Dog Walking Wind Point

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

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Over 4
pet parents in Wind Point have booked dog walking

Wind Point, 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: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
70 reviews
14 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

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Tim B.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
38 reviews
10 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany provides excellent walking services for our high-energy Nala. Would definitely recommend and plan on continuing walking and drop-in services.

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James C.
Sitter Profile Image: Carrie P.
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Carrie P.
from
$15
per walk
3.5 out of 5 stars
5 reviews
3 repeat clients
35 years of experience
Racine, WI, 53402

About: i love dogs and all animals. As a child we had a family dog and now I have one as an adult. I consider them part of the family. I currently have a very friendly 4 year old toy Goldendoodle named Benji. I work from home so my availability is very open and am also available on short notice. I will take very good care of your fur baby!!! I work Monday through Friday from home. I am available at your convenience to take care of your pet with minimal notice. I live in Caledonia. My dog Benji is very friendly with other dogs. I have a kennel if needed also. I usually let my dog out on a long lead. i have a partially fenced in yard. I will keep your pet safe. I will feed them also, if needed.

Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
30 reviews
10 repeat clients
12 years of experience
Racine, WI, 53402

About: Hi there! I’ve had the joy of caring for my mom’s and friends’ dogs over the years, and I was also a proud dog mom myself for over a decade. My sweet girl passed away last September, and while I’m not quite ready to bring another pup into my life full-time, I truly miss the companionship and would love the chance to care for your dog while you’re away. I have experience with senior dogs and pups who need special medical attention, including administering medication and monitoring health conditions like seizures. I understand how important it is to provide patient, attentive care—especially when a dog has unique needs. Whether your dog loves long walks or just relaxing on the couch, I’m happy to meet them right where they are. I’d be honored to give your pup the love, attention, and comfort they deserve in your absence. I work from home and occasionally out in the field, but I'm never gone for more than a few hours—and I can adjust my schedule to be home the entire time if needed. Outside of work, I am a homebody, so you never have to worry about your dog being alone at night. While I do not have a fenced yard, I have a small courtyard and live in a residential neighborhood, which is excellent for walking. Inside my home, your dog is free to go wherever they like. No place is off limits (I am used to having a sliver of the bed).

Sitter Profile Image: Kaylee S.
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Kaylee S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
58 reviews
21 repeat clients
10 years of experience
Racine, WI, 53405

Our Pup had a great time with Kaylee S. Will definitely book again!

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Lori S.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
278 reviews
67 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.

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Lindsay P.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
47 reviews
15 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle was prompt in responding, friendly and outgoing with our pups, and asked great questions about them! We re-booked her promptly and highly suggest her services if you're in the greater SE-WI area.

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Heather J.
Sitter Profile Image: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
45 years of experience
Mt Pleasant, WI, 53406

Jody sent a thoughtful update and lots of photos! My dog and cat love her 🥰

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Vilma C.
Sitter Profile Image: Joseph F.
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Joseph F.
from
$22
per walk
4.9 out of 5 stars
55 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Jack D.
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Jack D.
from
$15
per walk
4.9 out of 5 stars
27 reviews
9 repeat clients
12 years of experience
Racine, WI, 53406

Jack was very attentive to our dogs. They are older but Jack tended to them carefully. He is knowledgeable and a great person to entrust our loved pets to his care. we would easily hire him in the future

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Kenna P.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
12 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
Sitter Profile Image: Courtney A.
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Courtney A.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Mt Pleasant, WI, 53406

About: I raised a Siberian Husky and a St. Bernard/ Shepard for about 5 years until I separated. I have I have had experiences with friendly giants like Great Dane and Mastiffs all the way down to littles like Frechies and also cats. I’ve also have experience working in a doggy daycares, overnight boarding daycares and an Emergency Vet Hospital. I’ve had hands on and off training from dog trainers while working. I currently live in Mount Pleasant. My daughter is 13 years old, also a gentle giant herself. She has a lot of experience with specifically dogs of large and medium sized. She is looking to make some extra money so she can go to Disney World with her choir group at the end of the year! If you and your pets are comfortable with my daughter assisting with walks and cares, you would be a big part of her milestone with her first job! If this isn’t something you’re comfortable with, that is still okay! I will come alone with the extra care and love I promised! Pet care fits into my schedule for mornings and nights. I work a 3-8pm schedule right now. Summer will change to 6am-11am. It also fits because my daughter loves the animals she cares for and she’s good at it, of course with supervision:) I love to spend my time with pets and my 12 year old daughter as she says “can we get a dog”, this would be a heart start for her! My pets weren’t really on a schedule. They were free fed because they are picky and spoiled. We went for walks whether it’s a short walk or a 35 min walk around the neighborhood because I did have high energy dogs. I do not have a fenced in yard so we do have a leash. They would get bathed about twice a month in my own home. Unfortunately, my husky had passed away so we are down to one.

