Dog Walking in High Crossing, Madison, WI
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Top rated High Crossing dog walkers
About: I always had a dog. The house isn’t a home if you don’t have a dog. Family brings there dog over. Every one gets along I’m working part time . Will have time to play and walk your dog. I care for dogs. I have a dog name Louie. We’re always outside I have a big fenced in yard . I have a dog so my house is dog proof. I have a one story house on a quiet street.
“Laura has been absolutely phenomenal with the weekly recurring dog walks. She gained the trust of our skeptical Bernese mountain dog immediately, and of course our golden loves her. Highly recommend!”
About: I have been helping care for dogs both personally and as a friend since middle school. I began walking my own dog for an allowance in elementary school and loved it so I began to walk dogs for neighbors and family friends in middle school. Since then I have continued to work with dogs helping friends and family complete basic training (Sit, Stay, Lay, Leave it) and continued to learn more about dog behavior, activity needs by breed and body language. When walking your dog you can expect a minimum of a 1 mile walk/at least 20 minutes of actual walking time (or less if requested due to animal's health and abilities). I will ensure your dog is able to take in the sights and smells along the way and is engaged mentally to get some energy out. I work from home and am pretty flexible around my workday meetings. I have regularly scheduled reoccurring meetings from 9-930 on Mondays and Wednesdays but am flexible otherwise. When caring for your pet in your home you are the boss. I will follow any rules, routines or boundaries expressed by you and agreed to by me. Additionally, I will be respectful of your pet and your space. This means monitoring and respecting their behaviors and body language, keeping a clean space in your home, cleaning any mess made by feeding your animal, and cleaning accidents they may have had if provided the needed tools and supplies. When walking your dog you can expect a minimum of a 1 mile walk/at least 20 minutes of actual walking time (or less if requested due to animal's health and abilities). I will ensure your dog is able to take in the sights and smells along the way and is engaged mentally to get some energy out.
“Natalee is very kind and conscientious, both to us and our pets. She takes great care of them, and they are always excited to see her!”
“Shelly is AMAZING!! So attentive, great communication, thorough follow through, and just all around wonderful! We completely recommend Shelly for anyone wanting help with their fur babies! So comforting to be reassured there are still great people in the world, and Shelly truly is one of the great ones!”
“10/10 Tucker loves going for walks with Autumn! He's such a good boy for her and is always really sleepy when he gets back. I will be rebooking with her again soon!”
“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!”
“Carla was great. She showed up on time and got our dog out for a walk for us while we were gone. Would absolutely love to have her car for our dog again.”
“Lynelle was very patient, responsive, and caring towards our puppy. She was also quick to respond to our messages. Highly recommend! Thank you! 😊”
“Kate was so patient and friendly! She has experience with reactive dogs and my Aussie warmed up to her extremely fast! After their walk he was happy and tired ?”
“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.”
“Here’s a polished version of your review for Rover: --- **Review for Megan – Meet & Greet** We’ve only completed a meet and greet so far, but I already feel confident in Megan. I know her from our previous neighborhood dog park, and she’s always been attentive and great with our dog.”
“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!!!”
About: I’ve dog-sat for aunts and uncles since I was 16! I love dogs of all sizes and breeds :) big dogs have a special place in my heart because I used to show bullmastiffs when I was a kid! I work 3-4 days a week depending on my schedule. And I’m going back to school this fall. I am trying to save some money for a very expensive treatment that I’ve been trying to avoid so I’m doing what I can to make a little extra! I love our neighborhood and love being outside so I figured this is the perfect way to do that! My husband and I bought our house last November. We have a fenced in yard and an 8 month old chocolate lab puppy who LOVES other dogs and any opportunity to play with them! She will bark on occasion and when that happens, we just bring her inside because we don’t like to disturb our neighbors. She is allowed on the furniture when we invite her up so we don’t mind if you dog likes the couch! I would have the same respect for your house as I do my own!
“Anna was on time, very friendly and patient with our pups. She’s kind and positive and they’ll be her friends in no time.”
“I highly recommend Dustin! He took great care of my Rescue pup, and spend some time with her giving her the attention she needed. We will definitely re-book with him again!”
About: I’ve always had a strong connection with animals—my friends & family joke that I’m the “chosen one” because their pets always seek me out for cuddles. I grew up with dogs, rescued a cat in my twenties (who needs regular eye care for feline herpes), & co-raised a puppy with my former partner. I took the lead on his training, including long-distance recall & advanced obedience. Whether it’s daily care or building trust, I take my role seriously & truly enjoy it! My schedule varies from week to week- I work 3 of any 7 days so, in theory, I should be available 4 of the days! I also know my schedule months in advanced :) Pets in my home are always welcome on furniture- in your home, it’s whatever rules you want to enforce! I don’t mind cleaning up after them or helping with medication administration but truly love bonding over training, playing fetch, going for sniff walks or adding a running partner to my routine!
