Dog Walking in Kennedy Heights, Madison, WI

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

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Top rated Kennedy Heights 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: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
8 repeat clients
15 years of experience
Madison, WI, 53704

“Taylor was very kind with Kora and let her take out her frisbee, which she loves to play with in the afternoons.”

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MarĂ­a Paula R.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 23 reviews
13 repeat clients
20 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

“Brittany has been walking our puppy twice a week for several weeks now and it’s been going swimmingly. Communication has been really good and it’s been such a weight off our shoulders to know that Brittany will be giving our dog a fun break in the middle of the day when we can’t be home. She sends photos and little updates to let us know how their walks went and those are really fun to see. Highly recommend Brittany!”

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Serenity V.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 46 reviews
16 repeat clients
26 years of experience
Madison, WI, 53704

“Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!”

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Brielle E.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.8 out of 5 stars
• 23 reviews
6 repeat clients
9 years of experience
Waunakee, WI, 53597

“Always happy to know the pups have Brenda to check on them while I’m at work!”

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Theresa T.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 20 reviews
4 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Was great with Dexter. He can be nervous around new people. But she did great with him”

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Olivia M.
Sitter Profile Image: Hannah G.
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Hannah G.
from
$15
per walk
5.0 out of 5 stars
• 11 reviews
6 repeat clients
20 years of experience
Madison, WI, 53704

“You can tell that Hannah really loves dogs! She always takes great pictures of them on walks and goes out of her way to make sure my dog is having fun!”

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

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

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Stephanie C.
Sitter Profile Image: Lora E.
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Lora E.
from
$10
per walk
40 years of experience
Madison, WI, 53704

About: I’m new to Rover so I have special low prices to build my profile!!! I’ve been caring for dogs of all types and sizes for family and friends since I was young. Full life cycle. I love all Dogs, cats, rats, or birds. My attention is fully on allowing your pet to communicate to me so they feel safe and sound. I believe in positive reinforcement and my dogs have trained me from puppy socializing through basic commands. I also have experience caring for cats, birds, and other furry mammals. I do not have experience with reptiles and limited experience with spiders. I work full time and can work remotely if your pet needs additional company during the day. Or I can come before work, at lunch time and after work for walks, meals, scratches, and play. I live on the east side by Garver and work in Waunakee and am available to anywhere on the east or north side of Madison, Monona, or Waunakee. I can care for your pets in your home in any way that meets their normal routine. The most important thing to me is that they feel safe and loved.

Sitter Profile Image: Brian & Jessie B.
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Brian & Jessie B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Sherman Village, MADISON, WI, 53704

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

Sitter Profile Image: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Madison, WI, 53704

“Ollie is always great to work with!”

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Morgan S.
Sitter Profile Image: Mason H.
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Mason H.
from
$15
per walk
20 years of experience
Marquette, Madison, WI, 53704

About: I've lived alongside pets my whole life, and have volunteered for hundreds of hours at various animal shelters. I have experience with both dogs and cats of all sizes and ages. I also love long walks, beaches not required, and am perfect for those high energy dogs that never seem to tire out. I am a nurse working a swing shift so I am up at hours, on an ever-changing schedule. This means that I can care for your furry little ones on a short notice, and even check in on them at night if you are away. I only have a small apartment at the moment, unsuited for pets of my own or for yours. I will change this information as my circumstances change.

Sitter Profile Image: Samantha M.
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Samantha M.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Madison, WI, 53704

About: I’ve grown up surrounded by animals. I’ve dog sat several times over the span of a decade. I’ve cared for dog breeds of all ages, sizes and personalities. Whether it was daily walks, overnight stays, and followed detailed care routines. I also love to stay active and will provide long walks in the neighborhood or local parks! As a college student, I have a flexible schedule that allows me to plan my classes and study time around pet care. Whether it’s starting with a morning walk or stopping by in the afternoon. Typically I am available Monday-Friday. In clients houses, I make it my top priority to care for your space, respect your pets as I would my own home. I stick closely to your pets usual routine for feeding, walks and playtime. And I’ll always keep you updated with photos or messages to see how they’re doing.

Sitter Profile Image: Scott S.
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Scott S.
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Marquette, Madison, WI, 53704

About: I love dogs and animals - they really are the best! I have owned three for many years, raising two from being puppies, and addressing challenging behavior with an older doggo, in addition to fostering multiple rescue dogs. I recently moved to WI, and my pets stayed home with my partner for now, and miss my furry companions and want to provide love and care for yours while I’m here! I am happy to work with you on what’s best, whether that is house sitting, boarding, or simply letting your animals out on walks or to go potty. Let’s chat! I currently work from home and have a remote job, so can provide your dog with any needs or attention that makes sense based on their schedule. I have some in-person meetings that occur throughout the week, and am generally around on the weekends regularly. If planning on boarding or daycare, my apartment is very dog-friendly, with many residents having pets and there are plenty of amenities available, whether walking around the neighborhood on leash or playing in the apartment’s fenced in dog run, that will give your pet what it needs. I can easily crate, take out for potty breaks, etc. I am also mindful of dog reactivity regardless of my own or neighbor’s dogs.

Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

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

About: I started pet sitting at age 12. I’m comfortable with all animals from exotic to barnyard (ex. Horses, pigs, bearded dragons, wolf-dogs, fox, skunks, parrots and ferrets). I have had my dog for six years, and I recently took in a senior cat over the summer whom has adjusted flawlessly. I am a full time student and currently unemployed during my pregnancy journey. I spend most days at home, as most of my coursework is online. My pets are crate trained and respect boundaries. I also have baby gates for separation. I do not require crate training but it is extremely helpful if your pet is, so please let me know!

Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 28 reviews
7 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

“Comet LOVED Sofi. She was on time, very caring and patient, and went above and beyond to make sure he was comfortable and cared for. Will definitely be reaching out to her again!”

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Krisitn H.
Sitter Profile Image: Amy J.
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Amy J.
from
$10
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
25 years of experience
Madison, WI, 53704

About: I have been an animal lover all of my life; from dogs, to cats to rodents and turtles and more. I know that a well-trained pet requires attention and routine. I am proud to offer consistent potty breaks, playtime and walks to keep your best friend happy and healthy while you are away. I am more so available on the weekends (Friday-Sunday) but am willing to help with daily potty breaks, meal time and walks throughout the week. I have a pretty flexible schedule so if you do require overnights during that week, I am willing to accommodate. I look forward to helping you feel more secure in your decision to use a pet sitter over leaving them in a kennel. Your pet family will be welcomed as one of my own.

Sitter Profile Image: Lindsey P.
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Lindsey P.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
5 years of experience
Madison, WI, 53704

About: Hello fellow dog lovers! I have been dog walking and sitting both independently and through dog walking apps for 7 years. Although I do not currently have a pet, I am delighted to get my fix of dog love by caring for your furry friend. I have adopted a pup of my own in the past, and I know first hand that a busy schedule can really interfere with your dog's needs . The main reason I joined this business is to solve that problem . I am knowledgeable in pet safety and some beginner training . I am very flexible with my schedule since I am self employed , and I do my best to stay in communication with you throughout the visit. I can't wait to meet you and your pet! I am currently self employed and have a very flexible schedule, so I am able to take some last minute requests most of the time. I live in Sherman Village area, and am just steps away from the beautiful Cherokee Marsh Unit, where many walks and dog park visits await.

Sitter Profile Image: Tatiana C.
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Tatiana C.
from
$20
per walk
4.8 out of 5 stars
• 12 reviews
3 repeat clients
7 years of experience
Madison, WI, 53704

About: As a passionate and experienced dog sitter, I bring over 5 years of pet-sitting experience and 4 years of hands-on care with my own pup, who I adopted as a puppy and has grown into a playful, loving companion. He’s wonderful with other dogs and children, which means your furry friend will have a built-in buddy during their stay! I provide a fun, safe, and loving environment for dogs of all sizes and temperaments. I live in a dog-friendly apartment just 2 miles from a spacious dog park where I frequently take dogs for exercise and playtime. Whether it’s walks, runs, car rides, or simply cuddling on the couch, your pet will receive plenty of attention, affection, and activity while in my care. I’ve also volunteered at the Humane Society in Green Bay during college, where I gained valuable experience working with dogs of all breeds and energy levels. I pride myself on being active, attentive, and highly dependable. When your dog is with me, they’re not just being watched—they’re being cared for like family. If you’re looking for someone who will treat your pup like their own, provide regular updates, and ensure they feel right at home, I’d love to be that person. Feel free to reach out with any questions—I can’t wait to meet your best friend! I work part time monday - thursday and my boyfriend starts work later in the day so my pup usually is only home alone for 5 hours out of the day and I come home during my breaks. I usually take him potty and feed him at that time and allow for some play time before going back My puppy loves running. He is a high-energy dog so we do walks and he has lots of toys to play with. We also have a balcony so we like to people watch together in the mornings ! If your dog is not into other dogs or high energy, my pup is also crate trained.

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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Kennedy Heights dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Hey Jen, We just wanted to say a massive THANK YOU for taking such great care of Gertrude! She's been thriving with you, and we appreciate it so much 😊. Best, Charles & Liz

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Charles Edward P.
Dog Walking
5.0 out of 5 stars

Bridget was great with our two high maintenance standard poodles. The communication was great and they were well taken care of. We would highly recommend Bridget.

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Jean L.
Dog Walking
5.0 out of 5 stars

Kooy really helped out for a last-minute need with my dog, Toliver. Toliver liked him and had a great time on their walks. Would definitely book again.

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Michael S.
Dog Walking
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The median cost per walk for dog walking in Kennedy Heights is $18

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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 Kennedy Heights on Rover as of Feb 2026 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.

If you’re searching for a Kennedy Heights 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 Kennedy Heights.

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.