Dog Walking Wind Point

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

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

“Diana continues to be so wonderful. We got a last minute invite and Diana fit us in her schedule. She is so reliable and our Blazey is crazy about her.”

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Karin R.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
• 18 reviews
14 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: Rebeca B.
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Rebeca B.
from
$50
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Racine, WI, 53402

“Very polite and friendly. My dog had fun.”

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Krista S.
Sitter Profile Image: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
• 55 reviews
17 repeat clients
45 years of experience
Mt Pleasant, WI, 53406

“Jody was fantastic to my dog and cat🥰 excellent communication!”

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Vilma C.
Sitter Profile Image: Ashanty D.
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Ashanty D.
from
$20
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
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: Brittany R.
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Brittany R.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
14 years of experience
Mount Pleasant, WI, 53406

About: Hi! I'm Brittany! I have been working with animals for the past 14 years house sitting, walking, administering med's, feeding, bathing, etc and have great references! I also have over 2 years of vetmed experience & learned so much from the field. I love all animals and treat them like my own, always. I am a very trustworthy and outgoing pet lover. I am very easy to get along with and very personable. You never have to worry with your pets in my care, your pup will always get great attention and love! They will be spoiled as can be while you are away, whether it be by walking, play date or boarding! I offer discounted rates for multiple bookings :) I pride myself on being the best for your pets and cannot wait to meet you and your best furends! I currently am a stay at home mom, so I have plenty of time to care for your pets! I enjoy walking and getting fresh air with your pet and giving them lots of love! I also enjoy getting to snuggle with your pet in my home during a boarding stay! I have a fenced dog yard and 4 dogs and 2 cats to keep your pet company when they are boarding, I give so much love and individual care to pets on every occasion whether boarding, walking, or drop in visit!

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 447 reviews
110 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.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$15
per walk
4.8 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Melana R.
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Melana R.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
7 repeat clients
7 years of experience
Oak Creek, WI, 53154

About: As a lifelong dog owner, I’ve cared for pups of all sizes, ages, and personalities. From playful puppies to senior dogs, I’ve learned how to tune in to their needs and routines. I treat every dog like my own — with patience and love. Animals have always held a special place in my heart. Your furry friend will feel right at home with me. Dog sitting is more than just watching pets — it’s about creating a safe, loving space while their owners are away. I stick to each dog’s routine, give them plenty of attention, and make sure they feel calm and cared for. I have open availability during weekdays, making scheduling easy and flexible for you. Whether caring for pets in my home or yours, I make sure they feel safe, loved, and comfortable. In my home, pets have space to relax, play, and feel at ease. When I’m in a client’s home, I respect the space and treat it like my own, making sure your pet is happy, well-fed, and never lonely.

Sitter Profile Image: Stephanie V.
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Stephanie V.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Kenosha, WI, 53140

“Good communication. Took great care of the pups.”

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Brad S.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: ash s.
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ash s.
from
$12
per walk
5.0 out of 5 stars
• 4 reviews
5 repeat clients
16 years of experience
Franklin, WI, 53132

“Ash is amazing! She always shows up on time and my dog is happier than she’s ever been.”

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Megan L.
Sitter Profile Image: Annabella K.
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Annabella K.
from
$15
per walk
20 years of experience
Franklin, WI, 53132

