Dog Walking Lake Windsor

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

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Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 41 reviews
18 repeat clients
4 years of experience
Windsor, WI, 53598

“We've only had Taryn walking our golden retriever, Stark, for a couple of weeks, but it's already one of the best decisions we've made. It's been a huge relief knowing our dog is in great hands when we leave for work. Taryn is on time, great at communicating, and even goes above and beyond to do things such as bring in trash bins, Amazon packages etc. I highly recommend Taryn for any of your pet's needs.”

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Austin H.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!”

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Rachael D.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 48 reviews
17 repeat clients
15 years of experience
Madison, WI, 53704

“Great communication and so patient with my nervous girl.”

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Sam
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 71 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

“Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him”

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Leo B.
Sitter Profile Image: Kate H.
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Kate H.
from
$20
per walk
35 years of experience
DeForest, WI, 53532

About: There is not a breed that I won't work with. I believe all pets deserve love and affection and sometimes they need some extra care and that is great too. I am very flexible. This is my primary job and I can make any weekday work for visits and some weekends as well, I just need appropriate notice. I am open to any breed of cat or dog. I will follow any instructions you may have. My goal is to make your pet feel comfortable and happy.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 60 reviews
25 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.”

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Amy L.
Sitter Profile Image: Ben G.
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Ben G.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
35 years of experience
Madison, WI, 53718

“Ben was great with my large standard poodles. He did a previsit and asked a lot of good questions. He knew how to slowly earn their trust. Ben sent pictures and updates from each visit. He also administered medication. We will definitely have him care for them again.”

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Jean L.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 53 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

“Lindsey was accommodating at short notice. Very communicative and responsive right away. It is clear she took great care of our boys. She sent lots of photos and they looked so happy! Will, definitely, reach out to her again 🐶🙏🐶”

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Abigail A.
Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

“At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.”

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Kat G.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Bluff Acres, Madison, WI, 53704

About: I have been in the vet med field for about 7 years. During this time I have acquired many skills from that would set me apart from many other sitters. Hello everyone! I live a few minutes from Sun Prairie, although, I do work on the west side off of University Ave. I am typically available early morning or after working hours or on lunch breaks. I am also super flexible! We have 3 cats! I usually keep my pets in our finished basement during boarding stays. I am available for walks, potty breaks, meals/medications, and nail trims, at your request.

Sitter Profile Image: Marcela M.
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Marcela M.
from
$23
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
Eken Park, Madison, WI, 53704

About: Hi! My name is Marcela, and I’m a lifelong animal lover with a special place in my heart for both dogs and cats. I have two dogs of my own, Chester and Athena. Chester is my small rescue dog, and I’ve had him since I was 9 years old. I truly grew up with him, and he has been by my side for most of my life. Chester is deaf, and as he’s gotten older, he has also developed anxiety and takes medication to help manage it. Over the years, I’ve learned how important patience, consistency, and understanding an animal’s individual needs can be. I communicate with Chester using hand signals and gentle body language, and caring for him has taught me so much about connecting with animals at every stage of life. Athena is my pit bull, and we love spending time outdoors with our animals. Whether we’re going for walks, playing, or simply enjoying the fresh air, I genuinely love giving animals attention, exercise, and plenty of affection. Athena has also had difficulty getting along with other dogs, so we worked with her through training to help her become more comfortable and learn how to interact appropriately. This has given me firsthand experience with the patience, structure, and careful management that some dogs need when around other animals. I also have hands on experience caring for a cat with significant medical needs. My cat, Fergi, was diagnosed with HCM and eventually developed end stage heart failure. During his illness, I became very familiar with the day to day care that comes with heart failure, including administering medications, monitoring his breathing, appetite, energy, and behavior, and paying close attention to small changes in his condition. Going through that experience also taught me how difficult it can be to leave your pet in someone else’s care when they’re sick or have special needs. I know how much worry can come with wondering if they’re okay while you’re away. Because of that, I want to be the kind of person who gives another pet parent that same sense of comfort and reassurance, knowing their pet is being watched over with patience, love, and genuine care. I absolutely love cats, and after recently losing Fergi, I’m not quite ready to bring another cat into my home yet. I would, however, love the opportunity to care for and spend time with other people’s cats. It would be really special to have that connection again while giving your cat the love and attention they deserve. I also take pride in the everyday care I give my own pets, including brushing my dogs’ teeth daily. I’m happy to provide routine care like this when requested, along with walks, playtime, feeding, medication, and plenty of companionship. Whether your pet is young, a senior, anxious, shy, energetic, or needs medication or extra patience, I’ll treat them with the same kindness and attentiveness I give my own. I know how much trust it takes to leave your pets with someone, and my goal is for both you and your pet to feel safe, comfortable, and cared for while you’re apart. I can’t wait to meet you and your pets! ❤️ I have a flexible schedule since my partner and I run our own microgreens farm. This allows me to work pet care into my schedule and be flexible with walks, drop ins, and stays. I’ll care for your pet(s) based on their individual needs and any instructions you provide—every situation is different, and I’m happy to adapt to what’s best for them.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Shatoria was exceptional as a dog sitter for my pet. Being new to town, i reached out for recommendations and she totally lived up to her high praise. Big fan! Always on time and with proactive communication.”

