Dog Walking in Enderis Park, Milwaukee

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Top rated Enderis Park 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
157 reviews
45 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Kathy is great, She has been taking such good care of Sophie and spending so much time with her letting her get adjusted to evening walks, my girl is very shy with strangers and very appreciated!

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Lisa H.
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: 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: Caitlin K.
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Caitlin K.
Star Sitter
from
$15
per walk
5 out of 5.0 stars
18 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: 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: Charlotte M.
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Charlotte M.
from
$21
per walk
5 out of 5.0 stars
77 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: Michelle Y.
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Michelle Y.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
71 reviews
21 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle was a lifesaver for a last minute booking. Great correspondence, timely arrival and excellent skills with my dog. Will definitely book again. Thank you!

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Kenneth K.
Sitter Profile Image: Enrique A.
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Enrique A.
from
$16
per walk
5 out of 5.0 stars
5 reviews
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: Sharla B.
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Sharla B.
from
$20
per walk
5 out of 5.0 stars
6 reviews
2 repeat clients
23 years of experience
Wauwatosa, WI, 53213

About: I grew up on a farm with all kinds of animals and with dogs my whole life! Friends always ask me to watch their dogs because they know how much I love to! I have done a variety of services on Rover over the past few years. I will soon graduate from PA school and will have many months before I start my job. I’m looking to fill that time with fun activities and also trying to make a little bit of money! I will have lots of time to give your dog(s) some love! I’m currently a physician associate student so my schedule varies. I graduate in a few short weeks and will then have a wide open schedule! I live in a large house with my older sister. We live in a quiet neighborhood and have a small unfenced backyard! Caring for dogs at their respective houses is preferable.

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: April S.
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April S.
from
$20
per walk
14 years of experience
Wauwatosa, WI, 53213

About: Lifelong animal lover with a soft spot for pups and kitties of all kinds—raised dogs from puppy zoomies to sweet old souls, cared for sick pets with heart, and the go-to sitter for friends and neighbors. I treat every animal like the quirky little legend they are—each one with their own vibe, needs, and love language. Whether it’s snuggles, playtime, meds, or just good vibes, I’m here for it all. 🐾♊️ I currently work remote and PT so I have plenty of time to pop over to your house for a mid-day or evening potty situation. Whether in my home or yours, pets get the full VIP treatment. At our home, they're part of the family (we have 2 very friendly dogs & a fenced in yard)—cozy spots to nap, daily playtime, walks, and tons of love. In your home, I keep their routine consistent and their energy happy—feeding, snuggling, walking, and hanging out like their favorite human stand-in. I tune into each pet’s unique vibe and make sure they feel safe, seen, and totally adored

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: April C.
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April C.
from
$20
per walk
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: Curtis K.
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Curtis K.
from
$16
per walk
10 years of experience
Wauwatosa, WI, 53213

About: Dogs are my kind of people, loyal, silly, soulful, and always ready for a good walk or cuddle. I bring genuine enthusiasm to every visit, whether it’s tossing a tennis ball for the fifth time or patiently encouraging a shy pup to come out of their shell. Because I truly love dogs, I pay close attention to their routines, moods, and energy levels. Whether it’s a rambunctious retriever or a slow-strolling senior, I adapt my care to what makes them happiest and healthiest. Your dog isn’t just a client they become part of my daily joy. Pet care blends seamlessly into my daily rhythm, acting as gentle checkpoints that anchor my routine. Feeding, cleaning, and playtime create consistency, while weekly tasks like grooming or toy rotation keep things fresh. These moments build a quiet connection between me and my pet and often serve as welcome pauses in a busy day. For happy, healthy pets at home, stick to consistent routines, clean litter boxes and feeding schedules for cats, daily walks and playtime for dogs. Offer cozy spaces, rotate toys, and check their health regularly. A bit of structure and love goes a long way for any furry friend.

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: Melainie T.
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Melainie T.
from
$22
per walk
5 out of 5.0 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
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: Brooke L.
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Brooke L.
from
$25
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
15 years of experience
Cooper Park, Milwaukee, WI, 53222

About: I have experience pet-sitting and walking dogs and caring for cats of all ages. I am comfortable with post-op care and administering medications. I will care for your pets as if they are my own! I am available most mornings (before 6 am), evenings (6-9 pm), Fridays, and weekends! I am interested in taking dogs for walks and drop-in visits for dogs and cats. The care and safety of your pets and home are extremely important to me, as a cat mom to four kitties. I am happy to adhere to your preferences and requests for your pet’s comfort and safety.

Sitter Profile Image: Cassie & Ben O.
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Cassie & Ben O.
from
$25
per walk
5 out of 5.0 stars
27 reviews
11 repeat clients
9 years of experience
Enderis Park, Milwaukee, WI, 53210

Cassie was excellent to work with, quick to respond, and followed all instructions for our pup. There was even a large storm that came through and she still followed through with walking Stark albeit the bad weather. We highly recommend Cassie to anyone in the area and look forward to working with her in the future!

