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Dog Walkers in Windsor, WI

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

Confirmed availability
4th of July
1. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Will book with Jennifer again! She took great care of Theo and I always received an update from their walks along with cute photos. Thanks Jennifer! (more)"

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2. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: We are an animal loving family who has two dogs of our own and also work with a local rescue to foster dogs until they find their forever homes. Ou... (more)

3. Jacob

A tired dog is a happy dog!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I have many years of dog care experience. Starting as a child having German Shepard’s, border collies and a colony of cats! I have always lo... (more)

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4. Laurie

Teacher on summer break, by airport

Eken Park, Madison, WI, 53704

Dog Boarding, Dog Walking

About: My husband and I have had dogs our entire lives. As the owners of two playful Boston Terriers we love to play with, walk and cuddle them. We can pr... (more)

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5. Matthew

Lover of all dogs, very attentive!

Ridgewood, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matthew LOVES babysitting our pup. He says he "feels honored" every time we ask him, instead of it being a chore. I highly recommend him! (more)"

Confirmed availability
4th of July
6. Lexi

Fenced yard, close to airport!

Sherman, Madison, WI, 53704

Dog Boarding, Dog Walking

"Lexi is a warm and loving dog sitter. She sends lots of adorable photos of our pup while we are away, so we are assured they are having fun. (more)"

7. Arne

my lunch break gets your dog walked

Sun prairie, WI, 53590

Drop-In Visits, Dog Walking

"Arne is one of the only people I trust with my pets. He is very reliable, dependable, and hardworking. He puts the needs of my pets first. He is excellent wi... (more)"

8. Tara

I practically live at the dog park

Bluff Acres, MADISON, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog owner for over 5 years. My dog is very active so I have to walk him I can't just let him out in the backyard so I'm used to an acti... (more)

Confirmed availability
This weekend
9. Alea

Play, Love, Play

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Alea has grown up with both cats and dogs and loves both. We currently have 2 cats and 2 toy poodles. She has taken care of the many times when we have gone ... (more)"

Confirmed availability
4th of July
10. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

Confirmed availability
4th of July
11. Abby

Pet mom to 3 amazing dogs!

Mayfair Park, Madison, WI, 53714

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi I'm Abby, I have been an animal lover since i was a tiny tot, my family always had pets in the house from dogs, cats and to even birds! I am 2... (more)

Confirmed availability
4th of July
12. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

About: I am a reliable individual who will provide quality care to your dog(s). My hope is that by providing care in your home environment, your dog will ... (more)

Confirmed availability
4th of July
13. Anita L

More dogs the merrier! Home fullti

DeForest, WI, 53532

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Anita has always had dogs in her life both as a child & an adult. They are such a part of her & she enjoys taking them with her wherever she goes. She’s been... (more)"

Confirmed availability
4th of July
14. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli is great with dogs! She has 2 wonderful dogs of her own that are spoiled with tlc. She's very kind and would treat all dogs as if they were her own ki... (more)"

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15. Caroline

Ready to play and care for your pet

DeForest, WI, 53532

Drop-In Visits, Dog Walking

"Hello, Caroline would come over and walk/play with Penny when we were out late, and couldn't get back in time to let her out. Penny LOVES Caroline, and... (more)"

16. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

Confirmed availability
4th of July
17. Alexis

Will give updates often if desired!

Sun Prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello there! My name is Alexis, and I have had a total of five pups growing up (as well some foster pups and a lot of dog sitting!). I am very flex... (more)

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18. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: Dogs- oh how I love them! I have owned 3 dogs in my life time. They were all Labrador Retriever mixes. I also lived with a beautiful, little Sh... (more)

19. Sanjli

Lots of time to give to your dog!

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

"Sanjli did a great job with our puppy, Dobby! She was very sweet and attentive to him. She's responsive to texts/calls and reliable. Thank you, Sanjli! (more)"

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20. Jordan

Flexible with hours and love dogs!

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Your dog will be tired out from all the fun playing and running around Jordan will provide! He has flexible hours, is reliable and punctual. (more)"


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When you need dog walking services, we doubt you'll find a better experience than through Rover. Thanks to our wide selection of dog walkers in Windsor, WI, you'll find that you're able to work with a dog walker who fits in with you, your dog, and your needs. With our start-to-finish approach, your walker can supply you with real-time dog walking updates with start and stop times, a GPS map of their walk, info about any bathroom, food, and water breaks, and pictures of what your dog's been up to. And on top of that, each Rover dog walking booking includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you use Rover to find a dog walker in Windsor, you can rest easy knowing that your dog is having a great time.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!