Dog Walking Wind Point

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

Very happy with Diana! She clearly loves animals and is great with our dog. She is excellent with communications and very easy to deal with. Highly recommend!

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Jill J.
Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
55 reviews
25 repeat clients
7 years of experience
Racine, WI, 53406

About: I have been pet sitting dogs and cats since I was only 13 years old. When my grandparents were out of town, I would ride my bike to their house to watch over their cats and let out their dog. Now, I'm home from college and looking for a job that involves animals and I would enjoy doing. May 23rd-August 16th, I am home from college (in Racine) and taking summer bookings currently. From August 18th-December 6th, I'll be at college (in Whitewater) and taking bookings there. I'll be home (in Racine) again December 15th for winter break. Returning clients will get priority over new clients when it comes to bookings. I can walk dogs, let them out, play with both dogs and cats, feed the animals, bring in mail and packages and water any plants as needed.

Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
87 reviews
25 repeat clients
26 years of experience
Racine, WI, 53402

Great1

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Shari Z.
Sitter Profile Image: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
62 reviews
12 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: Mandy R.
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Mandy R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
99 reviews
34 repeat clients
30 years of experience
Racine, WI, 53402

Mandy is by far our first choice when we need a dog sitter. We have used her service as a dog walker as well as a house sitter. During that time, she kept the house neat and tidy and stayed in communication with us on a regular basis, eliminating the stress of leaving the dogs and house behind. I loved that she sent us videos/pictures of our furbabies, mostly of them completely exhausted from their walk =). Above all, Mandy is trustworthy, and our dogs love her.

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Danelle S.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
16 reviews
11 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: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
8 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: Kasondra P.
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Kasondra P.
from
$16
per walk
10 years of experience
Racine, WI, 53402

About: Hi! I’m Kassie. I’ve always loved animals and have spent years caring for pets of my own, as well as helping family and friends with theirs. I recently worked as a Client Service Representative at a veterinary clinic, where I spent every day interacting with dogs, cats, and their owners. That experience strengthened my understanding of animal behavior, the importance of routine, and how to help pets feel comfortable in unfamiliar situations. I also have experience maintaining aquariums, so if you have fish, I’d be happy to care for them too. I’m comfortable feeding fish, checking equipment, top off water if requested, perform basic maintenance according to your instructions, and helping keep aquatic pets healthy while you’re away. At home, I have two spoiled cats who mean the world to me, so I understand how much trust it takes to leave your pets with someone else. Whether your pet needs walks, playtime, feeding, fresh water, litter box cleaning, aquarium care, or medication exactly as you’ve instructed, I’ll care for them with patience, kindness, and the same attention I’d give my own pets. I’m currently available on short notice and have a flexible schedule, so I’m happy to help with last-minute bookings whenever I can. I’ll also send regular updates and photos, so you can relax knowing your pets are happy, safe, and well cared for. I’m currently available with a flexible schedule, so I can often accommodate weekday, evening, weekend, and even last-minute bookings. Pet care easily fits into my routine, and I enjoy making sure every pet gets the time, attention, and consistency they deserve. Whether it’s a quick drop-in visit or a longer stay, I’ll make sure your pets are well cared for while you’re away. I know every pet has their own routine, so I always do my best to keep things as consistent as possible while you’re away. I’ll follow your instructions closely, whether that’s feeding schedules, medications, walks, litter box care, playtime, or aquarium maintenance. I’ll respect your home, keep you updated with messages and photos, and treat your pets with the same patience and care I give my own.

Sitter Profile Image: Caroline K.
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Caroline K.
from
$20
per walk
4.8 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Racine, WI, 53402

About: I’ve been on a hiatus from Rover because I got my own puppy March 2021. She is my whole world and a genuine angel. I’m ready to help with other angels now! I love walks with my dog, Cash. I try to find trails that we can walk through where she can get good sniffs. I’ll take care of your dog like they’re my own because I’ve been in your shoes before. I work from home so I am able to leave for lunch for drop in visits or walks. My schedule is very flexible for me to take care of your dog. I have a fenced in yard and a friendly dog. My house is a dogs on furniture couch. I will cuddle and give your dog love while you’re away.

Sitter Profile Image: Carrie P.
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Carrie P.
from
$15
per walk
3.5 out of 5 stars
5 reviews
2 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: Monica L.
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Monica L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
23 reviews
8 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.
from
$22
per walk
5.0 out of 5 stars
45 reviews
17 repeat clients
10 years of experience
Racine, WI, 53405

