Dog Walking in Oakwood Village, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Colleen F.
Dogs and cats, I love them allMadison, WI, 53719
Drop-In Visits, Dog Walking

Colleen was incredible! So friendly and accommodating, and worked with my pup in his manners and tricks! Photos and communication were excellent, 5 stars! (more)

from
$18
per walk
Calendar Recently Updated
Andrew L.
2.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew took my dog on walks each day for two weeks while I was on vacation. He was very reliable, and he sent pictures every day! He even helped to do leash tra… (more)

from
$23
per walk
Calendar Recently Updated
Kelsey W.
3.
New grad animal-loverVilas, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kelsey is a wonderful person with a huge heart. She has watched and been around my two dogs for over 15 yrs. She is very responsible and would give the best c… (more)

from
$22
per walk
Calendar Recently Updated
Shelbi S.
4.
Not enough dogs in my lifeMadison, WI, 53705
Drop-In Visits, Dog Walking

Shelbi is a fantastic caregiver - Shelbi cared for our 3 year old German Shepherd while we were in the hospital during the birth of our daughter. Zeus warmed … (more)

from
$20
per walk
Confirmed availability: Memorial Day
Jenny J.
5.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

I am so glad that we met Jenny! She was able to stop by at a moment's notice when I realized I would have to be gone from home longer than planned. One of my do… (more)

from
$24
per walk
Calendar Recently Updated
6.
Weekly dog walker!South Campus, Madison, WI, 53715
Drop-In Visits, Dog Walking

Shana is amazing! She was so kind when taking care of Koda and even sent a picture for me when I was missing him. My naughty boy ended up knocking over a garbag… (more)

from
$10
per walk
Dog person for life.Middleton, WI, 53562
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Thank you for being so great with Magnus and Ayasha. (more)

from
$15
per walk
Confirmed availability: Memorial Day
Your fur baby deserves all the petsLeopold, Fitchburg, WI, 53713
Drop-In Visits, Dog Walking
1 repeat client
5 years of experience

About: I have experience with drop in visits for both cats and dogs. I have had a dog walking client in the past which was a great experience. I love animal… (more)

from
$10
per walk
Confirmed availability: Memorial Day
9.
At my happiest when I’m with dogs.Glacier Ridge, Madison, WI, 53719
Dog Walking

Kristi is the perfect person to help take care of your best friend! She has years of experience with working at a doggy daycare so I knew I could trust her with… (more)

from
$15
per walk
10.
Keep your pets happy at home!Junction Ridge, Madison, WI, 53717
Drop-In Visits, Dog Walking

Katie is beyond wonderful! I have two Jack Russell Terriers and she totally understood them and their crazy personalities. She did a "meet and greet" with us … (more)

from
$25
per walk
Confirmed availability: Memorial Day
11.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe is great with dogs. He's attentive, playful, and one of the most responsible people I know. Dogs love him. He'll play with your dog, take him/her for walks,… (more)

from
$20
per walk
Calendar Recently Updated
12.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dogMadison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ben has been a reliable care taker for our 11 year old dog and cat for many years! He communicates well with us and always meets the needs of our furry family m… (more)

from
$16
per walk
Calendar Recently Updated
I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Ruthanne is so wonderful with our young pup! We can always trust her to take good care of our puppy while on walks; she makes our puppy's day! (more)

from
$20
per walk
Calendar Recently Updated
14.
Enthusiastic Dog LoverPrairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kagen was okay. We needed someone to walk Oso for an hour a day while we were going to be out most of the day, and she did that. She sent me pictures at the end… (more)

from
$20
per walk
Confirmed availability: Memorial Day
15.
Home is where the bark isFitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Robert has been a regular work Ollie. He is really friendly and professional and always gets Ollie tired out for the afternoon. He has been such a help when it … (more)

from
$15
per walk
Calendar Recently Updated
16.
Animal Lover and Experienced SitterMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Katie is our favorite pet sitter. We've had 2 cats and 2 dogs over the past few years. She is reliable and patient. Her love for animals is genuine. Our pe… (more)

from
$17
per walk
Calendar Recently Updated
17.
Your dog's new bestie!Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara loves animals and is extremely attentive and trustworthy caring for pets. She has often watched my dog while I was away, and I never worried about the safe… (more)

from
$20
per walk
Confirmed availability: Memorial Day
Professional, kind, reliable personSpring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

About: I have always been a huge animal lover my entire life. Growing up my parents surrounded me with all kinds of animals (dogs, cats, birds, even a potbe… (more)

from
$20
per walk
Confirmed availability: Memorial Day
19.
Happy and tuckered out dogsMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Chalee is wonderful! She made sure my dogs walked in the shade and had plenty of water. When I came home, my dogs were exhausted from their walk and very happy. (more)

from
$20
per walk
Confirmed availability: Memorial Day
20.
Daily visits to the dog park!Marbella, Madison wi, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Lifesaver! Always reliable and wears out the pup, responds for last minute needs. Thanks Clara! (more)

from
$50
per walk

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: