Doggy Day Care in Washington Heights, Milwaukee, WI

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Washington Heights doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$35
per day
5.0 out of 5.0 stars
80 reviews
25 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!

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Yi-Lee T.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$35
per day
5.0 out of 5.0 stars
59 reviews
23 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

Michelle took care of my very shy basset and he had a great time. He warmed up to her immediately and I was confident that they would do well together for the day. She sent several pictures of what they were doing over the course of the day. I am very pleased with Michelle and will definitely use her again.

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Janet W.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5.0 stars
191 reviews
100 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

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Calvin E.
Sitter Profile Image: Dawn K.
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Dawn K.
from
$40
per day
5.0 out of 5.0 stars
9 reviews
2 repeat clients
13 years of experience
Wauwatosa, WI, 53213

About: Are you seeking compassionate care for your pup? I specialize in providing dedicated care for senior dogs, tailored to their unique needs. I am also open to caring for younger pups and/or cats. 🐶 About Me: With experience caring for my diabetic dog, Cody, I understand the importance of attentive care and patience. Unfortunately, we recently had to put our Cody boy down due to old age and diabetes. I am now open for dog walking, drop-ins, boarding and in-home care. 🩺 Specialized Care: Whether your pup requires medication, insulin shots every twelve hours, or a gentle hand, I'm here to provide the attention and assistance they need. 📞 Contact: Reach out today to discuss your dog's needs and schedule a meet-and-greet! I am currently on a career break and have plenty of flexibility in my schedule to come to your home for pet care. I can be flexible for drop-in care and/or walks throughout the day I will tailor care for your pet depending on their individual needs. I have experience with administering medicine if needed. Each pet has their own needs and schedule.

Sitter Profile Image: Monsserath C.
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Monsserath C.
from
$45
per day
4.9 out of 5.0 stars
29 reviews
12 repeat clients
2 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hello! 🐶🐱 I have experience caring for all types of animals from a very young age. Over the years, I have cared for roosters, chickens, ducks, rabbits, dogs, kittens, and goats 🐔🦆🐰🐕🐈🐐. I truly enjoy spending time with animals playing with them, taking them on walks, and providing loving care such as bathing and daily attention. I began working professionally as a pet caregiver at the age of 20, offering my services to neighbors, friends, and family 🤍. I strongly believe that animals are incredibly intelligent, sensitive, and full of love. This work has given me many beautiful and meaningful experiences, all thanks to the wonderful pets that have come into my life 🐾✨ I recently arrived in the country and have been living in Milwaukee for a little over a year 🇺🇸🏙️ a beautiful city that I truly enjoy. I am currently looking for a part time job that allows me to balance my time between my studies and my work as a body piercing artist 💎✨. At the same time, I am seeking opportunities to do what I genuinely love and feel passionate about: caring for pets 🐶🐱. I enjoy walking them, providing attentive care, and making sure they feel safe, happy, and loved 🐾💖. Working with animals brings me great joy, and I am committed to offering responsible, compassionate, and reliable care. I provide loving and attentive care both in my home and in my client’s home 🏡🐶. I live near a park, which allows me to take dogs on fun and safe walks, playtime, and exercise outdoors 🌳🦴. At home, I have a variety of toys and engaging activities to keep pets mentally stimulated and happy 🧸✨. I always follow each pet’s routine, including feeding schedules, walks, playtime, and rest. My goal is to create a calm, safe, and loving environment where pets feel comfortable, cared for, and treated like family 🐾💖.

Sitter Profile Image: Nylia G.
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Nylia G.
from
$29
per day
5.0 out of 5.0 stars
2 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

About: All my life animals have been a part of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dog, taking him on walks, cuddling with him, and playing fetch with him! Same with my kitten she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I have open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have 1 dog a 13 year old chihuahua, and a 6 month old kitten. scrappy and Anastasia are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week.

Sitter Profile Image: Keith O.
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Keith O.
from
$40
per day
5.0 out of 5.0 stars
6 reviews
1 repeat client
29 years of experience
Washington Heights, Milwaukee, WI, 53208

About: I've had dogs since I was a kid, for as long as I can remember. I've had dogs of all breeds, sizes, and personalities. My last dog was trained so well that friends and neighbors decided to get a dog for themselves after meeting him. Currently I have a 3 year old dog at home, along with my wife and 2 teenagers. We all love dogs because of the mutual unconditional love. I love taking dogs on walks, playing fetch with them in our small backyard and going to the dog park is a favorite activity for the whole family. Our dog is happiest when playing with other dogs and then getting so tired she can poop out on our couch while cuddling one of us. We have a small backyard but live in a very dog friendly neighborhood with sidewalks so when playing in the backyard isn't exercise enough long walks are great. I am familiar with giving dogs different medications and dealing with different dog personalities. I am an educator, so I am home for the summer, so our routine is flexible. I typically start the day with a morning walk by 7:00 am and then see where the day takes us. We take our last potty break around 10:00 pm before heading to bed. I have a fenced in backyard. I allow pets on our furniture. I do not have a crate, but I am comfortable crating dogs if that is what they are accustomed to. I have a dog and a cat at home. The cat mostly avoids dogs. I love dogs and they will be safe, loved, and taken good care of. There is usually always somebody at home to watch the pets, and we have a flexible schedule to accommodate to that.

Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
Star Sitter
from
$34
per day
4.9 out of 5.0 stars
478 reviews
196 repeat clients
45 years of experience
West Allis, WI, 53219

Daniel and Holly definitely love dogs and are personable and friendly every time we go there. They sent us numerous text messages, including pictures, telling us how things were going. Bug is a very active dog and really benefits from a couple walks each day. I’m not sure if that happened.

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Marc H.
Sitter Profile Image: Mollie M.
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Mollie M.
from
$43
per day
4.8 out of 5.0 stars
48 reviews
19 repeat clients
11 years of experience
Wauwatosa, WI, 53213

Mollie is the best! We have sent our dog to her home for daycare, overnight, and extended stays with nothing but positive things to say. Mollie takes such an active role in watching her dogs by taking them on walks, dog park, lots of fetch/play, and of course snuggles. My dog looks forward to going to Mollie’s every time!

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Laney H.
Sitter Profile Image: Mandi B.
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Mandi B.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
46 reviews
10 repeat clients
30 years of experience
West allis, WI, 53214

Mandi was great! Good communication and pics and videos during the visit. Would definitely recommend Mandi and will look for her availability next time I need a Rover sitter for my dog

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Julia S.
Sitter Profile Image: Altynay A.
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Altynay A.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
11 reviews
5 repeat clients
14 years of experience
Haymarket, Milwaukee, WI, 53212

Altynay is my always go to sitter! She always accepted my last-minute requests and provided an exceptional care with updates after every walk. A person like this is the one of millions!

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Mariia K.
Sitter Profile Image: Tracie B.
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Tracie B.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
49 reviews
19 repeat clients
20 years of experience
Johnson's Woods, Milwaukee, WI, 53214

Amazing communication and pictures throughout. Soba had such a great time hanging out with Tracie and Penny! She was totally pooped from all the fun we had by the time we got home. Would definitely bring soba back without hesitation.

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Hannah N.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5.0 stars
140 reviews
36 repeat clients
30 years of experience
Glendale, WI, 53217

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

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Angela S.
Sitter Profile Image: Danielle W.
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Danielle W.
from
$27
per day
5.0 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Enderis Park, Milwaukee, WI, 53210

About: As a lifelong animal lover, my experience with pets spans over a number of years. From raising my own cats and growing up taking care of dogs. To caring for friends' and neighbors' rabbits, birds, and reptiles, I've developed a deep understanding of different animal personalities and needs. I believe in treating every pet with the same love, patience, and respect I'd want for my own, ensuring they feel safe and happy while you're away. I currently work full-time from home, which gives me a very flexible schedule. Weekdays / weekends, I can make myself available for whatever you need ! I have two cats that we have adopted, both cats are male and are around two years old. They love other visitors and love playtime. They also are open to smaller dogs around can be a little bit more intimidating by larger dogs..

Sitter Profile Image: Julie O.
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Julie O.
from
$25
per day
40 years of experience
Wauwatosa, WI, 53213

About: I’m a psychotherapist by day and am in general a very calm person. I pay attention to your pets moods and energy level and remember that during the time they’re playing with me, they’re missing you! So I treat them as if they were my own. I’m a psychotherapist by day and am in general very calm: I pay attention to your pet’s moods and energy level. I keep in mind that all the while your fur baby is with me, they’re missing you! I treat them as I do my own puppy. I have a fenced yard. (2) 1/2 hour walks a day: 2-4 hour potty breaks. Lots of play time with balls and curiosity toys !

