Dog Walking Clarke Square

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Over 2
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Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 292 reviews
82 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

“Leandrea always provides stellar service and communication no matter what she does. We had Leandrea stay in our house and used her walking services. Each time she was awesome in both caring for my scared dog and with communication!”

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Eric T.
Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 84 reviews
31 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

“Vanessa has been walking my dog regularly for several weeks now and I couldn’t be happier with her help. She’s been very patient and loving with my dog, flexible on the schedule, and provides great walk reports and pictures. Thanks, Vanessa!”

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Lily D.
Sitter Profile Image: Jordann M.
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Jordann M.
from
$18
per walk
1 year of experience
Walker's Point, Milwaukee, WI, 53204

About: I have two kitties at home that are my babies, I understand how difficult it can be to find a trustworthy caretaker. I am reliable and will treat your pets with the utmost care and respect! I currently work full time on a rotating 2-2-3 schedule so I have flexible weekday and weekend availability in the early morning, afternoons, and evenings. At home, I care for my two cats, I know how important it is to keep exit doors shut, keep harmful foods out of reach, and stick to a strict routine. I bring that exact same high level of alertness and respect into your home during drop-in visits. When we are out on walks, your pets will have my full, undivided attention. You can trust that I will strictly follow all of your specific instructions regarding locking up your house, leashing, commands, and food allergies to ensure your pet is safe.

Sitter Profile Image: Diana M.
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Diana M.
from
$16
per walk
5 years of experience
Milwaukee, WI, 53202

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Steven S.
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Steven S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Walker's Point, Milwaukee, WI, 53204

“Steven was fantastic! As a first-time dog owner, I’ve never left my puppy alone or with anyone else until now, so this was a big step for me. I’m so grateful to have found someone I (and Moose!) trust and feel comfortable with. He took great care of Moose, and it definitely showed - Moose is happy and completely worn out after the day. Thank you for taking such good care of him!”

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Gillian H.
Sitter Profile Image: tanya h.
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tanya h.
from
$25
per walk
5.0 out of 5 stars
• 28 reviews
14 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Tanya was so great to Callie! She had excellent communication and was very reliable. I trust her with the pup and being in my apartment. Will for sure use her dog walking services again in the future.”

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Ashley K.
Sitter Profile Image: Michaela K.
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Michaela K.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Michaela took great care of Sadie Grace! She was reliable and communicated well. I would recommend her for your pup’s care”

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Mary
Sitter Profile Image: Edgar J.
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Edgar J.
from
$16
per walk
7 years of experience
Merrill Park, Milwaukee, WI, 53208

About: I have been taking care of dogs for 7 years with backgrounds in daycare, training, and grooming. I can provide some or all of these components to my sessions with your pet. Pet care is a full time routine for me. I’m available and ready to put your fur baby in my schedule! I can be as active as your pet needs or the perfect couch potato partner. I care for the animals and the home based on client needs. I also am K9 & Feline CPR certified. It’s fun to me to try and find the activities and enrichment that best suit the pet and try to give them the best day possible with me.

Sitter Profile Image: Melissa V.
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Melissa V.
from
$15
per walk
27 years of experience
Bay View, Milwaukee, WI, 53207

About: I have over 27 years of personal dog care experience, looking to help those in the community that need their best friends walked and cared for. My soulmate Olaf crossed the rainbow bridge May 2026 and I am looking to utilize my energy to help those in the community care for their dogs. I live with two Dachshund mixes that aren't much of walkers themselves, so I'd love to walk with some dogs that appreciate time outdoors. In that 27 years, I have experience with multiple breeds including "bully" breeds and small dogs. I have worked with numerous types of dog breeds and sizes, and personalities, and I open to work with any dog that needs that special care while you are out. I have experience with different harness and leash types, as well as environments for taking your dog on a stroll (city, country, downtown, etc). I practice patience with each new dog for them to get to know and trust me, while adding some fun and extra pats into the mix. I have a fairly set work schedule though can be available any evening of the week with proper notice. I am open to discuss availability to help care for your dog and get them the care they need while you are taking care of others things. For dog walking services and drop-ins, it will be best for me to come to your home to care for them to best accommodate you and your dog's needs.

Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
18 repeat clients
20 years of experience
Riverwest, Milwaukee, WI, 53212

About: I’m Back! 🐾 Experienced 5-Star Sitter, Nurse & Lifelong Animal Lover! After a three-year break from Rover, I’m excited to be back! I’ve truly missed the joy that comes from caring for your fur babies, building relationships with them, and giving pet parents peace of mind knowing their pets are in loving hands. I’ve had dogs my entire life and have always believed they’re more than just pets—they’re family! I’m a proud dog mom to two pups of my own, Opal and Nash, and understand just how important it is to find someone you can trust with your four-legged family members. A little about me: I’m a registered nurse with a background in critical care and care coordination. I recently earned my Master’s degree in Nursing Leadership and Administration and am currently pursuing my MBA in Healthcare Administration. Nursing has taught me to be compassionate, dependable, attentive to detail, and calm under pressure—all qualities I bring to caring for animals, too! With 37 five-star Rover reviews, I’m grateful for the trust so many families have placed in me over the years. Whether it’s a long walk, some playtime, a potty break, or simply extra love and attention while you’re away, I treat every pet as if they were my own. While my schedule is a little more limited these days between nursing, graduate school, and life with my own pups, I’d love to continue doing something that brings me so much happiness! I’m currently offering dog walking and drop-in visits only, rather than overnight stays or boarding. I know how much your pets mean to you, and my goal is to make sure they’re happy, comfortable, safe, and well cared for while you’re away. You can count on plenty of TLC, reliable communication, and photo updates along the way! I can’t wait to reconnect with familiar furry faces and meet some new ones! 🐶💕 I currently work full-time Monday through Friday usually until 3:30p or 4p I’d love to help with walks/cares in the evenings or a play date with my dogs; we have a big fenced in yard and love walks. I’d also love to board or do cares over the weekends that I’m free! I have a fenced in yard and love to walk around my safe neighborhood near Mount Mary University; I can also come to your home and care for your pets there. I am happy to meet you/your pet(s) ahead of time to ensure it’s a good fit. Very flexible and prefer detailed instructions to ensure I give them the best care!

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

“Lilyia was so great! She was super responsiva and communicative and took our walk requests on last minute notice.”

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Courtney & Jack J.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
5 years of experience
Wauwatosa, WI, 53213

“Reliable, great communication, helped us out last minute! Would definitely recommend.”

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Stephanie D.
Sitter Profile Image: Liz B.
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Liz B.
from
$25
per walk
5.0 out of 5 stars
• 47 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz is a great communicator and it was clear the first time we met that she knows a lot about dogs. Liz has been great so far with our pup and are glad Liz now is a regular part of our schedule!”

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Nicole S.
Sitter Profile Image: Karla D.
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Karla D.
from
$18
per walk
4.8 out of 5 stars
• 12 reviews
5 repeat clients
5 years of experience
Juneau Town, Milwaukee, WI, 53202

About: Hi there! I’m Karla DJ, your soon-to-be pet care companion! By day, I work at a desk with computers, so I cherish the breaks I get to spend caring for pets—it’s the perfect way to recharge! In my free time, I love DIY projects and training my own dog, Lola. I’ve been an animal lover all my life, growing up with two turtles, a guinea pig named Bobo, a Shih Tzu mix named Chucho, and a Pomeranian named Princess. Over the years, I’ve also been a rescue mom and the go-to dog sitter for friends and family. One of my favorite stories? While living in Houston, I met the sweetest rescue pup and instantly knew she was meant to be mine—that’s how Lola, my loving Carolina mix (and partner in crime!), joined my life. Now, as I train Lola at home, I’d love to extend that care to your pets too! Whether it’s a refreshing walk, a fresh bowl of water, or some extra playtime and treats, I’m here to make their day brighter. Plus, I live with my sister, so your furry friends will get double the love and attention! I can’t wait to meet your pets and help make their days happier! I'm a morning person and my day starts a 5am! With so much time I'd love to be more productive and help others with their pets. I'm available all day Saturday to Sunday and during the week depends but very flexible from Monday to Wednesday. **I'm happy to help with all your pet care needs!** Whether it's refilling food and water, administering medications, keeping your home pet-secure, or providing walks and car rides - I've got you covered. Your pet's comfort and safety are my top priorities! Let me know how I can best care for your furry friend. I look forward to helping!

Sitter Profile Image: Simon K.
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Simon K.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Simon was excellent. Thanks again!”

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Hannah R.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$20
per walk
4.8 out of 5 stars
• 19 reviews
3 repeat clients
14 years of experience
Milwaukee, WI, 53202

About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation, & started rover sitting during college! An actor, bartender, & graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.

Sitter Profile Image: Alena H.
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Alena H.
from
$32
per walk
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53202

About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!

Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53215

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis did a very good job walking my dog Mikah while I was away. He is very friendly and my dog warmed up to him instantly. He was very persistent with the report cards and sending photos. Definitely would work with him again and recommend!”

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Shari S.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
• 117 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

“Thanks for taking great care of Louie, Charlotte!”

