Dog Walking Wind Lake

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

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Over 28
pet parents in Wind Lake have booked dog walking

Wind Lake, 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.

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Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 46 reviews
21 repeat clients
20 years of experience
Waterford, WI, 53185

“Kam has been great to work with and brings peace of mind. She is prompt and reliable for our regular walks! We are thankful to have her take care of our Lexi.”

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Rhonda M.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 35 reviews
12 repeat clients
25 years of experience
Burlington, WI, 53105

“Cayla is an amazing dog caretaker! She has a genuine love for animals, and it is apparent in her interactions with them. My dog is my baby, there is not many people besides my family and closest friends I trust with him, but Cayla is someone I can say I truly trust to take the best care of my pup! She makes each animal feel loved and special. I would very highly recommend Cayla!”

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Janelle M.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Muskego, WI, 53150

“Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.”

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Cindy S.
Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 66 reviews
22 repeat clients
25 years of experience
Mukwonago, WI, 53149

“We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!”

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Rylee H.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 86 reviews
18 repeat clients
4 years of experience
Waukesha, WI, 53189

“Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.”

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Gleda D.
Sitter Profile Image: Tara F.
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Tara F.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Waukesha, WI, 53189

About: Animal lover with a passion for providing safe, loving care. I’ll make sure your pet gets plenty of attention, affection, and fun while you’re away. I work remotely part time, which allows me flexibility throughout the day. My schedule does vary, but I generally have availability at different times for visits, walks, and pet care throughout the day and early evening. Your pet’s comfort and happiness are my top priorities. I’ll come to your home to provide personalized care while keeping their routine as familiar as possible. As a pet owner, I know how much trust it takes to leave your pets with someone else, so I’ll follow all directions, send plenty of pictures and updates, and treat your pet like they’re my own.

Sitter Profile Image: Mandy & Jason W.
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Mandy & Jason W.
from
$15
per walk
5.0 out of 5 stars
• 84 reviews
8 repeat clients
10 years of experience
Burlington, WI, 53105

“Mandy is super flexible and Molly loves leaving with her for a walk. Mandy has been on time and professional.”

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Tricia C.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 72 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

“Very sweet to the puppy and takes her on good length walk. Also takes her out back to potty if she doesn’t go on the walk (which she never likes doing). Also is great about coordinating times.”

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Shannon B.
Sitter Profile Image: Lisa N.
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Lisa N.
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
5 repeat clients
35 years of experience
West Allis, WI, 53227

About: I have a way with animals. Pets that don't like people typically tend to be my best friends. I have always loved animals ever since I was little. My goal is to be friends with every animal I meet. You have fun and I will make sure your pet does as well. I work full time in sales, so I am quite flexible. I can typically work my schedule to fit around what I need to do. I am happy to drop in and hung out with your pet while you are away. I love to go for walks, so I will be happy to tire a pet out with some good walk time.

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Jason B.
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Jason B.
from
$30
per walk
5.0 out of 5 stars
• 27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

About: I’m a guy who falls in love with dogs instantly. Don’t want them back? No worries! Dogs instantly want to be my best friend and I’ve never met a dog that I didn’t like or that didn’t like me. I work from home. My dogs are part of the family. I would take care of your dogs as if they were my own children. I have a doggy door and outside kennel for the dogs to use as needed. I’m also happy to take dogs on a walk and my wife is a super dog walker. We have two dogs-a Pomeranian who is all love and a lab who’s an old girl but who is the best dog you’ll ever meet. I understand dogs. How they communicate, how they operate. I know how to get them to develop good habits.

Sitter Profile Image: Justine R.
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Justine R.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Euclid Park, Milwaukee, WI, 53227

“We couldn't be more grateful for Justine! Rumi completely falls in love with her every time she walks through the door. She has such an incredible connection with animals, and we’ve trusted her 100% with both walks and overnight stays since day one. Thank you for taking such amazing care of our boy!”

