Dog Walkers in Woodland, WI

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

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Top rated Woodland dog walkers

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: Brandi K.
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Brandi K.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

Brandi was great with my 3 dogs. She was on time. Was able to meet the dogs and I before the first day. There was an issue with the neighbors dog jumping my fence when she was out with my 3 dogs. She handled the situation very well! She sent me a lot of pictures also! I would have Brandi come back and take care of my dogs again!.

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Teresa S.
Sitter Profile Image: Candace H.
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Candace H.
from
$20
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
19 years of experience
Hartford, WI, 53027

Candace took great care of our puppers! She is so sweet and kind and genuinely cares for the animals she walks/sits!

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Lindsay H.
Sitter Profile Image: Regan R.
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Regan R.
from
$13
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Hartford, WI, 53027

About: As a dog owner myself, I understand how important it is to trust someone with your pet. Each animal deserves love and care! I've cared for dogs of all ages, sizes, and personalities, ensuring they get the attention they deserve. I treat every pet like my own and prioritize safety, patience, and communication with the owners! I currenty works nights as a waitress and spend my days staying active and doing online college. My days are super flexible for your furry friends! I will treat your fur babies as if they're my own! Safety is the most important thing as well. I can follow any directions and send updates and pictures to put your mind at ease!

Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
28 reviews
15 repeat clients
20 years of experience
Slinger, WI, 53086

Great care of our Rocky!

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Carey H.
Sitter Profile Image: Emma P.
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Emma P.
from
$16
per walk
10 years of experience
Hartford, WI, 53027

About: I’ve had many years of animals experience, I’ve had animals all of my life! From smaller animals to dogs and cats, they all are special! I’m currently in college, and has summer off, I love walking outside! And I love taking care of pets! I have a pretty flexible schedule as well! I now have a senior dog with cataracts, and I’m building a new routine with her! But at the same time I have a kitten! I’m flexible with all ages of animals!

Sitter Profile Image: Hannah S.
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Hannah S.
from
$25
per walk
5.0 out of 5 stars
44 reviews
16 repeat clients
20 years of experience
Hartford, WI, 53027

Hannah has been such a saving grace for Knox and I. She is very flexible with me and does such a great job taking Knox on a walk. Knox gets so excited for walks he paces around and Hannah figured out how to get him ready really quick. Updates during walk and always touches base after. Strongly recommend Hannah.

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Jeffrey K.
Sitter Profile Image: Cassandra H.
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Cassandra H.
from
$18
per walk
25 years of experience
Mayville, WI, 53050

About: I have been around dogs my whole life and am now a proud owner for the past 1.5 years! I’m around 1-2 times throughout a typical work day to let my puppy out. She rules this house so no furniture or beds are off limits, which is extended to all the dogs that come into my home (I’ve recently become the extended family dog sitter due to my work schedule). Monday’s-Thursdays I am home 1-2 times during the typical work day for about a half hour each time. Fridays and weekends I’m typically home most of the day, maybe running errands here and there. Allie rules the house here! She is allowed on furniture and beds and this would extend to your baby too. We spend a lot of time outside with water always available and I’m always out with her. We have tons of toys and she doesn’t mind sharing them.

Sitter Profile Image: Sadie S.
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Sadie S.
from
$15
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
16 years of experience
Watertown, WI, 53094

Sadie is so sweet and kind! She's great with my highly energetic dog, Scout. She walks him all around my neighborhood and is kind to all of our neighbors she meets on our walk. She's very dependable and has great communication skills. I am so glad I found her to help me with Scout!