Sitter Profile Image: Anoush G.
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Anoush G.
from
$30
per walk
10 years of experience
Racine, WI, 53402

About: I used to foster animals, and I am an animal/ wildlife photographer In my spare time. I grew up with animals and love hanging out with them. I am currently working part time and have extra days to care for your pets :) I love animals - I am a wildlife/ animal photographer in my spare time. I have a lot of grassy area and walking space to take dogs out and a cozy environment for your animals to relax in while visiting.

Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$25
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
17 years of experience
Racine, WI, 53403

Thank you so much! Stephanie did a great job with Logan. I will be booking with her again and highly recommend her!!

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Stephen C.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
17 reviews
12 repeat clients
25 years of experience
Racine, WI, 53406

Very friendly, dog had a great walk.

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Elizabeth E.
Sitter Profile Image: Tracy K.
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Tracy K.
from
$30
per walk
5.0 out of 5 stars
6 reviews
5 years of experience
Racine, WI, 53405

About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

Sitter Profile Image: Diana H.
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Diana H.
from
$23
per walk
5.0 out of 5 stars
295 reviews
84 repeat clients
12 years of experience
Racine, WI, 53402

Very patient with my high energy dog. I also appreciate her taking the time to meet with her before hand so that we could see if Fancy was get for her and vice versa. She took pictures which I appreciate. I hope to continue the walks.

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X'Zandria W.
Sitter Profile Image: Ashanty D.
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Ashanty D.
from
$20
per walk
4 years of experience
Racine, WI, 53405

About: Ive been around animals for a decent part of my life. I’ve grown fond of having animals around, with 3 of my own kitties. I’m very diligent and patient with all animals. I can handle pups that pull. I’m versatile and work with all breeds. I strive to satisfy not only you , but also your pups. I would love to be a part of your fur babies journey!! :) I am fully available and very flexible with scheduling. I’d love to grow in experience and gain the skills I need to best take care of your pets(Home Experience Not Professional) I’m always available to take a stroll, play, and hang out with your fur babies. I will do my best to keep them happy and let them sight see. Thank you for the opportunity. I will always respect your space and follow the directions you give me. I appreciate good communication so that I can give the best service.

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
435 reviews
107 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon is awesome! My dogs love her and she is very dependable. If I take another assignment in Milwaukee I will definately ask her to walk my dogs again :)

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Ryn C.
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The median cost per walk for dog walking in Wind Point is $20

Dog parents share their Rover experiences - Wind Point

1 / 1
5.0 out of 5 stars

Mandy came LAST MINUTE literally for me and my Maggie and I only booked a 30 minute walk and usually do one hours but since it was last minute so I asked for a visit to let her relieve herself and not only did she accept right away so fast response but when I saw the card Maggie got in more exercise in that 30 minutes than a usual hour visit! Plus she took the BEST picture of all time of Maggie running with such a happy face!! There aren’t enough stars to rate her!!! Thank you!!! She can and will do more exercise with your baby in 30 minutes than most do with an hour! Book her, you’ll not regret it!!!

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Samantha L.
Dog Walking
5.0 out of 5 stars

Mandy is an AMAZING rover find! She runs with my Maggie & she loves it! Plus she gets the most amazing pictures of her on the run. I can’t recommend her enough! Book her!!!!

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Samantha L.
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.

Meet local walkers who will treat your dogs like family

  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
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Popular requests for dog walking - Wind Point

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wind Point average 4
repeat dog walking clients

FAQs for Dog Walking - Wind Point

Frequently asked questions about Rover

The average cost for Dog Walking in Wind Point on Rover is $28.36 per walk (as of September 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 September 2026, there are 2,025 sitters on Rover offering Dog Walking across Wind Point. 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 Point. 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 Point.

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 Point. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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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