Dog Walking Crestview

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

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Over 35
pet parents in Crestview have booked dog walking

Crestview, 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.

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Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
70 reviews
14 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

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Tim B.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per walk
5.0 out of 5 stars
36 reviews
10 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany provides excellent walking services for our high-energy Nala. Would definitely recommend and plan on continuing walking and drop-in services.

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James C.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
5 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!

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Lauren W.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
28 reviews
9 repeat clients
12 years of experience
Racine, WI, 53402

About: Hi there! I’ve had the joy of caring for my mom’s and friends’ dogs over the years, and I was also a proud dog mom myself for over a decade. My sweet girl passed away last September, and while I’m not quite ready to bring another pup into my life full-time, I truly miss the companionship and would love the chance to care for your dog while you’re away. I have experience with senior dogs and pups who need special medical attention, including administering medication and monitoring health conditions like seizures. I understand how important it is to provide patient, attentive care—especially when a dog has unique needs. Whether your dog loves long walks or just relaxing on the couch, I’m happy to meet them right where they are. I’d be honored to give your pup the love, attention, and comfort they deserve in your absence. I work from home and occasionally out in the field, but I'm never gone for more than a few hours—and I can adjust my schedule to be home the entire time if needed. Outside of work, I am a homebody, so you never have to worry about your dog being alone at night. While I do not have a fenced yard, I have a small courtyard and live in a residential neighborhood, which is excellent for walking. Inside my home, your dog is free to go wherever they like. No place is off limits (I am used to having a sliver of the bed).

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
52 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Kaylee S.
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Kaylee S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
10 years of experience
Racine, WI, 53405

Our Pup had a great time with Kaylee S. Will definitely book again!

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Lori S.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
275 reviews
66 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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Kristin T.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
19 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Neida S.
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Neida S.
from
$16
per walk
2 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday. My cats live the best life in my home. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: Jack D.
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Jack D.
from
$15
per walk
4.9 out of 5 stars
27 reviews
9 repeat clients
12 years of experience
Racine, WI, 53406

My pup loved Jack. He is very gentle, yet authoritative, ensuring they know who the alfa is and that they are safe with him. Jack's communication skills are good, and he keeps you posted on how things went. I would recommend Jack to anyone who is unsure whether or not to allow someone else to care for your new family member.

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Wendy D.
Sitter Profile Image: Gianpaolo U.
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Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

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Lynette G.
Sitter Profile Image: ash s.
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ash s.
from
$12
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
16 years of experience
Franklin, WI, 53132

About: Hi! I’m originally from Madison, WI and recently moved to franklin. I absolutely love all animals and have over 16 years of experience caring for them,especially cats and dogs! I’ve fostered cats for more than 3 years and currently volunteer at a wildlife rehabilitation center, where I care for injured and orphaned animals. I’m also working toward a degree in Fish and Wildlife Science, so animals are truly a part of my daily life. I’m dependable, patient, and passionate about providing safe, loving care to all kinds of pets.whether they need snuggles, medication, or just someone to hang out with while you’re away! I work second shift, Monday to Thursday and some Fridays. I'm available until 2:00 pm and Fridays I'm either available all day or before noon. Perfect for those working first shift! I always follow the pet parent’s instructions closely and make sure their home is treated with care. I keep feeding areas and litter boxes clean and tidy, and I’m respectful of the pet’s space and routine. Whether I’m in your home or mine, I create a calm, safe, and loving environment for your pets.

Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
11 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
370 reviews
113 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis is so kind and knowledgeable, I felt comfortable with him right away. My dogs were also comfortable with him very quickly and that means a great deal to me. He has been reliable and a great communicator.

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Amy N.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
40 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

Caroline is kind, genuine and Pancho loves her!

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Carla K.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Very sweet to the puppy and takes her on good length walk. Also takes her out back to potty if she doesn’t go on the walk (which she never likes doing). Also is great about coordinating times.

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Shannon B.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$18
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

Sydney has been great! She’s amazing with my dog, communicative, and flexible. I would definitely book her again!

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Bethany D.
Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per walk
5.0 out of 5 stars
58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

Lilyia is great! She was always punctual and responsive for all of my bookings.

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Kaitlyn T.
Sitter Profile Image: Lisa N.
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Lisa N.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
5 reviews
5 repeat clients
35 years of experience
West Allis, WI, 53227

About: I have a way with animals. Pets that don't like people typically tend to be my best friends. I have always loved animals ever since I was little. My goal is to be friends with every animal I meet. You have fun and I will make sure your pet does as well. I work full time in sales, so I am quite flexible. I can typically work my schedule to fit around what I need to do. I am happy to drop in and hung out with your pet while you are away. I love to go for walks, so I will be happy to tire a pet out with some good walk time.

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

Dog parents share their Rover experiences - Crestview

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5.0 out of 5 stars

Mandy is an AMAZING rover find! She runs with my Maggie & she loves it! Plus she gets the most amazing pictures of her on the run. I can’t recommend her enough! Book her!!!!

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Samantha L.
Dog Walking
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Crestview

Select a filter and find qualifying sitters offering dog walking.

Sitters in Crestview average 4
repeat dog walking clients

FAQs for Dog Walking - Crestview

Frequently asked questions about Rover

The average cost for Dog Walking in Crestview on Rover is $18.19 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 2,140 sitters on Rover offering Dog Walking across Crestview. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Crestview. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Crestview.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Crestview. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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