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Sandy G.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$25
per walk
4.8 out of 5 stars
25 reviews
11 repeat clients
24 years of experience
Hartford, WI, 53027

About: Pet Care Experience: Ive had dogs my whole life and will be starting vet tech school in fall. Ive had experiece caring for various sizes, breeds, and ages for almost a year on Rover and over four years on occasion for friends and family members. I have experience not only in walking, feeding, and general care but in bathing, administering medication, and and basic training as well. I have also taken care of several senior dogs some of whom have needed help walking or supporting themselves when going to the bathroom. While I am most experienced in caring for dogs, I have also cared for over a half dozen cats via drop ins and house sittings. This means I am familiar with how to clean and empty litter boxes and I have no qualms about cleaning up any "presents" they may give me. Schedule: Im curently attending school in the spring in fall but my only job is self employed pet sitting through Rover. I have very few other commitments, especially during the summer and on weekends, so I will have plenty of time to play, cuddle, care for, and adore your furbaby or furbabies. Safety and Trust: Since I am not currently employed outside of Rover I will be able to stay with your cat or dog more than 90% of the time during a sitting. Similarily when doing drop ins I almost always can accomodate whatever time the owner would like me to come. My vast experience with dogs and cats has taught me in general what to do and what not to do which allows me to focus on learning the idiosyncrities of your pet during the meet and greet. This experience has also taught me that meet and greets are extremely important so I'm sure to always find a time to complete one with pet owners. Therefore, you will always have the opportunity to meet me, observe how I interact with your pet(s), address any concerns you may have and discuss details in person. During both sittings and drop ins I'm always sure to provide plenty of updates, pictures, and information so you know that your furbaby or furbabies are being well taken care of.

Sitter Profile Image: Autumn R.
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Autumn R.
from
$25
per walk
4.8 out of 5 stars
25 reviews
11 repeat clients
8 years of experience
West Bend, WI, 53095

About: Hey there! A little about me, I am a huge animal lover, I grew up with my mom house sitting on rover! So I’m very used to many dogs of all sizes! I am in college (hybrid) and don’t have the space for my own pup, so caring for others animals gives me my fix! I was the neighborhood dog walker, I have pet sat for family and friends, I also have experience with cats, and exotics, chinchillas, ferrets, birds, bunnies, farm animals, you name it!:) My days are super flexible, I’m always communicative about when I’m gone. My classes are hybrid, so I don’t have to go in to school often, if I do it’s normally short periods! Meaning plenty of time for your lovely pets!! I have lots of experience with all type of temperaments when it comes to dogs and cat’s and other animals, I’m also very communicative and send lots of updates and photos!

Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per walk
30 years of experience
Mayville, WI, 53050

About: I’ve been around animals my whole life, growing up with dogs, cats, rabbits, birds, fish, and even a tarantula, animals have always been such an important part of my life. Even though they can’t talk, they quickly become your best friend and constant companion. I believe every animal deserves to be treated with love, kindness, and the best care possible, no matter their age, size, or breed. Over the years, I’ve gained experience with everything from training playful puppies to helping care for senior dogs, including giving medications and basic health care. I also adopted my two kittens when they were just four months old, and they’re now happy, healthy three-and-a-half-year-olds. Caring for animals isn’t just something I do, it’s something I truly enjoy. Hi there! I’m new to Mayville and have open availability to walk, play with, and care for your furry loved ones. I always make sure fresh food and clean water are provided, with bowls cleaned regularly to keep everything sanitary. Whether it’s brushing, playing fetch, going on nice long walks, or just giving them lots of attention and love—your pet’s happiness and care are my top priority! I make sure that my cats home environment is safe for them to roam and not get into too much mischief. Water bowls are cleaned. Food is rotated. Pee pads are changed out and litter is changed once a month while cleaning litter box out daily. I am sure that my cats live in a safe environment and are happy and healthy.

Sitter Profile Image: Katy Z.
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Katy Z.
from
$25
per walk
1 repeat client
20 years of experience
Neosho, WI, 53059

About: I have one or two dogs since I was a little girl. I currently have 2 rescues who I love very much! I have helped watch neighbors dog a few times, and now Would like to make some money doing what I love. Dogs are absolutely man’s best friend. I could never live without a dog in my life. I currently work full time, I work until 4 M-F. I am available on the weekends to do drop in care, dog walking or overnights I would care for dogs in your home, and make sure their every need is taken care. I will treat them like my own. I am willing to walk, bath, snuggle ,and give them my full attention

Sitter Profile Image: Katie H.
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Katie H.
from
$25
per walk
4.5 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Juneau, WI, 53039

Katie did a good job with my 3 dogs. Very nice person. Came to meet the dogs before her first visit.

