Dog Walking in Westhaven Trails, Madison, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Westhaven Trails dog walkers


“Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.”


“Melinda has been such a wonderful help and is so incredibly good with our pup! She’s dependable, kind and responsible - we are moving, but will miss her greatly!”



“Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.”



“Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!”


About: We've been pet owners for over 20 years. We take care of them as members of the family. We are expirienced with animals that need extracare providing medications and helping them up and down of places as our dogs had artritis and cancer. We have 3 kids that love playing fetch and are hoping to teach new tricks to your pet. We both work from home so there is someone always with the pets. We do walks during the day and are available to feed and provide medicines 24/7 We feed them, give them a bath, walk with them, play with them, and love cuddles (my wife mostly). We try to estimulate their minds and body depending on their level of activity

About: I have cared for three separate dogs from puppies throughout my childhood, as well as pet sitting multiple animals including cats, dogs, and small rodents. I currently have two cats. I am available most of the day every day except Monday mornings and available most nights except Wednesday and some fridays and Saturdays. During times I am available I can be with your pet for most of the day. I am very attentive to the needs of pets, and I recognize each animal’s uniqueness. Whatever is needed to keep your pet as happy and healthy as can be to await your return. I also am very much happy to be your pet’s best friend for the duration!

“My doggo loved Kaylyn right away, which doesn’t always happen! She was great with Bailey, communicative, on time, sweet. Will be asking her to help out again!”


“Appreciated Bobby walking my dog twice a day while I was out of town unexpectedly. Enjoyed receiving pics and the logistical updates from the walks. Set my mind at ease.”


About: I've taken care of my small fluffy Shih Tzu, Ginger, since I was ten years old. I have always loved taking him on walks, running around outside, and playing together. I also have experience pet-sitting my neighbors two medium sized Golden Doodles over the past few summers! In addition, my boyfriend's family has adopted multiple rescue dogs that I have had the opportunity to care for and help them get adjusted to a new space. I am a recent graduate from Emory University looking to spend some time with dogs. I have lots of free time to give lots of attention and love to any dog! I am currently only offering services in client homes only right now, as I live in a smaller apartment. I can definitely adjust to whatever you are comfortable with!

About: With 12 years of experience caring for pets, I’ve developed a deep understanding of their needs and personalities. I am skilled in administering medications and can accommodate any special requirements your pet may have. Whether it’s providing extra attention, managing specific routines, or ensuring their health and comfort, I’m dedicated to giving your pet the best care possible. I'm studying full time for my MCAT exam, so this is my only job at the moment. That being said, I make my own schedule and can adapt to the schedule that works best for you! I understand the importance of respecting both your home and your pet’s routine while pet sitting. I will follow your instructions carefully, maintain a clean environment, and ensure your pet feels comfortable and safe. I’ll treat your home with the utmost care, being mindful of your space and preferences, so you can enjoy peace of mind while you're away.

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

About: I have had pets in my house hold my whole life. I have also had many clients in which I took care of animals of all ages and health. I have been responsible for walking, bathing, feeding, grooming, and taking care of medical needs for these animals. Chloe (my fur baby) does everything with me from sunrise to sun set. We usually spend at least an hour at the dog park a day, go for a walk, and play with all of her toys. Her and I would love to have your furry friends join us. Pet care is an integral part of my daily and weekly routine, and I make sure to prioritize it. On a daily basis, I ensure my pet is fed at regular intervals, typically in the morning and evening. I also take them for walks or play sessions to provide exercise and mental stimulation. Depending on the type of pet, I also spend time on grooming, whether it’s brushing, cleaning their ears, or ensuring they have fresh water. When caring for pets in a client's home, I apply the same level of attention and responsibility as I would for my own. I follow the pet's usual routine as closely as possible to minimize stress and maintain their comfort. I make sure to feed them according to the owner's instructions, provide regular exercise (walks or playtime), and ensure their environment is safe and secure while they are in my care. If the pet has specific needs—whether it's medication, special diet requirements, or behavioral concerns—I carefully follow the owner's instructions and communicate regularly to ensure everything is going smoothly. Additionally, I maintain a clean living space for the pets and always clean up after walks or playtime. If I'm providing services like pet sitting, I also ensure to follow any house-specific rules or routines, making the pet feel as comfortable as possible in their own home. I believe in building trust with both the pet and the owner, and I always stay in touch with the owner for updates or any questions that may come up during the care period.


