Dog Walking in Oakwood Village, Madison, WI

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

Calendar Recently Updated
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)"

Calendar Recently Updated
2. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Crystal is amazing! She’s been walking/feeding/playing with Tobie for months and I just realized I have never done one of these reviews, shame on me! I work ... (more)"

Calendar Recently Updated
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)"

Calendar Recently Updated
4. 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 availability
4th of July
5. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran is fantastic! She regularly walks our two pups while we are at work. She is extremely reliable, kind, and attentive to the uniqueness of our two dogs. W... (more)"

Calendar Recently Updated
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)"

Calendar Recently Updated
7. 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)"

Calendar Recently Updated
8. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy was such a pleasure to work with! She came over to meet Punky a few days ahead of time and he really liked her! She sent me some picture of their walk an... (more)"

Confirmed availability
4th of July
9. 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)"

10. 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)"

Confirmed availability
4th of July
11. 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)

Calendar Recently Updated
12. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"Franc goes to Amy's house 2 days a week for day care. I would swear he knows when he's going to see Amy & Ernie, as he has a little pep in his step those day... (more)"

Confirmed availability
4th of July
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)

Calendar Recently Updated
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)"

Calendar Recently Updated
15. 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)"

Calendar Recently Updated
16. 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 availability
4th of July
17. 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)"

Calendar Recently Updated
18. 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)"

Confirmed availability
4th of July
19. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

"Sara is one of the kindest, most generous people I've ever known. She loves all animals, and shows that compassion to all pets. She is incredibly responsible... (more)"

20. Ashley

Fun walks & fresh air for your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Ashley was great with Huxley :) she was fantastic with all the instructions I gave her. I also really loved the detailed updates she was able to give me. Tha... (more)"

Pet parents in Oakwood Village, Madison, WI love dog walkers on Rover.com. 423 owners have reviewed walkers in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog walker on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a walk on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

Rover is the simple, savvy way to find and book a dog walker in Oakwood Village, Madison, WI. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for dog owners throughout the U.S. to reach walkers who offer dog walking. Just like you, Oakwood Village dog walkers on Rover are dog lovers too. Many of our walkers offer dog walking services and would love to take care of your dog when you can't be there. Book a 30-minute walk anytime you need it, and discover just how many of your neighbors are dog lovers too. You'll be glad to know dog walking booked on Rover is covered by the same great benefits as overnight sitting, including premium pet insurance, photo updates, and 24/7 support.

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 Oakwood Village, 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

Card image cap

1) Browse Sitters

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

Card image cap

2) Contact Sitters

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

Card image cap

3) Book & pay

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

Card image cap

4) Enjoy your trip

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