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Surya M.
Sitter Profile Image: Jess M.
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Jess M.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
6 repeat clients
1 year of experience
Waunakee, WI, 53597

“Jess kept me updated and sent a lot of photos of Boo. This was his first time having someone from rover come over and it went really well. Thanks!”

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Brian S.
Sitter Profile Image: Faith G.
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Faith G.
from
$22
per walk
5.0 out of 5 stars
• 3 reviews
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

About: I’ve always loved dogs and genuinely enjoy spending time with them, whether that means going for a long walk, playing outside, or just keeping them company at home. I’m active and love being outdoors, so I’m especially happy to take dogs on walks and give them plenty of exercise and attention. I’m dependable, communicative, and will treat your pet and your home with the same care and respect I’d want someone to give mine. I’m comfortable following specific feeding, walking, and care routines, and I’ll always keep you updated while you’re away. I have a flexible schedule that gives me plenty of time to fit pet care into my week. I’m available for walks, drop-in visits, feeding, playtime, and check-ins throughout the week and on weekends. I’m happy to work with your pet’s normal routine and schedule! I know how important it is to trust the person caring for your pet and your home. I’ll follow your instructions closely and keep your pet’s normal routine as consistent as possible. I’m attentive, responsible, and happy to provide updates and photos so you know your pet is safe, comfortable, and getting plenty of attention.

Sitter Profile Image: Hailey R.
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Hailey R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail. Then have college classes in the mornings and later in the afternoon into the evening. Some days I am done with classes early. I have more flexibility on the weekends. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.

Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Jenna did a great job with our dog Durban!! Jenna took him for several long walks and he felt safe and had fun with her!”

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Emily L.
Sitter Profile Image: Gracie F.
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Gracie F.
from
$20
per walk
10 years of experience
Sun Prairie, WI, 53590

About: I have had pets since I was born. I grew up with dogs and a cat. I also have vet/daycare experience. I feel comfortable medicating if needed, and being around multiple dogs/cats at a time. I work full time, but I am free most Wednesday and Thursdays. For my own cat I typically play with him whenever I have free time. I make sure he gets good exercise because I know how important it is! I am patient with all animals. I know it can take time for them to warm up to new people. On walks I let dogs sniff around because that’s how they get the most enrichment out of it. Their walks are about them

Sitter Profile Image: christopher W.
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christopher W.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
45 years of experience
Madison, WI, 53705

About: I’ve taken care of animals since I was five years old. I’ve walked dogs since I was a child. I have had birds, gerbils, lizards, fish, cats, and dogs. My last animal companion was a rescued special needs Jindo dog from LA. I truly love all animals. I prefer to focus one on one interactions with animals to ensure the best possible care and connection. I work for myself so my schedule is relatively flexible. I am available anytime with enough headway. Have car and can travel to clients. I can spend as much or as little time as your animal companions require. I currently have no pets or housemates and a fenced in backyard for dogs. My house is safe and secure and situated in a quiet neighborhood. All furniture is pet friendly and accessible. Plenty of windows for cats to look out from.

Sitter Profile Image: Nicky T.
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Nicky T.
from
$18
per walk
1 repeat client
10 years of experience
Capitol, Madison, WI, 53703

About: Growing up with two dogs, and always playing with friends' and neighbors' pets, I have always loved spending time with animals! I’ve been dog and cat-sitting for the past 5+ years. I will provide as much exercise as needed, play with, feed, and bathe pets. I would love to continue meeting and taking care of new pets through Rover! I am currently a student at UW-Madison but I will work around this schedule in order to have plenty of time during the day to look after your pets! I am also available on weekends and my schedule is pretty flexible depending on your needs, and I will always make sure that your pet is my number 1 priority during the time they are in my care! I will adjust how I care for your pets based on their needs and preferences! I love to snuggle with pets, but I know some want to play, which I will also attend to. No matter what your pet is like, I will do my best to treat them in a way that will make them happy and feel loved.

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The median cost per walk for dog walking in Lake Windsor is €20

Dog parents share their Rover experiences - Lake Windsor

1 / 1
5.0 out of 5 stars

We've only had Taryn walking our golden retriever, Stark, for a couple of weeks, but it's already one of the best decisions we've made. It's been a huge relief knowing our dog is in great hands when we leave for work. Taryn is on time, great at communicating, and even goes above and beyond to do things such as bring in trash bins, Amazon packages etc. I highly recommend Taryn for any of your pet's needs.

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Austin H.
Dog Walking
5.0 out of 5 stars

Tricia has been wonderful with Cinco! We were a little nervous about hiring a dog walker for the first time, but Tricia immediately made us feel comfortable. She took the time to get to know Cinco, listened carefully to all of our instructions, and has been incredibly patient about letting Cinco set the pace and build trust with her. Cinco can be reactive to other dogs and can also be nervous around loud noises, so finding someone we trusted to walk her was very important to us. Tricia pays attention to her cues and adjusts the walk when Cinco is uncomfortable rather than pushing her. After only two visits, Cinco was already excited to see her! Tricia is also a great communicator and clearly cares about making sure both Cinco and we are comfortable. We feel very lucky to have found her and are looking forward to having her continue walking Cinco. Highly recommend!

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Kit S.
Dog Walking
5.0 out of 5 stars

Lensy takes Petey on such great walks! She’ll consistently communicate about how the walks go. Definitely look forward to her walking for us again!

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Kristalyn B.
Dog Walking
5.0 out of 5 stars

Lexi was amazing at accommodating us for a last-minute additional walk this week! She's very responsive and great to work with, and she loves our pup!

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Megan H.
Dog Walking
5.0 out of 5 stars

Heather is so good at communicating with me, she always watches for anything unusual in Josie’s routine and makes sure to notify me. She’s been very flexible and extremely reliable. As an anxious dog mom, I am so at ease knowing she is taking care of Josie. And Josie is always happy after her walk days with Heather!

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Morgan K.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
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Popular requests for dog walking - Lake Windsor

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Sitters in Lake Windsor average 3
repeat dog walking clients

FAQs for Dog Walking - Lake Windsor

Frequently asked questions about Rover

The average cost of Dog Walking in Lake Windsor is $17 per walk as of November 2026. Most bookings cost between $17 and $17 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 November 2026, there are 1,399 sitters on Rover offering Dog Walking across Lake Windsor. 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 Lake Windsor. 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 Lake Windsor 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 Lake Windsor. On Rover:

  • 89% of walkers can help with special care needs
  • 92% 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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