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Dog Walking in Woodland Hills, 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. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Crystal is great for our family. She is always on time, and always walks Nora when she says she will. She's been walking our dog for ten months and we couldn... (more)"

2. 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)"

3. Jenny

Walking for a living

Madison, WI, 53719

Drop-In Visits, Doggy Day Care, Dog Walking

"Jenny took Thor on a nice long walk, sent photos, and was very responsive to questions. I would highly recommend her. (more)"

Confirmed 4th of July Availability
4. 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)"

5. 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)"

6. 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)"

Confirmed 4th of July Availability
7. 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)"

8. Sarah

Great with all animals!

Madison, WI, 53719

Dog Walking

"Sarah is fantastic! She is timely, responsible, and loves all animals-but especially dogs. Sarah is also very active and especially enjoys 4 legged company. ... (more)"

9. 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)"

Confirmed 4th of July Availability
10. 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)

11. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"Amy does a great job with my little dog. She's very sweet to him, which is all he really wants. She's on time no matter the weather and has a great attitude.... (more)"

12. 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)"

Confirmed 4th of July Availability
13. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

About: * Come hang out with us on Instagram for more fun! :) @sashas_pawlz * My dog, Sasha, and I would love to welcome yours to our home! We love runn... (more)

14. 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)"

15. Andrea

Will walk dogs in all weather

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Andrea is incredibly responsible, especially when it comes to animals. It is obvious that she has a passion for most animals but especially dogs. I can tel... (more)"

16. Devon

Lifelong dog lover

Blackhawk, Madison, WI, 53717

Drop-In Visits, Dog Walking

"Before I met Devon I didn't even like dogs. Her unconditional love for animals turned me into a dog lover, so much that I even own a dog myself now. There is... (more)"

17. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"We were very pleased at how well Kaylyn cared for our old New Foundland. She made sure he received all his medication on time. It was also great that she wou... (more)"

Confirmed 4th of July Availability
18. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"Joe made our time away from Shiva comfortable and worry free. Our dog, Shiva, was well taken care of, punctually, and thoroughly. We didn’t have to worry at ... (more)"

Confirmed 4th of July Availability
19. 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)"

20. Jackson

No dog too big or too small

Spring Harbor, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

About: I’m young, fit, and in the military. Ive been around dogs my whole life and am not easily intimidated. This is a dream job for me. I love dogs all ... (more)

Pet parents turn to walkers on Rover.com when they're looking for dog-walking. 423 owners have reviewed walkers in Woodland Hills, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a walker on Rover, it's easy to find the perfect dog walker near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog walking rates to get an idea before you start a conversation with a dog walker. Exchange messages from your walker's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

We know you can't always be there, and it's our goal is to connect you with walkers in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Woodland Hills dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a walker or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Woodland Hills, Madison, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or 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 Woodland Hills, 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.