Dog Walking In Rolling Meadows

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

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Top rated Rolling Meadows dog walkers

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Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
55 reviews
12 repeat clients
3 years of experience
Madison, WI, 53714

Anna has been an angel over the last 6 months! Come rain or shine, she shows up on time with a great attitude and my dog and cat both adore her. She's committed, communicative, and professional! I couldn't recommend her more

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Melissa T.
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: 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

Great with my Cane Corso's. They love their walks.

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Ernst G.
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: 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: Shannon H.
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Shannon H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
57 reviews
18 repeat clients
20 years of experience
Monona, WI, 53716

Shannon is the best. SO communicative and quick to respond. Very sweet and respectful. I couldn’t feel more comfortable with our Josephine in her care. I highly recommend Shannon. We are very grateful to find such an attentive and compassionate dog walker.

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Mary B.
Sitter Profile Image: Wystria C.
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Wystria C.
Star Sitter
from
$16
per walk
4.8 out of 5 stars
10 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: Amy A.
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Amy A.
from
$11
per walk
5.0 out of 5 stars
1 review
1 year of experience
Madison, WI, 53714

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.
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.
Sitter Profile Image: Breckin F.
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Breckin F.
from
$15
per walk
7 years of experience
Madison, WI, 53714

About: I've taken care of pets since I was 13. Neighbors and family have relied on me to over night watch, feed, and walk their dogs. I'm currently in school but am available Monday -Thursday any time after 2pm, I am also available any time on the weekend from Friday through Sunday. I am very active and will play with and walk your pet. I am very punctional and will make sure your pet is cared for.

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: 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: Alexandria P.
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Alexandria P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
16 years of experience
Madison, WI, 53704

Alexandria has been walking my dog, Louie, for several weeks now since I’ve been recovering from knee surgery. She’s reliable, communicative, and has been great with his occasional leash reactivity. I’m happy to have Alexandria walking my dog while I can’t!

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Hailey L.
Sitter Profile Image: Emma S.
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Emma S.
from
$20
per walk
8 years of experience
Madison, WI, 53703

About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.

Sitter Profile Image: Liz S.
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Liz S.
from
$17
per walk
5.0 out of 5 stars
42 reviews
6 repeat clients
10 years of experience
Monona, WI, 53716

Thank you Liz! Appreciate your help!

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Garrick H.
Sitter Profile Image: Baylee M.
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Baylee M.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Baylee was awesome with my puppy dog, and my dog adored her. Very reliable, great communication, and she really did have my dog’s safety in mind while providing a fun and energetic walk. Highly recommended — will hire her again!

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David P.
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: Lydia S.
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Lydia S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
20 years of experience
Schenk-Atwood, Madison, WI, 53704

Lydia did a great job taking my energetic golden retriever for a walk and sending me lovely photos :)

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Kat F.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
40 years of experience
Eastmorland, Madison, WI, 53714

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.
Sitter Profile Image: Emily G.
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Emily G.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Elvehjem, Madison, WI, 53716

About: As a lifelong dog owner, I understand how much happiness our furry friends bring to our lives. My first rescue pup was a golden retriever mix named Luna, the sweetest dog who stole hearts everywhere she went. I currently have a Rottweiler who loves romping in the yard and excels at snuggling. It would be my pleasure to care for your dog while you are away. Long walks, playtime, and endless snuggles are services I can provide. I am comfortable with large breeds. My work schedule is quite flexible, so I have availability most days. I would be happy to meet you and your dog prior to bookings. I am passionate about animal rescue, and have experience volunteering at Dane County Humane Society. I look forward to meeting you and your pup!

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Over 9
pet parents in Rolling Meadows have booked dog walking

Rolling Meadows dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Baylee was awesome with my puppy dog, and my dog adored her. Very reliable, great communication, and she really did have my dog’s safety in mind while providing a fun and energetic walk. Highly recommended — will hire her again!

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David P.
Dog Walking
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

Liz is always reliable, and guarantees that my dog has a safe fun walk whenever she’s with her! Highly recommended!

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David P.
Dog Walking
5.0 out of 5 stars

Lydia did a great job taking my energetic golden retriever for a walk and sending me lovely photos :)

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Kat F.
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

Lora was reliable and really gave extra. She came out before hand to learn the dogs and their routes. I am currently disabled and she was so helpful bringing in packages. She took each dog on extra laps if they failed to do their business the first round. We will not hesitate to call Lora the next time we need someone.

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Cheri 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

So happy with the walks. Edwin is friendly and responsive. He totally rolled with me completely forgetting to leave some important supplies (treat and poop bags I had said would be there). Highly recommend Edwin!

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Sabrina C.
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

Ian was a great last minute walker and did a great job following care instructions! Would gladly use this walker again ☺️

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Christine 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

Devin is an excellent pet sitter. She worked with my schedule when it changed suddenly, and she was very accommodating when we had a communication error. She is a super sweet woman who obviously loves animals.

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Hailey M.
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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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. 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 Rolling Meadows is $20

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 Rolling Meadows 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 Rolling Meadows 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 Rolling Meadows.

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.