About: Hi, I'm Adeline! I have been taking care of cats and dogs my whole life. Growing up, I would pet and house sit for close neighbors and family, and still do today for friends. As an active person, I love taking energetic pups on log walks or even runs, playing indoors and out, and even just relaxing outside in the sunshine. I have experience with pets large and small, as well as dogs who may not be the most dog friendly. I am not afraid to give pills (cats and dogs) and will do my best to support your pet's training and expectations. Our pets are here with us for their entire lifetime - I strive to make it worth it and make sure they feel loved. <3 My job allows me quite a bit of flexible time in the summer. As long as I am not out of town camping or visiting family, I have all the time in the world to devote to taking care of your fur friends! Please check with me for availability! - Given reasonable instructions, I will strongly support and continue whatever training and expectations you have for your pets. If you're working on training, we know consistency is key - even if you have to be away for a time. - I treat every home with the upmost care and consideration. I don't judge - so you don't have to make your place spotless! A happy home is a lived in home! Your pet is my number one priority. - Just with people, pets need stimulation! I believe in being active and plenty of playtime if I have the opportunity to provide it! Walks, runs, and toy time bring so much joy. Is your pet more of a couch potato? That's fine too! Cuddles and plenty of pets to make them feel just as loved and cared for. - Sometimes our fur friends need medication to stay healthy. I have experience administering pills to both cats and dogs. Ones who will eat it easily, and others who may need a bit of coaxing/treats. I have some experience with needle given medication, but would ask for time to work with you for your pets most comfortable care.
About: My name is Raven, and I am an energetic and passionate lover of animals of all kinds. I grew up in a household wherein my mom saved any animal she could get her hands on, therefore I learned how to care for cats, dogs & even snakes very early in life. Ive worked for shelters since I was a pre-teen, both in volunteer and employment capacity, as well as being on Rover for almost 5 years now, and have fallen in love with every pet i've been able to care for. I'm respectful of your home, time and routine. I'm able to meld to any feeding, walking, cuddling time your animal is used to, as to not change their routine while you're away. I hope to meet you and your furry friend! I am a student at MATC, as well as working part time for Fedex. My schedule is very flexible, and I prioritize your pets before anything else. Rover is something i've cherished for many years, allowing me an opportunity to connect with families who need help, and spend therapeutic time with the animals who make them whole! I can give myself an immense amount of credit for being a very trustworthy person. I was taught by my father to leave things better than I found them, and enjoy cleaning and maintaining my own environment as well as yours. I've never had a complaint about my respect for my clients space. You may occasionally check your home cameras and find me having a conversation with your pets, but other than that, I am fully sane! As for boarding in my home, I am unable to care for dogs in my home as I have 2 cats without experience with dogs, and the number one priority in my care is safety. However, I can board cats as my cats are very comfortable and used to living in a multi-cat home.
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. 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 quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone
Loving dog walkers in your neighborhood
Search Results
Christine D.
“Tina takes very good care of my Chihuahua Uma when I travel. I feel safe and comfortable knowing she is in good hands and also gets a fur friend (Louie) to play with. They always have a good time together. Tina shares pictures and video I loved that! Do not hesitate! She is great :)”
Laura S.Star Sitter
“Laura has been absolutely phenomenal with the weekly recurring dog walks. She gained the trust of our skeptical Bernese mountain dog immediately, and of course our golden loves her. Highly recommend!”
TAYLOR P.
“Taylor is amazing with our dog. Our dog is so excited to see and be walked by taylor. Taylor communicates well when it comes to checking in on our dog. She is our number one choice for dog walking and sitting.”
Natalee Y.
“Natalee is very kind and conscientious, both to us and our pets. She takes great care of them, and they are always excited to see her!”
Shelly T.Star Sitter
“Shelly is AMAZING!! So attentive, great communication, thorough follow through, and just all around wonderful! We completely recommend Shelly for anyone wanting help with their fur babies! So comforting to be reassured there are still great people in the world, and Shelly truly is one of the great ones!”
Autumn H.
“10/10 Tucker loves going for walks with Autumn! He's such a good boy for her and is always really sleepy when he gets back. I will be rebooking with her again soon!”
Ernst G.
“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!”
Carla P.Star Sitter
“Carla was great. She showed up on time and got our dog out for a walk for us while we were gone. Would absolutely love to have her car for our dog again.”
Kathryn N.Star Sitter
“Lynelle was very patient, responsive, and caring towards our puppy. She was also quick to respond to our messages. Highly recommend! Thank you! 😊”
Kate C.
“Kate was so patient and friendly! She has experience with reactive dogs and my Aussie warmed up to her extremely fast! After their walk he was happy and tired ?”
Logan M.
“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.”
Megan B.Star Sitter
“Here’s a polished version of your review for Rover: --- **Review for Megan – Meet & Greet** We’ve only completed a meet and greet so far, but I already feel confident in Megan. I know her from our previous neighborhood dog park, and she’s always been attentive and great with our dog.”
Jilly D.
“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!!!”
Lindsay B.
“Lindsay kept our 7 month old golden retriever for a week. We loved that she had a fenced in back yard. She took our dog on a walk every day. Gave him all the attention and love he needed! Highly recommend!”
Anna S.
