Dog Walking in Sunset Heights, Milwaukee, WI

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Top rated Sunset Heights dog walkers

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Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$16
per walk
5 out of 5.0 stars
159 reviews
46 repeat clients
40 years of experience
Wauwatosa, WI, 53213

My little Mario 🐾 gets excited when I tell him Kathy is coming to walk him. She took him for a car ride and to the park for an extra fun time. I got a full report on how my little guy is doing and I’m so happy Kathy takes such good care while I’m away.

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Paula L.
Sitter Profile Image: Brittni H.
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Brittni H.
from
$20
per walk
5 out of 5.0 stars
63 reviews
28 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Our dogs LOVE Brittni and so do we! She’s very flexible with our schedule and goes above and beyond to ensure our boys get the best of care. I highly recommend Brittni for any of your pup’s needs!

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Dallon S.
Sitter Profile Image: Kat K.
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Kat K.
from
$16
per walk
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53208

All of us love having Kat walk our dog. She is usually hesitant to go with someone she doesn’t know, but took to Kat immediately and loves going for a walk with her. I would absolutely recommend Kat!

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Margaret M.
Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter
from
$15
per walk
5 out of 5.0 stars
20 reviews
8 repeat clients
20 years of experience
Milwaukee, WI, 53213

Caitlin was super friendly and respectful. She followed all my instructions and took awesome care of my dog Remi. We will definitely work with her again!

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Sabrina
Sitter Profile Image: Lenys H.
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Lenys H.
from
$20
per walk
5 out of 4.8 stars
13 reviews
5 repeat clients
12 years of experience
Milwaukee, WI, 53216

She did great Hunter came back as a very happy girl

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Sage G.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5 out of 5.0 stars
80 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Thanks for taking great care of Louie, Charlotte!

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Megan H.
Sitter Profile Image: Genesis A.
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Genesis A.
Star Sitter
from
$22
per walk
5 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! :)

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Paige T.
Sitter Profile Image: Madelyn B.
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Madelyn B.
from
$20
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
10 years of experience
Wauwatosa, WI, 53213

Took great care of my babies!!

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Anthony A.
Sitter Profile Image: McKenna D.
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McKenna D.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
13 reviews
3 repeat clients
2 years of experience
Wauwatosa, WI, 53213

McKenna was great with Randall! Would definitely recommend her!

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Abby
Sitter Profile Image: Enrique A.
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Enrique A.
from
$16
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
10 years of experience
Wauwatosa, WI, 53213

About: I’ve had dogs and cats since I was a child always responsible for feeding, grooming, and walking. I love pets and would dog sit for my family and friends. I adopted my own cat my first year of grad school and have never looked back Im currently working part time as I apply for jobs after graduating medical school! I’ll have plenty of time to care for your pets and provide excellent care! I have a spacious 2 bedroom condo in a safe neighborhood for walks. I have a bedroom to setup the pets home base to make them feel comfortable

Sitter Profile Image: Taylor S.
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Taylor S.
from
$20
per walk
5 out of 5.0 stars
5 reviews
3 repeat clients
25 years of experience
Wauwatosa, WI, 53213

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I currently a salon assistant so my schedule is a little all over the place but can be as early as 730 and late as 9. For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Grace B.
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Grace B.
from
$15
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Milwaukee, WI, 53210

About: I've been taking care of my friends, family and neighbors dogs for as long as I can remember. Anything from daily to week long periods I have fed, walked, and cared for those animals, as well as overnight stays at either my home or theirs. Pet care fits extremely well into my routine, I am an online college student with a majority of free time and flexibility. I am typically up early and readily available most of the time. I remain especially cleanly in my own home and clients, making sure to clean/ tidy up after the pet as well as stay attentive to their needs. Another way I care for pets is by enjoying their company, talking, playing and interacting with them on walks and at home to make sure they are safe, happy and attended to.

Sitter Profile Image: April C.
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April C.
from
$20
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Enderis Park, Milwaukee, WI, 53210

About: As someone who’s naturally calm, observant, and patient, I connect easily with pets who need gentle energy—whether they’re playful pups, anxious rescues, or sweet senior companions. I’m a homebody at heart, so your pet will always have consistent attention, a peaceful environment, and plenty of snuggles. I’m especially comfortable with older dogs who need slower walks or extra care, and I have experience reading subtle body language cues to keep pets happy and safe. I treat every animal like my own, and I’m here for the quiet moments, quirky habits, and unconditional love that come with pet care. I have open availability so pet care is the best part of my day! I’m home often, love quiet routines, and prefer paws over people anyway. I provide care in your pet’s home where they feel most safe. I follow routines, give calm attention, cuddles, and keep their space clean and cozy.

