Dog Walking in Westchester Gardens, 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
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What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1.

Anna S.

Rover 101
Loving, professional petcare
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
381 reviews
100 repeat clients
from
$30
per walk

We are grateful to have connected with Anna. She is genuinely enthusiastic about spending time with and caring for our beloved Pema (aka Baby Girl). Great communication, very responsible and very kind.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Greg S.
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Sitter Profile Image: Greg S.
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2.

Greg S.

Love dogs? So do I!
Sun Prairie, WI, 53590
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
12 years of experience
from
$20
per walk

About: I had a few dogs growing up and I have my dog Diesel now who is 5. Me and my wife have been around pets our entire lives and love them! Currently off for the season so will be available anytime until April 2024. Weekends, some holidays, weekdays all available. Just let me know what you need! I take care of your pets with great care and patience. My dog is kennel free and is well taken care of as your will be unless they need to be kenneled

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Paige W.
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Sitter Profile Image: Paige W.
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3.

Paige W.

Experienced Dog Sitter
Cottage Grove, WI, 53718
Boarding, Drop-In Visits, Dog Walking
15 years of experience
from
$18
per walk

About: I am an experienced and dedicated pet sitter with a passion for animals. I started dog walking/sitting at the age of 15 and have since gained 8 years of professional experience in the dog industry. With a deep understanding of animal behavior and needs, I provide exceptional care. Whether it's feeding, walking, or simply providing companionship, I ensure each pet receives the love and attention they deserve. With my experience and genuine love for animals, you can trust that your dog will be in good hands. I have a flexible work schedule during the week and am off on weekends. My dogs are my life and I enjoy spending my free time with them. I offer both in-home boarding as well as client home visits. At my house I have a 6 foot vinyl fence that provides a safe and secure place for dogs to run and play. I also have the option to bring them to work with me and they can hang out in my office while I work. If caring for pets in my client's home, I will ensure that their pets are comfortable and well-cared for in their familiar surroundings.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Maya F.
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Sitter Profile Image: Maya F.
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4.

Maya F.

Vet Tech & Cat Mom!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
58 reviews
15 repeat clients
from
$25
per walk

Thank you Maya for doing such an excellent job taking care of my dog!

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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5.

Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$20
per walk

Suellen's love for dogs is truly heartwarming, and it reflects in the exceptional care she provides. I have witnessed firsthand how she goes above and beyond to ensure the safety and happiness of the dogs under her care. Suellen's genuine affection for animals creates a nurturing and loving environment for furry companions. She not only prioritizes their physical well-being but also takes the time to understand their individual personalities, ensuring they feel cherished and secure. It's evident that Suellen's passion for pets drives her dedication to their happiness. I wholeheartedly recommend Suellen for Rover Pet Sitting services. Her compassion, attention to detail, and unwavering commitment to the well-being of dogs make her the ideal choice for any pet parent seeking a trustworthy and loving caregiver. With Suellen, you can rest assured that your beloved pets will receive the love and care they deserve.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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6.

Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
7 repeat clients
from
$20
per walk

Shannon is the best. SO communicative and quick to respond. Very sweet and respectful. I couldn’t feel more comfortable with our Josephine in her care. I highly recommend Shannon. We are very grateful to find such an attentive and compassionate dog walker.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kassidy K.
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Sitter Profile Image: Kassidy K.
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7.

Kassidy K.

Sharing my extra love for cats
Madison, WI, 53704
Drop-In Visits, Dog Walking
2 reviews
from
$15
per walk

I know that Kassidy will be an excellent choice for Rover.com and their mission of caring for pets. She currently has three cats of her own, (Juniper, Lily, and Topaz) so she knows what it takes to care for not just one, but multiple pets each with their own unique personalities. I know that at least one of the cats came to her through a shelter and was not in the best of health. Now you would never have known that cat came from anywhere other than a loving home. She demonstrates an overwhelming amount of love for each one of them daily; it’s always a treat to see their adventures on her Snapchat stories and hear about them at work. I am confident that if you chose Kassidy to be a part of Rover.com’s journey, you will have a more than qualified candidate.

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Sitter Profile Image: Logan M.
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Sitter Profile Image: Logan M.
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8.

Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
Drop-In Visits, Dog Walking
5.0
12 reviews
1 repeat client
from
$30
per walk

Logan is dependable, trustworthy, and knowledgeable about dogs! My dogs are pretty crazy and Logan handles both of them wonderfully…I can notice they listen to me better since Logan has been caring for them. His wife is just as awesome and sometimes covers or comes with.

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Sitter Profile Image: Elizabeth C.
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Sitter Profile Image: Elizabeth C.
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9.

Elizabeth C.

Friendly animal lover!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
2 reviews
from
$20
per walk

Elizabeth has been a great caretaker to my English mastiff ESPN! I always get nervous because she is a big dog and that can scare some people but Elizabeth took charge and ESPN loves her! Would recommend Elizabeth to anyone and will continue to use her services!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
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10.