“Anna was on time, very friendly and patient with our pups. She’s kind and positive and they’ll be her friends in no time.”
Dustin G.
“I highly recommend Dustin! He took great care of my Rescue pup, and spend some time with her giving her the attention she needed. We will definitely re-book with him again!”
Gabriella M.
“Gabriella is one of the best people to interact with your dog. She is not only so loving towards all animals but is really skilled in being consistent with training. Her dog was the most well-trained dogs I have ever met. You will not be disappointed!”
Adeline A.
“Adeline has been an absolute blessing when it comes to caring for my black lab, Athena. She’s consistently dependable, kind, and attentive with the daily tasks—feeding, walking, playing, medication, and making sure Athena feels loved and safe. But what truly sets Adeline apart is how she handled an unexpected medical crisis. When Athena suddenly needed urgent veterinary care, Adeline stayed calm, levelheaded, and immediately got her the help she needed. Her quick thinking and steady presence made all the difference in a scary moment. Knowing that someone as responsible, compassionate, and capable as Adeline is looking after my dog gives me incredible peace of mind. I wholeheartedly recommend her to anyone looking for a trustworthy and loving pet caregiver.”
Raven H.
About: My name is Raven, and I am an energetic and passionate lover of animals of all kinds. I grew up in a household wherein my mom saved any animal she could get her hands on, therefore I learned how to care for cats, dogs & even snakes very early in life. Ive worked for shelters since I was a pre-teen, both in volunteer and employment capacity, as well as being on Rover for almost 5 years now, and have fallen in love with every pet i've been able to care for. I'm respectful of your home, time and routine. I'm able to meld to any feeding, walking, cuddling time your animal is used to, as to not change their routine while you're away. I hope to meet you and your furry friend! I am a student at MATC, as well as working part time for Fedex. My schedule is very flexible, and I prioritize your pets before anything else. Rover is something i've cherished for many years, allowing me an opportunity to connect with families who need help, and spend therapeutic time with the animals who make them whole! I can give myself an immense amount of credit for being a very trustworthy person. I was taught by my father to leave things better than I found them, and enjoy cleaning and maintaining my own environment as well as yours. I've never had a complaint about my respect for my clients space. You may occasionally check your home cameras and find me having a conversation with your pets, but other than that, I am fully sane! As for boarding in my home, I am unable to care for dogs in my home as I have 2 cats without experience with dogs, and the number one priority in my care is safety. However, I can board cats as my cats are very comfortable and used to living in a multi-cat home.
Cassandra B.Star Sitter
“Cassie is an amazing pet sitter. She has been watch my two kitties for over 6 years now and needless to say they love her. Cassie is reliable and will care for your pets like they are her own. She has administered medication to my cats, stayed multiple nights with them, plays with them, and follows all feeding instructions perfectly! She will give you daily updates and sends pictures too! You couldn’t find a better person to watch your pets.”
High Crossing dog parents share their Rover experiences
10/10 Tucker loves going for walks with Autumn! He's such a good boy for her and is always really sleepy when he gets back. I will be rebooking with her again soon!
Lynelle is great with our puppy and takes time to incorporate some play into their walks! We very much appreciate her patience, thoughtfulness, and responsiveness. Highly recommend! Thank you!
Anna was on time, very friendly and patient with our pups. She’s kind and positive and they’ll be her friends in no time.
Zach was timely and so helpful! We really appreciate him being available on a holiday weekend to care for our very energetic Vizslas.
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.
Helped out immensely when I decided to take a last minute trip, very attentive and flexible care, greatly appreciated.
We always love when Tonisha comes to walk our dog! She always takes great care of her, and our pup loves her walks with her!
Thanks for caring for our pups Molly! Great communication and care- I’d definitely book with you again.
Avery walks my babies every S/M/W and my girls adore her sooo much!!! I hope she likes my babies enough to walk them forever! She’s such a blessing and I wish she would never move 😭😭 please help me in keeping Avery where she currently lives rover 😊
Jimmy is incredible, attentive and communicates very well. You will be pleased and feel safe with him looking after your furry friend.
Brianna was very friendly, responded quickly, and sent updates on her walk with our dog! We look forward to booking with her again. Thank you!
Jessica was fantastic with Josie. Made sure she was safely in her crate when leaving and took great care of her on her walk. Josie was a happy girl!
Jessica is reliable and trustworthy. She came on short notice and on extremely cold conditions. Thank you Jessica.
Jeff was very patient with my dog. She is shy with new people, but he spent extra time with her until she was ready! She was very comfortable with him by thr end of the weekend!
Sara did a great job with our dogs! She was prompt with her messages, friendly, and walked the dogs as requested. When there was an issue she was quick to inform us of the situation. The dogs liked her and we would definitely use her services again.
Nicole was amazing! She agreed at the last minute to walk our dog while we were gone all day after someone else had canceled. Her communication and report were excellent! I’d highly recommend her to care for your pet and will definitely be booking with her again.
How Rover works
1. Search
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Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in High Crossing is $18
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
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 Aug 2025 was about $18 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.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% 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.
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