Dog Walking Wind Lake

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

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Over 25
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
42 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam has been very dependable and great with Riley. Today our camera caught her turning around to wave at him thru the window as she left the house. So cute!

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Shannon H.
Sitter Profile Image: Lacy S.
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Lacy S.
from
$26
per walk
5.0 out of 5 stars
114 reviews
37 repeat clients
23 years of experience
Waterford, WI, 53185

Lacy is great with my dog Gabby and easy to communicate with too. She is always very responsive to messsges and leaves me lots of feedback about their walks. Gabby always looks so happy in the photos Lacy provides.

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Mary K.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
28 reviews
8 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: Cassie B.
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Cassie B.
from
$23
per walk
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

About: I have had and cared for dogs my entire life. I often dog-sit for friends and family, and I have had 6 foster dogs in the past! I’m familiar with taking care of old dogs and those that need medications as well. I recently finished graduate school and am applying for full-time positions. That being said, I am home a majority of the time to give your dog plenty of attention! I have one small, friendly dog that would keep your pup company! I allow my dog on furniture and do not crate her, so I am willing to care for your dog in the way you prefer (crate, free roam, etc.)

Sitter Profile Image: Diane R.
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Diane R.
from
$20
per walk
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.

Sitter Profile Image: Sally W.
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Sally W.
from
$15
per walk
20 years of experience
Waterford, WI, 53185

About: I have had dogs as pets since a child and love animals of any kind. I have cared for dogs and cats along with dog walking for many years, including puppies and reactive dogs. I have a reactive dog myself and have experience walking and caring for reactive and anxious dogs. I have experience with a prong collar. Your pet will be my main focus and priority and I will love them like my own. I am currently a stay at home mom and can be flexible with my schedule. Just let me know what you are looking for and I can make arrangements. I take care of animals like they are my own, they will have all of my focus and attention and love. Drop in visits and walking services available.

Sitter Profile Image: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Olivia Y.
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Olivia Y.
from
$19
per walk
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

About: I have worked at a dog daycare, I do grooming, and I have fostered. This being said, I have a ton of experience with all temperaments, personalities, and breeds! I also own three of my own fur babies -- a Pittie mix (Matilda), Chorkie (Evie), and a Terrier Mix (Frank) I've cared for many different dogs, from a tiny Pom to a larger Hound! I am very good with all kinds of dogs and following specific instructions on how to care for your baby. I will always treat them as one of my own! ❤️🐾 I currently work Monday-Wednesday and Friday. When I am home, your pup is getting full attention! On weekends, I am usually home to give them extra love all day. My fiancé also is off varying week days to give lots of snuggles. I have a fully fenced yard and can follow any specific care needs during the day (crating, free roam). My house is dog proofed as I have two dog of my own who are kenneled during the day!

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
217 reviews
40 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth was great! She responded to a last minute request for a walk with my Whiskey. She kept me updated when she would arrive, took photos on the walk, let me know when he did his business and really cared. Will definitely be going back to her for future walks and care!

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Cari B.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
35 reviews
14 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
264 reviews
62 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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Kristin T.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$20
per walk
4.8 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Greendale, WI, 53129

About: Throughout my life, I’ve grown up with cats & dogs and have learned to care for all their needs. I love making pets happy! I am interested in taking care of dogs & cats. I am open every morning from 7am - 11am. Afternoons from 2pm - 4pm & again in the evening 6pm - 8pm. I will make it a priority that your pet is cared for while you are away. I enjoy taking them on walks, giving them play time and extra love! Each morning, I take my dog out for a walk or play time for about 20 min. This gives him a chance to go potty. I take my dog out every 3-4 hours. I always make sure my pet has food and water throughout the day. Depending on the weather, and if I have to be gone for 3-4 hours, my dog gets to go to the dog park for more exercise later that afternoon. I will always make sure your pet has fresh water, good exercise, and enough potty time too. Making sure your pet is taken care of & feels loved while you’re away will be my priority!

Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
65 reviews
14 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: Cali T.
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Cali T.
from
$12
per walk
5.0 out of 5 stars
21 reviews
11 repeat clients
7 years of experience
Waterford, WI, 53185

Cali did a great job of walking Paddington! I look forward to the next time! Thank you!

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Terri T.
Sitter Profile Image: Peter A.
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Peter A.
from
$16
per walk
5.0 out of 5 stars
47 reviews
17 repeat clients
40 years of experience
Franklin, WI, 53132

Showed up on time, reliable, took great care of our fur baby while we were out of town.

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Michele V.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$15
per walk
15 years of experience
Raymond, WI, 53126

About: I've been around animals my whole life! Family and friends have trusted me to feed, walk, play with, and care for their pets, both cats and dogs. I also worked for Wag, which I thoroughly enjoyed and learned so much about caring for pets. My schedule is extremely flexible and I only work part time, so I can care for your pets at almost any time of day, especially mornings and afternoons. In a client's home, the pets are in a familiar environment with an unfamiliar person. So, the first thing I do is give the pets a chance to get used to me! Let them sniff me, let them approach me at their own pace.

Sitter Profile Image: Cheyenne K.
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Cheyenne K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Union Grove, WI, 53182

About: I have been a dog lover my whole life! Dogs have been apart of my family since I was kid. We have loved a wide variety of breeds from small dogs to large dogs. I also have experience as a dog walking volunteer at the Racine County Humane society! Through this position and my home life I have walked dogs from 5-100+lbs. My family calls me the dog whisperer and I've always felt so at peace walking or spending time with pups! I am a recent grad with my Masters in Physician Assistant Studies. I work as an Emergency Medicine PA offering me flexibility with my schedule. I would love to help care for your pets in my off time. Animals bring me so much joy and I will treat your pet as one of my own! I am able to work with pets of high energy as well as more docile pups! I am comfortable using crates as well as kennels.

Sitter Profile Image: Mary H.
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Mary H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
9 years of experience
Windlake, WI, 53185

About: I've taken care of dogs since I was little and have always loved getting to know all of their adorkable personalities! I love being able to provide fun experiences for pets when their humans are away such a licky and snuffle mats! I can't wait to meet your furry friend. I am a 3rd grade teacher and looking for some opportunities to gain a little extra money to put back into my classroom. I am avaliable most weekdays to come and have fun with your furry friends. I have three friendly dogs, Max, Molly, and Murphy. They are a group of loveable goofballs and are great with other dogs. We don't have a fenced in backyard but still love getting outside on a leash for great fun!

Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Kylie K.
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Kylie K.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

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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

1 / 1
5.0 out of 5 stars

Kam was extremely reliable, quick to respond and communicative. We are grateful to have found her so Lexi gets the exercise she needs!

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Rhonda M.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
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  • 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

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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.

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Wind Lake average 4
repeat dog walking clients

FAQs for Dog Walking - Wind Lake

Frequently asked questions about Rover

The average cost for Dog Walking in Wind Lake on Rover is $22.2 per walk (as of July 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 July 2026, there are 2,702 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 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 Wind Lake.

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 Wind Lake. On Rover:

  • 92% of walkers can help with special care needs
  • 97% 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.

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