Dog Walking in Lenox Heights, Milwaukee, WI

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Top rated Lenox 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
158 reviews
45 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Kathy was amazing with my very anxious dog. She communicated well throughout her entire visit and looking forward for her to take care of my little Sophie again!

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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: 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: 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: 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

Lenys was very responsive and a good walker!

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Lindsey V.
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
79 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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J F.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
72 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: 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: 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: April C.
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April C.
from
$20
per walk
5 out of 5.0 stars
3 reviews
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: April S.
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April S.
from
$20
per walk
5 out of 5.0 stars
2 reviews
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: 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: 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: 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: 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: Amanda C.
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Amanda C.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
14 reviews
3 repeat clients
8 years of experience
Milwaukee, WI, 53213

About: As a lifelong animal lover with years of hands-on experience, I'm dedicated to providing personalized attention and affection to every pet I care for. Whether it's energetic playtime, peaceful walks, or cuddles on the couch, I adapt to meet each pet's unique needs. I understand the importance of routine and communication, ensuring your furry friend feels safe and loved while you're away. Trust me to care for you pet like they're my own! I currently work full-time at a local nonprofit near where I live. My evenings and weekends are free and completely dedicated to your pets and mine! When caring for pets in your home, I prioritize their safety, comfort, and happiness. I follow your instructions closely to maintain their routine and ensure they feel secure in their environment. I treat your home with the utmost respect and keep you updated with regular messages and photos, so you always know how your pet is doing. Building trust with both you and your pet is my top priority, and I'm committed to creating a stress-free experience for everyone involved.

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

Kathy was amazing with my very anxious dog. She communicated well throughout her entire visit and looking forward for her to take care of my little Sophie again!

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
1.1 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 19 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
1.0 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
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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 yesterday
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
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
5 reviews
1 repeat client
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Took great care of my babies!!

Availability updated 2 days ago
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
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.8 stars
13 reviews
5 repeat clients
Profile image

Lenys was very responsive and a good walker!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
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
1.0 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 2 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
0.7 mi. away
Drop-In Visits, Dog Walking
from
$21
per walk
5 out of 5.0 stars
79 reviews
8 repeat clients
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Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

Availability updated 4 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
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5 out of 5.0 stars
72 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: 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
0.7 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 50 days ago
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
1.8 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 4 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
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
3 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 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
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
2 reviews

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 yesterday
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
0.7 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 3 days ago
Confirmed availability for Labor Day Weekend
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
0.6 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 2 days ago
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
1.0 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 19 days 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
0.6 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 today
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
1.0 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 wonderful. You can tell she genuinely loves animals. It can be nerve wracking to have someone watch your pet, but I would not hesitate to have Brooke back! She did an overnight with our dog while we were away and it was so comforting knowing our dog was safe and didn’t have to change up his routine. She took him on multiple walks, played with him outside, made sure his medications were given at night, and we loved getting pup-dates (pictures). Prior to watching our dog, she asked great questions to make sure she had the information she needed to ensure success! If you are looking for someone responsible, kind, honest, and helpful, I recommend Brooke.

Availability updated 25 days ago
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
0.8 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 yesterday
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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Amanda C.
Rover 101
Star Sitter

Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
14 reviews
3 repeat clients

Amanda was great with my dogs! She walked them as agreed and they hardly missed me while I was gone. I’m so glad I didn’t have to board them! Will definitely be booking with her in the future!

Availability updated 24 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
0.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
2 reviews

Jess is the most kind, compassionate, caring person you will ever met. She cares for anyone’s dog like they are her own child. I have dogs of my own and she has been around them and interacted with them many times and always greets them with pets and snuggles. She takes her dog to the dog park and interacts with many different types of dogs and owners. This makes her a well versed and reliable dog watcher.

Availability updated 43 days ago

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