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Megan H.
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The median cost per walk for dog walking in Clarke Square is $20

Dog parents share their Rover experiences - Clarke Square

1 / 1
5.0 out of 5 stars

I really like Lea! I had been messaging her on and off for a few months bc before our original meet and greet, my dog got injured so we had to delay starting walks together. She said she would follow up with me, and actually did! I’ve had many experiences here where walkers just ghost me or don’t show up to meet and greets. It was refreshing to connect with someone reliable! Normally my dogs get very anxious and pace and pant when meeting new people- not with Lea. They both laid down right away and weren’t anxious at all. I caught the end of one of their walks and Lea was so responsive to my senior dog who had started to slow down— she immediately adjusted her pace to match my dog. It was a small but important detail. She is consistent, reliable, and trustworthy. You can really tell Lea enjoys what she does. She takes the added step of putting time and effort into the relationship with dog parents which is a crucial step, often missed by walkers. I highly recommend booking her for your animal needs. She’s now my primary dog walker! 10/10 ⭐️⭐️⭐️⭐️⭐️

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Jasmine S.
Dog Walking
5.0 out of 5 stars

Jessica is great. She’s so helpful with last minute requests. Walks, feeds and plays with my pup. Highly reliable and recommended.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Great experience! Erica has excellent communication skills and was very easy / flexible to work with! Would recommend!

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Karthik S.
Dog Walking
5.0 out of 5 stars

Kayla was great with my two little guys and i’ll definitely book her again. she responded promptly to my messages and gave me updates along the way

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Damian M.
Dog Walking
5.0 out of 5 stars

Logan and Lola are so excited to see Kale every time! They always come home smiling and tired, and Kale has been awesome at reinforcing our training for Lola.

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Alicia C.
Dog Walking
5.0 out of 5 stars

Neida is a responsible and flexible dog walker/sitter. She communicates well and is responsive. I know that Josie enjoys having her come.

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Lisa S.
Dog Walking
5.0 out of 5 stars

Samantha has been great with walking our dog, Florence, every week! She’s always on time, thoughtful, and provides so much detail, even though the walks are only 30 minutes. My wife and I highly recommend her!

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Tom S.
Dog Walking
5.0 out of 5 stars

Dana has been fantastic to work with and has taken great care of my dog, Vincent! She is thorough, attentive to details, and always sends reliable updates during/after her visits. She is also very responsive and flexible whenever last-minute schedule changes come up, which I really appreciate. Vincent and I would highly recommend Dana to anyone in the Milwaukee and Third Ward area looking for a reliable, trustworthy person to care for their pet!

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Lilly M.
Dog Walking
5.0 out of 5 stars

Jodi is so great! She is very flexible with my last minute booking and has been great with our dog! She presents with great communication as well! Would recommend!

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Kinga P.
Dog Walking
5.0 out of 5 stars

Hana was so sweet and walked my dog for me on very short notice. My dog liked her right away and it's very apparent that she is an animal person. I will definitely be booking with her again!

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April P.
Dog Walking
5.0 out of 5 stars

Alex is completely reliable and cares about the dogs in her care. She goes above and beyond for her clients and is always friendly and easy to work with. You won’t find a better person to help with your pets.

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Amy N.
Dog Walking
5.0 out of 5 stars

If I could leave 6 stars I would! Sarah went out of her way to pick up my keys and took great care of my pup!

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Loribeth C.
Dog Walking
5.0 out of 5 stars

Autumn was able to help me last min walk my dog and feed him. Very easy to communicate with. Will definitely use her in the future.

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Jeffrey K.
Dog Walking
5.0 out of 5 stars

Rebecca was very good at communicating. Quickly got back to me when I was looking for a person to walk Knox. Very polite and nice.

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Jeffrey K.
Dog Walking
5.0 out of 5 stars

Ivy was great with my anxious dog! Very understanding and patient. I appreciate her willingness to do a meet and greet before the 1st walk.

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Melissa D.
Dog Walking
5.0 out of 5 stars

Great things to say about Riley! Will definitely use her again. Very professional and timely and was great with my dog!

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Alayna H.
Dog Walking
5.0 out of 5 stars

This is the third time we have had Emily come help take care of our dog and I have nothing but great things to share. She is always on time, sends great pictures, but most importantly I know that she is attentive to our dog and her needs. For example, a few weeks ago, Emily watched our dog for a weekend when we were out of town. At that time, I gave instructions to let the dog out in the backyard before going on the first walk of the day because our dog always has a few zoomies first thing in the morning and it will make the walk smoother. When she came to do an AM walk this time, she remembered about the zoomies and let our dog out back for a few minutes before heading out. I hadn’t remembered to remind Emily of that, so it felt great knowing that she took initiative and catered to our dog’s specific habits/needs. Additionally, I had a neighbor share (unprompted) that they noticed how wonderful the interactions were between Emily and our dog. They said that they heard Emily talking to our dog when they were together and really focused on her, not just going through the movements of taking a dog for a walk. I will continue to book Emily and can confidently recommend her.

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Sabrina C.
Dog Walking
5.0 out of 5 stars

Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!

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Nina S.
Dog Walking
5.0 out of 5 stars

Isabella is a prompt and efficient dog walker. My pup was excited to see me when returning home from work and I was excited that my apartment showed no signs that he was stressed or anxious since he saw a friend midday!

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Noah S.
Dog Walking
5.0 out of 5 stars

Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!

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Lauren W.
Dog Walking
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