“We were again very satisfied with Joe’s help. He followed instructions and honored our requests graciously and promptly. We highly recommend this sitter/walker for your furry family friend!”



“Jenny is fabulous! She leaves wonderful comments that make me feel as though I had been there myself. She cares about my pup and is able to accommodate last minute needs. I so appreciate her!”


About: Hi! I'm Alyssa and I am a recent UW graduate. I spent a year as a veterinary assistant before college, so I am very comfortable around all kinds of animals and have the proper training to make sure they are safe, happy, and healthy! I currently care for 2 budgies and a Springer mix in my apartment downtown, but I have raised and cared for two dogs (Border Collie and English Springer Spaniel) as well as 3 cats while growing up. I truly do have a passion for caring for animals and love making sure that they are having as great of a time as I am, and I look forward to meeting yours as well! With my extended amount of experience you can be absolutely certain that your dog will be well cared for and in great hands! If you have any questions or would like to know more about me please feel free to reach out!! PLEASE READ: I AM ONLY OFFERING GROOMING AND NAIL SERVICES AT THIS TIME Other services: Grooming(brushing, removing mats) Nail trimming as well as dremmeling Bathing Teeth Brushing I work full-time remotely, so I will have time to tend to your dogs needs at all times no matter the circumstances! Rest assured they will be monitored and played with to their hearts content! I have an unfenced yard near walking trails where I can take your dog for a walk. I aim for 3 long walks/day as well as many potty breaks are additionally needed! At your home, I will aim to stick to your routine when tending to your pet.
Loving dog walkers in your neighborhood
Search Results




Allegra R.
Star Sitter


“Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.”


Melinda N.Star Sitter

“Melinda has been such a wonderful help and is so incredibly good with our pup! She’s dependable, kind and responsible - we are moving, but will miss her greatly!”


Keezieng V.Star Sitter

“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.”


Austin C.Star Sitter

“Austin was fantastic walking Mazie! Great communication, lots of pictures, and she was tired and seemed very comfortable and happy. I recommend to everyone!”




Jennifer L.
Star Sitter


“Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.”


Carlee M.

“Carlee was always timely and gave thorough reports! She had to cancel once due to an emergency, but did let me know. I would definitely work with her again!”


kylie l.

“Great communication and willing to help out on short notice. My dog Charley seemed well taken care of.”




Michelle S.
Star Sitter


“Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!”


Ryan & Martha M.
“Ryan and all the Motel family are wonderful with animals. They treat then as another family member. They are always taking care of their needs, playing with them and providing all the love they have. Their Houston is in a great location for walks as its in a culdesac. They have also a big yard.”


Daniel C.
“Dan has house and pet sat for me in the past and did a great job. We have 3 cats and a dog with a lot of energy who needs many walks a day. One cat and our dog also need daily oral medication and he was able to also administer that.”


Kaylyn M.
Star Sitter


“My doggo loved Kaylyn right away, which doesn’t always happen! She was great with Bailey, communicative, on time, sweet. Will be asking her to help out again!”


Robert N.Star Sitter

“Appreciated Bobby walking my dog twice a day while I was out of town unexpectedly. Enjoyed receiving pics and the logistical updates from the walks. Set my mind at ease.”


Natalia F.
“Natalia is very charismatic and high energy. She seems to love animals (and people) and pays great attention to the needs of others. Overall, she's really sweet, loyal, and open-minded. Along with her remarkable personality, Natalia has an excellent work ethic. She is a very well organized and responsible individual with great communication skills who puts her full effort into her tasks. She's very cautious as she never takes unnecessary risk and pays excellent detail to safety.”