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Jacob W.
Sitter Profile Image: Sara & Caleb M.
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Sara & Caleb M.
from
$20
per walk
5 out of 5.0 stars
4 reviews
25 years of experience
Milwaukee, WI, 53210

About: My partner Caleb and I are dog lovers! We’ve cared for various pets for most of our lives. We would happily care for your pup like we do our own. We are typically home on weekends and Caleb is home working during the day. I can provide early morning and evening walks, Caleb takes a mid-day walk as well. We love our pup, Lillie, and understand how important attentive care is when considering someone else to watch your fur baby. We have a fenced back yard with a locked gate. We do not leave Lillie alone ever (she has separation anxiety) and therefore, we would be available to give your pup the same level of attention (which, of course, we can all agree they deserve 🩵🐾).

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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
0.5 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
157 reviews
45 repeat clients
Profile image

Kathy is great, She has been taking such good care of Sophie and spending so much time with her letting her get adjusted to evening walks, my girl is very shy with strangers and very appreciated!

Availability updated today
Confirmed availability for Labor Day Weekend
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
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
4 reviews
1 repeat client
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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 14 days ago
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
0.5 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 today
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
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 out of 5.0 stars
18 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 17 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
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
13 reviews
3 repeat clients
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McKenna was great with Randall! Would definitely recommend her!

Availability updated 4 days ago
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
1.1 mi. away
Drop-In Visits, Dog Walking
from
$21
per walk
5 out of 5.0 stars
77 reviews
8 repeat clients
Profile image

Thanks for taking great care of Louie, Charlotte!

Availability updated 50 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter

Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5 out of 5.0 stars
71 reviews
21 repeat clients
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Michelle was a lifesaver for a last minute booking. Great correspondence, timely arrival and excellent skills with my dog. Will definitely book again. Thank you!

Availability updated today
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
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
5 reviews

Enrique was absolutely incredible. He boarded my cats at his place for an extended stay, and they felt instantly so comfortable with him! He gave great updates with pictures and videos, was easy to reach, flexible, and asked great questions. I know my kitties got so much love and attention with Enrique, they looked like they had a blast! Enrique also stayed at my apartment before to watch my pets. He left everything as he found it - in fact, even cleaner! He always made sure to bring in the mail/packages/etc. I will be sure to reach out to him in the future with any pet/house care needs as I trust him completely! So easy to work with, friendly, professional, and respectful. 10/10 recommend.

Availability updated 27 days ago
Sitter Profile Image: Sharla B.
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Sitter Profile Image: Sharla B.
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Sharla B.

I can’t wait to meet your dog(s)!!!
Wauwatosa, WI, 53213
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
6 reviews
2 repeat clients

Sharla was a great person to work with! She took amazing care of our old yellow lab and communicated with us at all times throughout our vacation. We’ve worked with her a few times now and it’s been great each time - would highly recommend!

Availability updated 5 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
0.2 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 yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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April S.

Your Pet’s Fun, Loving Sidekick!
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per walk
1 review

Hi! I’ve known April for 25 years and can attest that since I’ve known her she’s always had a special place in her heart for all pets. She’s a fantastic mom to her own two pups, and an equally as wonderful auntie to my 2 kitties. Not only that, she is reliable, timely, and a very responsible person. She will care for all the fur babies as if they were her own.

Availability updated 17 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
0.4 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 today
Confirmed availability for Labor Day Weekend
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
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
2 reviews

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 today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Curtis K.
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Sitter Profile Image: Curtis K.
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Curtis K.

Dog - Approved, Cat - Certified
Wauwatosa, WI, 53213
0.9 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
1 review

Curt is one of those rare people who animals just get, and the feeling is mutual. He’s calm, kind, and genuinely attentive, which makes pets instantly feel at ease around him. I’ve seen him go the extra mile to make sure every tail is wagging and every whisker feels safe..Whether it’s long walks, belly rubs, or just respectful quiet company, Curt treats every pet like family.

Availability updated 13 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
0.8 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 44 days ago
Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
0.4 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
43 reviews
15 repeat clients
Profile image

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

Availability updated 3 months ago
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
0.2 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 49 days ago
Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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Brooke L.

Cat mom
Cooper Park, Milwaukee, WI, 53222
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
5 reviews
1 repeat client

Brooke is an excellent pet caregiver. She's been watching my cat when we are out of town or serval years now. She is responsible and loving making sure to spend extra time with my cat during an extended vacation. I would high recommend her as a pet caregiver to anyone.

Availability updated 19 days ago
Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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Cassie & Ben O.
Rover 101

Animal Loving Full Time Pet Sitter
Enderis Park, Milwaukee, WI, 53210
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
27 reviews
11 repeat clients
Profile image

Cassie was excellent to work with, quick to respond, and followed all instructions for our pup. There was even a large storm that came through and she still followed through with walking Stark albeit the bad weather. We highly recommend Cassie to anyone in the area and look forward to working with her in the future!

Availability updated today
Sitter Profile Image: Sara & Caleb M.
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Sitter Profile Image: Sara & Caleb M.
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Sara & Caleb M.

Your pups home away from home 🐾🐾
Milwaukee, WI, 53210
0.1 mi. away
Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
4 reviews

Sara is a reliable, pleasant, hardworking care giver for my pup and I am so grateful for everything that she does. She is simply the best!

Availability updated 46 days ago

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