Dog Walking Rolling Meadows

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

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Over 8
pet parents in Rolling Meadows have booked dog walking

Rolling Meadows, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
19 reviews
4 repeat clients
7 years of experience
Madison, WI, 53716

Ashley does a great job communicating and really focused on her time with my senior pup. She's becoming my regular dog walker and I look forward to all the happy pictures of my pup she sends!

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Christine S.
Sitter Profile Image: Paige J.
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Paige J.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!

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Virginia R.
Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
65 reviews
19 repeat clients
15 years of experience
Monona, WI, 53713

Abigail and Ian regularly walk my little man Augie and always give such sweet updates on him! I love knowing there are people in the neighborhood who have my back caring for my guy

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Jenna M.
Sitter Profile Image: Mary W.
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Mary W.
from
$17
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
20 years of experience
High Crossing, Madison, WI, 53718

Mary was amazing to work with. She was very gracious about our last minute need, and wonderful with our dog Toliver. He really enjoyed their walks, and I felt like he was in great hands. I would book with Mary again in a heartbeat.

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Michael S.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
93 reviews
30 repeat clients
35 years of experience
Marquette, Madison, WI, 53703

Thank you so much for walking the dogs while we were away! They look very happy!

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David T.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
37 reviews
14 repeat clients
10 years of experience
Madison, WI, 53718

Tofu has such a great time when Kathryn walks her! Kathryn is flexible and we always feel like Tofu is getting the same level of attention and care that we give her! Will definitely book again in the future

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Junko T.
Sitter Profile Image: Lora E.
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Lora E.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
40 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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.
Sitter Profile Image: Megan H.
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Megan H.
from
$14
per walk
5.0 out of 5 stars
5 reviews
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: Sammi S.
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Sammi S.
from
$25
per walk
5.0 out of 5 stars
42 reviews
3 repeat clients
20 years of experience
Madison, WI, 53703

My dog has so much fun with Sammi! Thank you!

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Julie P.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$20
per walk
5.0 out of 5 stars
53 reviews
16 repeat clients
14 years of experience
Madison, WI, 53704

Jamie is awesome! She went above and beyond our expectations while taking care of our boys!! She is very professional and took the time to meet the boys before our scheduled dates with her. We got great pictures from her!! We will definitely be using her again

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Megan R.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
122 reviews
25 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: Anna S.
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Anna S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
68 reviews
13 repeat clients
3 years of experience
Madison, WI, 53714

Terrific experience. Anna is communicative, dependable, and truly seems to enjoy spending time with our dog. We always knew Pema was well cared for. Would absolutely book again.

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Joel S.
Sitter Profile Image: Valeriia H.
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Valeriia H.
from
$10
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Madison, WI, 53718

About: Hi:) I am a dog lover and I have 7 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: Carley T.
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Carley T.
from
$18
per walk
5.0 out of 5 stars
10 reviews
5 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: Lisa N.
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Lisa N.
from
$20
per walk
5.0 out of 5 stars
6 reviews
40 years of experience
Eastmorland, Madison, WI, 53714

About: I will keep you updated with photos and messages throughout your pet's stay so you can relax knowing they're well cared for. And I understand their unique needs and personalities. I work from home and part-time, so whatever works for both of us, I will be someone you can rely on. Looking forward to giving to and getting love from your pet! My love for animals will never go away! They will be most comfortable in their own environment and I will help them feel safe in that space.

Sitter Profile Image: Megan S.
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Megan S.
from
$15
per walk
20 years of experience
McClellan Park, Madison, WI, 53718

