Dog Walking In High Crossing

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

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Top rated High Crossing dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
47 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Always does great with my big pups

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Ernst G.
Sitter Profile Image: Megan H.
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Megan H.
from
$18
per walk
10 years of experience
High Crossing, Madison, WI, 53718

About: What sets me apart is my genuine love for animals. Spending time with pets is truly one of my favorite things, and I treat every pet as if they were my own. I enjoy getting to know each animal’s unique personality, whether that means playing with an energetic dog, giving extra attention to a cuddly cat, or providing gentle companionship to a senior pet. I believe pets thrive when they feel loved, comfortable, and understood, so I focus on building trust and creating a positive experience for them while you're away. Being around animals brings me so much joy, and I take pride in making sure they feel happy, safe, and cared for. You can count on me to provide plenty of affection, attention, and personalized care, along with regular updates so you can have peace of mind knowing your pet is in loving hands. I am currently a nursing student at UW Madison and have time throughout both the week and weekend to spend time with your pet! Typically earlier or later in the day is best for me but I am able to be flexible. I care for pets by sticking closely to their normal routine so they feel comfortable and at ease — feeding them on schedule, going on walks, playtime, and any specific instructions from their owner. I spend a lot of time giving attention and affection, whether that’s active play for energetic pets or calm companionship for seniors or more relaxed animals. I always try to make them feel safe and cared for while their owner is away. I also send updates so you know how they’re doing and can feel confident they’re in good hands.

Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per walk
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

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.

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Colin S.
Sitter Profile Image: Carley T.
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Carley T.
from
$18
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

So very happy with walks with Carley. She is solid, confident, relaxed and positive. I have a dog who can be challenging (reactive) and she is more than up to the task!

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Sabrina C.
Sitter Profile Image: Wystria C.
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Wystria C.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Ridgewood, Madison, WI, 53704

Wystria does a great job!

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Trent K.
Sitter Profile Image: Blaze D.
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Blaze D.
from
$15
per walk
5.0 out of 5 stars
2 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: Valeriia H.
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Valeriia H.
from
$10
per walk
5.0 out of 5 stars
6 reviews
4 years of experience
Madison, WI, 53718

About: Hi:) I am a dog lover and I have 4 years of experience of pet sitting. I am looking forward to take care of your dog and make sure your dog enjoys the time while you have to be away. Me and you dog will definitely have fun together:) I work part time remotely, so I am able to walk your dog as many times a day as needed. I will make sure your dog stays active enough and does not get bored while staying with me:) In my apartment complex I have a special fenced area where I can walk your dog. If you want, I can also use leash there

Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
McClellan Park, 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: Krista I.
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Krista I.
from
$15
per walk
5.0 out of 5 stars
7 reviews
5 years of experience
Sun Prairie, WI, 53590

About: I've always had pet dogs and cats since childhood. At this time my husband and I are unable to have a pet of our own, but I frequently house sit and watch pets for friends and family. I work as a school counselor, so I have plenty of availability during the summer to care for your fur-buddies! I am energetic and enjoy playing with excited animal friends, and I also hold firm boundaries and can support your training. I work at a school, so I have plenty of time over the summer to love and care for your pets! I teach summer school from eight to noon a few weeks over the summer, and I also teach occasional yoga classes, but besides those commitments, my time belongs to the fur-babies! I am very energetic and happy to go for long walks or play with dogs to tire them out! I am also clean and detail-oriented so I will take good care of your home if you are away. During the school year I work as a school counselor so I value service to others, honesty, integrity, and sharing joy and kindness.

Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

About: I have done petsitting (cats and dogs) for over 15 years. Usually for animals where I personally know the owners and have spent time with the animal to create a bond/relationship. I want to full disclose with new perspective pets parents: I have a full time, in-office job with the standard business hours, Monday through Friday. If that's not what you are looking for in a house sitter, I understand. If I had a pet of my own, I would ensure all their needs are met. As a petsitter, I would to ensure their animal's life doesn't change or I could make it better in some small way especially since their parent(s) is gone I stay at the animal's home to care for them so their life isn't different than what it usually is for them. Changing their environment can be quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone

Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
61 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

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Leo B.
Sitter Profile Image: Hannah K.
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Hannah K.
from
$21
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
Madison, WI, 53704

Hannah was great!

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Joel N.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$20
per walk
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.

