Dog Walking in Highwood Estates, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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1.

Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
5.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$18
per walk

Natalie is awesome! Great with my pup and has great flexibility with my schedule. Would recommend over and over.

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Sitter Profile Image: Lacie G.
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Sitter Profile Image: Lacie G.
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2.

Lacie G.

Nurse and Dog Mom! 💕
Greenfield, WI, 53228
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$16
per walk

Lacie was amazing! She really went above and beyond by cleaning up my dog after his walks to keep my floors and house clean. I appreciated her attention to detail and the incredible care she gave!

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Sitter Profile Image: Monet W.
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Sitter Profile Image: Monet W.
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3.

Monet W.

Medical student who loves dogs!
Wauwatosa, WI, 53213
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$15
per walk

Monet took amazing care of my two pups! She was attentive and sent cute photo updates. She cared for them like they were her own. We will definitely be requesting her again whenever we need a sitter next! Lily and Penny miss her already.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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4.

Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per walk

Kevin was very responsive and pleasant to connect with when we needed someone to walk the dogs on short notice without a meet/greet. He updated us frequently with details of their time together and seems to really enjoy the company of animals based on attentiveness and compassion. Looking forward to working together in the future!

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Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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5.

Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
6 reviews
from
$20
per walk

While I was on vacation, I had Jessica not only watch my dog, but she also took care of my two cats. She came over everyday to make sure they all had fresh water, food and treats! She walked my dog twice a day as he is a larger dog with a lot of energy! Thank you, Jessica! I will definitely use your services in the future.

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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6.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$20
per walk

I want to recommend April R for a dog caregiver position formally. My dog is my life, and I don't trust many people with him; for that reason, I am significantly picky about who he is left with when I have to leave town without him. I trust April completely; I know that she would treat him as if he was her dog in her care, and I would not have to worry about him at all. She would be an asset to your team.

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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7.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$17
per walk

Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️

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Sitter Profile Image: Hailey Q.
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Sitter Profile Image: Hailey Q.
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8.

Hailey Q.

another 20-something dog lover!!
West Allis, WI, 53219
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$15
per walk

Hailey is a pleasure to work with. She responds quickly to communication and adeptly rolls with the unique dynamic between my 6 year old and 6 month old dogs. She follows instructions to a tee and gives the dogs awesome belly rubs. Thank you, Hailey!

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Sitter Profile Image: Angie B.
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Sitter Profile Image: Angie B.
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9.

Angie B.

Rover 101
Loving Family to Care for your Dog
West Allis, WI, 53219
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$20
per walk

Our dog Toby can be pretty nervous around people he doesn't know but just LOVES Angie. He loves to play and she gives him the attention he needs. Would recommend her to anyone looking for a reliable and fun loving dog lover!

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Sitter Profile Image: Brandt M.
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Sitter Profile Image: Brandt M.
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10.

Brandt M.

We’ll treat your pet as our own
Honey Creek Manor, Milwaukee, WI, 53220
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$16
per walk

Brandt is amazing with all animals and immediately has a connection to them. He treated my family’s dog flash just like his own, we got frequent updates and pictures to help us feel relaxed while we were away. I would trust and recommend Brandt to take care of anyone’s furry friend, they will be in great hands

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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11.

Jenn S.

Dog lover and cat mom of 3❤️
West Allis, WI, 53227
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
9 repeat clients
from
$20
per walk

Jenn is AMAZING!!!! We have never had anyone watch our fur babies in the past but with having 4 kids now it’s not easy taking the dogs with us too. Jenn sent multiple updates and photos which gave us such a peace of mind. We absolutely recommend her and will definitely use Jenn again!

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Sitter Profile Image: Victoria H.
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Sitter Profile Image: Victoria H.
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12.

Victoria H.

Experienced Pet Professional 🐶
Greenfield, WI, 53220
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$25
per walk

Victoria is a wealth of knowledge, full of passion and incredibly loving of animals. She has taken excellent care of my cat and dogs so much so that they’re always excited to see her! She’s gentle, caring and respectful. All of her experience makes her capable of handling any situation that may arise which gives me the highest confidence while I’m away. There’s never anything to worry about when Victoria’s there. For me that’s huge!

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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13.

Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per walk

About: Hey there – my name is Natalia, and I’ve taken care of dogs my whole life. I also currently have two cats of my own, one elderly, and one only a year old. I am an experienced sitter who you can trust to take amazing care of your pup/cat. I am good at taking care of multiple pets and different types of pets. I have taken care of dogs who need meds, older dogs, puppies, etc. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. I am currently a nursing student and only have online courses this semester, so my schedule is open 7 days a week for your pet needs. I will love your fur babies with everything I have. I am incredibly reliable, trustworthy, and flexible. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I believe a tired dogs is a happy dog. I love walks and playing with dogs. I will make sure he or she is happy warm and clean. I have worked with special needs dogs and excited puppies. I can take dogs to the dog park or the nearest park to make sure they get the most of the visit. I can either go to your place daily or stay at their home to help them do better.I am flexible on the schedule and can work around your pets needs.

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Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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14.

Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
2.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$19
per walk

Julie was great with my elderly dog! She was kind and personable and always cheerful! I appreciated her taking such good care of Rogue and walking her in treacherous conditions like ice and snow! I’d definitely recommend her and use her services again :)

Sitter Profile Image: Kayla A.
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Sitter Profile Image: Kayla A.
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15.

Kayla A.

Fenced in Yard / Work from Home
West Allis, WI, 53227
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$16
per walk

Kayla watched my dog for me a couple weeks before his passing. She took such good care of him; checking on him hourly making sure that he was in his happy place and comfortable. She sent me pictures daily and was so passionate. I’m so glad I picked her to watch my sweet boy.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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16.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
94 reviews
31 repeat clients
from
$25
per walk

Sarah was great! Communication was clear and she arrived when asked. She even extended our walk on short notice. Will be booking another walk soon!

Sitter Profile Image: Briar L.
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Sitter Profile Image: Briar L.
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17.

Briar L.

Ready for any type of pet
Jackson Park, Milwaukee, WI, 53219
2.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
2 repeat clients
from
$16
per walk

Briar is a wonderful pet sitter because she has a deep appreciation for animals. She is flexible, trustworthy, and super loving to any furry friend that she meets! She watched my puppy Nellie and did such an awesome job caring for her and giving her all the love and attention that she could ever need and want! I will be using her services again in the near future! Anyone would be lucky to have Briar as their pet sitter.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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18.

Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$20
per walk

Katie looked over my two dachsunds like they were her own. I was very happy with her updates and communication. My dogs always looked forward to her visits. Highly recommmend!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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19.

Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$20
per walk

Amanda always does an amazing job! She is punctual, attentive, and very gentle with my boys. she is my go to person any time I need someone to care for them.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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20.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$25
per walk

I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?

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Rover also offers Dog Walking in these neighborhoods:

Rover also offers other services in Highwood Estates:

Dog owners in Highwood Estates, Milwaukee, WI turn to dog walkers on Rover.com for their dog walking needs. Over 1089 pet owners have reviewed dog walkers in Milwaukee, giving them an average rating of 5.0/5. Dog walking can be affordable, no matter where you live or what your price range may be. Curious about how much dog walking costs in Milwaukee with Rover.com? Check out our average dog walking rates near you to get an idea before getting a conversation started with a dog walker on Rover. When you leave your dog with a walker you've connected with on Rover, you can relax, knowing your dog will be treated like family.

We know you can't always be there, and it's our goal is to connect you with walkers in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Highwood Estates dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a walker or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Highwood Estates, Milwaukee, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Highwood Estates, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Dog Walking