Dog Walking in Woodland Hills, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
1.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$25
per walk

Alisyn is a great dog Walker. She is always on time and sends great pictures of my dog. I will continue to use her and highly recommend her!

Calendar Recently Updated
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
2.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
5 repeat clients
from
$20
per walk

Super sweet. Sent me pictures during the walk and my dog had no complaints? will definitely use her services again

Calendar Recently Updated
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
3.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$27
per walk

Jenny is wonderful! My puppy warmed up to her right away. She asked a lot of questions about him and came prepared with treats, poop bags, and water. She took him on a walk nearby and when they returned home he was all tired out. Thank you!

Calendar Recently Updated
Sitter Profile Image: Jennifer L.
Verified Background Check
Sitter Profile Image: Jennifer L.
Verified Background Check
4.

Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
213 reviews
74 repeat clients
from
$22
per walk

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

Calendar Recently Updated
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
5.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$15
per walk

Kelsee is the biggest dog-lover I know. She treats her own dog, Winston, like a prince and is constantly thinking about him. She even has an entire wall of her home dedicated to “Winnie”! As a caretaker, she is very attentive and loving to every dog’s needs but still has the discipline not to let the dog “run the house”. It’s a line that very few people know how to tow and she does it seemingly effortlessly. Great choice for your canine needs!

Calendar Recently Updated
Sitter Profile Image: Samantha K.
Verified Background Check
Sitter Profile Image: Samantha K.
Verified Background Check
6.

Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
Drop-In Visits, Dog Walking
5.0
18 reviews
4 repeat clients
from
$20
per walk

Samantha was great with our pup! She spent a good amount of time playing with and walking her, and sent a photo and update to let us know all was well. We will contact Samantha again.

Calendar Recently Updated
Sitter Profile Image: Sira M.
Verified Enhanced Background Check
Sitter Profile Image: Sira M.
Verified Enhanced Background Check
7.

Sira M.

Welcome to Yoshi’s Playhouse
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$20
per walk

Jasira is a very mature, responsible animal lover! She has watched my dogs before and I trust her 100%. My dogs are always happy to spend time with her.

Calendar Recently Updated
Sitter Profile Image: Andrew L.
Verified Background Check
Sitter Profile Image: Andrew L.
Verified Background Check
8.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
100 reviews
42 repeat clients
from
$28
per walk

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 training with our dog, who is learning not to pull. I had peace of mind knowing that my dog was in good hands. I would absolutely recommend Andrew!

Calendar Recently Updated
Sitter Profile Image: Emily D.
Verified Enhanced Background Check
Sitter Profile Image: Emily D.
Verified Enhanced Background Check
9.

Emily D.

Your pet always comes first 🐶🐱🥰
Madison, WI, 53713
Boarding, Drop-In Visits, Dog Walking
5.0
30 reviews
9 repeat clients
from
$20
per walk

Emily is great! Very clear that she cares for my dog like her own and I love the pictures she sends. She even goes above and beyond to give my cat some (very welcome) attention too when picking up/dropping off!

Sitter Profile Image: Robert C.
Verified Background Check
Sitter Profile Image: Robert C.
Verified Background Check
10.

Robert C.

Home is where the bark is
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
95 reviews
40 repeat clients
from
$15
per walk

The pups love Robert and he did a great job walking them! They can be energetic but Robert brought them back totally exhausted (which they love). Thanks Robert!

Calendar Recently Updated
Sitter Profile Image: Alana R.
Verified Enhanced Background Check
Sitter Profile Image: Alana R.
Verified Enhanced Background Check
11.

Alana R.

Experienced Pet Sitter&Photographer
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
7 reviews
from
$24
per walk

Alana is such an animal lover and it really shows! She watched my 4 cats over a whole weekend and she did an amazing job! They were so happy and well taken care of. She did everything I asked and more. My boys have some dietary needs and she did an exceptional job at following their regiment and making sure they all got what they needed. She has extensive knowledge on both cats and dogs through her vet tech career and that really makes her a reliable sitter! You couldn’t find someone better or more trustworthy to take care of your fur babies! Plus, she makes sure they have fun and feel loved while you are gone! It’s very comforting!

Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
12.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
32 reviews
14 repeat clients
from
$19
per walk

Keezieng has been a fantastic dog walker this past week! Very flexible and always on time, he made sure that Stella always had a nice mid-day walk.

Calendar Recently Updated
Sitter Profile Image: Lora S.
Verified Enhanced Background Check
Sitter Profile Image: Lora S.
Verified Enhanced Background Check
13.

Lora S.

EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`
Madison, WI, 53705
Drop-In Visits, Dog Walking
5.0
15 reviews
6 repeat clients
from
$28
per walk

Lora did an amazing job walking my young Labrador! She was able to practice a couple of commands with him and took the best photos. Will definitely be reaching out to Lora again for future walks!

Calendar Recently Updated
Sitter Profile Image: Christine N.
Verified Background Check
Sitter Profile Image: Christine N.
Verified Background Check
14.

Christine N.

A tired dog is a good dog
Prairie Hills, madison, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
69 reviews
44 repeat clients
from
$38
per walk

I have known Christine Nesheim through her work at our doggy daycare for two years. Christine also grooms both of my dogs and does so expertly. She is a total dog person! She is both consistently firm yet calm and loving with my dogs. She has really trained them and has taught me how to be better with them. When I arrive to pick my dogs up, they run to greet me but then return to Christine. ;) As much as we would all love to be their whole world, I am incredibly relieved to know that my dogs both love and trust Christine. She is the only non-family member with whom I would leave my dogs. (Christine would do anything for dogs OR people!)

Calendar Recently Updated
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
15.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$25
per walk

Emma trained our first dog (Sheltie) to be a Canine Good Citizen and then they were certified as a Therapy Team, and for several years they distressed UW students during exam periods. She also trained her current dog (Golden Retriever) to be a wonderful loving dog with children and adults and a great playmate with other dogs. Aside from her dog care jobs and several volunteer opportunities, working with dogs of all sizes, Emma has been a reliable dog sitter for several of my friends over the years and considered to be a “dog whisperer”.

Sitter Profile Image: Sarah T.
Verified Enhanced Background Check
Sitter Profile Image: Sarah T.
Verified Enhanced Background Check
16.

Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$15
per walk

Sarah has pet sat for me several times--not an easy task with three dogs! She was always on time, followed instructions as written, and went about and beyond with some extra walks and attention. I highly recommend Sarah as a loving pet caregiver! Becky L.

Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
17.

Megan R.

Love animals of all shapes&sizes
Blackhawk, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$25
per walk

Very responsive, informative and flexible! Very glad she stopped by to take care of my pup ?

Calendar Recently Updated
Sitter Profile Image: Kristalyn B.
Verified Background Check
Sitter Profile Image: Kristalyn B.
Verified Background Check
18.

Kristalyn B.

Veterinary Student
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$25
per walk

Kristalyn is a super animal lover. She is caring, passionate and easy to communicate with. Will definitely need her help again.

Sitter Profile Image: Corinne B.
Verified Enhanced Background Check
Sitter Profile Image: Corinne B.
Verified Enhanced Background Check
19.

Corinne B.

Animal Lover
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$15
per walk

Corinne has been great with my dog Maisie! She’s very communicative, sends pictures, and clearly cares about animals. Would definitely recommend!

Calendar Recently Updated
Sitter Profile Image: Michelle G.
Verified Background Check
Sitter Profile Image: Michelle G.
Verified Background Check
20.

Michelle G.

i will love your pet like my own
Spring Harbor, madison, WI, 53705
Drop-In Visits, Dog Walking
5.0
11 reviews
5 repeat clients
from
$20
per walk

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

Search Map

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:

Dog Walking