Dog Walking Lake Windsor

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

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Over 3
pet parents in Lake Windsor have booked dog walking

Lake Windsor, 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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
28 reviews
13 repeat clients
4 years of experience
Windsor, WI, 53598

About: I have had pet care experience with a neighbor for four years now. And I have also helped own a dog for 8 years. With my neighbor I do pet sitting/drop in visits, dog walking, and cat care. With my own dog, I have had him since he was a puppy, and he is my best friend. I have had experience living with him, walking him, feeding him, and bathing and grooming him as well. I would do anything for my dog, and I will transfer that love to all animals I meet. I am a college student and my plan is to do this during my winter break between semesters. Since I will not have school during this time, my schedule is very free and flexible. I am doing this to have something to look forward to every day during break. So I am very open on a daily basis to accommodate to your schedule. My plan is to do services that are in my clients home because my dog right now doesn't always work well with others. So when I am in my clients home I will treat all people, items, and pets with the utmost respect and kindness. I will care for your pets on drop-in visits and on walks like they are my own.

Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
36 reviews
6 repeat clients
25 years of experience
Windsor, WI, 53598

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.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
21 reviews
3 repeat clients
9 years of experience
Madison, WI, 53718

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.

Sitter Profile Image: Darshani L.
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Darshani L.
from
$15
per walk
1 repeat client
10 years of experience
Windsor, WI, 53598

About: I’ve grown with big dogs my whole life and I have my fair share of personal experience with smaller ones as well. Additionally, I worked at Paradise Paws (doggy daycare) as a dog handler for about a year. I am very familiar with all the different breeds and personality types, even puppies! I have a very flexible schedule. I do online school and don’t have another job, so I have lots of opportunity during the day to hang out with your dogs! I will care for your dogs depending on your environment and the rules you have set for me. I will respect your environment and that of the dog, while ensuring they receive lots of fun and attention!

Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
63 reviews
17 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: Mira D.
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Mira D.
from
$19
per walk
1 repeat client
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: Yee Lam C.
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Yee Lam C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
7 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: Emilee K.
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Emilee K.
from
$20
per walk
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Gwen K.
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Gwen K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
4 years of experience
Windsor, WI, 53598

About: I have worked at three different doggy daycare and boarding businesses within the past four years. I have been dog sitting for family and friends for years! I treat every dog as my own! I currently work a very part-time job (2 days a week). This allows me the perfect amount of time to care for furry friends of all kinds! I live in a neighborhood with a sidewalk, perfect for walks! I don’t have any children, just one cat who is very friendly and playful with other dogs and cats!

Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
37 reviews
14 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: Jamie K.
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Jamie K.
from
$20
per walk
5.0 out of 5 stars
53 reviews
16 repeat clients
14 years of experience
Madison, WI, 53704

Jamie is such a caring and knowledgeable care provider for my pup! She offers a wonderful mix of exercise and enrichment and sends detailed updates after each walk.

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Mallory H.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
55 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!

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Brielle E.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
146 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!

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Cheryl J.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

So great with my pups-love the pics she sent!

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

Excellent service. He took care of our dogs like they were his own. I think they would have rather we stay on vacation and Ben come walk them. Will definitely use again.

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Rachel D.
Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
79 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!

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Julie D.
Sitter Profile Image: Tammy T.
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Tammy T.
from
$30
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
13 years of experience
Deforest, WI, 53532

Tammy was great with our energetic beagle/heeler mix!

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Vicki I.
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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

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
1 / 1
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Meet local walkers who will treat your dogs like family

  1. 1. Search

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

Select a filter and find qualifying sitters offering dog walking.

Sitters in Lake Windsor average 3
repeat dog walking clients

FAQs for Dog Walking - Lake Windsor

Frequently asked questions about Rover

The average cost for Dog Walking in Lake Windsor on Rover is $16.65 per walk (as of August 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 August 2026, there are 1,418 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 your 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 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 Lake Windsor.

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 Lake Windsor. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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