About: Animals have always been a huge part of my life! I’ve grown up around dogs of all sizes, especially larger breeds, and have plenty of hands-on experience caring for them. I’ve personally owned two Pit Bulls, one weighing 70 pounds and the other 132 pounds, along with a Pomeranian, so I’m very comfortable handling dogs with different sizes, personalities, and energy levels! My family has always had larger dogs and has trusted me to care for their pets while they’re away. I’ve also helped friends with cat sitting, so my love and experience extend beyond just dogs! For the past year and a half, I’ve been a stay-at-home mom, which has taught me even more about patience, responsibility, and maintaining a loving, attentive environment. I understand that pets are family, and I want every pet in my care to feel safe, comfortable, and loved. Whether your furry friend needs walks, playtime, feeding, companionship, or just some extra love while you’re away, I’ll treat them with the same care and attention I’d give my own pets! As a stay-at-home mom, I have a very flexible schedule that allows me to accommodate a variety of pet care needs throughout the week, including weekdays and could be flexible depending on weekends. I’m happy to provide dog walking, drop-in visits, feeding, playtime, and companionship while you’re away. My 1½-year-old would accompany me during visits, so I ask that pets be comfortable and safe around young children. I understand how important it is to find someone dependable to care for your furry family members, and I’m committed to providing reliable, loving, and attentive care while working around your pet’s individual routine! Your pet’s safety, comfort, and well-being are always my top priorities! While I do not offer pet care in my own home, I’m more than happy to provide care in the comfort of yours, where your pets can remain in their familiar environment and maintain their normal routines. I have experience caring for dogs of all sizes, including large breeds, as well as smaller dogs and cats. I understand that every animal has its own personality, needs, and boundaries, and I always take the time to make sure they feel safe and comfortable. Since my young child accompanies me, I only accept pets that are comfortable around toddlers. I prioritize safe interactions, close supervision, and respecting each animal’s personal space. I’m also happy to follow any specific feeding schedules, walking routines, household rules, or special instructions you provide. My goal is to give you peace of mind knowing your pets are receiving dependable, compassionate care while you’re away!

Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
• 43 reviews
10 repeat clients
9 years of experience
Cudahy, WI, 53110

“Caroline is kind, genuine and Pancho loves her!”

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Carla K.
Sitter Profile Image: Samantha V.
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Samantha V.
from
$30
per walk
28 years of experience
Kenosha, WI, 53140

About: I’ve had and cared for dogs my whole life. I currently have four about 50lb dogs. (A Silver lab, pit bull/boxer, chocolate lab/pointer, and a vizla/pit bull/lab mix). Two that were rescues. My mom worked in a vet clinic when I was a child, and I grew up to be a vet assistant at a clinic myself. I know what to do in emergency situations, and remain calm. I am a very loyal and responsible person. I am also a very loving and caring individual. I love every shape, size, and type of dog. They are all unique and want to be loved in each individual way. I would love to be the person to bring your dog happiness by playing with them, walking them, and giving them what they need.

Sitter Profile Image: Margaret Z.
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Margaret Z.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
26 years of experience
Bay View, Milwaukee, WI, 53207

About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!

Sitter Profile Image: Paige S.
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Paige S.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
8 years of experience
Bay View, Milwaukee, WI, 53207

About: I have been surrounded by dogs and cats and all kinds of small animals since I was little. Over the years, I’ve gained hands-on experience caring for pets by regularly dog-sitting for friends and eagerly offering to take their dogs on walks. My genuine love for animals—especially dogs and cats—drives me to provide attentive, compassionate care. I believe pets enrich our lives and bring joy and comfort, and I’m committed to making sure every animal I look after feels happy, safe, and loved. I work part-time in the service industry on weekends and from home as an HR professional for a marketing company during the week. Any extra time I have is devoted to caring for and spending quality time with your beloved pets! I am deeply devoted to the well-being of every animal in my care, treating each one as if they were my own. With a compassionate and empathetic approach, I gladly accommodate each pet’s unique needs to ensure they feel safe, comfortable, and loved. Your beloved companion’s happiness and security will always be my top priority.

Sitter Profile Image: Treva G.
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Treva G.
from
$30
per walk
5 years of experience
Oak creek, WI, 53154

About: I have 5 years of dog training and care experience. I've trained my dogs and taken an apprenticeship. I have a passion for pet care! I am available in the evenings Monday-Friday after 5pm, for play time drop-ins. I am completely open on weekends for onboarding, walks and or play time. My jack russell and aussie are both house and kennel trained. They love making new friends. My home is non smoking, and I don't smoke.

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.

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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?

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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.

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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 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 of Dog Walking in Wind Point is $27 per walk as of October 2026. Most bookings cost between $21 and $35 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 1,974 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 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 Point 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 Point. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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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