About: Hi! Devoted animal lover here! I've taken care of animals my entire life as I grew up with dogs, cats, as well as birds. As a teenager I volunteered for training with an animal organization! More recently, I worked at a doggy daycare for an approximately 1 year. However, I decided to venture off on my own as this allows me to give every animal a customized experience. We create a permanent bond and familiarity. Animals are magnificent, they will tell you exactly how they feel without a voice. I give them the floor and listen to them. I understand boundaries and allow your fur baby to set them and I follow suit happily! ☺️ Separating from your child and putting your trust into someone else to care for your fur baby is daunting, nerve wrecking, and exhausting. I whole heartedly understand this as I’ve made people put my babies on the phone while I was away laughing but serious! I’m extremely communicative and you will ALWAYS receive real time updates and of course unlimited pictures!!! One day I hope to get into animal photography until then you may or may not see me laying on the ground to get the best angles of your fur baby with my iPhone! 📱 ALL are welcome!! My love knows no age, breed, or size!!! I’m a mother to 2 senior pets both cat and dog.🐕 In total I have 5 children. 4 cats all adopted from shelters, as well as my senior dog carrot! I realized at a very young age I wanted to run a mini rescue operation ❤️ Consultation is always free. Please let me know anything you would like me to know about your doggo prior to meeting! :) Pet care is my life. I’m a full time fur mom and a full time fur care taker. This is always something I’ve been passionate about and have finally been able to open up my availability completely! My pets are pampered! I love all fur babies as my own because it is simply impossible for me not to do so! I currently don’t offer in my house sitting because my senior dog gets stressed easily.

Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per walk
5.0 out of 5 stars
36 reviews
7 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: Caitlin P.
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Caitlin P.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
35 years of experience
Racine, WI, 53402

Charlotte liked her walks!

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Laura F.
Sitter Profile Image: Samira G.
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Samira G.
from
$18
per walk
5.0 out of 5 stars
2 reviews
40 years of experience
Racine, WI, 53402

About: I am dipping my paw into the world of dog walking as a way to fulfill my passion for pets and a means of making a little pocket money. I have had dogs most of my life, cats sometimes too. As a child and teenager, I showed and handled dogs with my mom and sister. As an adult, I have almost always had at least one dog. As I write this, my husband and I have three dogs of our own. Tsi-Tsi who came to us when my mom lost her battle with cancer. Tilly is our young, beautiful and intense whippet, and in May of 2024, we adopted our rescue while on vacation in Hawaii - the gregarious and sweeter than we could ever have expected, Triena. I am a local working artist. I work from my home studio with a relatively flexible schedule. I reserve most Thursdays and weekends to spend time focused on community and family. However in a pinch I will do my best to accommodate your schedule on a case by case basis. I will come to your home and visit with your pets. I can take them out for some exercise or play and check water and food supplies. Your furry friends will be cared for like they are my own.

Sitter Profile Image: Jean B.
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Jean B.
from
$25
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
30 years of experience
Caledonia, WI, 53402

Jean was prompt, polite, and loved Daisy. Can’t wait to have her walk Daisy again!

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Stephen B.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$28
per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
4 years of experience
Racine, WI, 53402

Jessica did a great job walking our dog Molly and giving us updates! Appreciate her going the extra mile and filling up Molly's water bowl as well.

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Nick and Maddy L.
Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
47 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: Melissa P.
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Melissa P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
Racine, WI, 53405

About: I am a life long dog lover. I've had dogs since I was a little kid, and currently, 2 chiweenies at home. I have worked as a dog walker and a dog sitter in the past and I enjoy dogs of all shapes and sizes! I can provide a cozy home for your pet where they will get plenty of cuddles, scratches, and probably some silly songs made up for them. I work from home, so I am home all day to keep an eye on your pet and to administer any care. I take frequent breaks and have time to play, take dogs on a walk around the block, etc. I require pets to be child, and dog friendly, since I have a 4 year old daughter, and 2 chiweenies at home. I also would not be a good fit for destructive pups (chewers and scratchers) unless they are kennel trained. I have a big fenced yard but a runner or escape artist would not be a good fit as one portion of my fence is shorter than the rest. Other than that, I can accommodate many pet needs. I have room for a kennel if needed, and a big bed for pets who prefer more cuddles at night. Please feel free to ask about anything else!

Sitter Profile Image: Tina K.
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Tina K.
from
$12
per walk
10 years of experience
Racine, WI, 53402

About: Hello! My name is Tina and I am a dog mom of a 5 month old purebred Golden Retriever named Chester! I have dog experience of all sizes for about 10 years. I have always owned one or two dogs, especially growing up. I am very passionate about teaching & training my dog different and unique skills to allow him to be the best pup he can be! I have trained my dog to sit, shake/paw, lay down, rest, hold (yell “HOLD!” if he ever becomes in danger, for example running in the street by accident) among duck hunting training skills. We are a busy team! I have a very flexible schedule. I work about 15 hours/week for my regular job & my free time is spent with Chester! I also value exercise and love as the most important needs for a dog and other pets. Please reach out if you feel I’d be a great fit for working with your fur baby or babies! :) I currently work part time. Most of my free time is during the day, as early as 6am-5pm. My availability would mainly be during the day when you’re at work & need some extra help until you get home! If you have a fenced in yard, great! Let’s play catch and run around for awhile! I would like to have the pets vet paperwork readily available incase I’d need it, along with a clear feeding schedule ahead of time. On nice days, I’d like to be outside playing and entertaining your pet. On rainy days, hide & go seek is a fun game with pups! Any restrictions that you may have, I’d like to have written out ahead of time, for example, no treats or bones, or no playing in the basement, etc. After I am done with my visit, I’d make sure to clean up toys & any other space I’ve used, as well as make sure the house is secured and locked.

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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 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
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Why Choose Rover?

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Meet local walkers who will treat your dogs like family

  1. 1. Search

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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 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 2,100 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
  • 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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