Megan B.

Cat and Dog Sitting Experienced
McClellan Park, Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$25
per walk

Megan is very caring, and loves pets! She is responsible, and did a great job with our dog! We would highly recommend her to care for your pets!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sarah F.
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Sitter Profile Image: Sarah F.
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11.

Sarah F.

I love your pets like my own!
Hawthorne, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
6 repeat clients
from
$30
per walk

Sarah was fantastic to work with and we’ll definitely be using her again when I travel for work.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara P.
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Sitter Profile Image: Sara P.
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12.

Sara P.

Active Veterinary Student! 🐶🐱
Madison, WI, 53718
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$15
per walk

Sara is a true gem when it comes to dog sitting! Her professionalism is unmatched - always punctual, organized, and attentive to every detail. What sets her apart is her unwavering trustworthiness; leaving my furry friend in her care feels effortless and secure. But beyond that, Sara's genuine love and care for animals shine through in every interaction. She doesn't just watch pets; she forms a bond with them, ensuring they're not just cared for, but truly cherished. I couldn't recommend Sara more highly for anyone seeking a dogsitter who combines professionalism, trustworthiness, and heartfelt care.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Joshua R.
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Sitter Profile Image: Joshua R.
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13.

Joshua R.

Furry Friends and House Sitting
Marquette, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$20
per walk

Joshua has cared for our chocolate lab many times over the years! He is our go to pet sitter any time we need someone responsible and loving to care for our dog. Highly recommend :) Choose him as your next pet sitter, he will exceed your expectations!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jilly D.
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Sitter Profile Image: Jilly D.
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14.

Jilly D.

Rain or Shine Dog Walking
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
9 reviews
5 repeat clients
from
$20
per walk

Jilly is the best of the best. Peanut loves her and she put my mind at ease while I was at work knowing that Peanut was still getting love and attention. She sent super detailed notes and tons of pictures and videos. She was extremely communicative. I wish I could bring her with since we are moving! We will miss her!!!

Sitter Profile Image: Jared K.
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Sitter Profile Image: Jared K.
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15.

Jared K.

I love animals!
Madison, WI, 53545
Boarding, House Sitting, Doggy Day Care, Dog Walking
1 review
from
$15
per walk

Jared grew up with dogs and helped raise our 3 Akitas. He adopted a mixed breed dog named Ghost from a shelter a few years ago. He’s assertive, kind, caring, reliable and responsive.

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Sitter Profile Image: Zoe G.
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Sitter Profile Image: Zoe G.
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16.

Zoe G.

Fun caring person who loves pets!
Madison, WI
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$15
per walk

About: Hi my name is Zoe! I am a college graduate and looking for some part time jobs before obtaining a full time position. Before that I did a year long national service program called AmeriCorps NCCC FEMA Corps. I have been around dogs basically my whole life. I take care of my moms dog and loves me. I love all dogs, and I believe all dogs are puppies. I am available for the summer while I am not in school. I love playing tug of war with my dog and hiding the toy. I love snuggling my dog and giving it lots of attention. I will take lots of good care of your doggo and make sure they go on daily walks and playing and getting snuggles. Right now my schedule is very open. I can adjust my schedule for pet care and other errands. Just let me know in advance. Just ask me questions. I will not offer my home up. However I will make sure that at your property keeping careful watch out of safety and the surrounding environment.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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17.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
41 reviews
13 repeat clients
from
$35
per walk

Cynthia and Mark are the sweetest.. taking extra care to make sure your four-legged family member is happy and content. Communication with family is excellent.

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Sitter Profile Image: Jenna H.
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Sitter Profile Image: Jenna H.
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18.

Jenna H.

Experienced pet parent+caretaker!🥰
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
3 repeat clients
from
$20
per walk

Jenna was very flexible with times, prompt, and very patient with our nervous dog. We also appreciated that she gave him a full 30 minutes of a walk and sent us lots of pictures.

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Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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19.

Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$20
per walk

We have had Tracy watch our boys both for vacations, and weekend trips. She is absolutely amazing with our 2 energetic puppies, and we are so thankful we found her. We don’t have to worry when we are gone because we know she is giving Murphy and Jack extra special loving! The boys get so excited to see her. She truly has a special heart for animals.

Sitter Profile Image: Kate S.
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Sitter Profile Image: Kate S.
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20.

Kate S.

I will love your doggo like my own!
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$15
per walk

Kate recently took care of my elderly dog for a week. She provided excellent care and was careful to make sure he received his medications. Kate is attentive, conscientious and responsible when interacting with dogs. She gives them lots of love and is careful when taking them outside to walk. I will definitely have Kate take care of my dog again!

Search Map

Pet parents turn to walkers on Rover.com when they're looking for dog-walking. 423 owners have reviewed walkers in Westchester Gardens, 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.

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 Westchester Gardens 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 Westchester Gardens, 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 Westchester Gardens, 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