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Teresa S.
Sitter Profile Image: Alysia B.
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Alysia B.
from
$15
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
40 years of experience
Hartford, WI, 53027

Alysia is so kind, knowledgeable, and so easygoing! When she met Winston for the first time, I knew immediately it was going to be a great fit. She’s trustworthy, dependable, and I would recommend her a hundred times over. You won’t regret it!

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Kristen M.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Hartford, WI, 53027

About: I have had pets my entire life. I dog and cat sit for my family members and take my neighbor dogs for walks very frequently. I am a college student, but I have a very flexible schedule. I have availability every day of the week and would love to spend my free time with animals. I have a house with a backyard with an extra bedroom to put any pet requirements such as a crate or toys. I am very trustworthy and loving of all animals.

Sitter Profile Image: Anna R.
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Anna R.
from
$20
per walk
5.0 out of 5 stars
2 reviews
17 years of experience
Rubicon, WI, 53078

About: Hello! I'm Susu and I would love to care for your pet. I've been caring for animals since a very young age. My family and I would always bring in and care for fosters and strays, along with our own. Learning to train pups at such a young age has made it one of my biggest passions. I understand that every dog is different and it's all about learning who they are. I adapt and adjust to any dogs needs until they are happy and comfortable. Of course playtime is great but I will also inforce balance by having them do tricks and giving rewards. I believe in positive reinforcement and encouraging them to be their best furry selves. I will truly love your pet like my own. I do have a dog of my own named lexus. She is a rescue so she can be a little wary of strangers but is never shy around another furry friend! She has been socialized all of her life and loves to run and play. She understands social cues very well so if the other dog is uninterested in playing she will leave them alone. If Lexus and your dog meet I'm sure they will be best of friends! Whether it's just a walk or they stay a few nights I cant wait to meet your pup! My schedule is very flexible. I am a stay at home mom, photographer, mua and an artist. I am open to last minute scheduling if needed or scheduling something further in advance. Something consistent and on going would be preferred but if it’s just a one time thing that is okay with me as well! For walks we will go on a walk around the block. If needed we will work on not pulling the leash. For a boarding visit I will get them all set up and comfortable in my house. If it’s nice out we will go for a walk and play outside. Playing indoors as well and working on tricks they know or maybe learning a new one. Potty breaks will be provided whenever needed and food will be given as directed.

Sitter Profile Image: Mary A.
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Mary A.
from
$50
per walk
5.0 out of 5 stars
3 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$25
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Anna took the best care of Winston! Our puppy can be shy and nervous, but she treats him like one of her own regardless and we are so thankful to have her spend time with him while we are at work. Thank you again Anna!

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Kristen M.
Sitter Profile Image: Ella W.
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Ella W.
from
$12
per walk
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Cylie H.
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Cylie H.
from
$20
per walk
5.0 out of 5 stars
2 reviews
16 years of experience
hartford, WI, 53027

About: Ive taking care of dogs since i can remember. Animals in general really! Ive taken care of family, friends and neighbors animals and would love to meet your fur baby! I work two part time jobs but i choose my hours for both. That being said ill have a bunch of time to walk,play,and love on your fur babies! I have three dogs currently in the house. All good with other animals! I live near a dog park as well! I can easily keep the animals apart as well if needed.

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

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Sitters in Woodland average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Woodland on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Woodland dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 430 dog walkers in Woodland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Woodland dog walkers respond in under an hour.

Dog walkers in Woodland have an average of 19 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Woodland.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 430 dog walkers in Woodland on Rover, so you’re sure to find the perfect match for your dog! In Woodland, 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.