Dog Walking In Sherman Park

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

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Top rated Sherman Park 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: Kathy S.
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Kathy S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Kathy was amazing with my very anxious dog. She communicated well throughout her entire visit and looking forward for her to take care of my little Sophie again!

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Lisa H.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
104 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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J F.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per walk
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy is a rock star walker!

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Natalie F.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Milwaukee, WI, 53206

Jessica is amazing! Our dog Gabby stayed with her during the day and they got to enjoy nice walks, go to the park and get lots of play time. Jessica kept us updated during the day and sent us lots of cute pictures. Gabby is excited to see her again!

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Chadwick and Mayara M.
Sitter Profile Image: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

I really appreciated Elizabeth's willingness to do a meet and greet before the first walk. She was super patient and understanding with my anxious pup. Would recommend!

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Melissa D.
Sitter Profile Image: Riley L.
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Riley L.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

Riley was wonderful with Rocky! It was great to receive pictures from their walks each day. I’d definitely recommend her to anyone looking for a reliable walker :)

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Emily D.
Sitter Profile Image: Makenzie B.
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Makenzie B.
from
$15
per walk
10 years of experience
Milwaukee, WI, 53208

About: I’ve worked as a dog groomer and at a dog kennel and I’ve also had lots of personal pets of my own from Puppies, Kittens, elder dogs with medications. So I can give your pets medications along with grooming and taking care of them in the aspect of making sure they’re healthy from working in a veterinary clinic in the grooming department. I am completely open, I have a pet cat that lives with my grandma so she’s taken care of fully so I can take care of your pets as needed as much as possible! I can take care of what you need in every aspect, whether you need your dog washed, nails trimmed, brush teeth, cat nail clipping, anything you ask I can bring and do for you for extra if needed! I also have a traveling pet bath with waterless shampoo and brush set for a good grooming if your pet needs it!

Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$16
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

Jennifer was great with my anxious dog. Very kind and understanding! I appreciated her willingness to do a meet and greet before the first walk!

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Melissa D.
Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

Sitter Profile Image: Skylyn S.
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Skylyn S.
from
$12
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Wauwatosa, WI, 53213

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Sitter Profile Image: Thomas M.
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Thomas M.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Wauwatosa, WI, 53213

About: I've had multiple dogs over the last 30 years. Mainly Bull Mastiffs, Border Collie Mix, and multiple Pitties. We lately have been adopting older dogs to give them the best end of life possible. For friends I've watched many smaller to larger dogs, comfortable with all. I have experience with all sorts of meds and care, although I prefer to stay away from anything with needles when possible. We've been to the vet more times than I can count, and have gotten good at understanding/reading dog behavior and signs of distress. I have experience with all soft of personalities...shy or alpha, lazy or rambunctious, etc. I like to understand them and work with them where they are at so they enjoy themselves and are happy. I'm a pretty calm presence and in general dogs trust me right away. My wife will joke that I am a dog whisperer as dogs tend to follow my lead easily, but I think it is simply being confident and projecting that you are there to take care of them. I have a very flexible work schedule and am home most of the time. I only have 1 dog right now (Oscar, 82 lb Pitty who loves everything and everyone...he walks around with soft toys like they are his dolls), but will likely be back to 2 in the near future. I walk my pup(s) pretty much every day. We live near Hart Park and the Oak Leaf Trail so getting out to walk along the river/parks is very easy. New to doing this formally rather than just for friends. Normally watch friends dogs at their place. If we take care of your pup in our home, we will always have 1+ pups that will be other-dog friendly. My wife and I have a small Tosa home but fully fenced-in yard to be able to let them out at any time day or night without worry. We have a small main floor but it has 3-4 dog beds and multiple toys (prefer dogs who are ok with soft toys, as our pup(s) don't rip those up. Will likely prefer caring for your pup in your home, it simply mitigates the crowding in the house and any potential conflicts. If I look after any cats, those would be at your house. We no longer have cats and aren't prepped for that in any way.

Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$14
per walk
7 years of experience
Milwaukee, WI, 53212

About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃‍♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.

Sitter Profile Image: Nina W.
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Nina W.
from
$16
per walk
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

Sitter Profile Image: Cassiddy 'Cassie' J.
Verified Background Check
Cassiddy 'Cassie' J.
from
$16
per walk
8 years of experience
Milwaukee, WI, 53233

About: I have been taking care of animals since I was little. We adopted my first dog when I was 9 years old, and now he is a senior dog that requires time, care and attention. I have experience with all ages of dogs and cats, and am dedicated to making your fur baby feel comfortable and happy. My goal is to make sure your cat or dog gets the best time and attention even when you are not home. I am currently working part-time at a yoga studio! I have plenty of time on the side to play with your pups or hangout with some cats! I have availability during the day M-F and Saturday mornings currently. I can be very flexible to accommodate your schedule to make sure your fur babies are taken care of. Your pet's safety, comfort, and happiness are always my top priorities. I take the time to learn each pet's routine, preferences, and any special needs to ensure they feel secure and cared for while you're away. Whether I'm caring for pets in my home or yours, I provide plenty of attention, exercise, playtime, and affection while maintaining a clean and safe environment. I understand how important trust is when leaving your pet in someone else's care, so I will keep you updated with messages and photos throughout my visits. As a psychology graduate with experience working in caregiving and support roles, I am patient, attentive, and committed to creating a positive experience for both pets and their owners.

