Dog Walking in Westmorland, Madison, WI

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

Tip: Contact sitters now to confirm availability.
1. Shannon

run w/ your dog even in the winter

Stone Meadows, Madison, WI, 53719

Drop-In Visits, Dog Walking

"Shannon's walked our dog, Samson, for a couple weeks now. She does a great job and always responds to texts quickly. (more)"

2. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Crystal was kind enough to come out and meet Billie and I the night before. Billie warmed up to her right away. I come up to Verona occasionally and it's go... (more)"

3. Jenny

Walking for a living

Madison, WI, 53719

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

"First time using Rover and Jenny was great! Very conscientious and definitely loves dogs. She took excellent care of my dog :) (more)"

4. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krysta is a very enthusiastic and energetic person who hit it off great with my dog. He loves his time outdoors and Krysta did a great job with him. (more)"

5. Sarah

Looking to meet some furry friends!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Sarah is so great! She checks in every day and lets us know what is going on with our Greyhound and whippet puppy. She seems to have great judgement and is v... (more)"

Confirmed 4th of July Availability
6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran has been walking our dog Franklin a few times a week for several months now, and it has been wonderful! Fran is great at responding quickly and does suc... (more)"

7. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is great with my pup. I met with her before she started walking Basil and immediately felt comfortable with how good she was with her. She has a flexible... (more)"

Confirmed 4th of July Availability
8. Devyn & Margaret

We'll Let The Dogs Out!

Greenbush, Madison, WI, 53715

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

"Devyn has taken expert and loving care of my cat and dog for years. I’ve met his two dogs and cat. They are happy and well behaved bunch; I’m sure a testamen... (more)"

9. Patti

Teacher summer off - runner

Marquette, Madison, WI, 53703

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

"If you want your dog to HAVE FUN and BE SAFE, then Patti is absolutely the right choice. She's been our go-to house/dog-sitter for years because she's extrem... (more)"

10. Nicole

Experienced and Active Dog-Lover

Fitchburg, WI, 53719

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

"Nikki has always been my go to person for watching my dogs and helping take them out when I can't. Also my go to person to take the dogs for a hike. She is a... (more)"

11. Sarah

Great with all animals!

Madison, WI, 53719

Dog Walking

"Sarah has spent her whole life surrounded by animals and treats everyone’s pets like her own. She puts animals first and I wouldn’t let anyone else pet sit f... (more)"

Confirmed 4th of July Availability
12. Christine

Your pets are our family!

Prairie Hills, Madison, WI, 53711

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

About: Hi! I am a Certified Veterinary Technician and have worked with pets professionally my whole life! I have personally owned a horse, fish, lizards... (more)

13. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"I love seeing the route that Franc & Amy have walked & getting the pictures & summary of their time. Franc truly looks like he is having a great time. I know... (more)"

14. Kristy

I'd love to walk your dog!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Kristy has done a great job taking care of our Stella every day. She shows up on time for walks, and Stella is always happy and relaxed when we get home! (more)"

15. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"Holly responded to a dog walk request within a couple of minutes! She came right over! If I could give her ten stars, then, I would! She is unbelievably s... (more)"

16. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse did a great job walking my energetic doodle pup on a gentle leader and even did some treat training to keep him from pulling. She also socialized with ... (more)"

17. Katelyn

Available anytime !

Fitchburg, WI, 53713

Drop-In Visits, Doggy Day Care, Dog Walking

"She is a very responsible, nice and dependable! She did a great job watching my shih zu, Cash. Our dogs played great with each other the whole time. (more)"

18. Madeline

I enjoy long walks and runs too!

Regent, Madison, WI, 53726

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

"5 out of 5 stars. Madeline is so great!! She frequently watches my dog Lily. Madeline is professional, dependable, friendly, flexible and a true dog lover. I... (more)"

Confirmed 4th of July Availability
19. Emmy

Love to run/walk/play with dogs!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emmy is amazing! She's a true animal lover and makes your pet a priority. Emmy is prompt and reliable and will treat your pet as her own. I know my four legg... (more)"

Confirmed 4th of July Availability
20. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Andrea was wonderful when she took my beagle for a walk. Very communicative and my dog was super happy when I got home. Thanks Andrea! (more)"

Dog owners in Westmorland, Madison, WI turn to dog walkers on Rover.com for their dog walking needs. Over 423 pet owners have reviewed dog walkers in Madison, giving them an average rating of 4.9/5. Dog walking can be affordable, no matter where you live or what your price range may be. Curious about how much dog walking costs in Madison with Rover.com? Check out our average dog walking rates near you to get an idea before getting a conversation started with a dog walker on Rover. When you leave your dog with a walker you've connected with on Rover, you can relax, knowing your dog will be treated like family.

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Westmorland dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Westmorland, Madison. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Westmorland, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.