Dog Walking High Crossing

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Over 192
pet parents in High Crossing have booked dog walking

High Crossing, Find top rated dog walking

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Sitter Profile Image: Samantha N.
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Samantha N.
from
$11
per walk
8 years of experience
High Crossing, Madison, WI, 53718

About: I’ve been a cat parent for 8 years and currently have three cats, each with their own personality and needs! One takes daily oral medication, and another has cerebellar hypoplasia (a wobbly cat). I’ve also volunteered at an animal shelter, which gave me experience caring for pets with all kinds of personalities. I work Monday-Friday from 8 AM - 5 PM. If you are near Monona, I may be able to stop in around lunchtime; otherwise, after 5 PM. I have more flexibility on weekends! Your pet’s safety and comfort come first. I’ll follow routines and instructions closely, respect your home, and give your pet the time and space they need to feel comfortable with me.

Sitter Profile Image: Michelle F.
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Michelle F.
from
$15
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
High Crossing, Madison, WI, 53718

“Michelle was great! Would absolutely use her again. 10/10 ☺️”

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Kim B.
Sitter Profile Image: Kaylee A.
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Kaylee A.
from
$15
per walk
1 year of experience
Bluff Acres, Madison, WI, 53704

About: I am a Pre-Veterinary Medicine and bioscience student with about 1 year of experience handling animals. I currently work at a local dog daycare and boarding facility where I specialize in canine body language/behavior management and special needs care. Additionally I completed a 5th month mentorship of clinical veterinary experience where I saw medical routines and gained experience in patient handling in higher stress environments Because I balance college courses and a part-time job, my weekly routine is very consistent and easy to plan around for your pups! On Mondays and Wednesdays, I am completely free anytime after 11:30 AM for walks and midday drop-ins. On Tuesdays, Thursdays, and Fridays, I am always available after 6:00 PM, and I have a dedicated midday break perfect for quick potty runs or administering medications. I am widely available for weekday overnight house sitting, and I frequently open up my weekends as well! I treat your home with the utmost respect and keep your pet’s environment as stress free as possible. I will follow your established schedule of feeding, walking, and bedtime to maintain your pet’s sense of normalcy even with the change environment. I will monitor their behavior and health and be sure to keep you updated with frequent pictures so both you and your pet feel as comfortable as possible. I will also provide plenty of playtime, companionship, and of course couch cuddles! I will additionally make sure your home is kept clean, secure, and exactly as you left it.

Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 37 reviews
14 repeat clients
10 years of experience
Madison, WI, 53718

“Lynelle was very patient, responsive, and caring towards our puppy. She was also quick to respond to our messages. Highly recommend! Thank you! 😊”

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Jackie M.
Sitter Profile Image: Annabella P.
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Annabella P.
from
$17
per walk
5 years of experience
High Crossing, Madison, WI, 53718

About: With over two years of dedicated experience in professional dog and cat boarding and daycare, I offer reliable, knowledgeable, and compassionate care for your pets. My current role as a veterinary assistant provides me with hands-on medical awareness, safety protocols, and a deep understanding of animal behavior, ensuring your pets are in skilled hands whether they need routine care, special attention, or medication administration. Why Choose My Services: Veterinary Experience: Active background as a vet assistant ensures attentive health monitoring, safe handling, and quick recognition of any stress or medical needs. Proven Track Record: Two years of hands-on experience managing daily care, feeding, exercise, and social schedules for both cats and dogs of various breeds and temperaments. Personalized Care: Customized routines for every pet—from energetic play sessions and walks to quiet, comfortable downtime for senior or anxious animals. Hands-On Experience & Animal Knowledge: Growing up and living around my family's 5-year-old dog has given me a lifelong foundation in canine care and behavior. This personal experience, combined with my professional background, helps me understand the unique personalities, routines, and comfort needs of every dog I care for. Whether your dog needs walks or drop-in visits, your pet will receive attentive, professional, and loving care tailored to their unique routine. I will be available for dog walking and drop in visits Monday, Wednesday, Saturday and Sunday. I will be not available outside of this time unless stated. As a working veterinary assistant, keeping your pet safe, happy, and comfortable is my highest priority. I leverage my clinical training and background in animal care to provide a secure environment tailored to your pet's specific needs. I actively monitor for subtle signs of stress or health issues, utilize low-stress handling techniques, and maintain easy access to local emergency veterinary care. I am fully trained to administer oral and injectable medications correctly and safely. My living space is completely pet-proofed—cleaning supplies, toxic items, and small objects are safely secured. Dogs are kept securely on-leash during all neighborhood walks, avoiding high-risk environments like off-leash dog parks to ensure controlled, stress-free outings.

Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 133 reviews
29 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

“Our Great Dane loves Ben. He has had great communication with us during all of his walks and has made sure that Bruno has “done his business” in the mornings. He is our favorite walker”

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Stephanie C.
Sitter Profile Image: Lacey S.
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Lacey S.
from
$20
per walk
5.0 out of 5 stars
• 18 reviews
3 repeat clients
16 years of experience
Marquette, Madison, WI, 53704

“Booked Lacey for my mom and this is her review: I didn’t know what to expect with Roger and Lacey, but my husband was gone and I needed help. The moment she saw Buddy, she immediately made a great connection”

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Michelle M.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail. Then have college classes in the mornings and later in the afternoon into the evening. Some days I am done with classes early. I have more flexibility on the weekends. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.

Sitter Profile Image: Blaze D.
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Blaze D.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well

Sitter Profile Image: Stephen L.
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Stephen L.
from
$18
per walk
10 years of experience
Madison, WI, 53704

About: I have taken care of my family and friends pets for many years. I try my best to understand the pets energy that they display and follow any directions given by the owner that makes the pet feel comfortable and safe. I work as a baker so I have several days where I am done with work either by 11 AM or 1 PM. I am also occasionally available all day on Fridays. I respect the directions given by the owner and try my best to understand the energy given by the pet I am sitting. I do not want to cross any boundaries that make the pet feel unsafe. I am patient with pets and try my best to make them feel comfortable and loved.

Sitter Profile Image: Megan S.
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Megan S.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
20 years of experience
McClellan Park, Madison, WI, 53718

About: I've been a devoted cat and dog owner for more than 20 years and have cared for pets through every stage of life—from energetic puppies and kittens to senior dogs and cats with changing needs. I'm comfortable with large dogs and understand the patience, consistency, and attentiveness they require. What truly sets me apart is my reliability and respect. I know how much trust it takes to leave your pets and your home in someone else's care, and I take that responsibility seriously. I'll care for your pets as if they were my own, providing plenty of affection, exercise, and companionship while keeping you updated so you can enjoy your time away with peace of mind. Pet care fits naturally into my weekly routine. Because I currently work part-time and complete remote projects, I have a flexible schedule that allows me to provide walks, potty breaks, playtime, and overnight care. I genuinely enjoy spending time with animals and love getting outside for walks, so caring for pets is something I look forward to—not something I try to squeeze into a busy schedule. I provide care exclusively in my clients' homes, where pets can stay comfortable in their familiar environment and maintain their normal routines. I follow your instructions closely, including feeding schedules, walks, medications (if needed), playtime, and bedtime routines. I believe consistency helps pets feel safe and relaxed while you're away. I do not offer boarding in my home because I have a guardian dog who prefers not to share his space with other dogs. By caring for pets in their own homes, I'm able to give them my full attention while keeping them comfortable in the place they know best. I'll also treat your home with the same care and respect that I would my own. I'll keep you updated with photos and messages so you can enjoy your time away knowing your pet is happy and well cared for.

Sitter Profile Image: Kendra B.
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Kendra B.
from
$25
per walk
30 years of experience
Madison, WI, 53718

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Paige J.
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Paige J.
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

“Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!”

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Virginia R.
Sitter Profile Image: Sammi S.
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Sammi S.
from
$25
per walk
5.0 out of 5 stars
• 43 reviews
3 repeat clients
20 years of experience
Madison, WI, 53703

“My dog has so much fun with Sammi! Thank you!”