Angelica L.
“Angelica proved to be an outstanding dog sitter! She followed strict instructions on how to take care of my elderly dog. She was very good at communicating with me, and sent me plenty of pictures when checking in. My dog was comfortable with Angelica and I will be using her services again!”


Ryan & Jocelyn R.Star Sitter
“Ryan is my brother in-law. His family loves dogs. He and his wife grew up with dogs and their little daughter wants one. They can’t wait to get one of their own in the next couple of years. His family would be great dog watchers. They have a fenced in yard, and they love playing and going for walks.”


Maryrose A.

“Our Lacey is always so happy to hang out with Maryrose, and we always know she's in great hands.”


Eve M.

About: I have had pets in my house hold my whole life. I have also had many clients in which I took care of animals of all ages and health. I have been responsible for walking, bathing, feeding, grooming, and taking care of medical needs for these animals. Chloe (my fur baby) does everything with me from sunrise to sun set. We usually spend at least an hour at the dog park a day, go for a walk, and play with all of her toys. Her and I would love to have your furry friends join us. Pet care is an integral part of my daily and weekly routine, and I make sure to prioritize it. On a daily basis, I ensure my pet is fed at regular intervals, typically in the morning and evening. I also take them for walks or play sessions to provide exercise and mental stimulation. Depending on the type of pet, I also spend time on grooming, whether it’s brushing, cleaning their ears, or ensuring they have fresh water. When caring for pets in a client's home, I apply the same level of attention and responsibility as I would for my own. I follow the pet's usual routine as closely as possible to minimize stress and maintain their comfort. I make sure to feed them according to the owner's instructions, provide regular exercise (walks or playtime), and ensure their environment is safe and secure while they are in my care. If the pet has specific needs—whether it's medication, special diet requirements, or behavioral concerns—I carefully follow the owner's instructions and communicate regularly to ensure everything is going smoothly. Additionally, I maintain a clean living space for the pets and always clean up after walks or playtime. If I'm providing services like pet sitting, I also ensure to follow any house-specific rules or routines, making the pet feel as comfortable as possible in their own home. I believe in building trust with both the pet and the owner, and I always stay in touch with the owner for updates or any questions that may come up during the care period.




Joseph L.

“We were again very satisfied with Joe’s help. He followed instructions and honored our requests graciously and promptly. We highly recommend this sitter/walker for your furry family friend!”




Jenny J.


“Jenny is fabulous! She leaves wonderful comments that make me feel as though I had been there myself. She cares about my pup and is able to accommodate last minute needs. I so appreciate her!”


Alyssa L.
“Alyssa is a kind hearted person who puts all of her passion into her time and effort. She loves animals and will not only sacrifice her time for animals in need, but also those that simply need some time, attention, and care! She worked in a vet clinic for a long time that also doubled as a pet boarding service so she had all kinds of experience with a wide variety of animals. I have trusted her with my cat and my dog, and they are only the better for it!”
Westhaven Trails dog parents share their Rover experiences
We met Julie for a meet-n-greet to see if she'd be a good fit for in home care with our 15 yr old Westie. While it may not work out due to scheduling and logistical issues, we We very pleased with Julie's professionalism in keeping in touch, our meeting, and being clear about what she could or could not help us with. We appreciate that with service care. It's nice to know what you can expect, and it's a benefit for the service provider as well. If we need care for our little buddy from Julie, I know I could trust her wholeheartedly.

I highly recommend Iva for her services. From our first meeting at the in-person Meet & Greet, it was clear that she genuinely cared for my dog, Millie, as if she were her own. Iva quickly adapted to Millie's senior dog needs and promptly informed me of any concerns she noticed, keeping me well-informed. Having just moved to the area to start a new full-time job, this was my first experience leaving Millie home alone. Knowing that Iva was coming to walk her twice a day gave me tremendous peace of mind. I appreciated receiving brief reports and photos of their time together during my busy workdays. Iva even took the time to show extra love to my cat, Missy.

How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Westhaven Trails is $25
Why Choose Rover?
Cashless payments
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.
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 Westhaven Trails on Rover as of Aug 2025 was about $25 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, 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 Westhaven Trails.
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.
