Dog Walking in Heritage Heights, Milwaukee, WI

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Heritage Heights dog walkers

1 / 1
Sitter Profile Image: Nycole T.
Verified Enhanced Background Check
Nycole T.
Star Sitter
from
$17
per walk
5.0 out of 5.0 stars
148 reviews
45 repeat clients
4 years of experience
Menomonee Falls, WI, 53051

Nycole is rock-solid dependable and takes great care of Shoresy! It’s always so nice to come home knowing he’s had a great walk! Nycole is very quick to respond and gives great updates. I highly recommend Nycole.

Profile image
Ken O.
Sitter Profile Image: Genesis A.
Verified Enhanced Background Check
Genesis A.
Star Sitter
from
$22
per walk
5.0 out of 5.0 stars
8 reviews
4 repeat clients
10 years of experience
Old North Milwaukee, Milwaukee, WI, 53209

Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)

Profile image
Paige T.
Sitter Profile Image: Aidan H.
Verified Enhanced Background Check
Aidan H.
from
$13
per walk
5.0 out of 5.0 stars
4 reviews
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Susan H.
Verified Enhanced Background Check
Susan H.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
10 reviews
4 repeat clients
20 years of experience
Menomonee falls, WI, 53051

Susan has been wonderful with our Sheltie on midday walks. She is responsive, kind and takes great pictures! We’d highly recommend 🙂

Profile image
Lauren W.
Sitter Profile Image: Kayla M.
Verified Enhanced Background Check
Kayla M.
from
$14
per walk
5.0 out of 5.0 stars
2 reviews
1 repeat client
30 years of experience
Germantown, WI, 53022

About: I’ve had dogs my whole life and can’t imagine a home without them! I currently care for a senior dog who needs extra patience and comfort, as well as a playful puppy who keeps me on my toes. I also have a bunny, so I’m used to managing pets with very different personalities and needs. From high-energy walks to gentle snuggles and medication reminders, I treat every pet like family and make sure they feel safe, loved, and cared for while you’re away. I work from home and have a flexible schedule during the day, so I can provide walks, drop-in visits, or playtime as needed. Evenings are generally available too, though I may occasionally need to adjust around family commitments. I’ll always communicate clearly to make sure your pets get the care they need. I provide a safe, loving, and engaging environment for pets in my home. I offer daily walks, playtime, cuddles, and mental enrichment, while ensuring food, water, and comfort are always available. Each pet’s unique needs and personality are respected, and I maintain a clean, secure space so they feel happy, safe, and cared for while in my care.

Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$17
per walk
5.0 out of 5.0 stars
21 reviews
5 repeat clients
15 years of experience
Milwaukee, WI, 53222

Taylor was very responsive and great to work with. She answered messages quickly and clearly. My dogs are not the easiest to walk and she handled them with care.

Profile image
Felicia K.
Sitter Profile Image: Miranda C.
Verified Enhanced Background Check
Miranda C.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
53 reviews
16 repeat clients
4 years of experience
Menomonee Falls, WI, 53051

Miranda is terrific with Houston. She’s very affectionate and warm. She’s always on time and takes Houston for nice long walks. I would highly recommend her.

Profile image
Mary M.
Sitter Profile Image: Maddalena P.
Verified Enhanced Background Check
Maddalena P.
Star Sitter
from
$15
per walk
5.0 out of 5.0 stars
37 reviews
8 repeat clients
9 years of experience
Menomonee Falls, WI, 53051

Maddalena is so helpful and flexible! I appreciate her thinking ahead- she saw it would be raining so she took our dog on a quick walk and then played with her inside. Dallie still got some energy out, and we couldn't be happier. :)

Profile image
Loni M.
Sitter Profile Image: Jasmine T.
Verified Enhanced Background Check
Jasmine T.
Star Sitter
from
$15
per walk
5.0 out of 5.0 stars
16 reviews
6 repeat clients
5 years of experience
Timmerman West, Milwaukee, WI, 53225

Jasmine has been amazing with my dog Cora. She’s also been easy to work with and I have no worries about my dog being left in her care. I highly recommend her services.