Sitter Profile Image: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Bluff Acres, Madison, WI, 53704

Oliver was great with our three dogs, and they warmed up to him right away! Thanks so much for the walks, Oliver :) We'd absolutely recommend Oliver and will reach out to him for any future pet care.

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Ami H.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$15
per walk
5.0 out of 5 stars
3 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, finish later in the afternoon so I am free later in the day. I enjoy being active, but always plan my schedule around pets to ensure consistent, loving care. 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: Kim B.
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Kim B.
from
$18
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
13 years of experience
High Crossing, Madison, WI, 53718

Kim was great and very patient with Turbo!

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Tatiana W.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachel was so great to my puppy when she came over to let her out in the middle of the day, on multiple occasions. She understood her puppy needs and took such great care of her. Rachel sends fun and informative pictures, so I always felt like my puppy was getting the care and attention she needed.

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Ali M.
Sitter Profile Image: Virginia V.
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Virginia V.
from
$15
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Sun Prairie, WI, 53590

About: First time bookings with me you will receive $20 off! Use this promo code https://www.rover.com/sit/virgiv43216 Hello! Your dog will never be left alone as I work from home. They will receive lots of attention, walks and play time with me and with my dog, Athena. I only take one client at a time in order to ensure quality time and attention. Athena is a loving and well socialized 2 year old Siberian who loves to gently play and share her toys with other dogs. We look forward to your visit! I work from my home and we have a fully fenced in yard! I am available all day to care for my pets and yours. When your dog stays here at my home I will give them plenty of attention and love. We have a fenced in yard and I work from home too. I have one 5 year old SIberian Husky who is well socialized and playful and we have one dog friendly cat. Your dog will have plenty of stimulation throughout the day. I will care for your pet like they are my own!

Sitter Profile Image: Ernst G.
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Ernst G.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Monona, WI, 53716

Ernst is super friendly, responsive and knowledgeable. We have 70 lbs adolescent pup who has a lot of energy to give. Ernst is great at keeping our pup in line. I already notice an improvement in our pet’s loose leash walking!

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Sofia S.
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Over 287
pet parents in High Crossing have booked dog walking

High Crossing dog parents share their Rover experiences

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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

So happy with Carley's walks with my pup! Carley is super confident and competent. Highly recommended!

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Sabrina C.
Dog Walking
5.0 out of 5 stars

Anna always shows up, rain or shine! She's reliable,communicative, and super sweet. My dog and cat both absolutely adore her

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Melissa 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

Oliver was great with our three dogs, and they warmed up to him right away! Thanks so much for the walks, Oliver :) We'd absolutely recommend Oliver and will reach out to him for any future pet care.

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Ami H.
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

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

Eileen has been very dependable and communicative! We love the peace of mind she brings our family and Raleigh loves getting out in the neighborhood while we are at work!

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Leslie S.
Dog Walking
5.0 out of 5 stars

Jimmy is a great match for our dog Tala! He sees her twice a week and provides her walks, playtime in the yard, and brings his dog so she has a doggy companion to play with. He has been patient and helpful working with Tala despite her having little training as a new rescue dog. We hope to have him as our regular walker for a long time!

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Meagan S.
Dog Walking
5.0 out of 5 stars

We love Tina and our dog Stevie loves her even more! We use her often for check-ins and walks. She goes above and beyond with communication and photos. Appreciate having her in our life to love on our dog.

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Jessyca A.
Dog Walking
5.0 out of 5 stars

Laura came and met us before starting walks with my dog, Ruby. She was great with Ruby and very attentive to her. The first time Laura came to walk Ruby, Ruby was shy and uncertain. Laura was patient and slowly allowed my pup to warm up to her so they could play in the yard. I highly recommend Laura, she clearly loves animals and does a great job recognizing what they need and goes at their pace.

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Natalie P.
Dog Walking
5.0 out of 5 stars

Logan and Brittney are simply the BEST! They are extremely vigilant and notice any small change in behavior and/or health. They tidy up and take care of any unexpected messes. They are dependable, compassionate, and very knowledgeable about dogs.

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Patricia W.
Dog Walking
5.0 out of 5 stars

Helped out immensely when I decided to take a last minute trip, very attentive and flexible care, greatly appreciated.

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Wystria C.
Dog Walking
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The median cost per walk for dog walking in High Crossing is $20

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in High Crossing average 2
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in High Crossing on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a High Crossing dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 83% of High Crossing dog walkers respond in under an hour.

Dog walkers with repeat customers have an average of 2 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in High Crossing.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.