Dog Walking in High Crossing, 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

Confirmed availability: Easter Weekend
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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1.

Brooke D.

Does your dog love walks? So do I!
McClellan Park, Madison, WI, 53718
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
364 reviews
67 repeat clients
from
$20
per walk

You did an amazing job! Thank you so much we are so excited to have met you. We will FOR-SURE reach out next time we leave town. Ike was living his best life!

Confirmed availability: Easter Weekend
Sitter Profile Image: Shelly T.
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Sitter Profile Image: Shelly T.
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2.

Shelly T.

I LOVE dogs! I work very part-time.
Cottage Grove, WI, 53527
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
26 repeat clients
from
$25
per walk

Wow I just enjoyed my firsts vacation without pet mom guilt. Thank you for taking such good care of Nova while we were away. Having someone who understood German Shephards helped tremendously. Thank you!

Sitter Profile Image: Logan M.
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Sitter Profile Image: Logan M.
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3.

Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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4.

Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
97 reviews
32 repeat clients
from
$37
per walk

Megan always goes above and beyond when taking care of our fur baby! She takes him on long walks or plays at the park as well as doing enrichment activities before she leaves. I highly recommend her!!

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Sitter Profile Image: Alyssa T.
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Sitter Profile Image: Alyssa T.
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5.

Alyssa T.

Momma of 2 cute goldens! 💛
Sun prairie, WI, 53590
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
43 reviews
10 repeat clients
from
$30
per walk

Alyssa is fantastic with my dog! She loves getting her walks with her! I was also very appreciative of Alyssa’s patience with her as she can be a little apprehensive with new people.

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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
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 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: Easter Weekend
Sitter Profile Image: Sara P.
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Sitter Profile Image: Sara P.
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7.

Sara P.

Flexible & Active Student! 🐶🐱
Madison, WI, 53718
1.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$26
per walk

Sara is an exceptional dog walker whose professionalism and reliability have made her my go-to choice time and time again. Her dedication to the well-being of my furry companions is unmatched. Sara's consistency and trustworthy nature have made her an integral part of my pet care routine. I highly recommend Sara for her repeated excellence, dependability, and unwavering commitment to her profession

Confirmed availability: Easter Weekend
Sitter Profile Image: Jimmy W.
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Sitter Profile Image: Jimmy W.
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8.

Jimmy W.

Dog lover with years of experience!
Madison, WI, 53718
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per walk

James was very friendly and great with Luna! I loved seeing the photos of her on/after her walks. Thank you for taking such wonderful care of Luna!

Confirmed availability: Easter Weekend
Sitter Profile Image: Maya F.
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Sitter Profile Image: Maya F.
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9.

Maya F.

Vet Tech & Cat Mom!
Sun Prairie, WI, 53590
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
72 reviews
22 repeat clients
from
$26
per walk

Awesome!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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10.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
50 reviews
19 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: Sarah B.
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Sitter Profile Image: Sarah B.
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11.

Sarah B.

Rover 101
A Dog Gone Good time
Madison, WI, 53716
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$28
per walk

Sarah treats your dog like family! She stayed in our house with our rescue Willow for a week while we were away and Willow got the best love and support. Beyond all the pills and special things needed for our dog’s medical issues, Sarah was super careful to take notes on things we like/don’t like for Willow and gave us regular updates and pictures. We was a lovely house guest and dog mom to our Willow. Thank you!

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Sitter Profile Image: Erin T.
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Sitter Profile Image: Erin T.
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12.

Erin T.

Would love to help anyone in need!
McClellan Park, Madison, WI, 53718
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$15
per walk

Thank you Erin, I appreciate the patience you had with my dogs when they were stressed and riled up by the environment around them! I’m so glad they calmed down during the walk for you ☺️

Confirmed availability: Easter Weekend
Sitter Profile Image: Nicole B.
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Sitter Profile Image: Nicole B.
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13.

Nicole B.

Your fur babies best friend.
Heritage Heights, Madison, WI, 53714
2.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$28
per walk

Nicole is the greatest dog sitter we have ever had. She is very meticulous and our dogs love her so much. She really does treat our dogs as if they were her own! She is amazing at what she does.

Confirmed availability: Easter Weekend
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
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14.

Megan B.

Cat and Dog Lover
McClellan Park, Madison, WI, 53718
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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!

Sitter Profile Image: Kami B.
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Sitter Profile Image: Kami B.
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15.

Kami B.

All Shapes and Sizes-Huge Pet Lover
Sun Prairie, WI, 53590
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$20
per walk

About: I have cared for friends, family and neighbors pets since I was 13! With two dogs, four cats and many farm animals of our own, animals are my huge loves, next to my children. I will take great care of your babies when you are away. Call me today! I work full-time in Special Education during the week, but I am available after 4pm each day and on the weekends. Since I live between Sun Prairie and Cottage Grove, I can be at your place within minutes for care. **Stating January 1, my 2023 rates I will increase for NEW clients** (clients I have not booked yet. Increase is $50 with second pet +$15) Thank you for your understanding. Your pet will be most comfortable and less stressed in their own home. Let’s start out there, and we can determine if your pet would be comfortable with mine. We have a fenced yard and land to run if your pet wants more exercise! I will let pup out to potty, play, feed and hang out with your pet. I am comfortable with giving diabetic meds, oral or syringe. Your baby with be in great , loving hands with me!

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Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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16.

Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$15
per walk

Carla is the best dog sitter I have had! She was so attentive to my pup and really tried to bring extra love each time she helped us out.

Sitter Profile Image: Valerie H.
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Sitter Profile Image: Valerie H.
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17.

Valerie H.

Joyful care for your critters!
Rolling Meadows, Madison, WI, 53714
2.4 mi. away
Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$25
per walk

Valerie is so good with my girl! And Valentine obviously loves her. Prompt response and genuine love of critters.

Sitter Profile Image: Sarah F.
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Sitter Profile Image: Sarah F.
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18.

Sarah F.

I love your pets like my own!
Hawthorne, Madison, WI, 53714
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$30
per walk

Love thw picture!!! Sarah takes great care of my dog on their walks together. So grateful shes available!

Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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19.

Lauren B.

Dog mom to 2 german shepherds!
High Crossing, Madison, WI, 53718
0.8 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per walk

We have used Lauren to look after our dog and cats many times over the last several years. Lauren is a complete animal lover. I know she has cared for all kinds of animals in the past, from cats to horses. We will continue to call on Lauren in the future.

Sitter Profile Image: Stacey S.
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Sitter Profile Image: Stacey S.
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20.

Stacey S.

I can run. I can play.
Madison, WI, 53704
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
13 repeat clients
from
$44
per walk

Stacey is wonderful!

Search Map

Rover also offers Dog Walking in these neighborhoods:

Rover also offers other services in High Crossing:

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

Rover is the simple, savvy way to find and book a dog walker in High Crossing, 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, High Crossing 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 High Crossing, 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