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Sofia K.
Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. I am a teacher so my schedule during the weekdays are from 8am-4pm. On the weekends I’m available all day. Feel welcome to send me a message! I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: Taylor J.
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Taylor J.
from
$22
per walk
3 years of experience
New Berlin, WI, 53146

About: I’m a graduate student looking for a lighthearted side job doing something I truly enjoy—caring for dogs! I’ve had dogs of my own my entire life and have more than five years of dog-sitting experience. I also worked for two years at a dog daycare and boarding facility, where I gained hands-on experience caring for dogs of many sizes, breeds, ages, temperaments, and activity levels. Pet care fits well into my weekly routine as a graduate student. I have no classes on Fridays, and my weekends are generally free, which gives me flexible availability for drop-in visits, walks, feeding, playtime, and check-ins. I also enjoy getting outside and would love to spend that time giving dogs the exercise, attention, and care they need. I do not currently offer pet care in my apartment, but I am happy to travel to clients’ homes for dependable walks, drop-ins, feeding, playtime, and care.

Sitter Profile Image: Alexis S.
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Alexis S.
from
$35
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

“Alexis does an amazing job taking care of my pup while I’m at work. She spends time playing with him in my back yard and uses the rest of her time to take him for a nice walk!! This has been super easy and makes me feel happy that my dog Willie gets some time to stretch his legs and play while I’m away ❤️❤️❤️”

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Aaron V.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.”

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Kelly B.
Sitter Profile Image: Trevor G.
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Trevor G.
from
$16
per walk
24 years of experience
Milwaukee, WI, 53220

About: I’ve worked with animals my entire life, growing up with pets to helping neighbors, family, and friends with pets. I have worked in pet stores and vet clinics and lots of pet sitting! I work at a school part time and I am looking for a side hustle that I will enjoy and love during the summer while school is out and even when school is back! I am super open for the next month or two! I make sure all the needs given by the owner is done efficiently and thoroughly as well as giving the love and affection needed for the pet!

Sitter Profile Image: Nadia S.
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Nadia S.
from
$16
per walk
6 years of experience
Waukesha, WI, 53186

About: I have worked with three doggy daycares with different social settings and dynamics small groups to groups of 45. We are trained to care for dogs, of any breed. Poop, or throw up I can handle it. I work part-time my schedule shifts, are Tuesday, and Sunday. However, I can change my shifts to meet your schedule needs. never be afraid to ask and always ask me a week in advance. I have been trained through three different doggy daycare programs that have introduced different training protocols to understand the needs, health, Dog AID, behaviors, and more of different breeds. Your fur babies or little ones will receive all the love and care they need. I will keep you updated with videos, photos, or even FaceTime to show you how everything is going when I visit a client’s home. I always follow and respect the rules, and if I notice anything unusual, I will report it and ask questions, because your pets’ well-being is my top priority.

Sitter Profile Image: Kaia C.
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Kaia C.
from
$14
per walk
8 years of experience
Greendale, WI, 53129

About: I have helped take care of my own pets for as long as we’ve had them. I have one cat and one dog. I take my dog on walks, feed her, play, and clean up outside after bathroom use. I clean my cats litter box, give him his pills and asthma treatments, play, and give alone time when wanted. I also have experience caring for small pets such as a guinea pig, a bunny, chicks, and chickens! I am currently looking for an entry part time position at vet clinics near me so until then I have a clear schedule! I will be starting a vet program in August so my availability will change at that time. Usually I am given written instructions about what kind of tasks are required and what the animals likes and dislikes are. I can follow feeding schedules, walk schedules, and potty breaks. There is no such thing as too much information about your pet, the more I know the better care I can take of them!

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

Dog parents share their Rover experiences - Wind Lake

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5.0 out of 5 stars

Kam was great with our last dog, and has just started walking our new puppy. She is patient with his puppy energy and training in progress. We're so lucky to have her available!

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Shannon H.
Dog Walking
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog walking - Wind Lake

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Sitters in Wind Lake average 4
repeat dog walking clients

FAQs for Dog Walking - Wind Lake

Frequently asked questions about Rover

The average cost of Dog Walking in Wind Lake is $22 per walk as of October 2026. Most bookings cost between $13 and $44 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 October 2026, there are 2,477 sitters on Rover offering Dog Walking across Wind Lake. 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 Wind Lake. 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 , 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 Wind Lake 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Wind Lake. On Rover:

  • 89% of walkers can help with special care needs
  • 95% 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 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 .

walkers on Rover set their own , 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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