About: I've been a devoted cat and dog owner for more than 20 years and have cared for pets through every stage of life—from energetic puppies and kittens to senior dogs and cats with changing needs. I'm comfortable with large dogs and understand the patience, consistency, and attentiveness they require. What truly sets me apart is my reliability and respect. I know how much trust it takes to leave your pets and your home in someone else's care, and I take that responsibility seriously. I'll care for your pets as if they were my own, providing plenty of affection, exercise, and companionship while keeping you updated so you can enjoy your time away with peace of mind. Pet care fits naturally into my weekly routine. Because I currently work part-time and complete remote projects, I have a flexible schedule that allows me to provide walks, potty breaks, playtime, and overnight care. I genuinely enjoy spending time with animals and love getting outside for walks, so caring for pets is something I look forward to—not something I try to squeeze into a busy schedule. I provide care exclusively in my clients' homes, where pets can stay comfortable in their familiar environment and maintain their normal routines. I follow your instructions closely, including feeding schedules, walks, medications (if needed), playtime, and bedtime routines. I believe consistency helps pets feel safe and relaxed while you're away. I do not offer boarding in my home because I have a guardian dog who prefers not to share his space with other dogs. By caring for pets in their own homes, I'm able to give them my full attention while keeping them comfortable in the place they know best. I'll also treat your home with the same care and respect that I would my own. I'll keep you updated with photos and messages so you can enjoy your time away knowing your pet is happy and well cared for.

Sitter Profile Image: Anita F.
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Anita F.
from
$20
per walk
30 years of experience
Madison, WI, 53718

About: I have a lifetime of hands-on experience caring for pets, having owned and nurtured dogs, cats, and cockatiels throughout my life. I understand that every animal has its own personality, routines, and needs, and I take pride in providing attentive, compassionate care tailored to each pet. Whether it's walks, playtime, feeding, administering basic care, or simply offering companionship and reassurance, I treat every pet as if they were my own. My reliability, patience, and genuine love of animals help pets feel safe, comfortable, and well cared for while their owners are away. Because pet sitting is my primary focus, I offer a flexible schedule and reliable availability. I can adapt to your pet's routine and provide the attentive, personalized care that gives both pets and owners peace of mind. I provide pet care in the comfort and familiarity of your pet's own home, helping minimize stress and maintain their regular routine while you're away. While I do not offer overnight stays, I can accommodate multiple visits throughout the day, including mornings, afternoons, evenings, weekends, and holidays when available. Whether your pet needs feeding, walks, playtime, companionship, or basic care, I am committed to providing reliable, attentive service and plenty of love and attention during every visit.

Sitter Profile Image: Baylee M.
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Baylee M.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
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: Cassandra B.
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Cassandra B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

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. I want to full disclose with new perspective pets parents: I have a full time, in-office job with the standard business hours, Monday through Friday. If that's not what you are looking for in a house sitter, I understand. 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 be quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone

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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The median cost per walk for dog walking in Rolling Meadows is $20

Dog parents share their Rover experiences - Rolling Meadows

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5.0 out of 5 stars

Hannah is a gem. Really great with my 2 wild Jack Russell’s. She has a tenderness to her care that shines thru when I see her with my doggoes. She so reliable and easy going too. I’ll be rebooking for sure!

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Liz C.
Dog Walking
5.0 out of 5 stars

Mary was amazing to work with. She was very gracious about our last minute need, and wonderful with our dog Toliver. He really enjoyed their walks, and I felt like he was in great hands. I would book with Mary again in a heartbeat.

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Michael S.
Dog Walking
5.0 out of 5 stars

Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!

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Virginia R.
Dog Walking
5.0 out of 5 stars

Ollie has watched my dog on multiple occasions now and has always provided great service. Always reliable and kind.

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Morgan S.
Dog Walking
5.0 out of 5 stars

Very reliable, my dog absolutely loved her, and I felt safe when she was taking her for a walk. Highly recommended.

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David P.
Dog Walking
5.0 out of 5 stars

Samantha was a godsend for us -- she was a reliable, friendly, and caring dog walker who our gregarious pup, Watson, basically instantly fell in love with. We would still have her walk Watson if she weren't moving! She is fantastic.

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Michelle S.
Dog Walking
5.0 out of 5 stars

Tucker would literally try to jump out the kitchen window to get to her for his walk. He loved it so much. Carley was so nice and sweet with Tucker. If we weren't moving across the country I would still want her to walk him

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Rebekah & Alex N.
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

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

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
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