Sitter Profile Image: Destiny T.
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Destiny T.
from
$15
per walk
4 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, birds, and more. I currently work as an enrichment specialist/dog handler at a dog daycare, where I supervise and care for dogs of all sizes with all kinds of personalities, energy levels, and needs. Before working professionally with dogs, I also spent years walking and caring for pets for friends, neighbors, and family. I’m comfortable with shy dogs, high-energy dogs, puppies, and senior pets, and I always focus on making animals feel safe, comfortable, and cared for. I’m very attentive to behavior, routines, and body language, and I genuinely enjoy spending quality time with animals instead of just rushing through visits or walks. Your pet’s comfort, safety, and happiness are my priority. I’m currently working part-time so I have lots of free time and space for your pup(s)! I am free every Sunday, Monday, Wednesday, and Friday with all day availability and flexibility! Your pet’s safety and comfort always come first. I have professional dog handling experience, pay close attention to behavior and routines, and have a fenced yard for safe playtime. Something I’d also prioritize are play breaks! Play breaks/rest for dogs are just as important as exercise, which is something most people miss!

Sitter Profile Image: Tishara M.
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Tishara M.
from
$28
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

Sitter Profile Image: Ray L.
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Ray L.
from
$19
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Milwaukee, WI, 53208

Ray is a conscientious, kind, caring animal charmer. Anyone who can tame my daughter’s little ball of anxiety Maltese is a miracle worker. We will be booking her again.

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Mary V.
Sitter Profile Image: Chelsea R.
Verified Background Check
Chelsea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
31 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Chelsea too very good care of my dog - hanging out when he preferred a cuddle over a walk or spending time outside when that was his preference. All the while, she kept me up to date with messages and photos.

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Becca S.
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Sherman Park dog parents share their Rover experiences

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5.0 out of 5 stars

Great things to say about Riley! Will definitely use her again. Very professional and timely and was great with my dog!

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Alayna H.
Dog Walking
5.0 out of 5 stars

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Dog Walking
5.0 out of 5 stars

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Dog Walking
5.0 out of 5 stars

Mary is so great with my puppy and will even work on training while they are walking. We are so lucky to have Mary’s care and expertise!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Emma was Great! Super prompt with responses, meet and greet was great walk through. On time, great walk for our dog, and great communication, will definitely use Emma again!

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Jennifer B.
Dog Walking
5.0 out of 5 stars

Is great with Strummer and has been quick to respond with any questions I have had and updating with pictures and feedback after walking Strummer.

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Eric A.
Dog Walking
5.0 out of 5 stars

Best dog walker we have ever had. Ashley was amazing with Rhubarb and always sent the best pictures and walk notes. Will be looking to hire her again in the future!

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Jackson R.
Dog Walking
5.0 out of 5 stars

Charlie was a little nervous at the beginning but Emily was so patient with him and won him over. Thanks so much!

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Erica D.
Dog Walking
5.0 out of 5 stars

Monsserath stopped in at lunch and walked my puppy. She was great and communicated well! I’d recommend her.

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Becca S.
Dog Walking
5.0 out of 5 stars

Erica was a huge help in a last minute situation. Super accommodating and easy to communicate with. Will definitely use her again!

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Ellen C.
Dog Walking
5.0 out of 5 stars

Caitlin was amazing! She took great care of my dog Coffee and also got some very cute pics of him. Highly recommend as a dog walker!

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Blessing O.
Dog Walking
5.0 out of 5 stars

Sarah did a great job with my dog. She was available last minute as well which helped me out significantly. Unfortunately we are moving away but I know she will be missed!

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Areej S.
Dog Walking
5.0 out of 5 stars

Samantha was great with our dog, Frankenstein! She was timely for our scheduled walks and left Frank a happy boy. Great pictures too!

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Jeff M.
Dog Walking
5.0 out of 5 stars

Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)

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Paige T.
Dog Walking
5.0 out of 5 stars

Excellent service!!! He took good care of my dog on her walk. He calmed her down when she got nervous. Arrived on time, gave the report of the walk Would highly recommended Alex with his knowledge of GSD.

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June S.
Dog Walking
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If you’re searching for a Sherman Park 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, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Sherman Park.

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.