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Julie P.
Sitter Profile Image: Katy P.
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Katy P.
from
$18
per walk
4.9 out of 5 stars
• 18 reviews
6 repeat clients
2 years of experience
Madison, WI, 53704

About: Hello, my name is Katy and I would love to care for your dog! I just finished a term with AmeriCorps and now work part-time in the service industry. My flexible schedule means I am free to walk or watch your pup! I understand that caring for your dog means understanding their individual needs. Please don't shy away from telling me your dog's specific needs and quirks. I want to make caring for your dog a great experience for both pet andowner. I bring passion and professionalism to this job and absolutely enjoy what I do. I have had dogs all my life and currently have an elderly chihuahua. Because of his health concerns and age, I'm not currently boarding dogs at my home. However, I would love to walk and sit your pups and can assure they will get attentive and safe care.

Sitter Profile Image: Madison F.
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Madison F.
from
$15
per walk
5.0 out of 5 stars
• 1 review
8 years of experience
Madison, WI, 53704

About: Hi! I’m Madison, a lifelong animal lover with hands-on experience caring for animals in both shelter and home settings. I volunteered with Shelter from the Storm Animal Rescue as a behavioral assessor, where I was trained to observe animal behavior, body language, temperament, and individual needs. I also helped write biographies for adoptable animals, which gave me even more experience getting to know animals as individuals and understanding their personalities and needs. My family also fostered animals, so I’m very comfortable working with anxious, shy, or nervous pets. I understand that some animals need extra patience and time to feel comfortable with a new person. I’m very in tune with animal behavior and pay close attention to body language, comfort levels, routines, and changes in behavior so I can help your pet feel safe and relaxed. I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I’m absolutely comfortable working with anxious, fearful, or timid animals and will give them the patience and space they need to feel comfortable. My goal is to make sure your pet feels safe, cared for, and in good hands while you’re away! I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I treat every pet and home with the same care and respect I would want for my own. I follow your pet’s normal routine as closely as possible, including feeding schedules, walks, medications, and any specific instructions you provide. My background as a trained animal behavioral assessor helps me recognize signs of stress, fear, discomfort, or overstimulation and adjust my approach accordingly. I’m especially comfortable with shy or anxious animals and will never force interaction before they are ready. I prioritize safe handling, secure doors and gates, and making sure pets cannot accidentally escape. I also respect your home by keeping things clean, following your instructions, and making sure everything is as you left it when I leave. Your pet’s safety and comfort are always my top priorities.

Sitter Profile Image: Jacob S.
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Jacob S.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
11 years of experience
Capitol, Madison, WI, 53703

“Jacob is amazing and a fast walker! He uses the whole booked time to walk your dog and takes the best pictures too! Support him in his senior year here. You and your dog won’t regret it!”

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james a.
Sitter Profile Image: Madi M.
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Madi M.
from
$15
per walk
5.0 out of 5 stars
• 37 reviews
5 repeat clients
4 years of experience
Marquette, Madison, WI, 53703

“Madi is easy to communicate with, shows up to walk our dog, Milo, when she says she is going to, and gives feedback right away. We’re very happy with her and would recommend her to anyone.”

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Kass L.
Sitter Profile Image: Alexandra H.
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Alexandra H.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Madison, WI, 53704

About: Hi everyone! My name is Alexandra but I tend to go by Lexy. I have had dogs and cats and so many other animals in my household since before I was even born. My mom grew up on a big farm so she was used to being around animals. She wanted to make sure she had the same experience for my brother and I. I have been a part time dog sitter through word of mouth mainly. I just recently graduated from college with my bachelors in Public Health and am looking for a fun filler throughout my summer while I plan next steps. Animals (especially dogs) are my safe space. So please, entrust in me with your fury friend and I promise you will not regret it! I am currently only working part-time on weekends. So schedule is extremely open and extremely flexible. I am also available to do over nights as I have someone at my house who can watch my animals! I will not be offering any services at my own home as I have a pretty full house of animals. To sustain their comfort I want to keep this separate. At my house I have a fenced in yard but a large yard outside that fence the dogs are able to roam. They have an electric fence so they know how far they are supposed to go.

Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
• 173 reviews
53 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

“Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!”

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Hannah L.
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The median cost per walk for dog walking in High Crossing is $20

Dog parents share their Rover experiences - High Crossing

1 / 1
5.0 out of 5 stars

Renee did a fantastic job walking Farley and Malia twice a day while we were away on vacation. She was reliable, communicative, and it was clear she genuinely cared about our dogs' wellbeing. Coming home to two happy, well-exercised pups made all the difference. We'd highly recommend Renee to anyone looking for a trustworthy, dependable dog walker!

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Nick Z.
Dog Walking
5.0 out of 5 stars

Megan is amazing!! She is so good with my dog and always makes me feel reassured that she is cared for while I’m gone. Very easy to work with and will be booking again!

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Kaitlin J.
Dog Walking
5.0 out of 5 stars

Mary was amazing to work with. She was very gracious about our last minute need, and wonderful with our dog Toliver. He really enjoyed their walks, and I felt like he was in great hands. I would book with Mary again in a heartbeat.

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Michael S.
Dog Walking
5.0 out of 5 stars

Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!

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Virginia R.
Dog Walking
5.0 out of 5 stars

Ollie has watched my dog on multiple occasions now and has always provided great service. Always reliable and kind.

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Morgan S.
Dog Walking
5.0 out of 5 stars

Tucker would literally try to jump out the kitchen window to get to her for his walk. He loved it so much. Carley was so nice and sweet with Tucker. If we weren't moving across the country I would still want her to walk him

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Rebekah & Alex N.
Dog Walking
5.0 out of 5 stars

Anna walked and fed my dog for me while I was traveling. Just like last time she helped me out, she responds quickly, was very communicative, and sent me cute photos! I will definitely contact her again next time I have a need.

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Kristin T.
Dog Walking
5.0 out of 5 stars

Megan is outstanding and very responsive and flexible. She is super kind with any animals and that helps with any cat or dog that needs her services.

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Scott S.
Dog Walking
5.0 out of 5 stars

Lindsay is amazing!! She was able to come over and take my golden retriever for a walk and to the dog park. She also has a dog who was able to join in on the fun, which is always great for my dog who loves to play! She’s super kind and easy to work with. I definitely recommend her, and will be booking her again in the future!

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Kelli G.
Dog Walking
5.0 out of 5 stars

Sylvia was great with our little shy doggie. She was patient & caring- taking the time to let or dog get used to her before they walked. No wonder she is a star sitter.

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Hex H.
Dog Walking
5.0 out of 5 stars

Since recently moving to Madison, I have been overjoyed to discover Alisha. She has become a lovely caregiver for my anxious rescue dog. Our partnership kicked off with a thorough meet-and-greet that instantly built trust, evolving into drop-in visits and dog-walking sessions, with overnight house-sitting on the horizon for future needs. Alisha's calm, nurturing demeanor is exactly what my dog needs, who has a challenging history of anxiety and trust issues. Alisha consistently shares reassuring photos alongside detailed updates, giving me peace of mind no matter how long I'm away. I would highly recommend Alisha to fellow dog owners, especially those with loving yet challenging pets that require extra patience and understanding. Hazel is forming a genuine bond with her, displaying real joy and relaxation in her presence—precisely what I hoped for—and I eagerly look forward to booking her services again.

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Sammy G.
Dog Walking
5.0 out of 5 stars

Tofu has such a great time when Kathryn walks her! Kathryn is flexible and we always feel like Tofu is getting the same level of attention and care that we give her! Will definitely book again in the future

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Junko T.
Dog Walking
5.0 out of 5 stars

Jilly is amazing! My dog absolutely loves her, and she is so good about making sure that all of my pets have everything they need while I’m away.

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Lori A.
Dog Walking
5.0 out of 5 stars

Joey is the absolute best -- friendly, reliable, and so good with our 7.5 year old husky-shepherd mix. He was often available on late notice to come walk our dog and always on schedule otherwise. Our dog truly treated him like family. You would be lucky to have Joey take care of your pet!

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Michelle S.
Dog Walking
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