Dog Walking Wind Point
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 5 pet parents in Wind Point have booked dog walking
Wind Point, Find top rated dog walking
“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!”
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).
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.
“My pup loved Jack. He is very gentle, yet authoritative, ensuring they know who the alfa is and that they are safe with him. Jack's communication skills are good, and he keeps you posted on how things went. I would recommend Jack to anyone who is unsure whether or not to allow someone else to care for your new family member.”
“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.”
“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.”
About: I'm Julie (Jules), a graphic designer and creative director. I own a design and branding company in the Chicago/Milwaukee area that services clients locally, nationally and globally. I love all creative pursuits, including writing music for piano and singing. I've always loved all dogs, especially larger breeds (though the smaller pups are super cute and sweet and steal my heart equally!). My pup, Bella, a black lab mix, was a very kind, sweet and gentle dog. She passed in 2016 at age 14, having had a very nice life. I would love to help other fur babies who need caregiving while their humans are away or need a daily walk or check-in. I'm at home working during the week and have access to a wonderful backyard, an amazing neighborhood, and parks nearby. I love all outdoor activities, especially hiking and swimming. Would love to take your pups to the beach or on any sized walk they desire!! :) I offer these services because I love dogs, not to make a living. It's a great win/win to have a sweet fur baby around from time to time. Yes, it's nice to have some extra cash to work on the house, but my primary career more than covers my income needs. I share this info so you can be sure no other dogs will share your pup's time with me.* I keep to a strict policy of one-on-one care and up to two dogs from the same family... if you have more than two, please reach out, and I may be able to make exceptions. My rates reflect this customized care and focus for your sweet puppers! *In mid-2024, I started pairing up dogs that requested having another pup present from a different family. Please let me know if you are open to having a playmate for your pup. If you prefer no other dogs in the home while yours is here with me, I strictly adhere to your preferences and take this quite seriously. I specialize in customized care for dogs with behavioral issues such as not getting along with other dogs. Since my dog passed in 2016, I have been able to devote all my time to your pup when they're in my care. They will be carefully cared for and pampered, with every need catered to. The only thing I won't abide is a pup who isn't house-trained. If your dog/pup has never been left with a sitter before and you'd like to ensure they're a great house guest, I do suggest booking a 1-2 night stay much in advance of your trip so we can see if your pup has any specific issues to call out, and if I'm a good fit for them/you. I have found this to be of great benefit to you and me! I charge a cleaning fee IF your pup has "surprise" issues with incontinence, as this behavior can happen; however, I don't take on dogs with this issue unless we have a solution, like a doggy diaper or pee pads (for puppies). Severe separation anxiety can also be challenging, as my own pup had this issue. If there are situations such as this, I ask that you bring a crate, and the pup must be trained and be OK to be in their crate as needed. If no issues like these exist, they need to have their own bed or spot where they like to sleep. I don't allow dogs to sleep upstairs with me. Snuggling up on the sofa with a couple of pups is one of my favorite things to do. I know most dogs like a comfy bed. As noted above, please bring a fresh bed for your pet, either a cleaned dog bed from home or a new one. I have blankets for the floor and a lovely sofa that I cover with a blanket for the occasional daytime snooze. If you have an elderly dog, I know just what to do to provide the best care. As my dog Bella aged, I learned how to adapt every year. Listening to your dog and providing the best care is my priority. I realized that leaving an ailing or elderly pup in another person's care can be stressful. I would treat your dog like my own and hope to put your mind at rest. I welcome all questions as part of our meet + greet. I only sit for dogs I know or can meet during our meet + greet (unless out-of-town circumstances or timing prevail). I can sit at the last minute only for pups I've sat for previously or know well. If you are traveling from out of town and cannot sync up for a meet + greet, please reach out to discuss your situation. As far as breeds go, I have experience with an extensive range of breeds—larger breeds with special needs like an elevated dog water/food bowl due to how they process food or other breeds that are great with humans and not so wonderful with other dog breeds. I've had great results with training. I have experience with smaller breeds as well. As mentioned, I only sit for house-trained and well-behaved dogs in the home. I book up early... sometimes six months before a planned trip. Please plan ahead to secure your desired dates. I look forward to meeting your amazing pups soon!! Jules I'm home most of the time. I work days and some evenings but make my own schedule. I'm available as needed for all types of customized care. I have a lovely yard for dog play. I would love the same situation if I were dog-sitting in your home. My home is also in a very safe Hales Corners neighborhood. It has a low volume of car traffic and is very quiet.
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.
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.
About: Hi there, I'm Nichole, and the dog in my profile picture is Chance! She was my best bud for 12 years so senior doggos are my heart! She helped me be familiar with giving oral medication and needing lots of naps and low-key play times! Besides Chance, I’ve had dogs whose ages range from 5 months to 10 years of age, and a variety of different breeds and sizes! I am comfortable with tug of war, playing fetch, or a good snuggle and belly rub. Currently we have two kitties and a doggo that just turned a year and an half (we’re working on behavioral needs with her so I’m very patient!) Are walks your furry best friend's favorite thing to do? Just leave me a note or give me instructions (if needed) in case they are really energetic or have a bigger than life personality so I know what they need. I can of course send pics of your best friend enjoying themselves on our walk, play time or even if they’re snoozing or chowing down on a meal. Do not hesitate to check in either asking how they are! It is my priority to be here while you’re away and to help you feel comfortable with their care even if I am just doing a check in. I know that their mom or dad is the best, but it’s my hope to help them not miss you as much while you're gone so I will make it a fun time for them and love them and care for them like they were my own. As far as how pet care fits into my daily routine, I would be available to walk or do check ins any time after 1 pm Monday-Thursdays and on Fridays anytime after 9 am as I am currently working summer school so have more flexibility in my schedule. Weekends are mostly free for the above mentioned as well as house sitting, I do like to keep some weekends free for a better work life balance though but of course still reach out and we can chat! For house sits I can do up to 4 days unless we’ve spoken of other arrangements; due to family/work life balance I will no longer do more than stated above unless I’ve already had you as a house sitting client prior. With doing house sits during summer I of course will be out of the house still for about 5 hours for working at school so I like to be up front about that but besides running a quick errand I would be back at your house so you can make sure your furry friend is receiving the best care while you’re away! I will care for your pets as if they were family. I will be as hands off or hands on as needed depending on what they like or need. :) I also do have my husband come with me to all meet and greets due to safety reasons. He will not come to the walking or drop ins when being done.
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.
The median cost per walk for dog walking in Wind Point is $20
Dog parents share their Rover experiences - Wind Point
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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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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.
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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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Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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 on Rover is $27 per walk as of October 2026. Most bookings cost between $21 and $35 per walk. 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 2,000 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 a map of the walking route , 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 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 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 Meet & Greet .
walkers on Rover set their own cancellation policy , 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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