Profile image
Dale C.
Sitter Profile Image: Michael R.
Verified Enhanced Background Check
Michael R.
from
$16
per walk
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

About: I have been around pets my entire life. I am very experienced at caring for big and small, young and old. Any type of pet you have, I will provide excellent care. I am available from early mornings to late nights. I can work 7 days a week. Anything from a quick visit to an overnight stay works for me. I can provide any services you need at your home. I have a lot of experience doing overnight care. You can rest assured your pet will be in excellent hands.

Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Jeanee S.
from
$24
per walk
5.0 out of 5.0 stars
19 reviews
9 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Jeanee was fantastic! She did a great job of caring our puppy Olive and communicating throughout and was very reliable. I received a bunch of photos and videos of Olive. Would definitely recommend her.

Profile image
Janisse T.
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Samantha L.
from
$22
per walk
5.0 out of 5.0 stars
16 reviews
5 repeat clients
20 years of experience
Milwaukee, WI, 53224

Samantha was amazing with our two dogs, and was also flexible and willing to accommodate our very busy schedule. I know she treated them very well, and we are sad she will no longer be walking them. We are moving from the area, and will miss her very much. Highly recommend her for any services you may need for your furry friends.

Profile image
Ashlee G.
Sitter Profile Image: Cassandra S.
Verified Background Check
Cassandra S.
from
$18
per walk
4.5 out of 5.0 stars
2 reviews
3 repeat clients
5 years of experience
Menomonee Falls, WI, 53051

About: I have worked as a dog groomer, dog sitter and I have grown up with cats, I’d love to help out anyone who needs it I visit my neighbors dog whenever I see him outside, to just spend time with him, I also hang out with my cats when I visit my moms. I care for them as they are my own, all animals are equal, I will do everything I can to make your furry babies feel safe!

Sitter Profile Image: Stephanie K.
Verified Enhanced Background Check
Stephanie K.
from
$25
per walk
5.0 out of 5.0 stars
8 reviews
3 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Joseph & Aleksandra L.
Verified Enhanced Background Check
Joseph & Aleksandra L.
from
$15
per walk
5.0 out of 5.0 stars
2 reviews
15 years of experience
Wauwatosa, WI, 53222

About: I have had dogs my entire life, in fact many of my baby photos were taken with my first dog Ozzy. I currently have two dogs that I love as my own children, Goose and Sonia. Goose is a hunting companion who I've had since he was 7 weeks and I trained myself. Sonia is my baby girl that we rescued after she had been a stray in Texas for the first year of her life. I love playing fetch and letting my dogs play in the backyard for supervised playtime and I have always watched and cared for friends and families dogs in the past. I'd love to help out and provide a temporary home for your dog with two brand new friends! I am self employed and work a very reduced schedule (usually only 2-3 days a week). My wife works full time. On the days that I do not work I stay home and take care of the house which gives my dogs plenty of outside time. I have a huge backyard (almost the size of a football field) which I built a privacy fence around. My dogs typically spend 4-6 hours outside on the days that I am home running around and playing with each other. We can also outfit our basement to be a dog area in order to avoid kenneling. I have built a privacy fence around my huge backyard. So I can garruntee hours of outside play time for any dog that I have in my care along with my two fur babies. I care for my dogs as if they were my own children and I take a non-violent/non-spanking approach to handling behavioral issues. My dogs get plenty of love and play time in the house and in the big backyard. My dogs love lounging on the couch and Goose in particular will sleep in our bed every night. Sonia spends most of her days outside laying in her many designated spots to watch the yard and snooze in the sun/shade depending on the season.

Sitter Profile Image: Jenn L.
Verified Enhanced Background Check
Jenn L.
from
$25
per walk
5.0 out of 5.0 stars
9 reviews
2 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

About: I have been around dogs my whole life. I grew up on a farm and we always had three dogs around. I frequently pet sit for my friend's 60 pound Pitt-mix. I can give medication, and am good with puppies. I can patiently train or work with dogs who are learning the ropes. I can provide daily exercise when your dog is with me, and lots of snuggles! I work less than ten miles from home, so on most days I can pop in for a walk or potty break. I can board the same dog for up to two weeks depending on the situation. I can only take one dog at a time so your dog will get all the attention! I always follow the owner's wishes, and guidance on how to best care for their pet. I don't go overboard with treats, but I do go overboard with affection.