Sitter Profile Image: Genesis B.
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Genesis B.
from
$27
per day
4.8 out of 5.0 stars
9 reviews
1 repeat client
10 years of experience
Haymarket, Milwaukee, WI, 53212

Genesis took amazing care of my dog Lula! I love that she took so many cute photos and videos and kept me updated throughout the entire day. Lula had a great time and felt so comfortable with her. I will definitely book with Genesis again! :)

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Alexa F.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
295 reviews
97 repeat clients
20 years of experience
Brookfield, WI, 53005

My puppy is 2 months and Maria was so sweet to my doggy! I had a last minute appointment and Maria was so understanding ! She catered to my dog and made sure she played her heart out . She made sure to send lots of videos and updates . Very wonderful. Thank you Maria , will be sending Tour over soon ! :-)

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Miyla G.
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$25
per day
5.0 out of 5.0 stars
18 reviews
7 repeat clients
30 years of experience
Wauwatosa, WI, 53226

About: I have always had dogs and they have always been treated like a family member. I do not currently have any pets so your pet will be my priority. I am retired but work part time - mostly from home- so I will be with your pet full time. I will follow any instructions you provide about caring for your pet. I have a fenced yard and a very clean environment for your pet. Your pet will get all the attention it needs and I will treat your pet like he/she were my own.

Sitter Profile Image: Esther J.
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Esther J.
from
$27
per day
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Cindy H.
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Cindy H.
from
$68
per day
5.0 out of 5.0 stars
48 reviews
12 repeat clients
25 years of experience
wauwatosa, WI, 53213

KIND AND CARING CINDY HAS SHASKA'S NEEDS MEET EVER TIME SHE VISITS. LOVE HER CARE

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Lisa H.
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Washington Heights dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Absolutely fantastic sitter! She is quick to respond, kind and professional! Minnie has stayed with her a couple of times now and she’s had a blast! (Proof is in the pictures provided and how tired she is when she gets home)

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Kim S.
Doggy Day Care
5.0 out of 5.0 stars

We could not have asked for a better sitter. From the moment we picked up our dog, it was clear she was so well cared for and genuinely happy. We received great updates, and it gave us complete peace of mind knowing our dog was in such loving , attentive hands. You can tell she truly cares about the animals she watches. We are incredibly grateful and would absolutely book with her again without hesitation. Highly recommend!

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Jeffrey S.
Doggy Day Care
5.0 out of 5.0 stars

Mandi is very caring and friendly person. She made me feel very secure by leaving our dog with her. I would absolutely re-book and recommend her!

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Simona P.
Doggy Day Care
5.0 out of 5.0 stars

Tracie was wonderful with my anxious dog! She was very patient with him and provided updates throughout the time he was with her.

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Rebecca T.
Doggy Day Care
5.0 out of 5.0 stars

Jill is FANTASTIC!🐶 Mira loves her. She is so happy and playful with Jill, and I am thrilled to have found such a wonderful friend for my pup!

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Kim H.
Doggy Day Care
5.0 out of 5.0 stars

Maureen really helped me out with watching my foster for the day time while I had a day trip for work. She was very communicative and flexible!

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Scott S.
Doggy Day Care
5.0 out of 5.0 stars

This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend

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Cruza D.
Doggy Day Care
5.0 out of 5.0 stars

Michelle is an amazing sitter! We felt very confident leaving our Ruby in her care. She's extremely thorough and understanding of the pet's needs. Would highly recommend Michelle!!!

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Andrea A.
Doggy Day Care
5.0 out of 5.0 stars

Krystal is always so good at communication and sends lots of photos and videos throughout the day! Hallie is always so happy and smiling when she’s over there.

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Nicole J.
Doggy Day Care
5.0 out of 5.0 stars

Bridget is absolutely amazing. She is so kind and thoughtful - she does extra little things to make my pets happier and makes it easier on owners when they get home. She’s just the best.

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Robin S.
Doggy Day Care
5.0 out of 5.0 stars

I can’t recommend Katie and Mike enough! I needed a sitter last minute, and they were incredibly responsive and accommodating. My dog is very timid when meeting new people, and she was clearly nervous when I first dropped her off. She spent most of the day with Mike, who was so patient and gentle with her. He kept me updated throughout the day with messages and photos, and it was great to see her getting more comfortable and relaxed as time went on. They’re a truly wonderful family, and I’m so grateful for the care and attention they gave my pup!

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Brandy Z.
Doggy Day Care
5.0 out of 5.0 stars

Sara and Caleb were so helpful with a last minute day care request!!! Responded very quickly and kept great communication throughout the day. I would definitely book with them again and recommend them to anyone worried about leaving their pups with new people. Thank you!!!!!

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Gabriella K.
Doggy Day Care
5.0 out of 5.0 stars

Cyen was great! I felt so comfortable leaving my baby with her, I knew she was in good hands. Got lots of pics and updates. Also, her dog is super sweet and friendly

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Lauren S.
Doggy Day Care
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The median cost per day for doggy day care in Washington Heights is $40

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Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Washington Heights on Rover as of Jan 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Washington Heights doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Washington Heights.

Washington Heights doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Washington Heights sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.