Sitter Profile Image: Krystal D.
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Krystal D.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
31 reviews
6 repeat clients
26 years of experience
Milwaukee, WI, 53210

Krystal is greatl! Sent lots of photos for an afternoon walk while we were at work.

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Rebecca H.
Sitter Profile Image: Crystal H.
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Crystal H.
from
$20
per walk
5 out of 5.0 stars
54 reviews
13 repeat clients
15 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hello, and thank you for looking at my profile! As a dog owner myself I completely understand how hard it is to know where to turn for dog sitting. You have come to the right spot. I will make sure that while you’re out of town the only thing you need to worry about, is what drink to order. I have had cats since I was about 7 years old. I learned from a young age to be responsible for feeding them, cleaning the litter box and giving them all the love they required. I’ve also had dogs including a pup with special needs so I’ve had plenty of experience administering medicine and shots if your pup needs some extra care. I love giving dog walks, playing fetch and snuggling with them. I love and care for all animals and will treat your fur baby as my own. I’m very excited to meet your pup and make sure they are loved as if they were at home. I am currently a full time student taking classes on line so I am home nearly all day. I also live with my husband and one middle aged American bulldog named Zoe. This allows me to have a very flexible schedule. I have a medium sized fenced back yard. I live in a neighborhood next to a great walking path and three schools that have parks for playtime and sidewalks for safety. We have a room where pups can play and mess around without hurting them selves and they are welcome to the entire house unless you prefer they not be. There are no kids or cats and lots of fun toys and balls to chew on and couches to lay on.

Sitter Profile Image: Monsserath C.
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Monsserath C.
from
$12
per walk
5 out of 4.7 stars
16 reviews
4 repeat clients
2 years of experience
Enderis Park, Milwaukee, WI, 53210

Monsserath does great with my shy and anxious dog. She is very patient and understanding and has so much love to give my pup. She is super reliable and I can tell looks forward to seeing my pup every week! I am so lucky to have connected with her and look forward to working with her again in the future.

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Samantha G.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5 out of 5.0 stars
49 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

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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Amy G.
Sitter Profile Image: Patricia B.
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Patricia B.
from
$16
per walk
50 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: i HAVE HOUSE AND PET SIT DOGS FROM GREAT DANES, BERNESE MOUNTAIN DOGS, PUPPIES AND DOGS UNDER 5 POUNDS. i ALSO TOOK CARE OF CATS, RATS N A HOUSE PIG NAME BENTLEY. I PREFER STAYING IN YOUR HOME, WHERE YOUR PET FEELS SAFE AND SECURE IN THEIR OWN DOMAIN. MY SCHEDULE IS VERY FLEXIBLE. I WORK PRIMARILY ON MY BUSINESS FROM HOME AND i CAN WORK FROM WHERE EVER I AM. WITH THE USE OF INTERNET. I AM ABLE TO TRAVEL TO YOU. WHEREVER YOU ARE. I HAVE TRAVELED TO FLORIDA ALREADY TO HOUSE AND DOG SIT. i LOVE TO MEET YOUR PET FIRST TO SEE IF WE ARE A GREAT FIT. MY PREFERENCE IS YOUR HOME, AS A PET CAN ALREADY BE STRESSED THAT YOU ARE LEAVING, SO THE SAFETY AND COMFORT OF THEIR OWN HOME IS KEY TO ME. I WILL TAKE THEM IN MY HOME IF IT IS YOUR PREFERENCE.

Sitter Profile Image: Diana P.
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Diana P.
from
$10
per walk
5 years of experience
Roosevelt Grove, MILWAUKEE, WI, 53216

About: I have been pet sitting and walking pets since I was 14, I have a huge love for all pets no matter the size or needs. i have been taking care of pets even in my own neighborhood. I'm currently in college and looking to make a little money doing something I love while staying on top of my studies as well as working another job. In my home I keep a very clean and quiet environment to avoid any stress on pets. if the pet needs to be on a particular schedule, I am quick to learn that schedule and abide by it from start to end. I have a backyard and live close to multiple pet friendly parks to accommodate for any exercise and bathroom concerns

Sitter Profile Image: Jess M.
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Jess M.
from
$15
per walk
17 years of experience
Lenox Heights, Milwaukee, WI, 53210

About: I've had dogs at home since I was 6 years old. I have provided in-home, short term care, and dog walking services for fur babies of all sizes for the last 10 years! I will love & treat your dogs like my own to help ease your mind while you're away. I am a night shift nurse with a variable schedule, so I am very flexible for walks and visits. If you need late night walks, I'm your girl. If you need walks in the middle of your 9-5 day, I can take care of it for you! My dog is my entire world. She is allowed on the couch, sleeps in my bed, and goes for her own walks as often as possible. I will care for and love your pet like they're my own, regardless of the service you need!

