Doggy Day Care in Hillside, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Deann R.
1.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

This was Apollo’s first time away from home. We were extremely nervous! We were very grateful to see the pictures and very pleased to hear he did well. Deann th… (more)

from
$25
per day
Calendar Recently Updated
Ismael C.
2.
Dog loving familyWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Ismeal and his family were so great with Cleo! They gave my pup so much attention and she was a part of their pack and fitting right in by day 2. She got so muc… (more)

from
$42
per day
Confirmed availability: Memorial Day
Jill F.
3.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill is awesome with my scared little guy!!! (more)

from
$40
per day
Calendar Recently Updated
Jessica O.
Not a tail that’s not waggingRiverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jess has been around dogs her whole life and has always loved them. It does not matter what kind of dog it is, as soon as that pooch enters the room, Jess light… (more)

from
$27
per day
Calendar Recently Updated
Isabella C.
Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Isabella has walked my 2 shitzus for over a year. The girls love her and get very excited when they see her. They just want to cuddle in her arms. She is … (more)

from
$32
per day
Calendar Recently Updated
6.
Hi,how areyou all, my name is RandySouthpoint, Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hey hi, I have the experience to care about your dogs, just give Me the opportunity, and I'll enjoy, paying with it, usually the like me, and it make… (more)

from
$27
per day
Calendar Recently Updated
7.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

Dan and Holly were great with our pup! He was a little nervous leaving us but they made him feel welcome and at home. We got great updates and pictures of him p… (more)

from
$30
per day
Confirmed availability: Memorial Day
8.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole is AMAZING and our dog would agree! He gets so excited when we pull up to her house. She has been our go-to dog sitter for many years. Nicole will treat … (more)

from
$30
per day
Calendar Recently Updated
9.
Ali 
Verified Background Check
Trustworthy, friendly and punctualLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ali is one of the most loving, compassionate, responsible, and helpful people I know. She loves animals and they sure do love her back! She is fun and energetic… (more)

from
$40
per day
Calendar Recently Updated
10.
Professional/trustworthy pet sitterUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Sheila for many years. She is a very responsible and kind individual that loves animals, my dog adores her and so do we! I often have her do over … (more)

from
$30
per day
Confirmed availability: Memorial Day
11.
Work from home dog lover!Glendale, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot recommend Kelsey H enough when it comes to dogs! I had a very hyper-loving dog who absolutely loved Kelsey sometimes over me. Working a full-time job o… (more)

from
$27
per day
Confirmed availability: Memorial Day
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jenny is amazing!! My dog clearly adores her and is so excited to see her when I drop him off! We have a regular bi-weekly schedule and it’s been super helpful … (more)

from
$35
per day
Calendar Recently Updated
13.
Where your pups are loved and comfyUptown, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Growing up with dogs made me have a passion to care for them… they are truly my babies! I go the extra mile to ensure they are well taken care of. D… (more)

from
$30
per day
Confirmed availability: Memorial Day
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing with my baby. Very trustworthy and reliable. My baby always comes home happy and tired from playtime (more)

from
$25
per day
15.
vegan, animal loving sitterMidtown, wauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I've had animals in my life since I was a child, between volunteering at our local shelter and walking & sitting for friends and neighbors. I'm curr… (more)

from
$25
per day
Confirmed availability: Memorial Day
16.
Monica's downtown dog boardingLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Monica was super nice & communicative, accommodating in the face of a spontaneous (last minute) request for pup-sitting our frenchie, beautiful clean home in a … (more)

from
$35
per day
Calendar Recently Updated
17.
Veterinarian AssistantUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Sydney has always been the first person I call to watch my pets when I go out of town. She always does a fantastic job and my pets really love her! I would reco… (more)

from
$30
per day
18.
Friendly, dog loving walker/sitterRiverwest, Milwaukee, WI, 53212
Dog Boarding, Doggy Day Care, Dog Walking

Shawn has watched my animals on numerous occasions and always does a fantastic job. He is reliable and very in tune with what the animals in his care need. Shaw… (more)

from
$28
per day
Calendar Recently Updated
Trustworthy, punctual & experiencedLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Always the best care! (more)

from
$35
per day
Calendar Recently Updated
20.
Fur baby lover!Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I currently am not ready to get a dog of my own with my schedule, but would love to get some dog attention while dog sitting! I’ve had a dog since I … (more)

from
$30
per day

Dog owners in Hillside, Milwaukee, WI love booking doggy day care with sitters on Rover.com. Over 1,089 pet owners have reviewed day care sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking doggy day care can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book doggy day care with Rover? Check out our average doggy day care rates to get an idea before reaching out and starting a conversation with a day care sitter near you in Hillside.

Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter in Hillside, Milwaukee. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Hillside, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: