty breaks and walks (when needed), and food/medicine distribution.

Sitter Profile Image: Malla V.
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Malla V.
from
$20
per walk
5.0 out of 5 stars
73 reviews
22 repeat clients
34 years of experience
Howard Lake, MN, 55349

About: I have been obsessed with dogs since I was little. I've raised puppies, trained them and cared for them through all stages of life. Dogs are my passion! I am available most days, and anytime! My schedule is my own, not working for anyone else. This gives me total freedom to be available whenever you need my services. How do you choose someone to take care of your best friend and know you can trust them? I asked myself this question and realized that I would want someone like me to watch my own dogs. The reason? I simply adore dogs and treat each one like my own. When your pup is with me, know that they are my priority. Their safety and well being come first. I have a fenced yard and we live in a dog friendly neighborhood. I have 3 Pomeranians that are sweet and get a long well with other dogs and one rescue mixed breed who loves everyone! Dogs in my home do have freedom to roam, get cozy on the furniture, play in the fenced yard and sleep in bed with us. I will love your pup as if they are one of my own! I have lots of room in my home. I have areas where your pup can be away from my dogs if they prefer that. Know that your dog will be treated like a priority while in my care. Their well being will never take second place to one of my own.

Sitter Profile Image: Janneke S.
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Janneke S.
from
$30
per walk
5.0 out of 5 stars
30 reviews
11 repeat clients
11 years of experience
Montrose, MN, 55363

Janneke is great with Leo. She gives him a great walk and when the weather doesn’t cooperate she will play with him inside and still give him a potty break. She’s very dependable!

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Ron K.
Sitter Profile Image: Tyler F.
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Tyler F.
from
$20
per walk
10 years of experience
Delano, MN, 55328

About: Hello! My name is Tyler and I've been around animals my entire life. I am very comfortable with dogs and cats, including in my home, as we have a four-year old Frenchie, Odie, and two-year-old Boston Terrier, Marzipan. I am a work-from-home sports journalist who can leave the house, often at specific times, to meet your needs. I also have the flexibility to potentially stay at your home or be there during the day to interact with your animal, as I can work remotely as long as I have internet. I have been helping watch my friends' animals over the last 10-15 years, giving me plenty of experience to help with your animal and give them all the pets they want while I'm there! I am comfortable with doing things like giving medication, putting in a crate, take on walks, etc. Please feel free ot reach out if you have any questions! I am a work from home sports journalist with a very flexible schedule. I do have multiple YouTube shows I do each week where I would need to be in my office, but those are around 11 and 6 on both Mondays and Thursdays. I can do most of my work remotely, so I can sit for you by either hanging out during the day or possibly staying the night. I will treat your dogs like I do my own: with care, compassion, and a lot of love. I am a kind hearted soul myself, and often connect very well with dogs. Whether you need them to be walked, on strict rest, get lots of playtime, etc, I will gladly do that for your pup like I do for my own at home.

Sitter Profile Image: Bailey D.
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Bailey D.
from
$15
per walk
5.0 out of 5 stars
37 reviews
14 repeat clients
5 years of experience
Glencoe, MN, 55336

Bailey has been amazing with Winnie! She’s always on time, takes great updates pictures, and trains Winnie while they walk!!

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Erin W.
Sitter Profile Image: Megan H.
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Megan H.
from
$20
per walk
10 years of experience
Watertown, MN, 55388

About: Hi! I’m Megan, and I’ve spent years working hands-on with dogs of all breeds, sizes, and personalities. I have a strong background in pet care, including working as a dog trainer for both group classes and private clients, as well as experience in dog daycare, boarding, and veterinary settings. I’ve cared for dogs in many environments and I’m comfortable handling everything from basic care to more behavior-focused needs. I have experience reading dog body language and helping pets feel safe, comfortable, and understood. In addition to my professional experience, I’ve been extensively involved in rescue work as a foster home and running a shelter behavior group of volunteers so I’m especially patient with reactive, anxious, or higher-needs dogs. I truly enjoy getting to know each dog’s unique personality and tailoring care to what works best for them. Whether your pet needs a walk, drop-in visit, or overnight care, you can count on me to provide reliable, attentive, and compassionate care—just like I would for my own. I’m currently a stay at home mom and so I am able to be flexible in most cases. Evenings and weekends will be my most available times! I have two dogs of my own who are very used to new animals coming and going. I don’t have a fenced backyard, but do have tie outs or can leash walk any pets at my home. Every animal has different needs, so I will do my best to figure out what sleeping arrangements make them the most comfortable during their stay (I have kennels of every size so people do not need to bring theirs back and forth unless they prefer to). I’m well versed in methods of calming for pets that might be nervous. I do have a 6 month old infant at home who is very used to dogs, but any pets coming in to my home would need to be safe and comfortable around her.

Sitter Profile Image: Sally S.
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Sally S.
from
$17
per walk
10 years of experience
Lester Prairie, MN, 55354

About: I’ve taken care of dogs since I was about 15 years old and have one of my own. Ready to play with and take care of your furry friend! I currently work 3 days per week, so my schedule is open and free the other 4 days! Reach out with any questions about availability. I have a fenced in large backyard and one playful dog of my own to keep your dog company. Safety and comfort are always important to me!

Sitter Profile Image: Sienna S.
Verified Enhanced Background Check
Sienna S.
from
$20
per walk
9 years of experience
Delano, MN, 55328

About: I was 9 years old when I first started staying home alone to watch my own pets. Soon after, friends, family, and neighbors started coming to me to look after their pets. While I'm not trained in anything, I have a lot of experience with dogs of all ages and sizes, and will love them no matter what. I have a lot of free time, so whenever you need a pet sitter, I am here! I am very good with communicating so if any changes are needed or you have any questions, please don't hesitate to reach out. Depending on your rules, guidelines, and expectations, your pet will be cared for to the best of my ability. Whether it is playing with them and taking them on walks, or just simply sitting with them and letting them outside to go potty, they will be loved unconditionally.

Sitter Profile Image: Brooke P.
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Brooke P.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
8 years of experience
Watertown, MN, 55388

About: Hi, I have had a dog or two in my household my whole life, so I have grown up watching after pets. Also, the past couple years I have gotten into watching my friend's or family's pets if they are ever out of town or just need a sitter. Most of my pets have been playful so I have experience keeping them busy and playing with them. My mom and I like to go on walks a lot and sometimes we bring my dog along. I think what sets me apart from other sitters and walkers is what I said before about how I have always grown up with a dog in my household and all of my family and most friends have pets so I am always around animals.

Sitter Profile Image: Caitlyn H.
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Caitlyn H.
from
$20
per walk
17 years of experience
Watertown, MN, 55388

About: I grew up in our family of breeders and have loved dogs my whole life its always been just somthing I wanted to do as a side gig just hanging out with animals there just my favorite. I own 2 dogs a day with a little buddy by my side is like every other day nothing new in my home we welcome all. I would care for your pet like anything other treats feeding outside time belly scratches the normal clean up after them if needed take them on walks see the views

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The median cost per walk for dog walking in Winsted is $20

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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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    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

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Sitters in Winsted average 3
repeat dog walking clients

FAQs for Dog Walking - Winsted

Frequently asked questions about Rover

As of July 2026, there are 2,906 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 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 Winsted.

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 Winsted. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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.

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