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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Kathy S.
Rover 101
Star Sitter

Patient walker and caregiver.
Wauwatosa, WI, 53213
1.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
159 reviews
46 repeat clients
Profile image

My little Mario 🐾 gets excited when I tell him Kathy is coming to walk him. She took him for a car ride and to the park for an extra fun time. I got a full report on how my little guy is doing and I’m so happy Kathy takes such good care while I’m away.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brittni H.
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Sitter Profile Image: Brittni H.
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Brittni H.

All Breeds Welcome
Brewer's Hill, Milwaukee, WI, 53212
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
63 reviews
28 repeat clients
Profile image

Our dogs LOVE Brittni and so do we! She’s very flexible with our schedule and goes above and beyond to ensure our boys get the best of care. I highly recommend Brittni for any of your pup’s needs!

Availability updated 4 days ago
Sitter Profile Image: Kat K.
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Sitter Profile Image: Kat K.
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Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

All of us love having Kat walk our dog. She is usually hesitant to go with someone she doesn’t know, but took to Kat immediately and loves going for a walk with her. I would absolutely recommend Kat!

Availability updated 24 days ago
Sitter Profile Image: Caitlin K.
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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter

Dogs are life
Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 out of 5.0 stars
20 reviews
8 repeat clients
Profile image

Caitlin was super friendly and respectful. She followed all my instructions and took awesome care of my dog Remi. We will definitely work with her again!

Availability updated today
Sitter Profile Image: Lenys H.
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Sitter Profile Image: Lenys H.
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Lenys H.

Pets don’t need us, we need them!!
Milwaukee, WI, 53216
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.8 stars
13 reviews
5 repeat clients
Profile image

She did great Hunter came back as a very happy girl

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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Charlotte M.

happy pets, happy life
Milwaukee, WI, 53210
0.4 mi. away
Drop-In Visits, Dog Walking
from
$21
per walk
5 out of 5.0 stars
80 reviews
8 repeat clients
Profile image

Thanks for taking great care of Louie, Charlotte!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Genesis A.
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Sitter Profile Image: Genesis A.
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Genesis A.
Star Sitter

Exercise, relax time and hugs! :)
Old North Milwaukee, Milwaukee, WI, 53209
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

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! :)

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Madelyn B.
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Sitter Profile Image: Madelyn B.
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Madelyn B.

Hi! I'm Maddie!
Wauwatosa, WI, 53213
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Took great care of my babies!!

Availability updated 4 days ago
Sitter Profile Image: McKenna D.
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Sitter Profile Image: McKenna D.
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McKenna D.
Star Sitter

Paws in good hands:)
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

McKenna was great with Randall! Would definitely recommend her!

Availability updated yesterday
Sitter Profile Image: Enrique A.
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Sitter Profile Image: Enrique A.
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Enrique A.

Professional Patter
Wauwatosa, WI, 53213
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
5 reviews
1 repeat client

Enrique has been a true blessing for me and my anxious Bichon Frise. My dog is usually nervous around new people, but Enrique’s calming presence put him at ease right away. He’s incredibly reliable, caring, and treats my pup like family. I always have peace of mind knowing my dog is in Enrique’s hands. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Taylor S.
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Sitter Profile Image: Taylor S.
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Taylor S.

French bulldog mommy of two!
Wauwatosa, WI, 53213
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
5 reviews
3 repeat clients

Taylor has watched our 2 large dogs (a Bernese and the second, a Pitt mix) several times and I cannot say enough about what a great job she does! She is so attentive to the dogs and they absolutely adore her. She is professional, keeps the house clean, is always conscientious of time and puts the dogs as the top priority. I highly recommend her!

Availability updated 54 days ago
Sitter Profile Image: Grace B.
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Sitter Profile Image: Grace B.
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Grace B.