Sitter Profile Image: Hanna F.
Verified Enhanced Background Check
Hanna F.
from
$20
per walk
4 years of experience
Menomonee River Hills, Milwaukee, WI, 53214

About: I have 1 dog and 2 cats of my own. My dog is my world and its my mission to give him the best life possible. I will treat your family as my own. I would be happy to do training while I visit your pets if you leave out commands and instructions for me. I appreciate communication and direction with your specific needs. :) I have most mornings open as I work 2nd shift. After my dog gets his training and walk for the AM.. I am free to do some visits for families! My pup gets 2 walks a day and off leash play in our backyard. He requires quite a bit of attention as he's got alot of energy to burn. We are training for service work so most of my time with him is playing games, bonding, and training. I am open to walking, playing, cuddling, training, and anything else you may need.. just ask and I will see if I'm your girl!

Sitter Profile Image: Megan C.
Verified Enhanced Background Check
Megan C.
from
$35
per walk
5.0 out of 5.0 stars
4 reviews
1 repeat client
14 years of experience
Florist Highlands, Milwaukee, WI, 53225

About: My whole life has been around dogs and cats. I grew up with 3 cats and 2 dogs. In my adult life I owned 3 dogs. I’ve helped train puppies of my own all the way to caring for senior dogs. I have watched friends and neighbors animals from checking in with cats daily to housing dogs for a few days to months. I have a very flexible work schedule so I can check on your pet in the morning before work, during my lunch break and after work. If you need me to be at your house full time with your pet I can easily work from home multiple days. I am a digital media marketer so I can work about anywhere and at any time. I have a fenced in yard with 2 very playful dogs if they need any playtime. I know a great dog park for dogs to run and play their heart out. I love going outside so taking dogs for walks is one of my favorite things to do. Since I live with 2 dogs I know how to feed, play, relax and sleep with them.

Sitter Profile Image: Myia R.
Verified Enhanced Background Check
Myia R.
from
$16
per walk
10 years of experience
Silver Swan, Milwaukee q, WI, 53225

About: Hey my name is Myia Ross, I’m a young mother and college student at Milwaukee Area Technical College. I am majoring in medical assistant . Some of my special skills are I’m great at Math and I can play the piano. I think what sets me apart from other pup walker’s and sitters is that I’m young and have a vibrant personality. Ima always eager to work and I’m a morning person. I also have years of experience for when I had to take care of my 2 dogs and their baby pups. In conclusion that is just a little bit about me and I would like you to know that I am so excited to be your pups caregiver if you chose to accept my application I’m a stay at home mom and DoorDash for a living. So pet sitting would work great with my schedule im always at home with my son I don’t have a fenced yard but my apartment complex provides a spacious back yard with more than enough room to run around and play.

Sitter Profile Image: Kayla A.
Verified Enhanced Background Check
Kayla A.
from
$20
per walk
2 years of experience
Timmerman West, Milwaukee, WI, 53225

About: I've taken care of dogs of every kind since / was 10. Neighbors, friends and family have relied on me to walk, feed and hangout with their pets... My work from home schedule allows for flexibility and fun while sitting. I’m currently working from home so I have a flexible schedule starting after 10am and up until 3pm M, W AND Friday. Weekends are subject to change. I live in an apartment complex but there’s plenty of room for fun. I’m okay with dog parks and long walks in the community. Can’t wait to meet your fur baby!

1 / 1
View more sitters

Heritage Heights dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Samantha is wonderful! She is responsible, timely and takes exceptional care of my dog. Logan loves his walks and playdates with his friends (her dogs).

Profile image
Ellen M.
Dog Walking
5.0 out of 5.0 stars

Angelina was F A N T A S T I C. Communication was perfect, always there when we needed her, and she took SUCH good care of our Stewart, and that’s no small task because he’s kind of a dufus. But he’s our dufus, and Angelina made him feel like so happy and loved. He would absolutely lose his marbles as soon as he saw her pull into the driveway every day. We love our Angelina and can’t wait to hire her again in the future!!

Profile image
Brad B.
Dog Walking
1 / 1
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 Heritage Heights is $15

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