I love all dogs and dogs love me!
Milwaukee, WI, 53210
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
5 reviews
1 repeat client

I would highly recommend Grace for all of your pet care needs. She does an amazing job with our rescue dog Mira. Mira is very dog reactive but Grace’s is able to help her stay calm. We have utilized Grace for dog waking and pet sitting.

Availability updated 46 days ago
Sitter Profile Image: April C.
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Sitter Profile Image: April C.
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April C.

Calm, Cozy & Pet-Approved.
Enderis Park, Milwaukee, WI, 53210
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
3 reviews
1 repeat client

I’m thrilled to recommend my friend April for anyone looking for a trustworthy, attentive, and loving pet sitter on Rover. She has a natural way with animals—patient, gentle, and genuinely caring. Whether it’s dogs, cats, or more unique pets, April treats each one like family. What really sets her apart is her attention to detail. She follows care instructions to the letter and always goes the extra mile to make sure pets are comfortable and happy. On top of that, her communication is top-notch—you’ll always know how your pet is doing with regular updates and photos that show just how much they’re being cared for. If you want peace of mind while you’re away, April is the one to trust. Your pets will be in excellent hands.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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Krystal D.
Star Sitter

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

Krystal is greatl! Sent lots of photos for an afternoon walk while we were at work.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
54 reviews
13 repeat clients

I’ve known Crystal for 11 years and she has always been a responsible pet owner and would be a great pet sitter. Crystal has had both cats and dogs during the time I’ve known here as well as a turtle! She loved them all. When she lived in Panama she started a meet up group of dog owners so her puppies would have a group of dogs to play with that would meet almost daily. They would even have pet birthday parties! One of Crystals dogs was a stray that she took in and it turned out he had some health issues. Crystal didn’t shy away or surrender the dog, instead she rose to the challenge. She made sure that dog had everything it needed to live as long and as loved as it possibly could. I know she would give him medicine on a daily basis and even administered IV fluids. Crystal is a an animal lover! She makes bandanas for all the neighborhood dogs and sets up play dates for her current dog to play and run around with other dogs. She walks her dog almost religiously, every day, sometimes twice a day. She even started an Instagram for her dog. Her and her husband built an amazing dog house for their dogs with a doggy door, windows and even a deck! She is as loving, caring and responsible of a person as you will find and would make an excellent pet sitter. I’d definitely let her take care of my pets and would recommend her to anyone looking for a trustworthy caring pet sitter.

Availability updated 3 days ago
Sitter Profile Image: Monsserath C.
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Sitter Profile Image: Monsserath C.
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Monsserath C.

star of love
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per walk
5 out of 4.7 stars
16 reviews
4 repeat clients
Profile image

Monsserath does great with my shy and anxious dog. She is very patient and understanding and has so much love to give my pup. She is super reliable and I can tell looks forward to seeing my pup every week! I am so lucky to have connected with her and look forward to working with her again in the future.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
Dineen Park, Milwaukee, WI, 53216
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

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 ?

Availability updated 6 days ago
Sitter Profile Image: Patricia B.
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Sitter Profile Image: Patricia B.
Verified Enhanced Background Check

Patricia B.

SPOILER ALERT- LOVE AND AFFECTION
Saint Joseph, Milwaukee, WI, 53210
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
1 review

Patty is an excellent pet sitter. She has taken care of our 3 fur babies as well as our home on several occasions. If you need someone to watch and care for your pets as if they were her own, I can't recommend Patty enough.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Diana P.
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Sitter Profile Image: Diana P.
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Diana P.

I have a huge love for all pets.
Roosevelt Grove, MILWAUKEE, WI, 53216
0.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$10
per walk
3 reviews

Diana is a great dog sitter!! She took care of my dogs for a couple of days without a problem. She's great with communicating with us and very professional. Always in touch with us every time she's taking care of the dogs and sending update pictures. She's very reliable! we can always count on her when we have to leave town for a couple of days on a short notice. One of my dogs needs to take medication daily and she was very good with being on task with her meds and made sure to ask any questions if necessary. My dogs can be a very energetic and she is a pro at handling them. My dogs love her! every time they see her they get really exited! She's the best of the best!

Availability updated 26 days ago
Sitter Profile Image: Jess M.
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Sitter Profile Image: Jess M.
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Jess M.

Local & committed to your pup!
Lenox Heights, Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
2 reviews

Jess loves all animals especially dogs and we see that every time she takes care of our 2 dogs. She is always on time when we have needed her to walk or stay with our dogs. We never have to worry because she is very responsible and respectful and she communicates very well.

Availability updated 48 days ago

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